Best Vacation Rentals in Woodstock

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.

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

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.

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

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

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!!!"