Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

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

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Top guest favourite

A welcoming front porch features a small round table with two chairs positioned under a covered area. Lush green bushes frame the space, surrounded by a wooden railing and steps leading to the entrance of the home.

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)

4.96 out of 5 average rating, 384 reviews

Top guest favourite

A charming two-story country home is positioned along a gravel drive, surrounded by green lawns and mature trees. An antique wheel is prominently displayed in the foreground, offering a rustic touch to the inviting exterior. Ample parking space is visible along the side of the house.

Flat in Corfu

Country apartment

Country apartment between Buffalo & Rochester New York, 1 hour from Niagara Falls & Canada. 6 miles to Six Flags Darien Lake Theme park or Batavia Downs Casino. Master bedroom, kitchen, livingroom & bathroom upstairs. Family room located downstairs with a futon, a cot and a second bedroom with a double bed. Each room has a TV. The family room has an electronic dart board with soft tip darts. Supervised play for people under 16 years of age is requested & metal tip darts available upon request.

4.97 out of 5 average rating, 101 reviews

Top guest favourite

Place to stay in East Aurora

Large 2 bed 2 bathroom loft in East Aurora Village

Located in the heart of East Aurora, this 2nd floor loft is perfect and 1 of 1! The entire second floor is yours and there are no other units or shared entrances. It is like 2 spaces in one. 2 bedrooms (king and queen beds), 2 full bathrooms, and 2 living spaces. High end finishes and A+ views overlooking the village. Feels like 2 places in one if you’re traveling with others, you'll have your own space! Perfect for traveling in for a Bills game and walking distance to all things East Aurora!

4.98 out of 5 average rating, 160 reviews

Top guest favourite

A modern kitchen showcases white cabinetry and a marble countertop. A central island features a wooden countertop with orange stools positioned around it. Stainless steel appliances, including a refrigerator and oven, are visible alongside a mosaic tile backsplash. Natural light fills the space.

Home in Orchard Park

Luxury Village Farmhouse

Welcome to our charming, old (but newly renovated!) Orchard Park Village Farmhouse! Large, but cozy, living and dining spaces and a huge kitchen with all the amenities. We have 2 large bedrooms, each is a "master suite" with bathroom and walk-in closets. In one bedroom, the king bed can be converted to 2 twins, if required. Queen sleeper sofa in living room. We're a short 1/4 mile walk to all the village shops, restaurants and coffee shops. 2 off-street parking spaces, wifi, AC, and laundry.

5.0 out of 5 average rating, 281 reviews

Top guest favourite

A vibrant planter filled with pink flowers hangs next to a spacious heated pool. Lush greenery surrounds the pool area, complementing the calm blue water. A patio area with a rustic chair is visible, inviting relaxation by the poolside.

Home in Alden

Carols Giant Pool Buffalo, New york

Do you enjoy luxury? You and your family have our entire home to enjoy sleeps 5 Features : piano, fireplace, fenced in pool :vaulted gazebo Our home includes 3 bedrooms (queen beds) , 2 baths, master suite has bath Deep soaker tub & shower, washer/dryer a beautiful gazebo at the poolside , charcoal grill available, inground private heated pool. pool open may 28 2024 Our home is short drive to falls approx 40 mins Uber to Buffalo Niagara airport in 18 m Darien Lake 12 mins

4.91 out of 5 average rating, 121 reviews

Top guest favourite

The exterior of the home showcases a classic two-story structure with white siding and blue shutters. A welcoming front porch is framed by lush greenery and large trees, offering shade and a peaceful ambiance. An American flag is displayed prominently, enhancing the home’s charm.

