Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Top cities in Bennington County
Manchester
Bennington
Manchester Center
Wilmington
Peru
Bondville
Winhall
Dorset
Arlington
Find vacation rentals that suit your style
Aparthotels
Apartments
Cabins
Condos
Cottages
Villas
Chalets
Our top choices for Bennington County villas
1. Vermont Vacation Villa—Grapevine Getaway
Vermont Vacation Villa—Grapevine GetawayPownal
10.0 out of 10, Exceptional, (12 reviews)
10/10
Exceptional
(12 reviews)
"The villa was great! The house is very spacious and clean. We really enjoyed our stay!"
"The villa was great! The house is very spacious and clean. We really enjoyed our stay!"
Jenna S.
2. Gorgeous Victorian-Style House w/ Hilltop Pool!
Gorgeous Victorian-Style House w/ Hilltop Pool!Rupert
8.8 out of 10, Excellent, (33 reviews)
8.8/10
Excellent
(33 reviews)
"Perfect property for our long holiday weekend family getaway. Property owner was very accommodating."
"Perfect property for our long holiday weekend family getaway. Property owner was very accommodating."Rene C.
3. Mountain Haven for Families | Deck | Shuttle | Views
Mountain Haven for Families | Deck | Shuttle | ViewsWinhall
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
"We had a lovely stay at Tommy's condo. The place is larger and even more cheery than the photos make it seem. We had a great time relaxing and cooking after a few great days of skiing with our cousins. "
"We had a lovely stay at Tommy's condo. The place is larger and even more cheery than the photos make it seem. We had a great time relaxing and cooking after a few great days of skiing with our cousins. "Laura B.
4. Gorgeous Victorian-style House w/ Hilltop Pool!
Gorgeous Victorian-style House w/ Hilltop Pool!3.0 star property
Rupert
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"Beautiful house and grounds. The groundskeeper was very nice and helpful."
"Beautiful house and grounds. The groundskeeper was very nice and helpful."Simon
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.
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.
Top reviews in Bennington County
The Inn at Manchester
The Inn at ManchesterManchester Village Historic District
10/10 Excellent
Wish we could have stayed longer. Our expectations for an overnight stay were well surpassed. Many thanks
Wish we could have stayed longer. Our expectations for an overnight stay were well surpassed. Many thanks
Joe
Inn At Mount Snow
Inn At Mount SnowWest Dover
10/10 Excellent
Tout était parfait endroit que je vais retourné sans hésiter. Nous réservons environ 40 hôtels par année et c'est de loin notre coup de coeur
Tout était parfait endroit que je vais retourné sans hésiter. Nous réservons environ 40 hôtels par année et c'est de loin notre coup de coeur
marco
The Wilmington Inn
The Wilmington InnWilmington
10/10 Excellent
The host was fantastic
The host was fantastic
Richard
Bentley House Bed and Breakfast
Bentley House Bed and BreakfastPoultney
10/10 Excellent
Beautiful old building, well-maintained, filled with vintage furniture and collectable items. Like staying in a museum. Owners are very friendly and helpful. Breakfast was great.
Beautiful old building, well-maintained, filled with vintage furniture and collectable items. Like staying in a museum. Owners are very friendly and helpful. Breakfast was great.
Lloyd
The Reluctant Panther Inn and Restaurant
The Reluctant Panther Inn and RestaurantManchester Village Historic District
10/10 Excellent
Incredible property. Clean, large rooms. Staff is super friendly and kind.
Incredible property. Clean, large rooms. Staff is super friendly and kind.
Graeme
Seesaw's Lodge
Seesaw's LodgePeru
10/10 Excellent
We enjoyed our stay immensely! Our room was lovely and clean. The pillows and bed were very comfortable! The Green Mountain coffee in our room was a nice touch! Our only complaint was that there wasn’t real cream for our coffee, so next time, we will bring our own. The large walk-in shower was very nice as well.
The main common area was beautiful and homey! The kitchen seemed fully equipped, but we didn’t have any meals there.
We will definitely come back for a longer stay!
We enjoyed our stay immensely! Our room was lovely and clean. The pillows and bed were very comfortable! The Green Mountain coffee in our room was a nice touch! Our only complaint was that there wasn’t real cream for our coffee, so next time, we will bring our own. The large walk-in shower was very nice as well.
