Holiday rentals in Bennington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Bennington

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

1 of 1 pages1 / 1
Top guest favourite
Home in Clarence

Welcoming Country Getaway near Buffalo, NY

Escape to this peaceful home on 1.5 acres in Clarence. Enjoy a fully updated kitchen, cozy living room with gas fireplace, spacious bedrooms, and modern baths. Relax in the private backyard surrounded by mature trees. Fast Wi-Fi, laundry, central A/C, whole-house generator, and garage parking included. Just 30 mins from Buffalo, 40 mins from Niagara Falls, with shops and dining nearby. Great for weekend getaways, family visits, business travel, work-from-home, and game-day gatherings — Go Bills!

4.95 out of 5 average rating, 42 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, 105 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, 282 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, 162 reviews
Guest favourite
Home in Attica

Cute country cottage…

*Now with new portable A/C unit* Enjoy the country at this cute cottage with lots of amenities. Whether a couples getaway, family vaca, or girls weekend, this property has what you need. Property sits on 4 acres, has an open floor plan & large lawn. Grill, drink wine, have camp fires, and/or visit some of WNYs great destinations. Close to Batavia, Darien Lake, Byrncliff, golf courses, wedding venues, restaurants, several breweries, and grocery store. The Bills & Letchworth are within 45 min.

5.0 out of 5 average rating, 25 reviews
Top guest favourite
A comfortable living area features a cozy fireplace set within a brick accent wall, providing a focal point. A large TV is positioned nearby, while a soft leather sofa and a vibrant orange chair offer ample seating. Natural light enters through the windows, enhancing the inviting ambiance.
Flat in Clarence

Meticulous Main St. Ranch 2 Bd Lux Apt. Rear Unit

This well-appointed, recently renovated, 1200 sq. ft. ranch duplex apt. is located on Main St in the heart of charming & historic Clarence, NY. The community is a beautiful, safe, and family friendly suburb of Buffalo, NY. The entire apt. is on one level, with four parking spaces next to the entrance. The beautiful open concept floor plan provides an abundance of natural lighting, creating a comfortable airy feeling, that is perfect for small gatherings, business travelers, and entertaining.

4.99 out of 5 average rating, 168 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, 111 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, 135 reviews
Guest favourite
The exterior of the country home presents a white facade accented with red trim. A covered entrance is visible, along with a well-manicured lawn featuring a gravel pathway. The landscape is partially wooded, providing a natural backdrop.
Home in Darien Center

Happy Harry 's Country home near Darien Lake

A quiet spacious country home in Darien Center that sits on 4 acres of partially wooded land with a beautiful creek bed at the foot of the property. Comfortably sleeps 9 with 4 bedrooms and 1-1/2 baths. The home is located less than 5 miles from Darien Lakes Six Flags Theme Park and close access to snowmobile trails which makes this a year round vacation rental home. Centrally located to other destinations such as Niagara Falls or Letchworth State Park in Wyoming County.

4.76 out of 5 average rating, 72 reviews
Top guest favourite
An open-concept kitchen and dining area is illuminated by recessed lighting. A dining table with four chairs stands beside a large window, which offers views of the deck outside. A modern kitchen with stainless steel appliances and a central island can be seen, enhancing the space's functionality.
Guest house in East Aurora

The Overlook

Welcome to The Overlook! Stay in a relaxing guesthouse that sleeps 4, with beautiful, serene views. Located just 9 minutes from historic village of East Aurora, 23 minutes from Orchard Park (home to the Buffalo Bills stadium), and 27 minutes from Downtown Buffalo. In East Aurora, enjoy boutique shopping, as well as many local favorite spots to eat. Spend a day in nature hiking at Hunter's Creek County Park or enjoy the countryside at Knox Farm State Park.

4.97 out of 5 average rating, 59 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, 137 reviews

Popular amenities for Bennington holiday rentals