Discover Unique Vacation Rentals in Woodstock, VT

This Vermont inn is located in the Village Green, which offers shopping and dining. The Woodstock Inn features a full service spa and spacious rooms with flat-screen TVs. Guestrooms at Woodstock Inn & Resort have organic bath products in the bathroom. The rooms are equipped with a refrigerator and single serving coffee maker. Guests at the Woodstock can dine at The Red Rooster, which offers casual dining. Breakfast is served in the Main Dining Room. The Inn Woodstock has a concierge service, with information on area events and landmarks. The inn also features a library for rainy days. The Woodstock is within a 5-minute drive of Marsh- Billings-Rockefeller, a historic park. The Billings Farm Museum is one mile from the hotel.

- "Wonderful inn. I can't wait to return!" - "It was one of the few New England Inns I will definitely return to" - "Magical white Christmas, a dream come true!" - "Beautiful Hotel in the Heart of a Winter Wonderland!" - "We had a very relaxing stay in a beautiful place which made "mud season" enjoyable." - "Beautiful" - "Comfortable. Staff were very helpful." - "Woodstock's 5 Star Resort" - "A wonderful stay" - "Great"

Riverfront hotel with a fitness center and a sauna
An indoor pool, a restaurant, and a fitness center are available at this smoke-free hotel. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a sauna, and a conference center are onsite.
Housekeeping is available on request.
On The River Inn offers 45 accommodations with safes and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature premium bedding. 40-inch LCD televisions come with premium cable channels. Bathrooms include shower/tub combinations and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Business-friendly amenities include desks and desk chairs. Housekeeping is offered on request and irons/ironing boards can be requested.

Children under 14 years old are not allowed in the swimming pool or fitness facility without adult supervision.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "The pictures do not show how beautiful this property actually is. Looks 100 times better in person. They have a restaurant which is also very good. You don’t need to go anywhere else. The pool is a vibe after a long day of snowboarding. Recommend it 10/10. I will definitely go back again." - "Very nice pool area with authentic steam Sauna! " - "Best included breakfast of any hotel I’ve ever had! Great service! The decor and furnishing is lovely. The mattress wasn’t very comfortable but not the worst.only 20-30 minutes to Killington slopes. There isn’t a whole lot to do otherwise. We would definitely stay there again. "

Featuring rooms with panoramic river and garden views, On the River Inn is located in Woodstock, Vermont. The property offers an indoor pool and sauna, gym and kids game rooms, a restaurant and bar. Each air conditioned room includes a seating area and a balcony with a view. The decor style is influenced by New England. The private bathrooms are equipped with free toiletries and towels. Some rooms feature a river view. Guests at Woodstock’s 506 On the River Inn can enjoy an array of activities on site and in the surrounding area, including horseback riding, hiking, biking and skiing. WiFi access is free for all our guests. 506 Bistro & Bar offers a menu of seasonal dishes as well as a selection of local beers, wines and cocktails. A hot breakfast buffet is also included. A 24-hour front desk is available. Free parking is provided. The inn is located 2.1 mi to Woodstock town and hiking trails, 9.3 mi to VINS Nature Center and the Ottauquechee gorge, and 18 mi to Killington ski resort.

- "Hidden gem" - "our stay was awesome, a lot of fun activities to do on the property especially for the little people, great breakfast, f" - "I would return anytime." - "Pleasantly surprised by everything" - "First trip to Vermont" - "It was relaxing and wonderful." - "It was a nice quant place" - "awesome inn, like the style, food and staffs" - "Amazing property" - "Great hotel for ages 8 through 80!" - "Charming, needs a face lift, plumbing work needed, thorough cleaning needed."

Luxury resort with 4 restaurants and 2 hot tubs
4 restaurants, a full-service spa, and a golf course are available at this smoke-free resort. Free WiFi in public areas and free valet parking are also provided. Additionally, an indoor pool, 2 bars/lounges, and a health club are onsite.
Housekeeping is available on request.
Woodstock Inn & Resort offers 142 air-conditioned accommodations with espresso makers and safes. Each accommodation is individually furnished and decorated. Pillowtop beds feature premium bedding. 43-inch flat-screen televisions come with premium cable channels and pay movies. Guests can make use of the in-room refrigerators and coffee/tea makers. Bathrooms include shower/tub combinations, bathrobes, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include complimentary bottled water and irons/ironing boards. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "It was great" - "The Inn is beautiful. The staff is great!" - "The moment I stepped through the doors, I immediately felt a cozy, comfortable and relaxed atmosphere. Everyone was easy going and genuinely friendly. The whole town feels like that. If you need a time out, far away from the worldly troubles, this is the place to go. Head on over to the SPA which is absolutely fabulous! " - "We have been staying since the 1980’s. As always, this is nice, well maintained property."

Featuring mountain views, The Village Inn of Woodstock in Woodstock features accommodations, a bar, and a shared lounge. Featuring a garden, the 4-star bed and breakfast has air-conditioned rooms with free Wifi, each with a private bathroom. There's a restaurant serving American cuisine, free private parking, and an electric vehicle charging station. Every unit is fitted with a wardrobe and a flat-screen TV, and some units at the bed and breakfast have a balcony. At the bed and breakfast, each unit is equipped with bed linen and towels. American and vegetarian breakfast options with warm dishes, local specialities, and fresh pastries are available. Guests at the bed and breakfast will be able to enjoy activities in and around Woodstock, like hiking and walking tours. Guests at The Village Inn of Woodstock can enjoy skiing and cycling nearby, or make the most of the sun terrace. Killington Peak is 23 miles from the accommodation, while Mount Tom is 1.5 miles from the property. Lebanon Municipal Airport is 15 miles away.

- "Very pleasant company, lots of chats at breakfast and the hosts were lovely." - "Charming, beautiful Vermont Inn" - "Stay there when go to Woodstock area." - "Phenomenal Breakfasts and Heather was great." - "peaceful and enjoyable" - "Cute location, wouldn’t stay again"

Victorian bed & breakfast with a restaurant and a bar
This smoke-free bed & breakfast features a restaurant, a bar/lounge, and coffee/tea in a common area. Free WiFi in public areas and free self parking are also provided. Additionally, concierge services, a library, and express check-out are onsite.
Housekeeping is available on request.
The Jackson offers 11 accommodations with designer toiletries and complimentary toiletries. Each accommodation is individually furnished and decorated. Beds feature down comforters. 42-inch Smart televisions come with cable channels and Netflix. This Woodstock bed & breakfast provides complimentary wireless Internet access. Irons/ironing boards, hair dryers, and change of towels can be requested. Housekeeping is provided on request.
The recreational activities listed below are available either on site or nearby; fees may apply.

- "Amazing stay! Cozy, friendly and the breakfast was scrumtrulescent! We will definitely want to be back. " - "The inn keepers were so attentive and the room was an A " - "Such a comfortable, clean, and warm place to stay with a delicious breakfast." - "Fantastic Inn Beautiful grounds Great Breakfast excellent room" - "Great stay!" - "Fantastic homemade breakfast and cookies at night. The rooms were very clean and comfortable. The staff was fantastic! Will be staying again. Book directly and save money."

The Woodstocker Inn is located in Woodstock, Vermont, 21 km from Killington and its ski slopes. This adult-only property offers complimentary 24-hour refreshments. Each room features locally sourced amenities and snacks and a private bathroom with bathrobes. A flat-screen cable TV is provided. Some rooms feature a sauna and select rooms offer a fireplace. This Woodstock property has an on-site library, which boasts hundreds of books.The dining room has an eco-friendly, wood-burning stove. An à la carte breakfast menu is offered and an in-room continental breakfast is available upon request. There is an outdoor firepit at the property. Guests can enjoy various activities in the surroundings, including skiing and horse riding. Woodstock is 700 metres from The Woodstocker Inn, while Hanover is 21 km from the property.

Wheelchair Accessible • Parking • Air Conditioner • Balcony/Terrace • Internet • Breakfast

Victorian inn with free breakfast and a bar
Along with a bar/lounge, this smoke-free inn has concierge services and an arcade/game room. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a library, express check-in, and express check-out are onsite.
The Village Inn of Woodstock offers 8 air-conditioned accommodations with designer toiletries and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is offered daily and hypo-allergenic bedding can be requested.
The recreational activities listed below are available either on site or nearby; fees may apply.

- "Owners and staff very nice and attentive. Breakfast very good. 10 min walk through middle of Woodstock shopping district to get to the Woodstock Inn. " - "Excellent service at a beautiful property, walking distance to everything in Woodstock. And the baked French Toast is a breakfast I will be thinking of fondly for years. " - "A quaint old b&b with beautiful character. Easy walk to downtown that has restaurants and shopping, a park with nature trail a very short walk down the street.(highly recommend) Fantastic breakfasts, and Heather was a fantastic host! We hope to go back for our anniversary next year!"

Great Pond Retreat is located in Killington, just 31 miles from Killington Peak and 9.4 miles from Mount Tom. The vacation home has access to a restaurant. Gifford Woods State Park is 26 miles from the vacation home and Pico Peak is 28 miles away. Offering a terrace and lake views, the spacious vacation home includes 5 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 3 bathrooms with a walk-in shower. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Guests can also warm up near the outdoor fireplace after a day of skiing. Dartmouth College is 28 miles from the vacation home, while Billings Park And Trails is 9.4 miles away. Lebanon Municipal Airport is 24 miles from the property.

Skiing • Balcony/Terrace • Fireplace/Heating • Sports/Activities • Restaurant • Barbecue/Outdoor Cooking • Guest Services • Security/Safety • View • Laundry • Private Beach • Pet Friendly

Bed & breakfast in Woodstock with free breakfast and a sauna
A snack bar/deli, a sauna, and a library are available at this smoke-free bed & breakfast. Free cooked-to-order breakfast and free self parking are also provided. Other amenities include a garden.
The Woodstocker B&B offers 9 air-conditioned accommodations with bathrobes and slippers. Each accommodation is individually furnished and decorated. Flat-screen televisions are featured in guestrooms. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers. Housekeeping is offered daily and irons/ironing boards can be requested.
Recreational amenities at the bed & breakfast include a sauna.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! " - "The rooms have various themes and are very creative,clean and cozy. you are provided with a menu for breakfast with the owners serving and making each part of your stay very personal, using all local products. You are taken to your room, with all amenities and details reviewed and a full tour of the house to ensure your comfort. There is a small kitchenette available to you at all hours with various drinks and treats. The only small downside was they use single verses 2 ply toilet paper, which causes you to use more verses less."

