Best Vacation Rentals in Bennington

Surrounded by the scenic Green Mountains, this resort features a full-service spa and an 18-hole golf course. Guests can dine at various on-site restaurants. Bromley Mountain skiing is 10 miles away. The Equinox Resort features rooms with a flat-screen TV, private bathroom, and bathrobes. They are decorated in rich colors and plush bedding. Select rooms offer mountain or garden views. Facilities at the Manchester Equinox Resort include an indoor pool, a sauna, and a fitness center. Activities such as horseback riding and off-road driving are available. Enjoy fine dining at The Chop House, the Equinox’s on-site steak house. Dine outdoors at Dormy Grill or sip a cocktail the Falcon Bar. Various shops in Manchester Village are within 1 mile from the hotel. Cross country skiing at Hildene is a 5-minute drive away.

- "Short but sweet! Loved the singer in The Falcon Bar!" - "One of the BEST resorts I’ve stayed in." - "Beautiful historic well maintained hotel with super service and staff" - "A special weekend for Peggy and after being together for exactly 50 years on Friday, May 30th!" - "Lovely stay at a historic hotel" - "Great stay. Want to return" - "Stayed for a soccer tournament in town, very near amenities and the pool staff was super helpful!"

Hotel in Manchester with a 24-hour fitness center and a seasonal outdoor pool
This smoke-free hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. A manager's reception is free. Additionally, coffee/tea in a common area, a seasonal outdoor pool, and conference space are onsite.
Kimpton Taconic Hotel by IHG offers 86 accommodations with minibars and laptop-compatible safes. Beds feature down comforters and premium bedding. 40-inch flat-screen televisions come with premium cable channels and pay movies.

Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Business-friendly amenities include desks and complimentary weekday newspapers; free local calls are provided (restrictions may apply). Additionally, rooms include coffee/tea makers and irons/ironing boards. 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.

- "Property was beautiful, clean, well maintained, and the staff were friendly. " - "This property felt very cozy and was festive for the holidays. " - "The hotel was absolutely lovely. Spotlessly clean & the staff were so friendly & I loved that it was dog friendly. Also there are fire pits which you can use at night. We had a delicious breakfast in the hotel restaurant. ⭐️⭐️⭐️⭐️⭐️" - "Excellent service and great restaurant! " - "Everything was great with the exception of the pool towels. I make this comment every time as they are threadbare and small. Everything else at the hotel is excellent."

South Shire features a hot tub and wellness packages, as well as air-conditioned accommodations in Bennington, 1.5 miles from Bennington Battle Monument. This bed and breakfast provides a garden, a terrace, and a bar. The bed and breakfast also offers free Wifi, free private parking, and facilities for disabled guests. At the bed and breakfast, some units have a private entrance, dining area, fireplace, and fridge. Some accommodations include a patio and a satellite flat-screen TV with streaming services, as well as seating area. At the bed and breakfast, the units have a private bathroom with bathrobes and slippers. Buffet and continental breakfast options with local specialities, fresh pastries, and fruit are available. Guests may eat at the on-site traditional restaurant, which is open for dinner, lunch, brunch, and cocktails. The area is popular for hiking and walking tours, and free use of bicycles is available at the bed and breakfast. Skiing and cycling can be enjoyed nearby, while a ski pass sales point and ski storage space are also available on-site. Rensselaer Polytechnic Institute is 30 miles from South Shire, while Bennington Museum is a 16-minute walk from the property. Albany International Airport is 36 miles away, and the property offers a paid airport shuttle service.

- "Fabulous, will be back" - "Great Old House for An Overnight Stay" - "Excellent Inn and host. Would stay again" - "Had a nice time away visiting the shops in town and crusing around Vermont." - "Beautiful inn, kind hearted staff, and fantastic location." - "Perfect Weekend Getaway🥰🥰" - "Generally pleasant!!" - "the historic b&b that's trying"

Luxury hotel with 4 restaurants and a full-service spa
Along with 4 restaurants, this smoke-free hotel has a full-service spa and a golf course. Free self parking and a free manager's reception are also provided. Additionally, an indoor pool, 2 bars/lounges, and a 24-hour fitness center are onsite.
The Equinox Golf Resort & Spa offers 185 air-conditioned accommodations with safes and complimentary bottled water. Each accommodation is individually decorated. Flat-screen televisions come with pay movies and Netflix.

