
Vacation rentals in Bennington
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Top-rated vacation rentals in Bennington
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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)

Oasis | Poker, Patio, Media Rm, Fire Pit, Pool
Key Features: 🔹 2 kings, 2 queens, 1 full, 2 twins, 1 toddle bed, 1 folding mini crib, 1 queen air mattress 🔹 Swimming pool 🔹 Poker and foosball tables 🔹2 Living rooms AND game room 🔹 3 fireplaces & fire pit 🔹 Kids play space & amenities 🔹 Outdoor dining, BBQ, & lounge space Located in Amherst, NY, Oasis is perfect for extended, multi-generational families, wedding parties, a mature girls getaway, or large groups traveling together with sleeping for 12 comfortably (+baby & toddler).

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.

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!

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!

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

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*

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.)

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.

The Hidden Gem East
Renovated 3 bedroom situated on a large lot with parking parking for 3-4 vehicles. My place is a duplex and each side sleeps 6 people. I like to refer them as the West side and the East side. This apartment is the East side and it is new from Top to Bottom. I think your going to love it

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.

The Bluebird Cottage on Silver Lake
Minutes from the entrance to Letchworth State Park!Washer, dryer, quality linens and towels. Unobstructed view of the lake. Great fishing, swimming and kayaking via the State boat launch or Perry Public Beach. Very peaceful and quiet, with a great fire pit area.
Popular amenities for Bennington vacation rentals
Other great vacation rentals in Bennington

Cozy Apt Just Outside of East Aurora

A-Frame in the Hemlocks near Kissing Bridge

Modern Loft at Cornerstone Plaza

Jenn's Piece of Paradise Resort

Akron Country Retreat

The Coffee Loft

Hotel House at Knox

The Hollow 3
Destinations to explore
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- Letchworth State Park
- Clifton Hill
- Holiday Valley Ski Resort
- Six Flags Darien Lake
- Niagara Falls State Park
- Knox Farm State Park
- Buffalo RiverWorks
- The Strong National Museum of Play
- Legends on the Niagara Golf Course
- Casino Niagara
- Fallsview Indoor Waterpark
- Buffalo Harbor State Park
- Stony Brook State Park
- Jackson-Triggs Niagara Estate
- Hamlin Beach State Park
- Thundering Waters Golf Club
- Grand Niagara Golf Club
- Royal Niagara Golf Club
- Lookout Point Country Club
- High Falls
- Butterfly Conservatory
- Niagara Falls
- Whirlpool Golf Course
- Guinness World Records Museum




