Holiday houses 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)

Guest favourite
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!

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.
Guesthouse in East Aurora
4.95 out of 5 average rating, 38 reviews

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.

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
4.97 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 favourite
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, 289 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 favourite
A fire pit area is set in a grassy space, surrounded by five black Adirondack chairs. The area is shaded by trees, with a circular arrangement around the pit, creating a cozy spot for gathering outdoors.
Apartment in Attica
5 out of 5 average rating, 18 reviews

Rural Brookside suite

Welcome, to rural NY , this is a 1 bedroom apartment in our 100 year old family farm house, only a mile from Attica village with shops and dining options. We are a start up elderberry farm situated in rural NY The suite is within an hour of buffalo, Rochester and Niagara Falls. 40 minutes from Letchworth state park And only about 10 minutes from Darian lake theme park

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.
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 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.)

Superhost
A bright and airy living area features a light-colored sectional sofa, complemented by potted plants positioned near the window. Natural light streams in through large windows dressed with sheer curtains, while a dark wooden coffee table sits on a textured jute rug.
Apartment in Elmwood Village
4.92 out of 5 average rating, 218 reviews

Elmwood Village Apt with private parking

This charming second floor walk up unit is ideally located between vibrant Elmwood Village and the up-and-coming West Side. Walk to shops, cafés, bars, and restaurants — just six blocks from Elmwood Ave. Nearby: • Buffalo Airport – 15 min • Niagara Falls – 30 min • Canada – 10 min • Downtown – 10 min • Allentown – 5 min • Bills Stadium – 25 min

Top Guest favourite
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, 275 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.

Guest favourite
A welcoming display is centered on a wooden table, featuring a decorative sign that reads 'welcome.' Colorful flowers are arranged in a small vase alongside cooking utensils housed in a patterned container, creating a warm and inviting scene.
Home in Cowlesville
4.86 out of 5 average rating, 94 reviews

4-bedroom 1800s farmhouse with vintage charm

Not too far out, but enough to get that country feel! This old home has lots of charm and character. Close to many wedding venues, golf courses and only 15 minutes from Darien Lake. This home also offers a large backyard with a firepit and a few decks to choose from to sit and relax on.

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, 1,806 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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  2. United States
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