Vacation rentals in Bennington

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Top-rated vacation rentals in Bennington

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Top guest favorite
A green couch sits invitingly in the living area, complemented by colorful accent pillows and a cozy throw. Natural light filters in through two large windows adorned with sheer curtains. A decorative rug lies beneath, and shelves displaying plants and artwork are positioned nearby.
Apartment in West Side
4.95 out of 5 average rating, 208 reviews

Inviting King & Queen Flat •Parking •Laundry •Pets

Ground floor-open concept industrial style 2 bed/1 full bath apartment in ❤️ of the city. Cozily decorated w/ essential amenities to make you feel right at home. ⭐️ Free dedicated off-street parking 🛌 King & queen 💧 Dishwasher ⭐️ 1000Gbs Wifi 💧 Free Laundry 🐶 Pets welcome ⭐️ No entry steps 🚗 5 min to Buffalo General/downtown 🚙 30 min Niagara Falls ❄️ Street always plowed 1st Located Elmwood/5 points/Allentown. Take a stroll & soak in the historic neighborhood & local shops. LGBTQ+, POC welcome

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
4.95 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 favorite
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, 343 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.

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
4.89 out of 5 average rating, 264 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 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, 135 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
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, 119 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
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 favorite
The spacious living and dining area features a modern dining table with four chairs, an inviting seating area, and a large smart TV mounted on the wall. A colorful accent wall complements the carefully arranged decor, including a decorative fireplace and natural stone accents.
Apartment in Buffalo
4.98 out of 5 average rating, 290 reviews

South Buffalo Zen w/ Private Yoga Studio ॐ

✩ private yoga studio ✩ coffees, teas and spices ✩ 65” smart TV ✩ fully stocked kitchen & bath ✩ fast wifi ✩ 10 min to downtown & <20 min to airport ✩ free street parking ✩ walking distance to Cazenovia Park ✩ 25-35 minutes to Niagara Falls & Canadian Border ✩ Go Bills! (15 min to Stadium) Zen Retreat Buffalo - More than a simple accommodation, it's an unforgettable travel experience.

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, 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 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, 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 favorite
A cozy corner features a brick fireplace, framed by decorative plants and two lace-covered windows. A small wooden table stands beside the fireplace, adorned with a candle and vintage items. Nearby, a set of folding chairs is positioned next to a framed floral artwork.
Apartment in Buffalo
4.92 out of 5 average rating, 276 reviews

Peaceful, spacious apartment. Non-smoking.

Traditional South Buffalo lower in the Irish Heritage District. NOT suitable for children aged 1-12. NOT pet-friendly. 10 minutes from Canalside, Key Bank Center, Sahlen Field, Harbor Center, Riverworks and downtown. 20 minutes from Highmark Stadium. 30 minutes from Niagara Falls. Stumbling distance from the Buffalo Irish Center.

Top guest favorite
A serene pond is highlighted at sunrise, shrouded in a gentle mist. The scene showcases a wooden dock extending over the water, surrounded by lush greenery and lily pads, with trees framing the backdrop.
Home in Marilla
4.97 out of 5 average rating, 153 reviews

Backyard Lodge

Bring family and friends to this beautiful, spacious, open plan log home. Set back from the road in the quiet town of Marilla, right in the backyard of Buffalo, NY. 15 minutes to East Aurora and only 30 minutes to the city of Buffalo.

Popular amenities for Bennington vacation rentals

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