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Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

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Top guest favourite
Farm stay in Cattaraugus
5 out of 5 average rating, 157 reviews

The Guest House at Burdick Blueberries Farm

Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

Guest favourite
A charming, dark blue cottage is framed by lush greenery and vibrant purple flowers. The cobblestone pathway leads to a bright yellow front door, welcoming guests. Various flowering plants provide color and texture to the well-maintained garden, enhancing the inviting exterior.
Cottage in Niagara Falls
4.96 out of 5 average rating, 345 reviews

Charming Carriage House in Niagara's Wine Country

A converted carriage house and former blacksmith shop with a rich history dating back to the 1800’s - updated with brand new modern amenities. This is a one level plus loft bedroom, ideal for those who have challenges with stairs. Centrally located near the Falls, Niagara Parkway, Niagara-on-the-Lake, casinos, wineries and the largest outlet mall in Canada (car recommended). A great gathering spot in any season with a full kitchen, laundry and outdoor space ready to entertain family and friends.

Guest favourite
The exterior of a renovated farmhouse from the 1870s is shown, featuring light-colored siding and green trim. A welcoming porch extends across the front, showcasing a sign with the address. Tall trees are visible in the background, contributing to the rural setting.
Flat in East Aurora
4.95 out of 5 average rating, 120 reviews

The Farmhouse we call Genevieve

This circa 1870’s Farmhouse has been newly renovated including furnishings furnishes and utilities . The first floor rental space features a private entrance porch overlooking the park like property . Located just one mile from the Village of East Aurora this property features nature trails to the banks of Cazenovia creek . Ideal for family’s with children and also Pet Friendly. The living space is an easy 3 steps up to the private porch . Sleeps up to 5,Nice place to entertain or just relax

Top guest favourite
A modern kitchen showcases white cabinetry and a marble countertop. A central island features a wooden countertop with orange stools positioned around it. Stainless steel appliances, including a refrigerator and oven, are visible alongside a mosaic tile backsplash. Natural light fills the space.
Home in Orchard Park
5 out of 5 average rating, 268 reviews

Luxury Village Farmhouse

Welcome to our charming, old (but newly renovated!) Orchard Park Village Farmhouse! Large, but cozy, living and dining spaces and a huge kitchen with all the amenities. We have 2 large bedrooms, each is a "master suite" with bathroom and walk-in closets. In one bedroom, the king bed can be converted to 2 twins, if required. Queen sleeper sofa in living room. We're a short 1/4 mile walk to all the village shops, restaurants and coffee shops. 2 off-street parking spaces, wifi, AC, and laundry.

Top guest favourite
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.
Flat in Clarence
4.99 out of 5 average rating, 159 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 favourite
The exterior of the cottage features warm wooden siding, complemented by large windows that provide views of the surrounding nature. Two skis are mounted on the wall, hinting at outdoor recreational activities. Lush greenery and a small deck are visible next to the cottage.
Cottage in Fillmore
4.97 out of 5 average rating, 235 reviews

Iris Cottage, Nature on Higgins Creek

Iris cottage is set on a quiet road in WNY just 15 mi. from Letchworth State Park and 5 mi. from Houghton College. Gas fire place greets guests on chilly days and a large deck overlooks woods and Higgins Creek. The kitchen is well stocked and fully equipped. Whether summer or winter this is the perfect place to enjoy WNY nature at its best and get away from it all. 2 bedrooms open to open plan living, kitchen and dining. Onsuite master has a second electric fireplace and deck access.

Top guest favourite
Guest suite in Springville
4.99 out of 5 average rating, 218 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.

Guest favourite
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, 193 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 cat Taffy who will welcome you (but will not be a bother) we invite you to enjoy our home.

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, 158 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, 123 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
A friendly Akita is seen standing on a wooden porch, with two front doors visible in the background. Seasonal wreaths adorn the doors, and a potted plant adds a touch of greenery beside a decorative metal stand. A chair and cushion are also present on the porch.
Flat in Buffalo
5 out of 5 average rating, 103 reviews

Bear's Den

Quiet three bedroom apartment with new kitchen and all appliances. Off the main roads but still close to Bills Stadium and Downtown Buffalo/Canalside. 30 minutes from Niagara Falls. Lots of parks and nature trails nearby. Large backyard. We have included photos of Bear our Akita, so you will know to expect a large dog on site/in the backyard etc. He loves people and children and loves to say hello. We cannot allow other pets on site because of Bear.

Guest favourite
A living room features a comfortable sofa with a decorative yellow pillow and a futon couch. A wooden coffee table sits in front, accompanied by ambient floor and table lamps. Light wooden flooring and an inviting wall sign create a cozy atmosphere.
Flat in South Wales
4.96 out of 5 average rating, 204 reviews

Cozy Apt Just Outside of East Aurora

A nice place to relax or get some work done! Features a great back porch that overlooks the property. Close to Moog, Fisher Price and the Gow School, this apartment has a large bedroom with a king-size bed. Comfortable living room has a full size futon for an extra bed when needed. We are less than 20 minutes from Kissing Bridge and Buffalo Ski Center. We're a quick 30 minute drive to the city of Buffalo and 40 minutes from Niagara Falls.

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