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.

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Top guest favorite

The kitchen is equipped with modern cabinetry and a countertop. Stainless steel appliances include a microwave, stove, and coffee maker. Dishware and utensils are organized in the cabinets, complemented by a sink and a small garbage bin. A window allows natural light to illuminate the space.

Camper/RV in Corfu

5.0 out of 5 average rating, 54 reviews

Happiness At The Camper While Glamping!

Come enjoy an amazing glamping experience! Staying with us you get to camp with all of the amenities of home, have all the fun of camping but without all of the work that comes with going camping! Simply arrive and enjoy! SEE THE SPACE DETAILS TO SEE ALL THAT I PROVIDE! Just a 3 minute drive to Six Flags Darien Lake. Go there for the day or an evening for a concert, then come and relax here! Looking for some quite??! It's right here waiting! See my guidebook for more to do in the area!

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Top guest favorite

The interior of the suite features warm wood accents and a combination of natural light and soft lighting. A spacious living area is furnished with a comfortable chair, while an inviting kitchenette is visible in the background. A rustic decor piece stands along one wall, enhancing the cozy ambiance.

Guest suite in Springville

4.98 out of 5 average rating, 237 reviews

Hallmark like cabin suite with panoramic view

Take it easy at this unique and tranquil getaway. Perfect for one or two Adults. Comfortable King Size Bed, private bath, kitchenette (not a kitchen) with airfryer/toaster oven, hot plate microwave & Keurig. Take time away from the hustle and bustle and stay closer to nature in this lovely private suite. Linens, towels and numerous kitchen items provided. Plenty of popular activities and scenery in the surrounding towns and villages. Complimentary WIFI is available but can be unreliable.

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Guest favorite

Home in Attica

5.0 out of 5 average rating, 20 reviews

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.

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Guest favorite

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

4.91 out of 5 average rating, 121 reviews

Carols Giant Heated Pool Buffalo, NY

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 (15 min

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Top guest favorite

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

4.99 out of 5 average rating, 106 reviews

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)

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Top guest favorite

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.

Guesthouse in Wyoming

4.98 out of 5 average rating, 123 reviews

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.

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Guest favorite

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

4.76 out of 5 average rating, 71 reviews

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.

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Guest favorite

The exterior of a spacious single-story home is showcased, featuring a well-maintained lawn and landscaped shrubs. A large driveway leads to a two-car garage. Surrounded by trees, the house presents a welcoming appearance with a few clouds in the sky overhead.

Home in Akron

4.95 out of 5 average rating, 79 reviews

Akron Country Retreat

Welcome to our beautiful home, perfectly located across from Arrowhead Golf Course in Akron NY. This spacious and pristine retreat is ideal for families and larger groups. With ample room for everyone, you'll find comfort and convenience in every corner. Enjoy the well-appointed interiors, modern amenities, and a serene atmosphere. Whether you're here to golf, explore the area, or simply relax, our home offers the perfect getaway. Book now for an unforgettable stay!

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Top guest favorite

A welcoming exterior view of a remodeled country home is showcased, featuring a screened porch with dark trim and a white door. Lush greenery surrounds the property, complemented by freshly landscaped flower beds and a gravel pathway leading to the entrance.

Home in Perry

4.96 out of 5 average rating, 189 reviews

Peaceful Country Home

A peaceful clean home for you to enjoy!! We have a very nice size yard for camp fires and just relax in without any neighbors.Welcome to a peaceful country home in the middle of several very large ponds. Relax on the covered screened porch or the back deck for peaceful meals or just some bird watching. Not super far off the road but you feel like it. Road is pretty quiet and lots of wild life. Ponds and woods not our property so please stay in yard/ grass only

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Top guest favorite

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

4.97 out of 5 average rating, 133 reviews

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

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Top guest favorite

The chalet stands amidst lush greenery, showcasing a large wrap-around deck with outdoor seating and an umbrella. A stone fire pit surrounded by red Adirondack chairs is positioned on the lawn, offering a welcoming space for gatherings.

Chalet in Ellicottville

4.99 out of 5 average rating, 132 reviews

Pines Chalet in Ellicottville ~ Hot Tub~Fireplace

Located just two miles from the Village of Ellicottville, The Pines on Maples offers stunning views & a variety of amenities for relaxation and entertainment. Tucked away in the rolling hills of Western New York, this chalet features a large wood deck with a Weber grill & sitting area, as well as a walk-down path to an eight-person hot tub & an unilock fire pit with Adirondack chairs. State of the art Stuv indoor fireplace for cozy cabin days!!

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Top guest favorite

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.

Apartment in Strykersville

4.98 out of 5 average rating, 284 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*

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