Vacation Homes in Bennington County

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Top Cities in Bennington County

Bennington Battle Monument showing landscape views
Vacation HomesVacation Homes

Bennington

Bennington

Vacation Homes in Bennington County

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
TV, fireplace, video games

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

9.4 out of 10, Exceptional, (26)
"Beautiful location and so many cozy touches throughout home!"
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Peaceful Stay at Birds of a Feather Farm & Spa
Interior

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (20)
"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "
The price is AED 477
AED 1,024 total
includes taxes & fees
8 Sep - 9 Sep
Peaceful Stay at Birds of a Feather Farm & Spa
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Exterior

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

10.0 out of 10, Exceptional, (4)
"Great location, large space for family, good amenities, love the fireplace and coffee set up."
The price is AED 1,041
AED 2,696 total
includes taxes & fees
20 Aug - 21 Aug
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Mountain Sanctuary Dome Rustic Solitude 5BR
Interior

Mountain Sanctuary Dome Rustic Solitude 5BR

9.8 out of 10, Exceptional, (6)
"We had an awesome stay at Nate’s place! The stone architecture and wood oven fireplace gave a truly unique experience, and the house was very spacious. The fully equipped kitchen made for anxenjoyable cooking experience. Nate was also flexible and responsive. Definitely recommend this for your weekend getaway home!"
Mountain Sanctuary Dome Rustic Solitude 5BR
The Mountain Escape!
Outdoor spa tub

The Mountain Escape!

9.8 out of 10, Exceptional, (17)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is AED 448
AED 2,092 total
includes taxes & fees
10 Aug - 11 Aug
The Mountain Escape!
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Exterior detail

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

10.0 out of 10, Exceptional, (63)
"We had a "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Room for the whole family 8 minutes to Manchester
Terrace/patio

Room for the whole family 8 minutes to Manchester

10.0 out of 10, Exceptional, (5)
"Very priceable and great house with 5 bedrooms - each rooms are big and clean! Love it! Will come back again for next ski plan"
Room for the whole family 8 minutes to Manchester
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (223)
"Beautiful property. Very relaxing, secluded. "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.
Terrace/patio

Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.

9.8 out of 10, Exceptional, (16)
"Spacious house and beautiful grounds."
Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.
Stylish Mountain Home Near Ski, Golf + Manchester!
Outdoor spa tub

Stylish Mountain Home Near Ski, Golf + Manchester!

9.8 out of 10, Exceptional, (33)
"Relaxing weekend just a few miles from the ski mountain. Hot tub was great."
Stylish Mountain Home Near Ski, Golf + Manchester!
Luxury 4-BR Mountain Estate 10-min to Manchester
Interior

Luxury 4-BR Mountain Estate 10-min to Manchester

2.0 star property
10.0 out of 10, Exceptional, (2)
"This property is amazing: the grounds, the gardens and of course an exceptional, well equipped house. The architecture, the views and the many bedrooms and bathrooms made it so comfortable for our group of nine. The kitchen is well organized and has every convenience for cooking in."
Luxury 4-BR Mountain Estate 10-min to Manchester
Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!
Exterior

Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!

10.0 out of 10, Exceptional, (4)
"We loved staying at the Sloane School! It was modern yet so cozy. It had everything we needed, there were only three of us but there was plenty of room for more. The hot tub was delightful, the bathrooms were beautiful, the kitchen was so nice and everything was immaculate! I would stay there again in a heartbeat! "
Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!
Gather Together – Stratton Mtn Luxury & Comfort with a View
Exterior

Gather Together – Stratton Mtn Luxury & Comfort with a View

8.0 out of 10, Very Good, (5)
"Lots of Room, Clean, 5 min to the Slopes, we will stay here again!"
Gather Together – Stratton Mtn Luxury & Comfort with a View
Cozy ski home with amazing views of Stratton & Bromley Mountains.
Property grounds

Cozy ski home with amazing views of Stratton & Bromley Mountains.

9.4 out of 10, Exceptional, (30)
"The convenient near-mountain location and living room views are hard to beat; the hot tub was a great touch as well! It was perfect for our large group over a holiday weekend."
Cozy ski home with amazing views of Stratton & Bromley Mountains.
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (30)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AED 448
AED 1,101 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (21)
"This place was very enjoyable, it was just 3 of us so there was more than enough room. It is a very comfortable home and we enjoyed the easy trip into Manchester for some meals and a wonderful day of hiking some great nearby trails."
The price is AED 744
AED 2,336 total
includes taxes & fees
24 Aug - 25 Aug
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Dining

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

9.6 out of 10, Exceptional, (15)
"Happy experience and plenty of room. Everyone enjoyed the lake and sounding places."
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Spacious village house, dog-friendly, patio, fireplace, a/c, air hockey, w/d
Fridge, microwave, oven, stovetop

Spacious village house, dog-friendly, patio, fireplace, a/c, air hockey, w/d

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay. The house is beautiful and in such a great location. The host was great! I would definitely stay there again."
Spacious village house, dog-friendly, patio, fireplace, a/c, air hockey, w/d
Perfect Reunion House w/pool, tennis, fireplace & piano. Dogs welcome.
Fridge, microwave, oven, stovetop

Perfect Reunion House w/pool, tennis, fireplace & piano. Dogs welcome.

9.8 out of 10, Exceptional, (23)
"Great location near Bromley and Stratton for skiing. Our group of 16 had plenty of room and were very comfortable. Melissa was very accommodating and responsive. Would definitely recommend this property."
Perfect Reunion House w/pool, tennis, fireplace & piano. Dogs welcome.
Secluded Mountain Retreat: Gorgeous Views, 5 Mins to Stratton, Outdoor Firepit
Property grounds

Secluded Mountain Retreat: Gorgeous Views, 5 Mins to Stratton, Outdoor Firepit

2.0 star property
9.8 out of 10, Exceptional, (8)
"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "
Secluded Mountain Retreat: Gorgeous Views, 5 Mins to Stratton, Outdoor Firepit
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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Top Bennington County Hotel Reviews

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"Nicely maintained and obviously newly renovated! Clean, quiet, and just outside of the traffic in Manchester Center! The only thing I could improve was to possibly have a full length mirror out of the way…the bathroom mirror is the only one, and if two are getting ready it’s a bit of a hassle! Otherwise this place is a gem!"
Maureen 2-night trip
Posted 1 day ago
Aspen At Manchester