Book Holiday Homes in Bennington
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Bennington
![Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle](https://images.trvl-media.com/lodging/36000000/35270000/35267500/35267470/e248020f_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
![Your Vermont Mountain Haven Pet Friendly home with Hot tub!](https://images.trvl-media.com/lodging/92000000/91760000/91754400/91754323/49345747_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
![Historic 6-BR Across From Equinox Resort](https://images.trvl-media.com/lodging/94000000/93010000/93001600/93001577/1e28a25d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Historic 6-BR Across From Equinox Resort
![Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen](https://images.trvl-media.com/lodging/112000000/111500000/111496300/111496244/355fd6ff_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
![Cozy Converted Barn on Secluded 6.5 acres with Hot Tub](https://images.trvl-media.com/lodging/34000000/33560000/33556000/33555909/a2790cbf_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
![Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village](https://images.trvl-media.com/lodging/110000000/109590000/109589600/109589583/baf7b827_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village
![7200 sf Villa & Barn on 4 Acre Manchester Estate](https://images.trvl-media.com/lodging/96000000/95170000/95164200/95164182/99010aa5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
7200 sf Villa & Barn on 4 Acre Manchester Estate
![Cozy Manchester Getaway with Amazing Views!!!](https://images.trvl-media.com/lodging/79000000/78720000/78717600/78717559/5b7527bd_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Cozy Manchester Getaway with Amazing Views!!!
![Brazer's Way Minutes to Sun Bowl & Stratton Base Lodge](https://images.trvl-media.com/lodging/110000000/109210000/109201000/109200983/15c02767_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Brazer's Way Minutes to Sun Bowl & Stratton Base Lodge
Bennington Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Bennington vacation homes are the perfect way for you to wing it.
Holiday houses in Bennington let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Bennington in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Bennington adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Bennington with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Bennington vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Bennington Holiday Homes essential information
Accommodation | 240 Holiday Homes |
---|---|
Lowest Price | AU$182 |
Highest Price | AU$1,630 |
Popular accommodation | Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle, Your Vermont Mountain Haven Pet Friendly home with Hot tub!, Historic 6-BR Across From Equinox Resort, Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen, Cozy Converted Barn on Secluded 6.5 acres with Hot Tub, Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village, 7200 sf Villa & Barn on 4 Acre Manchester Estate, Cozy Manchester Getaway with Amazing Views!!!, Brazer's Way Minutes to Sun Bowl & Stratton Base Lodge |
Top Locations for Holiday Homes in Bennington
Top trending hotels in Bennington
![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hampton Inn Bennington
![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/c4581d4a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Best Western Bennington
![Hotel Vervana, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/286056cc_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hotel Vervana, Trademark Collection by Wyndham
![The Autumn Inn](https://images.trvl-media.com/lodging/3000000/2390000/2381300/2381247/be4d3e05_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Autumn Inn
More ways to explore Bennington
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.