Casita Alta - Woodstock, VT - Main House & Pool House with Private Heated Pool and Mountain Views offers accommodations in Woodstock, 24 miles from Killington Peak and 1.4 miles from Mount Tom. This property offers a private pool and free private parking. Outdoor seating is also available at the vacation home. With free Wifi, this 3-bedroom vacation home offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. There's also a seating area and a fireplace. Guests at Casita Alta - Woodstock, VT - Main House & Pool House with Private Heated Pool and Mountain Views can enjoy skiing nearby, or make the most of the garden. Dartmouth College is 18 miles from the accommodation, while Gifford Woods State Park is 22 miles from the property. Lebanon Municipal Airport is 14 miles away.

Balcony/Terrace • Accessibility • Pool • Fireplace/Heating • Sports/Activities • Parking • Security/Safety • Skiing • View • Other • Air Conditioner • Internet

Riverfront hotel in Woodstock with free parking
Coffee/tea in a common area, free use of bicycles, and a garden are available at this hotel. Free WiFi in public areas and free self parking are also provided. Other amenities include a picnic area and a front-desk safe.
The Shire Woodstock offers 53 accommodations with irons/ironing boards and complimentary toiletries. Flat-screen televisions come with cable channels.

Bathrooms include showers. Guests can surf the web using the complimentary wireless Internet access.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Great stay!" - "." - "Unfortunately we only had a short stay, but next time we’ll book for a longer stay, such a nice property and very clean and welcoming. I would highly recommend and will be going back in the future!" - "Such a fantastic place to stay. Staff were so friendly, the hotel had great ammentities (expedically beacuse the restaurants in the area all closed early but we were able to go to the supermarket across the road and heat up some stuff in the microwave). Beautiful location, overlooking the river. We will be back!"

The Shire Woodstock is located in Woodstock, Vermont. Free WiFi access is available. The scenic Ottauquechee River flows behind the property. Each guest room has traditional New England furnishings. Rooms include air conditioning, cable TV, a small refrigerator, and a private bathroom. Select units are equipped with a spa bath. Pet-friendly rooms are available. If you would like a to reserve a Pet-Friendly room please reach out to us. Restrictions Apply. The Shire Woodstock offers free parking. The hotel is 1.6 mi from Suicide Six, 1 mi from Mount Tom and 1969 feet from Billings Farm Museum.

- "Wonderful spot on the river, short walk to shops and restaurants." - "Perfect location!" - "Great spot near all attractions and eating establishments. A Supermarket across the road was handy" - "Wonderful, will absolutely stay again!" - "Loved it" - "Great affordable clean hotel in Woodstock that is in a central location with great river views" - "Lovely, comfortable and easy , pretty outdoor surroundings in close to downtown area"

- "This was a beautiful property. Everything will thought out, with lots of lovely touches. Owners friendly and helpful. Amazing breakfast. Would highly recommend." - "Tony and Jill were lovely, as was the entire staff. The rooms were nicely appointed. The food was delicious (if a little too generous on the portions). The common areas were warm and comfortable. The location is walking distance to town and to a nice, fairly easy hike up Mt. Tom. "

This Vermont motel, located off Route 4, West Woodstock Road, is 8 minutes’ drive from Woodstock town center and just 15 minutes' drive from the SkyeShip Gondola and Killington ski slopes and 30 minutes from Okemo Ski Slopes. Free Wi-Fi access is available. Air conditioning and a flat-screen cable TV are included in each room. A microwave, refrigerator and coffee machine are also provided. Private bathrooms are equipped with free toiletries. Billings Park is 8 minutes’ drive from the motel. Billings Farm & Museum is 10 minutes’ drive away. Sugarbush Farm is 9.3 mi away and Calvin Coolidge Heritage Home is 9.2 mi away.

- "Absolutely perfect - clean, cozy, convenient, comfortable, easy." - "so cute, so fun!" - "If you need a good place to stay, this is it!" - "Love great location for my Vacation to Vermont" - "Comfortable, inexpensive and quiet!!" - "Lovely cozy stay during Wassail." - "We wanted something convenient to Plymouth and it was perfect." - "Very restful and quiet." - "Cute motel with a retro vibe. Would def stay again for a short term stay."

Inn in Woodstock with a lazy river and a rooftop terrace
Along with a restaurant, this smoke-free inn has a bar/lounge and a lazy river. Free WiFi in public areas and free self parking are also provided. Other amenities include a rooftop terrace, concierge services, and a library.
The Lincoln Inn & Restaurant At The Covered Bridge offers 6 air-conditioned accommodations with complimentary newspapers and complimentary bottled water. Guests can surf the web using the complimentary wireless Internet access. Bathrooms include showers, complimentary toiletries, and hair dryers. Housekeeping is offered daily and hair dryers can be requested.
Recreational amenities at the inn include a lazy river.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "I didn't realize it was a bed & breakfast when I reserved our room (my mistake), but it was fine. I'm handicapped and had to go up steps in the old home with my luggage (obviously, no elevator). While the room was small and a bit cramped for us, it was nice, quiet, and the beds were comfortable. Again, this is not a knock on the property. It was very quaint. Just my mistake for not realizing exactly what I was booking." - "Breakfast was great. Property is nice and quiet. Back of property is beautiful."

Offering mountain views, Woodbridge Inn Bed & Breakfast in Woodstock provides accommodations, a garden, barbecue facilities, and a shared lounge. A hot tub is available for guests. The bed and breakfast offers rooms with air conditioning, free private parking, and free Wifi. There's a private bathroom with shower in all units, along with a hair dryer and free toiletries. At the bed and breakfast, units are equipped with bed linen and towels. Guests at the bed and breakfast can enjoy an American breakfast. Guests at Woodbridge Inn Bed & Breakfast will be able to enjoy activities in and around Woodstock, like hiking. Guests at the accommodation can enjoy skiing and fishing nearby, or make the most of the sun terrace. Killington Peak is 17 miles from Woodbridge Inn Bed & Breakfast, while Mount Tom is 6.3 miles from the property. Lebanon Municipal Airport is 21 miles away.

- "Fantastic place" - "A delightful stay with great host." - "Cute and Cosy in scenic Woodstock" - "The perfect cozy stay!" - "Disappointed as was an expensive treat for us to stay at this type of inn."

Riverfront bed & breakfast with free breakfast and an outdoor pool
An outdoor pool, express check-in, and express check-out are available at this smoke-free bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a garden, barbecue grills, and a picnic area are onsite.
Woodbridge Inn offers 6 accommodations with hair dryers and complimentary toiletries. Each accommodation is individually furnished and decorated. Beds feature premium bedding. This Woodstock bed & breakfast provides complimentary wireless Internet access. Bathrooms include showers. Housekeeping is provided daily.
Recreational amenities at the bed & breakfast include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "A beautiful, well kept home that you are made to feel very welcomed & cared for! Not a far drive to downtown Woodstock, right off Hwy 4. They have a spacious backyard along the river, plenty of seating, a hot tub and even made a bonfire to enjoy. Delicious breakfast, luxurious sheets, pillows & towels, and great hosts! Prepare to feel pampered! Looking forward to returning. " - "Breakfast is very thoughtful and delicious, vegetarian friendly!"

Providing garden views, Stay At Jimmy's in Woodstock provides accommodations and a garden. This property offers access to a patio, free private parking, and free Wifi. Killington Peak is 23 miles from the bed and breakfast, and Mount Tom is 1.5 miles away. The bed and breakfast will provide guests with air-conditioned units with a wardrobe, a coffee machine, a microwave, a fridge, a safety deposit box, a flat-screen TV, a terrace, and a private bathroom with a walk-in shower. There's also a fully equipped kitchenette with kitchenware. At the bed and breakfast, all units are equipped with a seating area. Guests at the bed and breakfast can enjoy a continental breakfast. Dartmouth College is 19 miles from Stay At Jimmy's, while Gifford Woods State Park is 21 miles away. Lebanon Municipal Airport is 14 miles from the property.

- "Gorgeous rooms and extremely relaxing tub! This place is also within walking distance of many shops." - "Amazing place to stay in Woodstock" - "Quite possibly the best stay in Vermont. Fact" - "Sweet little inn close to downtown Woodstock" - "Wonderful experience" - "John and Jimmy are wonderful hosts! Very knowledgable of the area and the sites. Thanks to you both!" - "Great spot. So lucky to have found it! Wonderful hosts!"

Bed & breakfast in Woodstock with free breakfast
Free breakfast, free self parking, and free WiFi in public areas are available at this bed & breakfast.
Housekeeping is available on request.
Stay At Jimmy's offers 3 air-conditioned accommodations with slippers and hair dryers. Each accommodation is individually furnished and decorated. Accommodations at this 3-star bed & breakfast have kitchenettes with microwaves and cookware/dishes/utensils. Bathrooms include bathtubs or showers with jetted bathtubs and rainfall showerheads, and bidets.

Guests can surf the web using the complimentary wireless Internet access. 55-inch Smart televisions come with digital channels and Netflix. Irons/ironing boards, change of towels, and change of bedsheets can be requested. Housekeeping is provided on request.

- "Our short but sweet stay was great. Check in was smooth and the breakfast bundles were a nice touch. The rooms are newly designed and felt like such a getaway!" - "Great hosts and very comfortable room." - "Our stay was AMAZING! Jimmy and John are the perfect hosts. The fresh fruit and baked items, the beautiful grounds, the private fire pit, the comfortable apartment, the perfect location, and the way our hosts made us feel so comfortable, well, we just truly hated to leave. Thank you Jimmy and John for an amazing, (too brief), stay at your BnB!!!"

Starry Plough is located in Bridgewater, just 29 miles from Killington Peak and 8.5 miles from Mount Tom. The vacation home has access to a restaurant. Gifford Woods State Park is 27 miles from the vacation home and Dartmouth College is 28 miles away. The vacation home features 4 bedrooms, a fully equipped kitchen with an oven and a microwave, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Guests at Starry Plough will be able to enjoy activities in and around Bridgewater, like skiing. Pico Peak is 29 miles from the accommodation, while Billings Park And Trails is 8.8 miles away. Lebanon Municipal Airport is 23 miles from the property.

Laundry • Security/Safety • Skiing • Restaurant • Guest Services • Sports/Activities • Fireplace/Heating • Pet Friendly • Child Friendly

Bed & breakfast in Woodstock with free breakfast
This bed & breakfast features free breakfast, free self parking, and free WiFi in public areas.
The Vesper offers 9 air-conditioned accommodations with hair dryers. Each accommodation is individually furnished and decorated. This Woodstock bed & breakfast provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices).
The recreational activities listed below are available either on site or nearby; fees may apply.