Bathrooms include bathtubs or showers, bathrobes, slippers, and complimentary toiletries. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include coffee/tea makers and hair dryers. Housekeeping is provided daily.

Children under 16 years old are not allowed in the swimming pool without adult supervision. Guests under 16 years old are not allowed in the fitness facility.

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

- "We enjoyed our stay. Beautiful hotel that looked a little tired but still very nice. We will return." - "Gorgeous property, well run." - "Had a great stay for a wedding. Shops and restaurants close by, and golf was fun." - "Lovely resort" - "Always a special place!" - "Very historic and quaint. " - "The resort is fantastic, very big and bourgeois. The fire alarm went off Saturday early morning several times, not sure why? "

Kimpton Taconic Hotel offers pet-friendly accommodations in Manchester. The hotel has a seasonal outdoor pool and views of the mountains, and guests can enjoy a drink at the bar. Private parking is available on site. Each room includes a flat-screen TV, soothing earth-tone palette, plush bedscapes, curated local artwork and mountain vistas. There is a 24-hour front desk at the property. A social hour is organized every evening with complimentary wine and local brews. Nestled within historic Manchester Village, Kimpton Taconic offers unlimited access to fall leaf-peeping, winter skiing, spring maple sugaring, summer art festivals and an exhilarating array of outdoor adventures all year round. The nearest airport is Albany International Airport, 47 mi from the property.

- "Exceeded our expecations, extremely clean and great vibe!" - "Perfect anniversary getaway." - "Hotel is very beautiful and very clean." - "Was so great. I can’t wait to go back" - "Great property. Will go back!" - "I’m coming back for sure.. oh! The restaurant was 5 stars!" - "Incredible wedding night with lovely staff and well appointed room" - "It is always very relaxing and comfortable. Love our visits." - "Amazing, beautiful, clean!!"

Luxury inn with free breakfast and a restaurant
A restaurant, a bar/lounge, and a meeting room are available at this inn. Free breakfast (local cuisine), free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, dry cleaning, and laundry facilities are onsite.
Housekeeping is available once per stay.
The Reluctant Panther Inn and Restaurant offers 20 accommodations with fireplaces and complimentary bottled water. Beds feature Frette Italian sheets and premium bedding. 32-inch flat-screen televisions come with cable channels. Bathrooms include shower/tub combinations, bathrobes, designer 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). Change of towels and change of bedsheets can be requested. Housekeeping is provided once per stay.

- "Excellent! Charming!" - "Perfect vacation spot!" - "A bit on the pricey side but well worth it. The rooms are spacious and clean, and the beds are comfortable. The attached restaurant has AMAZING food but you pay for it. That said, the complimentary breakfast was not your traditional buffet but rather a very nice selection off of a short menu. We were very pleased and would not hesitate to stay there again." - "We went for our anniversary and the staff gave us an upgrade. Lots of renovation has been done and the complimentary breakfast was lovely. Nicely located"

Nestled on 4 landscaped acres with gardens and a winding brook in Manchester, Vermont, this historic bed and breakfast offers unique guestrooms with modern comforts as well as relaxing facilities. Built in the 1880s, the Inn at Manchester is listed on the National Register of Historic Places. Each air-conditioned guestroom features a private bath, luxurious linens and alarm clocks with iPod docks. After a restful night of sleep, guests at the Manchester Inn can wake up to a delicious country breakfast in the dining room. Free hot and cold beverages are available 24 hours, for guests to enjoy beside the fireplace. In the evening, the inn's intimate pub is a great place for a relaxing drink. With a great location in a valley between the Taconic Mountains and the Green Mountains, the Inn at Manchester features stunning mountain views from the seasonal outdoor pool. Visitors can also enjoy great shopping, dining and recreational activities only minutes away.

