Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

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Guest favourite

Home in Warsaw, New York, US

4.95 out of 5 average rating, 306 reviews

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)

Guest favourite

Guest suite in Thorold, Canada

4.99 out of 5 average rating, 127 reviews

Historic Stone Farmhouse near Niagara Falls

Escape the city and stay in a private suite at one of Canada’s oldest houses. Built in 1809, the home is owned by the 10th generation of the original family. A thoughtful balance of old and new, this private guest suite features a king size bed, smart TV & fast Wifi, alongside historical features such as exposed beams, stone walls, original floors, and antique furniture. On 3 acres at the centre of Niagara, you'll be a short drive from Niagara Falls, Niagara on the Lake, and St. Catharines.

Guest favourite

Bungalow in Bliss, New York, US

4.9 out of 5 average rating, 197 reviews

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!

Guest favourite

Cottage in Youngstown, New York, US

4.94 out of 5 average rating, 327 reviews

Lakefront cottage, Youngstown USA

Cozy, secluded cottage off the main road with lake front. **Although we have lakefront property, there is currently no access to the water on our property***. Close to the village of Youngstown for boating, fishing, food, and entertainment. A 10 minute drive from Lewiston and Artpark. Stay hidden at the lake and relax, or explore the Niagara River and Lake Ontario! Also not far from Niagara Falls, one of the seven wonders of the world, and a short drive to the Canadian border!

Guest favourite

Farm stay in Lincoln, Canada

4.97 out of 5 average rating, 359 reviews

Water Edge, Modern Log Cabin in Beautiful Orchards

Nestled among Niagara’s fruit trees, our newly renovated log cabin sits on the shores of 16 Mile Creek. The log cabin is a modern, meticulously maintained studio space, secluded from busy roads (perfect to work in). Relax with a morning coffee on our porch or enjoy an evening campfire while overlooking 16 Mile Creek. Amenities include a comfortable sitting area, large picture windows, kitchenette (with hotplate), breakfast bar, elegant bathroom, BBQ and more.

Guest favourite

Flat in South Wales, New York, US

4.98 out of 5 average rating, 130 reviews

Cozy Apt Just Outside of East Aurora

A nice place to relax or get some work done! Features a great back porch that overlooks the property. Close to Moog, Fisher Price and the Gow School, this apartment has a large bedroom with a king-size bed. Comfortable living room has a full size futon for an extra bed when needed. We are less than 20 minutes from Kissing Bridge and Buffalo Ski Center. We're a quick 30 minute drive to the city of Buffalo and 40 minutes from Niagara Falls.

Guest favourite

Guest suite in Lancaster, New York, US

4.9 out of 5 average rating, 158 reviews

Work or Play this is your Home Away!

Newly remodeled private studio with private entrance. Lots of parking space. 700sq ft.of living space for you to enjoy! Private balcony overlooking stunning backyard views with a pond. Only 13 min away from Buffalo airport! Shopping centers within a mile. Downtown Buffalo- 20 min. drive Flix Movie Theater- 2 min. drive New Era field- 20 min. drive Niagara Falls- 40min. drive Galleria Mall- 12 min. drive

Guest favourite

Home in Batavia, New York, US

4.94 out of 5 average rating, 110 reviews

A Little Peace of Heaven

This elegantly designed and constructed post and beam home sits on a quite lake close to fine restaurants, dining and golf courses. Buffalo and Rochester NY as well as recreation venues including Letchworth State Park, Darien Lake, Batavia Race Track and Casino are nearby. You’ll love this peaceful, beautiful environment and well maintained home. Couples will build memories for a life time.

Guest favourite

Loft in Lockport

5.0 out of 5 average rating, 247 reviews

The Niagara Loft

Charming, completely furnished new studio apartment in a separate building from other residences. Rural setting convenient to UB, Niagara Falls, Buffalo, Niagara Wine Trail, Erie Canal Bike Trail, Becker Farms and the Lockport Kenan Center. Lovely, quiet setting with private parking, private entrance, wifi and full kitchen. A pleasant retreat with alpacas for neighbors!

Guest favourite

Flat in Strykersville

4.99 out of 5 average rating, 176 reviews

Suite and Simple - Private 3rd Floor Efficiency

Suite and Simple is a private, upstairs suite on a quiet country hillside. It is 15 minutes from the village of East Aurora, about 30 minutes from downtown Buffalo and minutes from local wedding venues. Whether you're just passing through, or in town for an event, this suite has the essentials for a restful stay. *There are 2 flights of stairs to get to the suite*

Guest favourite

Cottage in East Aurora, New York, US

4.9 out of 5 average rating, 102 reviews

Charming 2 bedroom cottage on the EA golf course

Welcome to Maplelinks. Relax at this quiet and quaint 100 year old 2 bedroom/1 bathroom guest cottage located right on the East Aurora Country Club less than a mile outside of the village. 15 minutes from Bills games. 20 minutes from downtown Buffalo. 20 minutes from skiing. Private off street parking. Self check-in anytime after 3pm. (Sorry. No pets.)