- "The Vesper is just the right amount of historic charm mixed with a clean, modern aesthetic. Breakfast was very tasty and made better by causal conversation with other guests. The sound machine in the room and hiking suggestions were a really nice touch! 10 out of 10 would stay here again (but longer next time!)." - "It was a very pleasant experience at the house and I enjoyed walking around also" - "Awesome experience. Terrific location and wonderful accommodations. "

The Vesper Bed and Breakfast, located just off the Village Green in Woodstock Vermont, is an 1835 Greek Revival home with a modern sustainable vision for bringing community together. It's thoughtful, vibrant, interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's basecamp for getting outside, going inward, and enjoying it all. Featuring free WiFi throughout the property, The Vesper Woodstock offers accommodations in the village of Woodstock, VT, 1.6 mi from Suicide Six. Free private parking is available on site. All rooms are fitted with private baths. Certain rooms have a gas fireplace, a spa bath, and/or a TV. Galleries, museums, restaurants and shops are within a 2297 feet radius of The Vesper Woodstock. Mount Tom is 0.9 mi from The Vesper Woodstock, while Billings Farm Museum is 1969 feet from the property.

- "Beautiful stay at a beautiful home in a beautiful storybook town." - "Not Your Grandmother's B&B" - "Felt like home" - "Nice bed and breakfast close to town. Clean and comfortable." - "Very good" - "Delightful" - "It was a great place to rest and restore for my return home." - "Cute spot could use some improvements but good overall stay" - "Overall we would return there and recommend to others" - "Not a choice for next time."

Riverfront motel in Woodstock with free parking
This smoke-free motel features express check-in, express check-out, and tour/ticket assistance. Free WiFi in public areas and free self parking are also provided. Other amenities include a picnic area.
Sleep Woodstock Motel offers 13 air-conditioned accommodations with iPod docking stations and coffee/tea makers. These individually decorated accommodations include desks. Accommodations have kitchenettes with microwaves. Bathrooms include shower/tub combinations, designer toiletries, complimentary toiletries, and hair dryers.

This Woodstock motel provides complimentary wireless Internet access. 37-inch flat-screen televisions come with cable channels. Additionally, rooms include irons/ironing boards and blackout drapes/curtains.

- "Very Clean and great furnishings! Best motel I have ever stayed at and I do a lot of business traveling. " - "Super-clean, very comfortable, responsive host (let me in the the closed office early in the morning to get some ice), and a great value." - "Very decent and nice place for a short stay." - "Bright, clean and updated. Lots of wonderful local art on the walls. Pet friendly. This is our new go-to place when skiing in VT."

Located in Woodstock, 21 miles from Killington Peak, The Jackson has accommodations with a garden, free private parking, a terrace and a restaurant. Located around 3.1 miles from Mount Tom, the inn with free WiFi is also 19 miles away from Gifford Woods State Park. Some rooms at the property feature a patio with a garden view. At the inn, the rooms are equipped with a closet. Complete with a private bathroom equipped with a shower and free toiletries, all rooms at The Jackson have a flat-screen TV and air conditioning, and certain rooms also offer a balcony. The accommodation offers an à la carte or American breakfast. Pico Peak is 20 miles from The Jackson, while Dartmouth College is 22 miles from the property. Lebanon Municipal Airport is 17 miles away.

- "A Charming Vermont Getaway" - "Beautiful inn with a comfortable room. Convenient short drive to downtown Woodstock." - "Overall it was quaint, very relaxing and I look forward to returning again someday." - "Happy with choice" - "Lovely Inn in New England" - "Relaxing" - "Inn keeper was very helpful." - "Beautiful period cozy home with high quality everything!" - "Nice" - "A home from home with wonderful staff but a disappointing breakfast was the only negative"

- "Contactless check in. Quiet, comfy beds. Would like an extra pillow. No hot water, luke warm at best." - "I love old school motels where you park outside the door. This one was very nice." - "Super cute and comfy inn. Super easy to book and stay. Really close to center of town. WiFi not so great, but really not an issue for such a short stay, if longer it would have been. Hot water is very HOT! " - "Nice sized room! Great bed and TV. Great view!!!! Clean!!! Very cute. Safe for solo traveler. "

Located in Woodstock, 20 miles from Killington Peak, The Lincoln Inn & Restaurant At The Covered Bridge provides accommodations with a garden, free private parking, a shared lounge and a terrace. 4.3 miles from Mount Tom and 18 miles from Gifford Woods State Park, the property has a restaurant and a bar. Billings Park and Trails is 2.9 miles from the inn and VINS Nature Center is 3.9 miles away. At the inn, all rooms come with a closet. With a private bathroom equipped with a shower and free toiletries, rooms at The Lincoln Inn & Restaurant At The Covered Bridge also offer free WiFi, while selected rooms have a mountain view. At the accommodation every room is equipped with bed linen and towels. Guests at The Lincoln Inn & Restaurant At The Covered Bridge will be able to enjoy activities in and around Woodstock, like skiing, fishing and cycling. Pico Peak is 19 miles from the inn, while Dartmouth College is 23 miles away. Lebanon Municipal Airport is 18 miles from the property.

- "Beautiful, peaceful, comfortable, perfect...would definitely stay there again. Felt like home." - "Our stay was great, many places to go in town that were close by." - "Could not get over the air fresheners trying to mask the foul odor"

Riverfront inn in Woodstock with free parking
A picnic area, a lobby fireplace, and free self parking are available at this smoke-free inn. WiFi in public areas is free.
Housekeeping is available on request.
Lincoln Inn & Gallery offers 10 accommodations with complimentary bottled water and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Bathrooms include showers. Housekeeping is offered on request and hair dryers can be requested.
The recreational activities listed below are available either on site or nearby; fees may apply.

- "Beautiful old inn on edge of Woodstock. Perfect for outdoor activities as well as enjoying a charming town. Room looks newly restored aside from wood floors which add character. Large property with outdoor fire pit and can walk 100 feet to river and covered bridge. " - "We had a great stay in April! Mud season, but still great to be right next to the river" - "We had a wonderful stay at the Lincoln Inn. The property was very cute and historic, and the innkeeper was warm and welcoming."

Located within 20 miles of Pico Peak and 22 miles of Dartmouth College, Lincoln Inn & Gallery has rooms in Woodstock. The property is around 20 miles from Killington Peak, 3.3 miles from Mount Tom and 18 miles from Gifford Woods State Park. Quechee Gorge is 15 miles from the inn and Killington Pico Adventure Center is 19 miles away. Certain rooms have a kitchen with a fridge, a dishwasher and an oven. A continental breakfast is available at the inn. Lincoln Inn & Gallery has a sun terrace. Guests at the accommodation will be able to enjoy activities in and around Woodstock, like hiking, skiing and fishing. Billings Park And Trails is 2.9 miles from Lincoln Inn & Gallery, while Vins Nature Center is 3.9 miles from the property. Lebanon Municipal Airport is 17 miles away.

- "Like was attentive and hospitable. Had a great stay and bathroom was clean." - "Warmly greeted and owner was very present. Breakfast was simple but Hugh quality, especially bakery products from local" - "The Historic Inn offers a pleasant stay, with easy access to all attractions." - "Cute old Inn with a beautiful setting on the river" - "I think that better days are ahead for this newly owned inn. I would give them another chance."

You come to Woodstock, VT to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and have fun!

So when you`re ready for a good nights sleep after a busy day, our newly renovated 1200 sq ft Deluxe Suite located in the center of Sleep Woodstock Motel is the perfect place to lay your head!

Experience a sustainable stay at Sleep Woodstock, our solar-powered hotel located 4 miles to Woodstock, 12 miles to Quechee Gorge, 8 miles to Saskedena Six, and 10 miles to Killington Ski Resort.

This 2 bedroom 2.5 bath 2 floor Deluxe Suite is located in the middle of Sleep Woodstock Motel and is perfect for the whole family!

The first floor has a fully equipped renovated kitchen with pots, pans, dishes, and silverware, a half bath, living room, and a second living area with a Queen La-Z-Boy sleeper sofa. Both living rooms and bedrooms are equipped with flat screen TVs with cable.

Out the sliding glass doors out back you`ll find a private deck with a gas grill and green area with no fencing.

Upstairs on the second floor there are 2 bedrooms with private bathrooms. One has a king bed, the other has 2 double beds. The master with the king bed has a view of the front of the Motel which overlooks route 4 and the Ottaquechee River.

A unique property at a great value in a stellar location near Woodstock, Killington, and Quechee, VT!

Contactless remote check in via a keypad on your door. When the motel open signs are on stop in for local recommendations or assistance, or reach out to our 24 hour customer service team at any time!

We turned the office into a `Family room`, where the spirit of Ohana truly shines! We believe in cultivating a sense of community, and this cozy space is designed to be a gathering place for all our guests. Here, you can connect with fellow travelers, share stories, and enjoy complimentary refreshments. Whether you`re sipping coffee, grabbing a quick snack, or simply relaxing on the sofa, the Family/Ohana Room is always open for you. Should you find it locked, please don`t hesitate to let us know, and we`ll gladly unlock the door. Enjoy!

All rooms are dog friendly with an additional fee, and non-smoking.

There is an EV charger available on a first come first serve basis for all Sleep Woodstock Motel guests.

Pet Friendly • Guest Services • Laundry • Other • Wellness Facilities • Parking • Barbecue/Outdoor Cooking • Air Conditioner • Security/Safety • Internet • Fireplace/Heating • Tv

Escape to one of the prettiest towns in America. Make your vacation a quiet visit in a quintessential, charming apartment close to it all. We offer a ideal vacation rental: one bedroom log home apartment in the woods within walking distance of the Woodstock village center.

The vacation rental apartment is 900 square feet and sleeps up to 4 people, 2 on a new queen sofa bed with tempurpedic mattress. There is a separate bedroom with queen bed. The full kitchen opens to the large living room with cathedral ceiling. Full size appliances include a brand new stainless steel refrigerator, stove, oven, dishwasher and both a washer and dryer. Enjoy cable, flat screen TV and wireless internet (WiFi). We do not permit smoking or pets.

The apartment is a short, 1/4-mile walk to the heart of the village. We have wonderful shops, a beautiful library, several covered bridges, many highly-rated restaurants and a National Park.

THINGS TO DO AND SEE:
- QUECHEE GORGE: 10 minutes away
- 4 top notch LIVE THEATERS within 20 minutes (2 in Woodstock) Opera and Ballet
- BILLINGS FARM AND MUSEUM: 5 minutes away
- Mt. Tom which overlooks the village is a national park, and there are 2 state parks within 20 minutes.
- 3 local BREWERIES: 15 minutes away
- PRESIDENT COOLIDGE'S BIRTHPLACE AND MUSEUM: 20 minutes away

MORE TO DO:
- The VERMONT INSTITUTE OF NATURAL SCIENCE within 10 minutes. It is a place for raptors to heal. Live demonstrations.
- King Arthur Flour home: 20 minutes away
- The athletic center includes tennis, pickleball, workout facility, pool: 2 minutes away
- The host coordinates pickleball on a daily basis, and would be happy to include guests
- DARTMOUTH COLLEGE AND VERMONT LAW SCHOOL a short drive.
- Buy your CHEESE where it's made: Sugarbush Farm
- Woodstock has an indoor rink for ICE SKATING

For last minute reservations, Bob can provide updated snow conditions for DOWNHILL AND CROSS COUNTRY SKIING, SNOW SHOEING AND SLEDDING within minutes of this property. Bob can also assist with dinner reservations.

