Bennington County Holiday Rentals

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Top Holiday Rentals Destinations in Bennington County

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury
9.8 out of 10, Exceptional, (28)
"Beautiful location and very cozy place to stay. Thank you!"
United States
Kristin G.
The price is AU$347
includes taxes & fees
2 Dec - 3 Dec
Peaceful Stay at Birds of a Feather Farm & Spa

Cozy Bromley Retreat

Bromley Mountain
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
The price is AU$501
includes taxes & fees
10 Dec - 11 Dec
Cozy Bromley Retreat

Mountain Dream Escape

2.0 star property
Sandgate
10.0 out of 10, Exceptional, (1)
"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."
United States
Morgan C.
The price is AU$700
includes taxes & fees
8 Dec - 9 Dec
Mountain Dream Escape

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

Bennington
8.6 out of 10, Excellent, (34)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
United States
Ransom W.
The price is AU$420
includes taxes & fees
1 Dec - 2 Dec
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Bromley Aframe - King Master Bed, Wood Fireplace

Peru
9.6 out of 10, Exceptional, (14)
"This house was great for my family's spring vacation. The stream was beautiful and relaxing. "
United States
Loni N.
Bromley Aframe - King Master Bed, Wood Fireplace

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica
9.6 out of 10, Exceptional, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
The price is AU$1,155
includes taxes & fees
3 Dec - 4 Dec
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Woodford
10.0 out of 10, Exceptional, (1)
"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "
United States
Evan M.
The price is AU$696
includes taxes & fees
10 Dec - 11 Dec
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Spacious apartment in beautiful, historic Arlington VT

Arlington
10.0 out of 10, Exceptional, (57)
"Great place—though it’s a basement, it’s nearly perfect. We’d definitely stay here again"
United States
aytac
The price is AU$339
includes taxes & fees
11 Dec - 12 Dec
Spacious apartment in beautiful, historic Arlington VT

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

3.0 star property
Arlington
8.0 out of 10, Very good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
The price is AU$987
includes taxes & fees
10 Dec - 11 Dec
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Bear Pass - Mountain View by RedAwning

Sunderland
9.6 out of 10, Exceptional, (5)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
United States
Megan G.
The price is AU$1,048
includes taxes & fees
12 Dec - 13 Dec
Bear Pass - Mountain View by RedAwning

Green Mountain Getaway

2.0 star property
Bennington
9.6 out of 10, Exceptional, (18)
"Great one night stay for a work trip. Common living space and bedrooms are very large. Very clean especially the bathroom. "
United States
Robyn H.
The price is AU$622
includes taxes & fees
9 Dec - 10 Dec
Green Mountain Getaway

The Birchwood Cabin - Stunning Mountain Views

2.0 star property
Sunderland
10.0 out of 10, Exceptional, (2)
"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."
United States
Shannon C.
The Birchwood Cabin - Stunning Mountain Views

Two Brooks Lodge

3.0 star property
Bennington
4.8 out of 10, (3)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge

Equinox Haven | King Room + Culinary Delights

Manchester
8.0 out of 10, Very good, (1)
"Clean room. There was a trip hazard from bedroom to bathroom. Servers in restaurant were very attentive, courteous and professional. Food adequate but over priced."
United States
Anne Marie
The price is AU$430
includes taxes & fees
7 Dec - 8 Dec
Equinox Haven | King Room + Culinary Delights

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
9.6 out of 10, Exceptional, (30)
"It was exactly what we wanted. Fireplace , hot tub, and ample sleeping arrangements "
United States
Craig F.
The price is AU$1,022
includes taxes & fees
9 Dec - 10 Dec
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

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

Winhall
10.0 out of 10, Exceptional, (8)
"Great location, large space for family, good amenities, love the fireplace and coffee set up."
United States
Eitan S.
The price is AU$1,585
includes taxes & fees
9 Dec - 10 Dec
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

New! Vermont Getaway! Stratton - close to skiing!

2.0 star property
Winhall
The price is AU$758
includes taxes & fees
2 Dec - 3 Dec
New! Vermont Getaway! Stratton - close to skiing!

Cozy 3 Bedroom Condo in the Heart of Manchester VT

Manchester
Cozy 3 Bedroom Condo in the Heart of Manchester VT

The Vermont A-Frame Mountain Retreat

Winhall
9.8 out of 10, Exceptional, (26)
"Great home, perfect weekend away at Stratton. Host was great and so was the property"
United States
Kevin M.
The Vermont A-Frame Mountain Retreat

Elevated Escape | Cupola Suite + Local Favorites

Manchester
The price is AU$570
includes taxes & fees
15 Dec - 16 Dec
Elevated Escape | Cupola Suite + Local Favorites
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

Find out more about Bennington County

Everything you need to know about Bennington County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bennington County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Bennington County holiday rentals we have chosen for you start as low as AU$339 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Bennington County rentals

At Expedia, we put the best Bennington County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bennington County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.