Search Vacation Homes in Bennington
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 240 Vacation Homes in Bennington with updated reviews, rates, and availability.
![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35267500/35267470/e248020f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
10.0 out of 10, Exceptional, (37)
![](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/49345747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
10.0 out of 10, Exceptional, (13)
The price is SAR 1,853
SAR 3,841 total
includes taxes & fees
24 Feb - 25 Feb
![](https://images.trvl-media.com/lodging/94000000/93010000/93001600/93001577/1e28a25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Historic 6-BR Across From Equinox Resort
Historic 6-BR Across From Equinox Resort
9.0 out of 10, Wonderful, (8)
![](https://images.trvl-media.com/lodging/112000000/111500000/111496300/111496244/355fd6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
10.0 out of 10, Exceptional, (1)
![Living room with wood-burning stove](https://images.trvl-media.com/lodging/34000000/33560000/33556000/33555909/a2790cbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
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, (216)
![Mudroom Entrance and Front Porch](https://images.trvl-media.com/lodging/110000000/109590000/109589600/109589583/baf7b827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village
Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village
![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95164200/95164182/99010aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
7200 sf Villa & Barn on 4 Acre Manchester Estate
7200 sf Villa & Barn on 4 Acre Manchester Estate
9.6 out of 10, Exceptional, (7)
![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78720000/78717600/78717559/5b7527bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Cozy Manchester Getaway with Amazing Views!!!
Cozy Manchester Getaway with Amazing Views!!!
9.8 out of 10, Exceptional, (24)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Bennington
![Bar Room](https://images.trvl-media.com/lodging/89000000/88720000/88717900/88717857/bec64f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Perfect for Leaf Peeping w/Bar Room, Hot Tub
Perfect for Leaf Peeping w/Bar Room, Hot Tub
10.0 out of 10, Exceptional, (11)
![Fully Equipped Kitchen](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/775a6169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
8.8 out of 10, Excellent, (28)
The price is SAR 525
SAR 1,183 total
includes taxes & fees
18 Feb - 19 Feb
![Skiing open now at Prospect Mountain
Snowmobiling coming soon
Book now before up](https://images.trvl-media.com/lodging/32000000/31410000/31407600/31407502/0dedfdc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
9.8 out of 10, Exceptional, (133)
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.
Recent reviews of Bennington hotels
Recent reviews of Bennington hotels
![Hampton Inn Bennington](http://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg)
Hampton Inn Bennington
5/5 Excellent
"Waffle maker!"
A verified traveler stayed at Hampton Inn Bennington
Posted 5 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Bennington
- Condo Rentals in Bennington
- Apartments in Bennington
- Cottages in Bennington
- Chalets in Bennington
- Cabin Rentals in Bennington
- Resorts in Bennington
- Motels in Bennington
- B&B in Bennington
- Guest Houses in Bennington
- Farmstay in Bennington
- Inns in Bennington
- Lodges in Bennington
- Aparthotels in Bennington
- Hotels