Home in Lancaster

The Farmhaus - rustic 1800s homestead sleeps 12

Built in 1819 and located steps away from one of the oldest dwellings in Erie County, the Farmhaus invites guests to step back in time and enjoy its rustic charm and spacious layout. Beautifully decorated to match its beginnings, this home features original woodwork, a large yard, and updated kitchen and baths. Close to restaurants & breweries, Buffalo Airport (5 mi), Highmark Stadium (18mi), Lancaster Speedway (.5 mi), downtown Buffalo (15 mi), Niagara Falls (30 mi), Letchworth (48m)

4.98 out of 5 average rating, 110 reviews

Top guest favourite

A spacious living area is highlighted by a green couch and two brown leather swivel chairs. A circular marble coffee table sits on a colorful area rug. The bright kitchen is visible in the background, featuring modern appliances and cabinetry.

Home in Williamsville

*Brand New Home in WNY!* - Sleeps 13!

Prefer to stay in a beautiful new construction home in the heart of Western NY?! Well, we think you'll "Buffalove": Harding House! This modern open-concept cape has everything you need to enjoy your stay including: 8 beds, 3 baths, office space, second living room, kids corner, laundry, & comfortably sleeps 13! Built in 2023 in a great location, enjoy fun & fresh design, smart TV's & locks, high speed WIFI, & stocked with many comforts of home! *BONUS: NO EXTRA CLEANING FEE!*

5.0 out of 5 average rating, 108 reviews

Top guest favourite

A kitchen area features wooden cabinets and a countertop with essential appliances, including a microwave and toaster oven. A small table with a white surface sits by a window, adorned with a vase of flowers. Two wooden chairs are positioned around the table.

Guest house in Wyoming

The Red Roof Lodge!

Enjoy a peaceful retreat at the Red Roof Lodge in Wyoming, NY! The apartment-style guest house is located above the barn. It's a perfect location for a tranquil getaway. Tucked away just off the beaten path, you'll find yourself surrounded by the sounds of nature. Unplug and enjoy morning walks along on-site walking trails, shower under the stars in the outdoor shower or visit nearby attractions like Niagara Falls, Letchworth State Park, Six Flags or the quaint town of Warsaw.

4.98 out of 5 average rating, 131 reviews

Top guest favourite

The exterior of the timber-frame home is shown, featuring large two-story windows and wood accents. A covered veranda extends from the structure, offering seating. Surrounding greenery and manicured grass enhance the natural setting, inviting a peaceful retreat in the countryside.

Home in East Aurora

Timber-frame home on 12 wooded acres

Featured in Buffalo Spree and Artvoice, this timber-frame home features stunning hickory and black walnut interiors illuminated by two-story windows that face the morning sun. Radiant floor heating and earthen-plaster climate design. Wake up in queen and king beds, lounge under covered verandas, and shop right next door at Thorpe’s organic farm store. • 7 minutes from the Village of East Aurora • 24 minutes from Bills stadium • 1 hour from Niagara Falls

4.97 out of 5 average rating, 136 reviews

Top guest favourite

A comfortable living area features a gray sofa adorned with decorative pillows. Nearby, a round leather ottoman complements a patterned rug. A tall floor lamp provides soft lighting, and a potted plant adds a touch of greenery to the space. Artwork is displayed on the walls.

Flat in Strykersville

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*

4.98 out of 5 average rating, 287 reviews

Top guest favourite

A charming cottage is set against a vibrant sunset sky, with soft hues illuminating the surrounding trees. The front entrance is framed by a welcoming porch, leading to a grassy area that gradually slopes away from the building.

Cottage in East Aurora

Charming 2 bedroom cottage on the EA golf course

Welcome to The JerBnb! 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.)

4.92 out of 5 average rating, 232 reviews

Top guest favourite

A single-story ranch-style home is presented in a peaceful setting, surrounded by tall, bare trees. A driveway leads to a double garage. An American flag is displayed by the entrance, which features a covered porch and large windows that invite natural light.

Home in Batavia

Julia's Sweet Home

Welcome to Julia’s Sweet Home in Batavia, New York. This beautiful ranch style home is located conveniently between Rochester, NY and Buffalo, NY, just off from NYS I-90 Thruway. This newly remodeled home with a lot of updates inside out and amenities. You are 5 minutes away from Batavia Downs Casino and Restaurants and bars.

4.96 out of 5 average rating, 113 reviews