The second Saturday in December is WASSAIL WEEKEND. Check it out online and BOOK EARLY!

- "We've stayed at Bob's place before and enjoyed our stay here again. Close to all the restaurants and shops, comfortable, quiet. Bob provided sone great recommendations once again for things to do, places to go. Will definitely book again if we have the chance." - "A perfect apartment for my grandson and I visiting family who live in Woodstock." - "Lovely cozy spot. Bob is very pleasant..evident he prides his home." - "Great for family and guests"

Carriage house to historic 1861 home. One bedroom, queen bed with en suite bathroom. Full kitchen, open-plan living room with sofa bed and lovely view of the Ottaquechee River. Located on a peaceful, discreet cul-de-sac. Serene pastoral setting abutting Billing's Farm fields, and yet within easy walking distance to Woodstock Village center. Conveniently located directly across the road from Marsh-Billings-Rockefeller National Park and Mansion with easy access to miles of Park hiking/biking/cross country ski trails.

- "I booked this place for myself and friends to come ski for the holiday weekend. ~30 drive to Killington was very doable. We had a full house and it was cozy, but doable for close friends. House was well-stocked and beds were comfy. We had one car and being walking distance to town allowed some of us to ski and others to stay without being stranded at home. We so enjoyed our stay and the town of Woodstock, and will absolutely consider rebooking in the future. Host was communicative and accommodating. Thank you for a great weekend!"

Dana Road House, a welcoming 3BR/2BA Vermont country home with hot tub, king master suite & chef's kitchen!
Ideally located just 1.7 miles from the charming village of Woodstock VT and under 20 min. to Killington ski resort.
Well appointed, spotlessly clean home provides all high quality amenities for your enjoyment and comfort.
The cedar hot tub in the gazebo is heated year-round.
Enjoy the big, private yard, patio with dining, wood burning chiminea & BBQ.
Visit with our horses just across the fence! They love treats and attention.
The house offers a spacious open floor plan, well stocked chef's kitchen, dining for 6+, 2 living areas, wood stove, Smart TV & WiFi. 3 spacious bedrooms include a king master suite, with jetted tub, queen room with brass bed and a double twin room
The owner personally assures the house is spotlessly clean and stocked with everything you need to make Dana Road House your Vermont home away from home.
The entire house has been freshly updated and furnished with care. Enjoy the open floor plan, 2 sunny living areas and a large, fully equipped gourmet kitchen with space for many chefs!
3 bedrooms feature premium bedding for a comfortable night's sleep, designed to accommodate 6 guests. The spacious master suite offers a king bed and en-suite bath with jetted tub. Bedroom 2 has a plush queen size bed and bedroom 3 has 2 twin beds. 2 full baths are sunny and fresh, en-suite master bath features a jetted tub as well as walk in shower. A full laundry room is also provided.
Relax in front of the wood stove in the sun room in cool weather. BBQ and dine on the private patio or soak in you private redwood hot tub. The Chiminea on the patio makes a great gathering spot to enjoy a fire under the starry sky.
Great location! Just 1.7 miles to Woodstock village. We have world class single track mountain bike trails just behind the house. Matt is happy to show you the trails if you like! We're just 20 minutes (14 miles) to Killington ski resort and convenient other central Vermont skiing. Snowmobile access to Vermont's VAST trail is 1/4 mile from the house.
Plenty of parking for your vehicles and toys.
Locally owner managed by Gray Barns Properties, to assure your experience is beyond your expectations.
Surrounded by fields and forests, your closest neighbors will be our 2 horses.
Set on 10 private acres, the owner's home is also on the property down your private drive. Hike, bike, ski, go for a run or just relax on the patio. Your children will enjoy the big yard and tree swing. We just put in a horse-shoe pit this fall, fun for all!
Located on a private drive, a quiet, safe location.
Amenities also include gazebo with hot tub, wood fired chiminea on the patio, cable TV, DVD, high speed WiFi, and mountain bikes for the family.
Please also visit our other VT vacation homes:
Vrbo #3569733, Falcon House is a 2BR / 2BA for 5-6 guests, 2 miles from Dana Road House and 2 miles from Woodstock village
Vrbo#2603052: Windfall, In the heart of Quechee Lakes resort, a well appointed townhome for 4 guests. Walk to Simon Pearce, renter access to Quechee Lakes amenities (fee).
Take your time to explore beautiful Woodstock Vermont! You'll love it here.
@GrayBarnsKat @DanaRoadHouse

VT Rooms & Meals Tax license #MRT10094275001

- "This property is amazing! Well-stocked, comfortable beds with wonderful sheets, blankets and pillows. You feel like you are out in the country yet so close to town. Kat is a wonderful host. We highly recommend this place." - "Very convenient and very nice." - "We had the best stay! The house is about 1/2 hour from Dartmouth and was the perfect spot to enjoy the week of graduation festivities while having a true home base. The hosts are amazing. Everything was really lovely."

'Sanctuary' describes this green-built, two-story solid-timber home perfectly. Peaceful, quiet, nestled on a wooded mountainside in Vermont, Starry Hill is the superlative place to get away from the noise of everyday life. A fully furnished screened back porch, complete with soft patio lights, padded porch swing, and small dining table completes the picture. A glass-front living area wood stove (fall/winter) adds charm and warmth. All flooring is random-width pine finished with natural oils. Bedrooms are spacious and include cozy sitting areas. And yes, I have ethernet plus business-level Wifi! Unique shopping & art galleries await you in quintessential Woodstock, only 5 miles away. Silver Lake State park with beachfront, kayak, & paddleboat rentals plus playground/sand volleyball area is 4 miles away. After a day at the beach, there's the famous Barnard General Store for deli/ice cream, Tozier's drive-up, or fine dining at the Barnard Inn and Max's Tavern. Live theater/concerts within 30 minutes distance at Northern Stage, The Hopkins Center, and Lebanon Opera House. Local theatre 8 min. away at The Grange.

BEGINNING SEPT. 2023: BOOKING MONTHLY RENTERS ONLY (30-days or longer). BOOK EARLY to reserve your month(s). NOTE: More days/months means a better deal! Please ask for rates.

Reserving the property: Once you're ready to book, the dates you desire are secured with a rental deposit using your credit card, or a personal or cashier's check and the signed booking confirmation form emailed to you or agreed to upon using your credit card.

- "We had an incredible stay at this special home nestled at the top of a hill in the woods. Everything was perfect and comfortable! Thanks to Heidi!" - "We loved our week stay. The home was very clean and very comfortable. The kitchen was well stocked and easy to work with. We especially enjoyed the screened porch. The trails were used by us every day. And it was a perfect location." - "My wife and I rented Starry Hill for the entire month of October for our first trip to Vermont. It fulfilled our dreams of a comfortable cabin/house in the woods. Locals said the tree color was the most vivid ever and the weather was unusually wonderful. We loved it. Heidi and Robert were fantastic hosts. We have stayed at many VRBOs and B&Bs around the country. This was definitely one of the best."

Nestled on a hillside above the scenic village of S. Woodstock, Apple Hill is a cozy year-round home with a large deck offering views of the Kedron Valley. The setting features fields and woods, with nearby farms. Take a 10 minute walk down the hill to S. Woodstock, and you'll find- a country store( with penny candy, and deli serving delicious take-out food); Kedron Valley Inn with fine dining and a wonderful beach/pond for swimming; historic church and academy.

An open floor plan on the first floor, allows for a relaxing atmosphere-living room with fireplace, dining room seats 8, den/TV room, generously supplied kitchen, mud room/entryway, powder room, bedroom (queen bed) and full bath. The second floor sleeps 5-6, in three bedrooms -one full, two queen-full bath on second floor. House includes washer/dryer.

5 miles from Woodstock. Outdoor activities at your doorstep, including cross-country skiing, biking, hiking, nearby swimming, horseback riding and golf. GMHA 5 m

- "Due to the 1,000-year storm that ravaged Vermont the weekend before, the owner was very kind in permitting us to cancel, despite there being a no-cancellation policy and the house being technically accessible and in good condition; we greatly appreciated the offer, but we chose to file a claim under our travel insurance instead rather than impact the owner. Note that this was a highly unusual situation that should not be construed as changing the owner's standard policies in any way. Communications were timely and very clear. Ratings regarding listing accuracy and cleanliness were required, so we had to respond based on listing and post-storm photos; we have no reason to believe that they aren't accurate, however (we are very familiar with the area and have seen the house and property before). We would definitely recommend this property based on our experience."

Falcon House is a 2+ bedroom, 2 bath architect designed chalet, accommodating 5 guests in comfort and spa-like style.
Located beside a year round brook on 25 acres of private forested property with private hiking, single track biking & snow shoe trails. All just 2.5 miles (5 min) from Woodstock Village; you can easily bike to town on pretty country roads!
Just 13 miles to Killington's Skyeship base (19 min).
New >>Outdoor Finnish sauna !
This unique and beautiful Scandinavian style spa home is airy, spotlessly clean, peaceful and very comfortable.
Locally owner managed and hosted, assuring you have a 5 star experience!
Re-connect with nature as you explore the private hiking/snowshoe trails, Enjoy sun salutations on the yoga platform or refresh in the outdoor shower (seasonal). Return home to warm yourself by the fire, dine on the brookside deck and enjoy a wonderful meal prepared in the well equipped kitchen.
Large windows all around bring the beauty of the Vermont's outdoors into the home.
The house features 2 beautiful bedrooms:
The lofted king master suite with en-suite bath on upper level and a queen bedroom on the main floor. Also a quiet den with a private and comfortable full sized futon and TV on the lower level . 2 full baths, one on the main floor plus the bath en-suite to the 2nd floor master.
Fully equipped chef's kitchen with stainless steel appliances and a view to woodlands for the chef to enjoy. The living room has a cozy gas fireplace, flat-screen TV and lots of comfy seating and open floor plan.
Dining table with seating for 6+, plus (seasonal) deck dining for 6.
An elegant spiral staircase leads to the loft style master suite with custom made live edge cherry king bed and spa-like en-suite bath.
The main floor bedroom has a pretty queen sleigh bed; main floor full bath is adjacent.
Lower level den offers a very comfortable full size futon and TV, adding additional private sleeping for 1 or 2 and living space.
Private deck with brook-side dining and BBQ.
Wood burning fire-pit just off the deck, we supply your fire wood for and evening fire under the stars!
Falcon house is meticulously maintained, fresh and spotlessly clean! The owner will personally and thoughtfully prepare the house for your stay.
Owners/Hosts live locally and are available any time, while leaving you in privacy to enjoy the house.
Ideal location just across historic Lincoln covered bridge!
Falcon House sits on 20 wooded acres accessed by our private hiking/biking/ snowshoe trails, with a year round brook running right past the house.
Located 2.5 miles (5 min by car) from lovely Woodstock Village and 15 minutes to Killington ski resort. Woodstock's bike route runs right in front of the house, just a few minutes pedal to the village, also a favorite running route.
Follow Falcon House on Instagram & faceBook @Falconhousevt and @GrayBarnsVT for more photos, updates and just some fun.
-House amenities include 2 flat screen TVs with Satellite and DVD players, fast Wifi & internet.
-A full laundry area is available for guest use, brand new machines; lower level.
-Private spa amenities include a yoga platform at the edge of the woods, outdoor shower (seasonal) and outdoor Finnish sauna.
-Miles of forested trails to explore as a forest bathing experience, or a serene hike or snow shoe..
-Plan your Vermont nature retreat!
You could your day with a few sun salutations on the yoga platform or take a hike on your private woodland trails on the 60 acre private property. BBQ and dine on the deck then complete your day with an evening campfire by the brook or a relaxing sauna bath. We've provide bikes (4), yoga mats and outdoor seating for your convenience and enjoyment.
Please also visit our other Woodstock VT vacation properties: Dana Road House Vrbo #223034 is a 3BR / 2BA for 6 guests, just 1.7 mi. to village and Vrbo# 2603052. Windfall at Quechee Lakes resort accommodates 4 guests.

