Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

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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
4.95 out of 5 average rating, 360 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)

Top guest favourite
The exterior showcases a charming entrance with large windows and a covered porch. A white wicker chair with colorful cushions is positioned beside a small side table. The surrounding yard features greenery, providing a peaceful outdoor space.
Guest suite in Buffalo
4.99 out of 5 average rating, 344 reviews

Suite Sherry's - Your home away from home!

Come feel at home in this quiet & cheery private suite setting attached to the rear of our home and enjoy the view of park like yard. Quiet residential area located in Erie County! Only 20 Min. to downtown Buffalo, Peace Bridge (Canada), Buffalo Airport and the Galleria Mall. 10 minutes to New Era stadium (Buffalo Bills) or to Harvest Hill Golf Course or Chestnut Ridge park, 15 min to Woodlawn beach, 15 min to Hamburg Fair, 15 min to Basilica & Botanical Gardens, 25 miles to Niagara Falls.

Top guest favourite
Flat in West Side
4.94 out of 5 average rating, 159 reviews

Peaceful Walkable 1 Queen Upper+parking+laundry

Enjoy this bright & peaceful One bedroom upper apartment located in Buffalo’s happening Westside. Great for long stays! Perfect spot for traveling professionals or couples. The apartment is a 5 min drive to downtown & Buff Gen & 10 min walk to Allen & Elmwood. The Neighborhood is pocketed with many cafes & shops and is one of Buffalo’s Garden Walk highlights. Soak in the historic architecture enjoy & delicious sourdough sandwich made by Breadhive-just a block away! LGBTQ+ POC welcome

A large private deck features several Adirondack chairs facing a scenic view. A small table is positioned at the center, holding a decorative lantern. The sun sets on the horizon, casting a warm glow over the landscape of farms and fields.
Bungalow in Bliss
4.89 out of 5 average rating, 265 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!

Top guest favourite
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
4.99 out of 5 average rating, 210 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, microwave and 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.

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
4.97 out of 5 average rating, 114 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.

Top guest favourite
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
4.97 out of 5 average rating, 154 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

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
4.98 out of 5 average rating, 120 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

Top guest favourite
The studio features an open layout with a cozy seating area including a gray sofa and matching chairs. A dining table accommodates four, and a spacious bed is present in the corner. Natural light filters through the window treatments, highlighting the neutral color scheme.
Guest suite in Lancaster
4.91 out of 5 average rating, 189 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

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
4.99 out of 5 average rating, 262 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*

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
4.91 out of 5 average rating, 195 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.)

Top guest favourite
The intimate porch is adorned with vibrant hanging flower baskets and softly lit torches. Lush greenery surrounds the area, enhancing the secluded atmosphere of the space. A glimpse of the tree-lined street is visible in the background.
Guest suite in Allentown
4.95 out of 5 average rating, 1,814 reviews

Buffalo's Allentown Area Apartment

The apartment itself is newly furnished and has its own private entrance. It is a one-bedroom apartment with a queen size bed. For an extra guest the living room is furnished with a roomy sofa bed. Intimate porch for morning coffee in the beautiful historic Allentown neighborhood.

Popular amenities for Bennington holiday rentals

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