Vacation rentals in Bennington

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Top-rated vacation rentals in Bennington

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Top guest favorite
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
4.96 out of 5 average rating, 356 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 favorite
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.
Apartment in Clarence
4.99 out of 5 average rating, 156 reviews

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.

Top guest favorite
A cozy bedroom features a wooden sleigh bed with a plaid comforter. A decorative lamp sits on a nightstand beside the bed. A trunk labeled 'LOVE' is placed at the foot of the bed, and a window with a checkered valance allows natural light to filter in.
Guest suite in Lancaster
4.96 out of 5 average rating, 192 reviews

"The Suite Spot", Adorable apartment with deck

Kick back and relax in this calm, stylish space. This second floor apartment boasts a newly remodeled bathroom, a full kitchen, a comfortable bedroom perfect for two & a cozy sitting area with chairs that convert into twin beds. It also offers off street parking for one vehicle & a private entrance on the deck. It's a perfect place to relax & enjoy the summer & fall. Along with our dog Toby & our cat Taffy who will welcome you (but will not be a bother) we invite you to enjoy our home.

Guest favorite
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
4.9 out of 5 average rating, 259 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 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
4.97 out of 5 average rating, 113 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 favorite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sofa with decorative pillows is positioned alongside a modern coffee table. In the background, a well-equipped kitchen is visible, showcasing dark cabinetry and stylish fixtures.
Apartment in East Aurora
4.98 out of 5 average rating, 132 reviews

Large 2 bed 2 bathroom loft in East Aurora Village

Centrally located in the heart of East Aurora, this loft style apartment is one of one! That means the entire top floor of the building is yours and completely private. This unit features 2 bedrooms (king and queen beds) and 2 full bathrooms. You’ll enjoy the high end finishes and A+ views overlooking the village. This home is large so there is privacy. Feels like 2 apartments in one if you’re traveling with friends or children to have your own space, separate bathrooms etc!

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
4.97 out of 5 average rating, 152 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 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, 116 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 favorite
A bright studio apartment features vaulted ceilings and an open layout. A plush queen bed is visible alongside a cozy seating area with a leather sofa. A fully equipped kitchen includes modern appliances, and a dining table is set for two. Natural light streams through the windows.
Apartment in Elmwood Village
4.93 out of 5 average rating, 142 reviews

The Studio

Visting Buffalo or traveling for work? "The Studio" is a brand new construction studio apartment with vaulted ceilings that make this well designed space feel light, airy and calming. "The Studio" features a plush queen size bed, fast WIFI, a well-equipped kitchen and a luxurious large bathroom. Experience the ultimate home-away-from-home in the heart of Buffalo's charming Elmwood Village.

Top guest favorite
A red wooden staircase leads up to a private entrance on the side of the apartment. The entrance is framed by light-colored siding and a modest outdoor light. Lush greenery and grass surround the walkway, contributing to a serene outdoor setting.
Guest suite in Rochester
4.95 out of 5 average rating, 166 reviews

Completely furnished 1 bdrm in suburbs!

In-law apartment with private entrance and completely furnished separated from main house by a hallway and 2 doors. Quiet suburban neighborhood yet not far from expressways, airport, shopping centers, colleges, and restaurants. Greater Rochester Airport is only 15 minutes away and Roberts Wesleyan College is 2 minutes! Driveway is shared with owner but has plenty of parking space.

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
4.99 out of 5 average rating, 261 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 favorite
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, 193 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.)

Popular amenities for Bennington vacation rentals

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