- "Nice place to stay in Manchester, VT" - "Excellent" - "The Inn at Manchester is a lovely place to stay!" - "All was great. The Inn is clean and well maintained. The location is great the staff were friendly."

Georgian bed & breakfast with free breakfast and a bar
Along with a bar/lounge, this smoke-free bed & breakfast has coffee/tea in a common area and concierge services. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, express check-out, wedding services, and a garden are onsite.
The Four Chimneys Inn offers 11 accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels.

Bathrooms include shower/tub combinations and complimentary toiletries. This Bennington bed & breakfast provides complimentary wireless Internet access. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

- "We had an excellent stay at the Four Chimneys Inn. We've been staying at different places in the Bennington area each time we're there. This was our first at this inn, but it is definitely one of our top picks. Friendly staff, very cozy room (and inn overall), good location, excellent breakfast. Our only disappointment was that they weren't serving dinner on the two nights of our stay. We'll have to come back to try out the restaurant next time. Overall, we highly recommend it. "

Barrows House features air-conditioned accommodations in Dorset. Among the facilities at this property are a concierge service and bicycle parking, along with free Wifi throughout the property. There's a restaurant serving American cuisine, free private parking, and an electric vehicle charging station. At the bed and breakfast, units include a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. Rooms include a pool with a view. The rooms are equipped with heating facilities. Breakfast is available, and includes American, vegetarian and vegan options. There is an on-site bar. You can play tennis at the bed and breakfast, and the area is popular for canoeing and hiking. Skiing, cycling, and fishing are possible within the area, and Barrows House offers ski storage space. Stratton Mountain is 20 miles from the accommodation, while Mount Equinox is 8.1 miles from the property. Rutland State Airport is 27 miles away.

- "Lovely lodging in idilic Vermo t" - "I would highly recommend it for anyone looking for that Vermont getaway." - "We loved it so much we will return!" - "Great place to stay with dining on site" - "Centrally located in Dorset, Barrows House is a wonderful historic inn for your visit to the area."

Bed & breakfast with free breakfast, near Mount Equinox
Along with an outdoor pool, this bed & breakfast has a restaurant and a fitness center. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a bar/lounge, a hot tub, and coffee/tea in a common area.
Weekly housekeeping is available.
Hill Farm Inn offers 11 air-conditioned accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. Flat-screen televisions come with digital channels. Bathrooms include bathtubs or showers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Housekeeping is provided weekly.

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

- "We LOVE this property!!! Each room has its own shower. The sauna and steam room are awesome. I felt we were so spoiled that we couldn't stay at other properties any more! The breakfast was healthy and delicious. Beds are firm and sheets are clean and new. Will definitely stay again when we go back to the area." - "It has a nice serene feeling " - "We enjoy non-chain hotels. We are low-fuss people. The Hill Farm Inn is a beautiful property with comfortable public rooms and cozy private rooms. The receptionist was pleasant and friendly and helpful. We like that it is away from town and shops and busy roads. "

The Dorset Inn in Dorset provides accommodations with a garden, a tennis court, and a bar. This 4-star bed and breakfast offers pool with a view. Free Wifi is available throughout the property, as well as a terrace and a restaurant. The property also offers accommodation for disabled guests. Some units are air conditioned and include a seating area with a flat-screen TV. At the bed and breakfast, units have a private bathroom. Stratton Mountain is 20 miles from the bed and breakfast, while Mount Equinox is 8.4 miles from the property. Rutland State Airport is 28 miles away.

- "Great experience for my family." - "Wonderful inn" - "Elegant" - "Great all around"

Inn in Bennington with a restaurant and a bar
Along with a restaurant, this inn has a bar/lounge and coffee/tea in a common area. Free WiFi in public areas and free self parking are also provided. Additionally, a business center, conference space, and free use of bicycles are onsite.
Change of towels is available on request.
South Shire offers 9 accommodations with complimentary bottled water and bathrobes. Tempur-Pedic beds feature Egyptian cotton sheets, down comforters, and premium bedding. A pillow menu is available. 32-inch flat-screen televisions come with premium cable channels.