Explore beautiful Woodstock Vermont!
Go skiing, biking, hiking, horseback riding or walk around the village and enjoy the fine shops and restaurants. Voted 'the prettiest town in Vermont' Woodstock is truly a special place.
Visit Marsh-Billings National Park, shop and dine in beautiful Woodstock village or take a short drive to nearby Quechee to hike Quechee gorge, explore VINS raptor center or enjoy a great meal and glassblowing at Simon Pearce. And so much more! Please ask us about our online guest guide with our curated list of local favorites.

Vermont rooms & Meals Tax license # MRT10094275001

- "Kat and Matt are gracious and attentive hosts. They went out of their way to make sure the driveway was plowed and the walkways shoveled. The lovely chalet is cozy yet spacious. I especially loved the gas fireplace! The kitchen is well appointed, everything you need. Great home in any season, highly recommended. Plenty of things to do, great restaurants Especially recommend a visit to the VINS!!!" - "House is beautiful, well stocked. Kat was exceptional as host; all my questions were promptly answered. Location is ideal"

This beautiful newly renovated apartment is conveniently located adjacent to historic Tribou Park. It is walking distance to restaurants, shops, galleries as well as many other attractions. Two parking spaces are available.

There are two lovely porches for sitting with a gas grill and a salad garden.

The kitchen is fully equipped with stainless steel appliances to entertain a group.

The living room comfortably sleeps two on a queen sleeper sofa with a plush 5-inch mattress. A 46-inch Smart flat-screen TV is mounted to be viewed from different angles. A pretty half bath is located off the dining area.

The second floor has a full bathroom with a large tile shower and a new separate claw-foot slipper tub.

The bedroom on the second floor has a queen bed with new Simmons Comforpedic mattress and box spring. A 20-inch flat-screen TV, as well as a IHome bluetooth wireless docking system with a dual alarm clock, sits on a nine-drawer dresser. There is a large walk-in closet and plenty of finished storage space under the eaves of the building. A washer and a dryer, towels, linens, ironing board and iron are all conveniently located off the bedroom. An air conditioner on each floor keeps this apartment comfortable through an unexpected hot summer and fall.

- "Lovely home, wonderful location. Unfortunately the weather didn't cooperate but that doesn't take away from this unique spot. Highly recommended." - "Wonderful Hosts. Perfect place and location for us. We often stay at the Woodstock Inn but will be checking to see if there is space here first next time!" - "My wife and I really loved the house and the town of Woodstock. Great location, walkable to everything in town. Very comfortable bedding, and everything we needed to stay in and cook a few nights as well. Would definitely stay again."

Walking distance to everywhere in the Village and Mt Tom and Mt Peg. Parking for 2 cars, beautiful outdoor deck overlooking woods, quiet. Apt is private and above garage. Outdoors clean and tastefully maintained. Beautiful new hardwood floors, two sunny skylights in kitchen and bedroom. Mix of new and antique furniture around the unit. Plenty of closet space at entry and in bedroom. Two HD TVs in unit, one in Living Room and one in Bedroom. Wireless internet included.

- "Wonderful location and impeccable property. Well kept, clean, and furnished. Top notch place in Woodstock. Great owners!" - "Lovely property, close to town. Helpful owners. Delightful!" - "I've stayed here a few times. It is convenient, quiet, and private." - "This was a great apartment in walking distance of town. although weather was not good it was very convenient. Clean, great little kitchen set up with all your cooking needs. Nice to have washer & dryer although I didnt use. Would stay here again. Loved the private patio area with covering. The whole location is very private you dont feel you are distrubing anyone. may suggest new matress has dip in it or upgrade to king. Would not have selected had my husband tagged along. Great unit! Thank you for allowing me to stay"

This exceptionally nice, renovated converted carriage house sits on a private 280 acre estate 2 miles from downtown Woodstock. All windows overlook undisturbed fields, mountains, and the Woodstock valley. It is completely furnished, has outside deck with beautiful views, a slate floor ski/mud entrance, a back entrance perfect for storing bikes, skis gear, and changing out of active wear, and doorstep parking. Convenient to several ski areas (Killington, Pico, Okemo, Suicide Six), downtown Woodstock, great restaurants, shopping, fishing, hiking, Mt. Tom and Rockefeller/Billings National Park Nearly abuts property), Quechee, and other scenic Vermont areas. The property road is one of the most sought after photographed spots in all of Vermont, many coming for the famed Sleepy Hollow photo op. Directly up the hill from us is the Cloudland Farm "farm to table" restaurant. Come enjoy the serenity of a visit to the Woodstock area.
Property: The rental is a renovated Carriage House once used to house the horse caretaker. The rental is across the street from the Main House with plenty of privacy. The surrounding 280 acre property is private and undeveloped. There is a small farm with seasonal cows and farming. During the summer months cows graze some of the fields as well. There are multiple secluded ponds that can be fished for trout or to view deer, ducks, birds of prey and other wildlife. The property has miles of private hiking trails (subject to weather and season) as well as extensive gardens that have been featured in local publications as well as highly sought after by artist looking for landscape painting and gardening enthusiasts.

Please read House Rules.

- "Our whole family stayed for a week in the Woodstock area and the home we rented is a very special place. Beautiful building and grounds, gracious hosts, Floor plan is very helpful and all facilities top notch. Will be back." - "I don't want anyone else to find out about, it's so lovely." - "Cozy accommodations, great location, beautiful property, wonderful hosts." - "All we can say is we experienced "Vermont vacation perfection". All of the previous reviews about the property, the setting, the views, the town are all "spot on". Margarete and her dog, Alice, greeted us on our arrival and were so welcoming and fun to talk with. The Carriage House was very clean and comfortable and the views from the windows and deck are post-card worthy. It was hard to leave at the end of the week and we plan to visit again as soon as our schedule allows. Thank you Margarete!"

**10% discount on 7 nights or more; 25% discount on 28 nights or more.

Rental Amenities:

Over 900 square feet of living space including a parlor (living room) with visual flame heater, Smart TV and ski memorabilia; a full kitchen with gas stove, retro refrigerator, dishwasher, microwave, cookware and dinnerware; a full bath with separate tub and shower; two separate bedrooms, each with a queen-sized bed; a mudroom with washer/dryer, utility sink and gear storage; and, direct access to all that Gilbert’s Hill has to offer including peaceful hiking trails for picnics among the wildflowers.

- Includes linens and towels
- Free WiFi
- A private deck with gas grill and fire pit overlooking vineyard
- Access to acres of hillside pastures, woods, etc.
- Ample, free, off-street parking.
- storage for recreational gear (bikes, boots, etc.)
- Smart TV with free access to Netflix (no cable)
- Keurig coffee maker and French press
- Fresh-cut flowers from our farm (when in season)

History:

Gilbert’s Hill farm is the birthplace of downhill skiing in America — it is the site of the country’s first ski rope tow. This special place is both a State Historic Site and on the National Register of Historic Places.

Recently renovated, the Gilbert’s Hill cottage (ski lodge) was built in 1936 as a place for skiers to warm by the fire, eat, drink and socialize between runs on the most popular ski hill in the country. It housed a sandwich bar, ski school and ski rental shop. Dozens of Olympic skiers got their start training at Gilbert’s Hill and the famed Austrian skier and instructor, Sig Buchmayr, directed the ski school. After the ski tow closed in the early 1950s the structure was converted into a home for Clinton Gilbert’s son and his war bride from France. Our recent renovation retained the cottage’s historic layout and as much of the original materials possible (pine paneling, flooring, bathroom tub, kitchen cabinets, etc).

The Gilbert’s Hill cottage is a one-of-kind vacation rental — 100% of the proceeds from your stay support the restoration and maintenance of this National landmark.

Location:

Gilbert’s Hill is centrally located with easy access to the best Vermont has to offer — Woodstock Village is repeatedly voted one of the most beautiful towns in America.

- We neighbor Marsh-Billings-Rockefeller National Historical Park with its miles of carriage paths and hiking trails, acres of woods and ponds.
- 2 miles to Appalachian Trail National Park access (gorgeous views)
- Minutes drive to three local ski areas including Killington (with summer activities like mountain biking)
- Two miles to Woodstock town center with quaint shops, restaurants, bars, the town hall theater, town green, historic architecture
- Minutes to Long Trail Brewery, Harpoon Brewery (and other award-winning craft brewers nearby)
- 1 mile to Billings Farm & Museum and minutes to the Vermont Institute of Natural Science (outstanding activities for families/kids)
- Nationally-recognized dairy operations nearby (Ben & Jerry’s, Vermont Farmstead Cheese Co Plymouth Artisan Cheese, etc)
- Dozens of covered bridges, authentic villages, historic general stores, small town libraries, museums and country fairs less than an hour’s drive.

** Please contact the owners: we’re happy to share our private, guest website with a comprehensive visitors’ guide to the best local activities (amazing farm-to-table restaurants, iconic general stores, wineries, craft breweries, nostalgic farmer’s markets, etc.) plus expanded information on the property and local history. **

- "This is our second year staying at Gilbert Hill. It’s a magical place. My kids love running through all of the open spaces and looking for frogs. The native flowers are beautiful. The house was clean and cozy." - "Outstanding. Thank you for allowing us to use this great property." - "Immaculate, serene, comfortable, and well-outfitted. This exceptional property has everything you'll need to enjoy the Upper Valley. An unbeatable location for rest and recreation. A stylish cottage in a truly beautiful setting. Kind and considerate hospitality. For us, an A++. We fee so lucky to have stayed. Thank you!"