The main common area was beautiful and homey! The kitchen seemed fully equipped, but we didn’t have any meals there.
We will definitely come back for a longer stay!
Joy
Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
10/10 Excellent
Property is beautiful with breathtaking views !
The fire pits , sauna and hot hubs are a great addition to a great motel !
Early sunrise viewing a must ! North Adams is a great town nearby -
Property is beautiful with breathtaking views !
The fire pits , sauna and hot hubs are a great addition to a great motel !
Early sunrise viewing a must ! North Adams is a great town nearby -
patricia
Colonel Williams Inn
Colonel Williams InnBrattleboro
10/10 Excellent
Very charming place. Breakfast was really good, made fresh, very accommodating with food intolerances. Very much enjoyed my stay.
Very charming place. Breakfast was really good, made fresh, very accommodating with food intolerances. Very much enjoyed my stay.
Carolyn
The Inn at Ormsby Hill
The Inn at Ormsby HillManchester Center
10/10 Excellent
Beautiful historic inn located just south of Manchester Center, Vt. Different breakfast selections each day to definitely look forward to. Diane and Yoshio, the innkeepers, are wonderful. After your first visit you will want to return.
Beautiful historic inn located just south of Manchester Center, Vt. Different breakfast selections each day to definitely look forward to. Diane and Yoshio, the innkeepers, are wonderful. After your first visit you will want to return.
Paul
The Williams Inn
The Williams InnWilliamstown
10/10 Excellent
Nice hotel, good location
Large rooms
But noisy aircon
Nice hotel, good location
Large rooms
But noisy aircon
peter
Four Columns Inn
Four Columns InnNewfane
10/10 Excellent
Great place to stay. People were Friendly and the service was great. The pizza was great and the service was outstanding.
Great place to stay. People were Friendly and the service was great. The pizza was great and the service was outstanding.
Marie-Christine
Maple Terrace Motel
Maple Terrace MotelWilliamstown
10/10 Excellent
The room is clean, well stocked and spacious. Check in was smooth oth and the front desk staff was warm and helpful.
The room is clean, well stocked and spacious. Check in was smooth oth and the front desk staff was warm and helpful.
Tanya
Farm Road Estate
Farm Road EstateWest Dover
8/10 Good
Great bunk beds, excellent king size bed & sheets. Wood burning fireplace and room finishings showed really nice attention to detail. Charming restored farm house with ponds on property. One in window AC unit was rather loud, but we could live without it while sleeping (wasn't super hot).
Great bunk beds, excellent king size bed & sheets. Wood burning fireplace and room finishings showed really nice attention to detail. Charming restored farm house with ponds on property. One in window AC unit was rather loud, but we could live without it while sleeping (wasn't super hot).
Ashley
Hill Farm Inn
Hill Farm InnArlington
10/10 Excellent
Un petit écrin dans une vallée entourée de montagnes. Très paisible.un endroit pour se déposer et vraiment relaxer
Un petit écrin dans une vallée entourée de montagnes. Très paisible.un endroit pour se déposer et vraiment relaxer
Jacquie
The Inn at Weathersfield
The Inn at WeathersfieldPerkinsville
10/10 Excellent
Extraordinary food, lovely service, beautiful grounds, fascinating guests.
Extraordinary food, lovely service, beautiful grounds, fascinating guests.
WilliamWoodwort
The Manchester View
The Manchester ViewManchester Center
10/10 Excellent
It is a lovely place. We would go again!
It is a lovely place. We would go again!
Calvin
Frequently Asked Questions
Why book your villa in Bennington County with Expedia?
Booking a villa in Bennington County is as easy as working out your travel dates and picking a place that meets your requirements. Seeking something upscale or budget friendly, or a property that also has WiFi and a hot tub? Use Expedia's search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Bennington County?
Expedia is here to help you look for cheap villas in Bennington County. Use our handy filter tool to choose star rating, amenities and budget to refine your search and find a great place to stay in just a few keystrokes.
What is there to do near my villa in Bennington County?
Wherever you travel in Bennington County, you'll find plenty to explore here. Planning a few nights in Bennington? Harmen Hills Trail is a leading attraction to include in your itinerary.