Bathrooms include slippers, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). In-room massages, hypo-allergenic bedding, and change of towels can be requested. Housekeeping is provided daily.

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

- "The house was built in 1887, so it is old with lots of character. The floors and stairs creak, but for us, that adds to the experience. The decor is original to the time period. We were lucky enough to be here while an amazing pianist played for the evening. Beautiful " - "Quiet and safe area. Beautiful old home. The furnishings were quit old but in excellent condition. The home was original, nothing in the architecture was compromised."

Quintessential Vt Cottage In Manchester Village offers accommodations in Manchester, 17 miles from Stratton Mountain and 28 miles from Bennington Battle Monument. This property offers access to a patio and free private parking. Mount Equinox is 3.4 miles away and Bennington Battlefield Park is 24 miles from the vacation home. With free Wifi, this 9-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The accommodation is non-smoking. Bennington College is 26 miles from the vacation home, while Bennington Museum is 27 miles away. Rutland State Airport is 29 miles from the property.

- "We absolutely loved our stay. The host was very quick with responding to questions we had along the way. we also loved t" - "Great time and would return." - "Beautiful weekend in Vermont with my husband and dog!" - "Celebrated our 50th Anniversary. Loved our stay!!"

While you're here, you can enjoy all the comforts of home and more, including a rainfall showerhead and free WiFi, as well as a Smart TV and a billiards table. Other amenities include designer toiletries, premium bedding, a pillowtop bed, and down comforters.

- "We had an amazing stay with our dog in the Birch room at the Lodge. Loved it and hope to be back again!" - "Seesaws Lodge was the best! A beautiful building on a beautiful property. The rooms were rustic but beautiful and very clean. We had access to the kitchen, dining, livingroom area of the lodge for morning tea and coffee. Fully appointed kitchen that we did not really use. The stone terrace outside was superb. This was one of the best travel experiences I’ve had in a long time. Can’t wait to go back. "

Beautifully Restored Home In Manchester Village is located in Manchester, just 17 miles from Stratton Mountain and 28 miles from Bennington Battle Monument. This property offers access to a terrace, free private parking, and free Wifi. Bennington College is 26 miles away and Bennington Museum is 27 miles from the vacation home. The air-conditioned vacation home consists of 13 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a kettle, and 2 bathrooms with a bath and bathrobes. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Mount Equinox is 3.4 miles from the vacation home, while Bennington Battlefield Park is 24 miles from the property. Rutland State Airport is 29 miles away.

Pet Friendly • Guest Services • Balcony/Terrace • Barbecue/Outdoor Cooking • Internet • Fireplace/Heating • Smoking • Other • Parking • Sports/Activities • Security/Safety • Air Conditioner

Luxury resort with 4 restaurants and a full-service spa
4 restaurants, a full-service spa, and a golf course are available at this smoke-free resort. Free self parking and a free manager's reception are also provided. Additionally, an indoor pool, 2 bars/lounges, and a 24-hour fitness center are onsite.
Equinox Resort Residences offers 199 air-conditioned accommodations, which are accessible via exterior corridors and feature fireplaces and safes. These individually decorated and furnished accommodations have separate dining areas and include dining tables. Flat-screen televisions come with pay movies and Netflix.

Bathrooms include bathtubs or showers, bathrobes, slippers, and complimentary toiletries. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include complimentary bottled water and coffee/tea makers. Housekeeping is provided daily.

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

- "The setting is beautiful. The staff were amazing - kind and attentive. Our room was very dated and in need of updating including the bathrooms. The furniture in the room was an odd collection of pieces that could have come from a yard sale. It was not up to the standard we expected given the cost of the room and the overall resort vibe. " - "3 room townhouse was great . Check in time is 4 . Wasn’t ready till 430 Also I think carpets in house need to be washed Other than that everything was 10 . "

16 miles from Stratton Mountain in Manchester, The School House - Walk to all Shops and Restaurants - New Remodel offers accommodations with access to a solarium. Private parking is available on site at this recently renovated property. Outdoor seating is also available at the vacation home. Offering a terrace and garden views, the spacious vacation home includes 5 bedrooms, 2 living rooms, cable flat-screen TV, an equipped kitchen, and 4 bathrooms with a bath and a shower. Towels and bed linen are offered in the vacation home. The accommodation is non-smoking. During warmer months, you can make use of the barbecue facilities and eat on the private patio. The vacation home has a picnic area where you can spend the day outdoors. Bennington Battle Monument is 27 miles from The School House - Walk to all Shops and Restaurants - New Remodel, while Mount Equinox is 2.2 miles from the property. Rutland State Airport is 26 miles away.