Gorgeous Vermont home on 3.5 scenic acres conveniently located two miles from downtown Woodstock. Situated on one of the most scenic roads in Woodstock renowned for fall foliage, this home features three bedrooms plus a loft, fully stocked kitchen, two full bathrooms, two car garage, and deck overlooking private backyard. Wifi makes working remotely a breeze.

The master bedroom on second floor has a king bed, oversized closet and attached large loft with twin bed. The second bedroom upstairs has twin beds. Both share spacious bathroom with large shower and soaking tub. Downstairs bedroom has full bath and two twin beds.

This quintessential Vermont home features beautiful art, stained glass window, wood burning stove, Thermador oven, 55 inch smart TV and washer dryer to complete your vacation. Linens and towels provided upon request.

Short walk to Ottauquechee River and plenty of activities nearby: 2 miles to Quechee resort, 3.6 miles to Suicide Six ski area, 14 miles to Killington Skyeship base lodge, and 18 miles to Pico. Take your morning walk to Billings Farm or ride bikes to Woodstock Village and enjoy a meal or spa treatment at world renowned Woodstock Inn. Plenty to do every season!

- "Fabulous property. Well maintained and clean. Owners were very helpful during the reservation process. We would stay here again for sure!!" - "Lovely house above River Road between Woodstock and Quechee. Kitchen very well stocked; beds comfortable, lovely linens. Furniture also comfortable (sofa was great for jet lagged day-sleeping). It’s a beautiful area and the house feels like a proper home, not a remotely managed box. We didn’t need aircon so can’t comment on how the house feels when it really gets warm. Comms with the owners excellent. Highly recommended."

The house has a a fully stocked kitchen with granite countertops and Bertazzoni stove. The laundry room is equipped with a pair of washers and dryers. The suite is on the main floor and has a private sitting area. The four upstairs bedrooms each have en suite baths, TV's and Alexa's. The living room has a fireplace and the dining room can seat ten. Al fresco dining area is on the patio and outdoor grill in summer. A rental Jeep is available to Deer Brook guests upon request. The homeowners live in an attached apartment so are available if needed.

- "We had a very nice stay at this property. The house is spacious and each room having its own bathroom gives a lot of privacy to the guests which is great. Everything was perfect." - "We've rented far and wide. This was one of, if not the very best ever. Fabulous." - "This was simply the best - of many - VRBO experiences we've had over the years. Four couples enjoyed six days/nights here, with rave reviews all around. Carmen and Chris obviously anticipated every detail of what we would need - from furnishing with high-quality, comfortable furnishings, to stocking the kitchen with lots of cooking and serving items, to tiny details like fresh flowers in vases on every toilet! The interior was spacious and comfortable, and the back patio/yard were welcome "fresh air" escapes. Highly, highly recommend the place and the people who own/run it!"

This property doubles as the award winning Woodbridge Inn. This listing is for a full home rental. There are 6 bedrooms, each with an en suite bathroom, a chef`s dream kitchen with 8 burners and a large commercial oven, spacious dining room and double living room space, all season hot tub, fire pit and an amazing riverfront yard on 2+ acres with direct river access. There is no other property quite like this one - ideal for families and large groups!

Have you ever tried to share two bathrooms with 15 people? A part time Bed and Breakfast, there are 6 bedrooms, each with its own full bathroom + queen pullout sofa in the living room), so you can spread out and have your own space!

First floor:
- Large, fully stocked kitchen with 8 burner stove and stainless steel appliances
- Dining room with large farmhouse table and 10+ chairs
- Buffet room with coffee bar (Keurig, drip coffee pot and tea kettle provided)
- Double living room with smart TV, board games, two couches (one is a queen pull out) and four oversized chairs. The living room has 9 foot french doors that give you direct access to the backyard and river, with incredible views
- Half bath
- Laundry room

Second floor:
- Two king bedrooms
- Two queen bedrooms
- Four ensuite full bathrooms with stand up showers

Third floor:
- One king bedroom with twin day bed
- One queen bedroom
- Two ensuite full bathrooms with stand up showers

Outside:
- Deck with hot tub and gas grill
-Outdoor seating so take you can relax and soak up the picturesque views
- 2 fire pits (one is seasonal)
- 2+ acres of river front land
- Large barn for ski storage and complimentary firewood
- Corn hole

Private river access allows for swimming, tubing, kayaking and fishing, right from the backyardd! The river varies in depth depending on rainfall, but we can direct you to deeper parts for swimming and more shallow parts for wading.

The large barn can be used for ski storage - we`re only 10 minutes from the Killington Mountain Skyeship! The house is also on the Killington Snowmobile route. Prefer to stay in and enjoy the snow from the warmth? Relax in the spacious living room and cozy up with plenty of games and entertainment.

Conveniently located just minutes from historic downtown Woodstock and 15 minutes from the slopes of Killington, the Woodbridge Inn is the perfect home base for all your adventures. The infamous Long Trail Brewery and Ramunto`s Brick and Brew are our close neighbors. Whether you`re hitting the slopes in the winter, exploring scenic hiking trails and tubing on the river in the summer, or enjoying the vibrant foliage in the fall, you’ll have a comfortable place to come home to and relax at the end of the day.

No parties or events allowed.

You have full access to the entire main home with the exception of one locked storage closet. We have an owners unit attached to the back of the house, with a private entrance away from the main door. It remains locked and we do not use this unit during your stay.

We`re happy to help with suggestions for places to go, but we will never be overbearing.

We work with local personal chefs that can arrange a meal during your stay that we`d be happy to connect you with (not included) - previous guests have loved being able to have dinner in and not worry about cooking!

We have installed exterior only security cameras for the safety of both guest and property. These cameras are actively recording both audio and video outside all entrances and side doors. Any tampering with cameras, including, but not limited to covering and otherwise disabling of these cameras are grounds for early termination of reservation with no refunds whatsoever.

Absolutely no smoking inside or near open exterior doors - there is a $250 fee if this is violated.

While we strive to minimize guest disturbances, we regularly maintain our home and may conduct lawn care during reservations, particularly on weekdays or during longer stays.

Please note that any refunds made in accordance with our cancellation policy will be less any credit card fees.
All guests and visitors must be on the reservation and cannot be above the legal amount allowed by the state.

No children in the hot tub, follow all posted rules.

No smoking or vaping in the house or on the porches

Do not park in the garage, but please feel free to use our ski storage facilities inside!

Follow all instructions and rules in the welcome book located in the house.

- "Second year staying at this lovely home. Outside of the minor issue with ladybugs, it was perfect. Highly recommend. Abundant bathrooms and bedrooms - great hangout space and nice touch with hot tub. We'll see you again!" - "Wonderful ski weekend in a beautiful home!" - "We had such a great time at the Woodbridge Inn. The hot tub was a treat at the end of the day and we enjoyed the fire pit under the stars. We attended a wedding while we were in town and it was so helpful that each room had an en suite bathroom. We would happily recommend this spot to anyone!"

Leading Fields is situated on a dead end road on over 180 acres of private hilly land with trails for hiking, a meditation labyrinth and swimming pond. The house is large with A/C, wifi, TV, a farm kitchen, dining room, library and living room. There are 6 beds in 4 bedrooms and 4.5 bathrooms.
This home works well for small groups of adults who want a peaceful getaway in Vermont.
This is a non-smoking property, not a party house. Owner will consider pets and young children.

- "Our stay at Leading Fields was just what we needed -- so peaceful and beautiful. You have an amazing property with beautiful trails and it's ever so special to have the labyrinth on the land. Our long weekend getaway nurtured our souls and we thank you. with gratitude, L&K" - "The property and house were both spectacular, with amazing artwork and statues all around. The house was clean, filled with antiques, and much larger than the pictures would convey. Would definitely stay here again!"

Nestled on a quiet private road and adjacent to scenic Mount Peg, this magnificent family-friendly home is behind the world-class Woodstock Inn and minutes from all of Woodstock Village’s restaurants, shops, and activities. Make this your headquarters for relaxation - or for exploring the extraordinary beauty and adventure of Vermont.

Enjoy “comfort in the country.” This home is newly remodeled with modern interior design concepts and thoughtful features, bespoke furnishings and finishes, fast internet, and upgraded technology and appliances.

The property is located on an idyllic private pond and offers the best of Vermont throughout all four seasons. In addition to hiking, biking, walking, stunning fall foliage, and cross-country and downhill ski trails, we are next to the Woodstock Inn's pool, tennis and pickle ball courts, activity center, and golf course. And it is only a twenty minute drive to Killington and Pico mountains.

We are located on a private driveway that provides road access to two separate homes that are connected only by a shed. No other portions of the structures are shared.

We are excited to share this special property with you, and ensure that your stay is extraordinary.

- "Home sits right next to a beautiful pond. Sitting on the deck at sunset was perfect. A short walk to the center of town as well as some great hiking trails. Working with Jason was so easy and he went above and beyond." - "Can't get a better Woodstock location! We had the perfect family vacation at this spotless, nicely decorated, comfy home. The host is considerate, responsive and just lovely to deal with. And there is A/C -- hooray!" - "Ha ha. Just kidding. Want the place to myself. Great place. Worth the money"

This modern home, all on one floor, is spacious, quiet and luxuriously furnished. It sits just at the edge of the village on 9 acres with paths through the forest, a tree swing and multiple streams, yet is only a ten minute walk to town. It has an ideal master suite with luxurious bath and shower. The bedroom opens to the giant back patio with gorgeous views of the pond and row after row of mountains beyond. Its terrific chef's kitchen includes every amenity. The living room seats family and guests before a grand stone fireplace and its beautifully appointed window seats are perfect for curling up with a good book or watching the sunset. The formal dining room opens onto the back flagstone patio where an additional table seats 8 with an extra remote controlled awning to keep it cool on warm afternoons. A built in gas grill is there for your use. The home also includes an office, a family room and another sitting room just off the kitchen. Two additional luxurious bedrooms are set off in a separate suite with a beautiful shared bathroom with a shower. The sofa in the family room folds out as well so the house sleeps eight comfortably.

- "We had a wonderful time in Woodstock. The house was beautiful and what a location! I almost wished we didn’t have so many wedding activities for our 2 night stay as we would have loved to sit and enjoy the view more than we were able to! Would highly recommend and would love to stay there again!" - "We toured New England with two other couples in October 2019. This home in Woodstock exceeded our expectations. Lots of room. Tastefully appointed. If it was not 3,000 miles away I would be planning a return trip."

This contemporary 4 bedroom house is situated on 80 rolling acres of woods and fields only 2 1/2 miles from Woodstock village. The hillside location provides expansive views across the valley as well as west to the Bridgewater hills. The sunsets are magnificent sitting on the expansive second floor deck. A brook runs through the property feeding a gorgeous, natural pond below the house which is great for swimming in warm weather.

