Vacation Homes in Bennington County

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Top Cities in Bennington County

Compare 222 Vacation Homes in Bennington County with updated reviews, rates, and availability.

Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

9.8 out of 10, Exceptional, (30)
"One of the best experiences I’ve had. Communication before we arrived was as expected, and everything was better than the pictures reviews and descriptions."
The price is SAR 2,061
SAR 4,972 total
includes taxes & fees
3 Feb - 4 Feb
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (11)
"My family enjoyed our stay at this house. It had plenty of room for all of us and the 5 bathrooms were great to have. Extremely clean. We didnt use the hot tub because it was too cold but that is definitely a plus to have. It is only a few minutes from Manchester Center and close to a lot of other restaurants and shops. The ownwr reached out days in advance and was available if needed, which we didnt. We will definitely be looking to book this house in the future! A++++"
The price is SAR 1,663
SAR 3,497 total
includes taxes & fees
9 Jan - 10 Jan
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (160)
"This was our second Thanksgiving at Creekside Camp. Once again, we had a wonderful stay. Not enough can be said about this charming and cozy cabin. Dan and Kellie do a phenomenal job as hosts and managing the property. We highly recommend a stay in this rustic, yet highly appointed property!"
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

10.0 out of 10, Exceptional, (35)
"This beautiful, charming and spacious house served our family's needs beautifully for a one week fall getaway. The photos don't do it justice. The linens and beds were very comfortable. The ease of a gas fireplace in the breakfast/dining area was very welcome on chilly mornings. The location was great. Beth was very accommodating. If we come back to the area we will definitely try to stay here again."
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

Miner Cottage-Historic Antique Home just steps from the Equinox Resort

10.0 out of 10, Exceptional, (22)
"GREAT TIME ! GREAT HOUSE"
Miner Cottage-Historic Antique Home just steps from the Equinox Resort

Gather Together – Stratton Mtn Luxury & Comfort with a View

10.0 out of 10, Exceptional, (1)
Gather Together – Stratton Mtn Luxury & Comfort with a View

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (54)
"We rented the barn as an overflow space from the main house. The barn has everything you need and is a really cool spot to sit and view the entire property."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (27)
"In town for a long weekend and loved the location. The owner was prompt and very helpful as we made a mistake in booking. FYI, The pictures are great but it’s a bit more rustic than they make it seem. Still, it was great to sit outside and hear the brooks flowing. Very quiet street! Housecleaning was a bit lacking though as there were some huge cobwebs in the corners. That was fine for us as we spend our time in a barn anyway. "
The price is SAR 435
SAR 1,077 total
includes taxes & fees
12 Jan - 13 Jan
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

Historic 6-BR Across From Equinox Resort

8.8 out of 10, Excellent, (5)
"Great house in a perfect location, we really enjoyed our stay for a family vacation!"
Historic 6-BR Across From Equinox Resort

Manchester Center Home w/ Green Mtn Views!

9.6 out of 10, Exceptional, (31)
"This home had a lot of character! It had a wonderful kitchen, and it was easy to cook there. It had a beautiful dining room! We were there for Christmas and the owners put up some beautiful decorations, and a nice tree for us. Both of the hosts are creative types, and you could tell by the decor in the house. There was beautiful artwork all over. The hosts were helpful as they salted and sanded the walkway from the car to the house. The very hospitable. The view from the house of the mountains...
Manchester Center Home w/ Green Mtn Views!

Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

9.8 out of 10, Exceptional, (19)
"Such a gorgeous house! We loved walking the nearby trails and how close it was to Williams. Venetia was the best!"
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

Cozy Manchester Getaway with Amazing Views!!!

9.8 out of 10, Exceptional, (23)
"Totally enjoyed our stay. The house was comfortable & cozy. The views from the deck were beautiful. The house is located in the perfect spot. Somewhat secluded but close enough to the main road & town. Loved it!"
Cozy Manchester Getaway with Amazing Views!!!

Fireplace, deck, pool, sauna, double height ceilings, Dogs welcome, views!

10.0 out of 10, Exceptional, (19)
"This was our first family vacation with adult children and grandkids. We had such a wonderful time! The property is beautiful and very private. We felt comfortable with the grandkids being out in the open spaces and going from the house to the pool by themselves. In light of Covid, we especially enjoyed having a dedicated time for just our family to use the pool. Manchester is such a lovely town and there were a lot of activities nearby for family fun. Would definitely recommend it to other...
Fireplace, deck, pool, sauna, double height ceilings, Dogs welcome, views!

Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village

Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

10.0 out of 10, Exceptional, (199)
"Beautiful time of the year to enjoy this property and the surrounding woods and trails, plus Manchester. Our dogs love it here. "
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (11)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

10.0 out of 10, Exceptional, (115)
"We have stayed here at least three times, and enjoy it every time. "
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

HUGE Private VT Mansion: 15 bedrooms, 12 bath, Sleep 34! Ski Bromley & Stratton, yoga retreats, corporate offsites, DIY weddings, family reunions, Dogs welcome

10.0 out of 10, Exceptional, (56)
"We had a wonderful time at the Battenkill Valley Mansion. The house is well equipped with everything needed for a fun family weekend with multiple generations. Melissa was super helpful with planning and check-in. The area is beautiful and we look forward to another trip."
HUGE Private VT Mansion: 15 bedrooms, 12 bath, Sleep 34! Ski Bromley & Stratton, yoga retreats, corporate offsites, DIY weddings, family reunions, Dogs welcome

Peaceful Stay at Birds of a Feather Farm & Spa

9.4 out of 10, Exceptional, (13)
"We stayed for two days in late October. Putting the address into Google Maps took us right to the driveway. The weather was marvelous; no snow, warm days, and pleasant evenings. You might call it a barn loft, but it was built new; it doesn't appear that it was ever used as a barn. The lower level is a spa for visiting customers. We did not sign up for any spa services. The loft was very clean, and filled with charming decor. It was, as Realtors say, "cozy," but we knew that from the...
The price is SAR 413
SAR 980 total
includes taxes & fees
13 Jan - 14 Jan
Peaceful Stay at Birds of a Feather Farm & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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