Barbecue/Outdoor Cooking • Security/Safety • Fireplace/Heating • Parking • Breakfast • Sports/Activities • Balcony/Terrace • Other • Bedding/Linens • Air Conditioner • Laundry • View

Lakefront hotel with a golf course and free breakfast
A golf course, an indoor pool, and a restaurant are available at this smoke-free hotel. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a bar/lounge, outdoor tennis courts, and a hot tub are onsite.
The Palmer House Resort, an Ascend Collection Hotel offers 50 accommodations, which are accessible via exterior corridors and feature coffee/tea makers and designer toiletries. Rooms open to patios. These individually decorated accommodations have separate sitting areas. A pillow menu is available. 36-inch flat-screen televisions come with premium cable channels. Bathrooms include bathtubs or showers, 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 irons/ironing boards and ceiling fans. Housekeeping is provided daily.

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

- "Nice stay" - "Very close to center of town and restaurants " - "Really enjoyed our stay. So close to shops and restaurants." - "Good stay. Very quiet. " - "Very pretty property with very clean and spacious rooms. Breakfast was also great." - "Great placee nice and clean" - "Very kind staff" - "Beautiful, sprawling property. Friendly, accommodating staff. Jackie was fantastic! Thank Jackie!" - "Wish we had a chance to use more of the amenities. Staff was really friendly and helpful. Definitely plan on coming back with the whole family."

Equinox Resort Residences provides wellness packages and beauty services, as well as air-conditioned accommodations in Manchester, 17 miles from Stratton Mountain. Among the facilities of this property are a restaurant, a 24-hour front desk, and an elevator, along with free Wifi throughout the property. Guests have access to a hot tub, spa facilities, and can also attend fitness classes. The condo hotel provides guests with a terrace, mountain views, a seating area, satellite flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and a private bathroom with bath and bathrobes. A microwave, a toaster, and fridge are also provided, as well as a coffee machine. At the condo hotel, all units come with bed linen and towels. An à la carte breakfast is available at Equinox Resort Residences. There is an on-site bar. The area is popular for skiing and hiking, and car rental is available at this 4-star condo hotel. Guests can swim in the indoor pool, and go walking tours or bike tours. Bennington Battle Monument is 28 miles from the accommodation, while Mount Equinox is 3.4 miles away. Rutland State Airport is 27 miles from the property.

Internet • Air Conditioner • Parking • Breakfast • Pool • Private Pool • Hot Tub • Guest Services • Other • Transportation/Shuttle • Restaurant • Wellness Facilities

Bed & breakfast in Manchester with free breakfast and a seasonal outdoor pool
This smoke-free bed & breakfast features a bar/lounge, a microwave in a common area, and a refrigerator in a common area. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a seasonal outdoor pool, conference space, and concierge services are onsite.
The Inn at Manchester offers 18 air-conditioned accommodations with irons/ironing boards and complimentary toiletries. Flat-screen televisions are featured in guestrooms.

Bathrooms include showers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.

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

- "The Inn at Manchester was all we’d hoped for and more! We did a quick weekend trip to Stratton and enjoyed our time off the slopes here. The service was friendly and fantastic, the room and mail house were cozy and charming, and the location was a short walk to restaurants and shops and easy drive to the mountains. Already looking forward to our next trip back!" - "We had an excellent stay! Friendly and helpful check in, beautiful room, and delicious breakfasts. We also enjoyed some time in the bar room. If we are ever in the area again, we would definitely stay here again!"