The house sits off a quiet town road in South Pomfret, just over the Woodstock line. It is situated in the middle of a gently sloping 5 acre field, affording expansive views. With 4 queen bedrooms (and two twin beds in open basement area) and 4 full baths. The house sleeps 7-8 people comfortably. An open living/dining/kitchen area on the second floor opens onto an expansive wrap-around deck- with four operable, glass, sliding doors for easy access. The sloped living room ceiling climbs up to 11' on the window line offering expansive views and plenty of natural light. Two queen bedrooms and a bath on second floor and two queen bedrooms on first floor with 2 bathrooms. The full, open basement has two twins beds and a fourth full bath and the sauna. There are comfortable sitting, living rooms on both the first and second floors. We have a built in bar with a bar fridge in the living room. The operable fireplace is on the second floor and the new gas fireplace is in the first floor sitting room. All beds have new mattresses and the house was totally gutted and renovated- new walls, windows, heat... . The upstairs living/dining/kitchen area has dramatic floor-to-ceiling glass show casing the spectacular views and scenery.The second floor living room features a mini-fridge bar area with several sitting areas and a large screen TV. The downstairs living room has a gas fireplace and several sitting areas as well. There is a brand new sauna on the basement.

The kitchen has a refrigerator, stove (electric), dishwasher and disposal. Appliances include microwave, toaster oven and two coffee makers. The teak dining room table expands to accommodate 8 people and is located directly in front of sliding glass doors that take advantage of the sweeping western views and sunsets.

WE have a gorgeous new fire pit terrace just outside with spectacular mountain views in two directions as well as complete privacy. There are six Adirondack chairs around the fire pit and several tree stumps that make good seating or nice table. There is a new wooden dock at the edge of the pond for sitting or swimming. There is some sand at this end of the pond for comfortable footing while swimming. The pond is 12 feet deep in the middle and is stream-fed with an overflow pipe for a consistent year-round levels. The property climbs up to the top of the adjoining hillside with our woods and trails running through out for fun hiking. The nearby dirt roads encourage wonderful hiking or biking and there are many hiking trails nearby.

The brand new Azek second floor deck provides a stunning setting for enjoying the tranquility and scenery in the valley-day or night. We have a round table and six chairs on the deck as well as one chaise long for your use. With its height above the fields, there are minimal insects and pleasant cool breezes.

The property works wonderfully for those seeking serenity or an active base of operations for a multitude of year-around sports in the area. It is incredibly private but the internet works well!

- "Lovely renovation of this house! Very quiet and scenic. Quick access to town and groceries. Enjoyed the sauna and the fire pit especially. A wonderful corner of Vermont and a beautiful and welcoming home! Thank you!" - "wonderful!" - "Fantastic property with great owners/hosts. Beautiful location with stunning views and sunlight. Quiet and private but still close to town. Cannot wait to return" - "Perfect in every aspect Left us all wishing to return soon and often THANK YOU"

Get ready to relax in this all new 1-bedroom cottage in Woodstock. The full kitchen is complete with electric stove/oven, refrigerator/freezer, dishwasher, microwave, coffee maker, toaster, granite counters, island seating for two. The cozy bedroom features a comfortable queen bed, perfect for a good night's sleep with dedicated HVAC, also a closet, a dresser, and a second smart TV. There's plentiful under-bed storage drawers. Enjoy the comfy living area furnishings, WiFi, a 55" smart TV with streaming channels. The large bathroom includes a walk-in shower, hair dryer and full-size washer and dryer for your convenience. There's a loft for reading space with a desk for home office use. Relax on the front porch overlooking the pond with picnic table and glider chairs. Enjoy your S'mores or an adult beverage around the Solo fire pit. On-site parking and easy access to the state highway between Woodstock Village and Killington Ski Area. We look forward to hosting you at our place.

Internet • Wellness Facilities • Laundry • Bedding/Linens • Air Conditioner • Child Friendly • Fireplace/Heating

Beautiful 18-acre property less than 5 mins from center of Woodstock, VT.

Brookside is a gorgeous country property with a newly-constructed, classically-styled home set on 18 wooded acres complete with trails & the clear, crisp Kedron Brook. Property also offers a 4-stall horse barn a large meadow. The home was constructed by a professional builder as a personal family retreat. There is amazing attention to detail and modern amenities. PLEASE NOTE THAT RENTERS MUST BE 25 YEARS OLD AND ALL PETS MUST BE PRE-APPROVED BY OWNER.

Additional House Rules & Rental Policies:
Check in time is 4pm and check out time is by 11am. If guests enter the home before check in or stay later than check out, there will be a $250 fee.

There is a maximum of six (6) guests at all times. If there is evidence of more than six (6) guests on the premises at any time, there will be a $500 fee.

All guests must be over twenty-five (25) years of age, unless they are children with accompanying parents. Proof of age / government ID will be required.

This is a NON-SMOKING home. If there is evidence of smoking inside the cabin, we will be notified immediately by our cleaning service and the cost of full carpet and upholstery cleaning and deodorizing of the home will be charged.

PETS are permitted at Brookside Farm only with prior approval. General pet policy is only ONE (1) pet allowed on the premises at a time, but owners will consider exceptions. THERE IS A $100 NON-REFUNDABLE PET FEE PER PET that will be added to your rental total. If pet(s) are brought to the house without approval, there will be a $250 fee per pet. Pets are NOT permitted on the 2nd floor of the home. Pet owners are responsible for cleaning up of any/all pet refuse. Please do not allow pets on the home's furniture. Any evidence of pets on furniture may result in extra cleaning fees. All pets must be up to date on rabies vaccinations and all other vaccinations. Heartworm preventive is highly recommended. All pets are to be treated with Advantage or similar topical flea and tick repellent three (3) days prior to arrival. Given the wooded area surrounding the cabin, fleas and ticks will be present and can cause harmful/fatal illness to humans and pets. All items above are the sole responsibility of the pet owner. The home owners assume no responsibility for illness or injury that may occur to pets or humans while on the premises.

ALCOHOLIC BEVERAGES – No drinking of alcoholic beverages by persons under the legal age of twenty-one (21) is allowed. Should a guest (or guests of guests) be arrested for underage drinking at Brookside Farm or if any individual observes a guest or guest of guests under the age of twenty-one (21) drinking alcoholic beverages, this rental agreement may be terminated and the guests evicted at the cabin owners’ option. Illegal drug use is strictly prohibited.

Expedited EVICTION – A material breach of this Agreement by guests, which, in the sole determination of the owners of Brookside Farm results in damage to the house or property, personal injury to guest(s) or others, a breach of the peace, a nuisance to others, or a violation of criminal law or local code, shall be grounds for termination of guest tenancy. Violation of any of the rules contained herein will result in immediate eviction and forfeiture of rent and the security deposit.

STORM POLICY/ROAD CONDITIONS – No refunds will be given for storms. Mountain roads can be curvy and steep. Brookside Farm's steep gravel driveway is well maintained and will be plowed after every storm resulting in more than four (4) inches of snow. However we highly recommend four wheel drive and/or chains during the snow months. We cannot provide a refund due to road conditions. (Please do NOT approach any neighbors that live along our private road if you have problems in the snow.)

INDEMNIFICATION AND HOLD HARMLESS – All guests agree to indemnify and hold harmless the owners of Brookside Farm for any liabilities, theft, damage, cost or expense whatsoever arising from or related to any claim or litigation which may arise out of or in connection with guests use and occupancy of Brookside Farm including, but in no way limited to, any claim of liability for personal injury or damage or theft of property which is made, incurred or sustained by guest or any other individual.

WRITTEN EXCEPTIONS - no amendments or changes to these house policies are valid unless expressly approved in writing by the owners.

- "We had a great time in this beautiful home during our stay."

Summary:
Set back off the road, this charming two bedroom ranch home offers a little bit of everything with over 11 acres just over the Woodstock Village line.

Please SEE: Other Things to Note
For Area Details, Please SEE: The Neighborhood & Getting Around
*Pet-Friendly, fee applies.

The Space:
Woodstock Way, Home Features:
• 2 Bedroom, 1 Bath - Available for up to 6 Guests!
• Cozy Fireplace in Living Room
• 11-acre Property with Trails!
• Free WiFi & Smart TV
• Pack 'n play and/or high chair may be available upon request (subject to availability)

Experience the rare opportunity to stay in a serene, 11-acre property located just beyond the Woodstock Village line. This charming two-bedroom ranch offers a unique blend of comfort and nature, making it an ideal getaway for those seeking tranquility and adventure. With two well-sized bedrooms and a full bathroom, the space is perfect for a cozy retreat. The open floor plan features beautiful wood floors throughout. The fabulous kitchen is outfitted with all stainless steel appliances, featuring a Forno commercial fridge and a Zline 6-burner range with griddle and dual ovens, perfect for culinary enthusiasts. An island separates the kitchen from the living room, which opens to an enclosed front porch—perfect for morning coffee or evening relaxation. A spacious family room and main floor laundry add convenience and comfort.

Enjoy the open front lawn with mature trees and a winding driveway. Explore several acres of land with potential trails leading to the crest of the hill. Set back off the road, this property provides a peaceful escape with plenty of space to explore. Whether you're seeking a primary residence or a second home, this charming ranch offers flexibility and potential for personalization. Enjoy the best of both worlds with a secluded property just minutes from the heart of Woodstock.

Parking is convenient with a detached garage and driveway, accommodating up to three vehicles. The property's location is ideal, situated just over a mile from the Village Center, providing easy access to local attractions and amenities. Enjoy stunning views of the surrounding mountains, with a country club and golf course nearby for golf enthusiasts. Explore charming shops and boutiques just a short distance away, and take advantage of skiing opportunities close by for winter sports lovers.

Guest Access:
We offer convenient door codes for self-check-in. Field and Farm Vacation Homes by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.

• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 3 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.

The Neighborhood:
Welcome to the enchanting Upper Valley, where Vermont's picturesque landscapes blend seamlessly with the cultural richness of Hanover, New Hampshire. Get ready to swoon over Woodstock, Vermont's charming hamlet. This historic village boasts stunning colonial and federal-style buildings that have been lovingly preserved for generations. It's the perfect spot for a dream vacation filled with architectural delights! Discover a collection of unique businesses that make this village extraordinary. From charming art galleries and quaint bookstores to specialty shops, cozy cafes, gourmet restaurants, and lively bars—there's always something delightful to explore! Beyond the allure of local activities, this property is set against one of New England's most stunning landscapes. Historical architecture and rolling hills combine to create a picturesque setting that captures the essence of Vermont's beauty. Located within 15 miles of three championship golf courses in Woodstock and Quechee.

