Vacation rentals in Bennington

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Top-rated vacation rentals in Bennington

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Home in Warsaw
Front and Center
Warm and cozy home from the turn of the century. Well maintained with all original wood trim. All bedrooms and bath upstairs on second floor. Appliances, dishes and everything you need to make a meal. Open front and back porches and a big back lawn. Short walk to a movie theater, home-made ice cream, great restaurants and a brewery. 20 mins to Letchworth State Park, 15 mins to Silver Lake, 1 1/4 hours to Niagara Falls. Near Class A Trout streams. No extra cleaning fee (just don't leave a mess)
Nov 19 – 26
ﺩ.ﺇ375 per night
4.95 out of 5 average rating, 301 reviews
Guest favorite
Guest suite in Thorold, Canada
Unique & Historic Stone Farmhouse in Niagara
Escape the city and stay at a private suite in one of Canada’s oldest houses. Built in 1809, the home is still owned by the original family. A thoughtful balance of old and new, this private guest suite features a king sized bed, smart TV & fast Wifi, while boasting historical features such as exposed beams, limestone walls, original flooring, and antique furniture. On 3 acres at the centre of Niagara, you'll be a short drive away from Niagara Falls, Niagara on the Lake, and St. Catharines.
Nov 24 – Dec 1
ﺩ.ﺇ384 per night
4.99 out of 5 average rating, 108 reviews
Guest favorite
Bungalow in Bliss, New York, US
Bungalow in Bliss
Enjoy beautiful views from this quaint bungalow, perched on a hillside in the heart of farm country in Wyoming County, NY. Open concept space. Modern appliances. Retro lighting. Adirondack style furniture. Plenty of windows for natural lighting. Enjoy the panoramic view of the sunrise, sunset on the huge, private deck. Plenty of restaurants, convenience store, small towns in any direction, lake, river, parks and hiking trails nearby. Plus, enjoy Letchworth State Park just minutes away!
Aug 29 – Sep 5
ﺩ.ﺇ373 per night
4.9 out of 5 average rating, 195 reviews

Popular amenities for Bennington vacation rentals

Other great vacation rentals in Bennington

Guest favorite
Cottage in Fillmore
Iris Cottage, Nature on Higgins Creek
Jun 12 – 19
ﺩ.ﺇ332 per night
4.95 out of 5 average rating, 169 reviews
Guest favorite
Cottage in Castile, New York, US
The Bluebird Cottage on Silver Lake
Dec 8 – 15
ﺩ.ﺇ380 per night
4.82 out of 5 average rating, 265 reviews
Guest favorite
Home in Portageville, New York, US
Letchworth Valley Air BnB
Dec 30 – Jan 6
ﺩ.ﺇ450 per night
4.97 out of 5 average rating, 200 reviews
Guest favorite
Guest suite in Buffalo
Suite Sherry's - Your home away from home!
May 1 – 8
ﺩ.ﺇ230 per night
4.98 out of 5 average rating, 232 reviews
Guest favorite
Home in Perry, New York, US
Convenient Country Home
May 11 – 18
ﺩ.ﺇ443 per night
4.92 out of 5 average rating, 125 reviews
Guest favorite
Home in Varysburg
Let’s get cozy in the country
May 11 – 18
ﺩ.ﺇ358 per night
4.87 out of 5 average rating, 31 reviews
Guest favorite
Home in Darien Center
Rustic Home in Darien Center
Jan 30 – Feb 6
ﺩ.ﺇ822 per night
5.0 out of 5 average rating, 20 reviews
Guest favorite
Guesthouse in Corfu, New York, US
Miller's Meadow Your Exclusive Country Getaway!
May 19 – 26
ﺩ.ﺇ486 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Cottage in East Aurora
Charming 2 bedroom cottage on the EA golf course
Apr 23 – 30
ﺩ.ﺇ469 per night
4.89 out of 5 average rating, 94 reviews
Guest favorite
Guesthouse in Wyoming, New York, US
The Red Roof Lodge!
Aug 18 – 25
ﺩ.ﺇ280 per night
4.97 out of 5 average rating, 70 reviews
Guest favorite
Cabin in Akron
King Bed Loft - Cozy Cabin Getaway
May 12 – 19
ﺩ.ﺇ400 per night
4.86 out of 5 average rating, 96 reviews
Guest favorite
Camper/RV in Corfu
Happiness At The Camper!
Jul 19 – 26
ﺩ.ﺇ456 per night
5.0 out of 5 average rating, 14 reviews

Destinations to explore

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  2. United States
  3. New York
  4. Wyoming County
  5. Bennington