Things to See & Do:
• Local Fun: horseback riding, hiking, fishing, skiing, golf & more!
• Ski: Saskadena Six Ski Hill, Killington Ski Resort, PICO Ski Resort
• Award-Winning Golf Courses: Woodstock Country Club, Quechee Lakes Country Club, Green Mountain National, Killington Mountain Course
• Explore: Mount Peg trail system, Hike Mount Tom, Historic Covered Bridge Tour, Billings Farm and Museum, Hike the Quechee Gorge “Vermont's Little Grand Canyon”, Visit the charming village of Quechee, take in the views of the Ottauquechee River
• Museums: Billings Farm & Museum, Hood Museum of Art, Montshire Museum
• Local Markets: Gillingham's, Woodstock Farmers Market, Feast and Field Market, Mac’s Market
• Local Restaurants & Shopping
- Restaurants: The Prince & The Pauper Restaurant, Worthy Kitchen, Mon Vert Café, Simon Pearce Restaurant, Cloudland Farm, Kelly Way Gardens, Village Butcher, Dr. Coburn's Tonic
- Shops: Sudie’s, VT Flannel Co Woodstock Sports, Yankee Bookstore, Red Wagon Toy Company, Farmhouse Pottery, Simon Pearce

Annual Festivals & Events:
• Woodstock Apples and Crafts Fair and food truck festival
• Covered Bridges Half Marathon
• Feast and Field
• Taste of Woodstock
• Quechee Hot Air Balloon, Craft & Music Festival
• Wassail Weekend
• Woodstock Apples and Crafts Fair and food truck festival
• Woodstock Art Festival
• Hunter Jumper Show

We provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!

Village of Woodstock Rental Registration Number #

Getting Around:
Come and make unforgettable memories in this charming Vermont haven. We welcome you! This Upper Valley experience seamlessly weaves together the natural beauty of Vermont with the cultural vibrancy of Hanover, creating an unforgettable blend of outdoor adventures, historical exploration, and small-town charm. Whether you're soaking in the scenic wonders or delving into cultural delights, the Upper Valley promises a journey for every traveler. Discover endless opportunities for adventure and relaxation in the Woodstock-Barnard area of Vermont, where every moment is infused with the essence of New England charm. Nestled amidst breathtaking natural beauty, our vacation rental offers unparalleled access to various attractions and activities that cater to every interest.

Traveling to/around the Upper Valley region of Vermont - Explore by foot, by ski, by bike, or by horseback:
• You’ll definitely need your own car, as there are limited taxis available. While the town itself is walkable, it will be necessary to drive to nearby hikes and sightseeing spots. The outer parts of town, such as South Woodstock, are only conveniently accessed by car.
• Bike rentals are available in the village, though biking in the commercial area of the village is discouraged, as the flow of people and cars can be concentrated. The terrain has many hills, and a mountain bike should be used to traverse such rugged areas.

Airports:
• Burlington (BTV) [VT]
• Lebanon (LEB) [NH]
• Manchester (MHT) [NH]
• Boston Logan (BOS) [MA]

Popular Landmarks:
• Mount Ascutney
• Norman Williams Public Library
• Woodstock Town Hall
• Marsh Billings Rockefeller Historical Site
• The New England Falconry
• President Calvin Coolidge State Historic Site
• Sugarbush Farm
• Hanover, home to Dartmouth University

Other Things to Note:
Please pay close attention to following the house rules. Non compliance could result in sizable fines.
- All guests staying at an Field and Farms Vacation Homes by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.
- Age restrictions apply. Reservation holder must be 25 years of age.
- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Field and Farm Vacation Homes by Portoro directly.
- Known damages incurred during your stay must be reported to the property manager immediately.
- Before check in, we will send you detailed directions to ensure a seamless arrival.
- Check-in time is 3:00 p.m. Check-out time is 10:00 a.m.
- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.
- Some homes have cameras for external monitoring only.
- In the State of Vermont and in the Village of Woodstock, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction.
- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.

- Animals/Pets -- Dogs Only, Guidelines and Fee*
Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property.
-- Woodstock Way allows for a maximum of 2 dogs at $150.00 per dog per stay.

- "This was the perfect place to celebrate our 20th wedding anniversary. Woodstock was a place we frequented throughout our dating years and our marriage. This home was close to town but private. It was absolutely beautiful inside and easy to get to. The owners were communicative from the moment we booked and responded promptly with any questions. It was so easy. We were able to go into town, and come back and relax at the house. It was absolutely perfect. It was as advertised as well. There were no surprises. We will definitely go back and we're looking forward to bringing our kids with us next time."

Welcome to one of Woodstock's most iconic houses — Where history, elegance, and nature meet.

Step into a piece of cinematic and architectural history in this beautiful home—once the set of the classic film Dr. Cook’s Garden staring Bing Crosby and Blythe Danner (Gwyneth Paltrow's mom).

This elegant, thoughtfully appointed home offers a truly unique Vermont experience. From its timeless design to its peaceful riverfront garden setting, every detail invites you to relax, explore, and immerse yourself in the rich heritage of one of Vermont’s most beloved towns.

Spend quality time together enjoying the riverside fire pit, relaxing and dinning on the back porch overlooking the river, or playing corn hole or classic board games, and let the youngest guests explore the tiny fairy houses at the front of the home - magical little touches that spark imagination and smiles.

This home spans over 5,000 square feet, but during your stay, you’ll enjoy exclusive access to a fully self-contained 3-bedroom, 2.5-bath portion of the property. This private space includes its own kitchen, laundry, living areas, and a separate entrance—everything you need for a comfortable and independent stay. The remaining portion of the home is securely closed off and unoccupied while guests are present. No shared spaces, no other occupants—just peace, privacy, and plenty of room to relax. The house is more house than most people need, so we’ve made sure you have exactly what you need

Here, you’ll discover not just comfort, but a place where unforgettable memories are made!

We offer convenient door codes for self-check-in, details will be provided 2 weeks (or less) prior to arrival by email and text message.

Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 3pm check-in time on the day of your arrival, we are happy to offer an early arrival option.
Late check-outs must be confirmed 2 day prior to the date of departure.

Your comfort is my priority! I’m always here to help make your stay comfortable and memorable. Guests are welcome to contact me anytime between 8:00 AM and 8:00 PM, 7 days a week—you’ll receive my personal cell number before your arrival for easy communication.

I always check in to ensure everything is going smoothly, but I also respect your privacy and space. Whether you’d like local recommendations, assistance during your stay, or simply peace and quiet, I’m happy to follow your lead.

Prime Location:
This home is ideally situated to make the most of everything Woodstock has to offer. A 5-minute walk over the iconic Middle Covered Bridge brings you to the village’s shops, restaurants, and the Woodstock Inn. Outdoor enthusiasts will love the proximity to the Billings Farm and Museum and Marsh-Billings-Rockefeller National Historical Park, both just steps away. Hiking trails up Mount Tom and through the Park begin right across the street.
For winter sports lovers, the Saskadena Six ski area is just a 7-minute drive, while the Killington Skyeship Base Lodge is a quick 20-minute trip. Okemo
and Pico ski areas are also within easy reach.

House Rules:
- Sadly, the stone fireplace cannot be used
- Reservation holder must be minimum 25 years of age
- Please report any damage incurred during your stay to us so we can fix it before our next guests
- Check-in time is 3:00 p.m. Check-out time is 11:00 a.m.
- This is a No Pets property
- This is a No Smoking property
- Please contact us for commercial photography and filming use

Town of Woodstock registration #002018

Other • Fireplace/Heating • Security/Safety • Bedding/Linens • Kitchen • Balcony/Terrace • Entertainment • Wellness Facilities • Child Friendly • Tv • Sports/Activities • Laundry

You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and have fun!

So when you`re ready for a good nights sleep after a busy day, our updated cozy rooms are just the place to lay your head!
Experience a sustainable stay at Sleep Woodstock, our solar-powered hotel located 4 miles to Woodstock, 12 miles to Quechee Gorge, 8 miles to Saskedena Six, and 10 miles to Killington Ski Resort.

Your King room features a King sized bed, reading chair & lamp, small table with 2 chairs, a flat-screen TV with cable, a retro mini-fridge with freezer, a microwave, a Keurig coffee maker with coffee, decaf coffee, tea pods, a private updated bathroom, and free parking.

Contactless remote check in via a keypad on your door. When the motel open signs are on stop in for local recommendations or assistance, or reach out to our 24 hour customer service team at any time!

We turned the office into a `Family room`, where the spirit of Ohana truly shines! We believe in cultivating a sense of community, and this cozy space is designed to be a gathering place for all our guests. Here, you can connect with fellow travelers, share stories, and enjoy complimentary refreshments. Whether you`re sipping coffee, grabbing a quick snack, or simply relaxing on the sofa, the Family/Ohana Room is always open for you. Should you find it locked, please don`t hesitate to let us know, and we`ll gladly unlock the door. Enjoy!

There is an EV charger available on a first come first serve basis for all Sleep Woodstock Motel guests.

All rooms are dog friendly, and non-smoking.

- "We had an excellent stay, everything was so clean, the room was well appointed and there was even a little communal area with laundry, kitchen, snacks, and shuffleboard. We would absolutely recommend this motel, it’s a gem! "

You come to Woodstock, VT to explore, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and have fun!

So when you`re ready for a good nights sleep after a busy day, our updated rooms are just the place to lay your head! Our rooms are cozy and unexpected, and feature our signature “Wall of Art” that`s unique to each room.

Experience a sustainable stay at Sleep Woodstock, our solar-powered hotel located 4 miles to Woodstock, 12 miles to Quechee Gorge, 8 miles to Saskedena Six, and 10 miles to Killington Ski Resort.

Our Two Double Bed mobility impaired accessible room features two double beds, a flat-screen TV with cable, a retro mini-fridge with freezer, a microwave, a Keurig coffee maker with regular coffee, decaf coffee, and tea, and free parking.

Your room comes with a private updated bathroom with an accessible roll in shower, grab bars, and shower seat. The room has been designed with mobility impaired accessibility in mind.

There is a ramp leading up to the front door of the room.

Contactless remote check in via a keypad on your door. When the motel open signs are on stop in for local recommendations or assistance, or reach out to our 24 hour customer service team at any time!

We turned the office into a `Family room`, where the spirit of Ohana truly shines! We believe in cultivating a sense of community, and this cozy space is designed to be a gathering place for all our guests. Here, you can connect with fellow travelers, share stories, and enjoy complimentary refreshments. Whether you`re sipping coffee, grabbing a quick snack, or simply relaxing on the sofa, the Family/Ohana Room is always open for you. Should you find it locked, please don`t hesitate to let us know, and we`ll gladly unlock the door. Enjoy!

All rooms are dog friendly with an additional fee, and are non-smoking.

There is an EV charger available on a first come first serve basis for all Sleep Woodstock Motel guests.

Laundry • Barbecue/Outdoor Cooking • Security/Safety • Fireplace/Heating • Tv • Internet • Kitchen • Child Friendly • Air Conditioner • Parking • Wellness Facilities