Vacation rentals in Bennington

Boutique Barn Near Letchworth + Animal Encounters

Welcome to Highbanks at the West Barn, by Dell Collective ✨ Unique Barndominium Conversion ✨ Dell Collective - Check us out! ✨ Friendly Farm animals on property- Meet our Camel Sandy ✨ Chef's Kitchen ✨ Waterfall Showers + Soaking tub ✨ Smart TV + Fast Starlink Wifi ✨ 1 King bed, 1 Queen Bed, 1 Sofa bed ✨ Laundry ✨ Moments from Letchworth State Park ✨ Minutes to Silver Lake or Main Street in Perry ✨ 1.5 Hours to Niagara Falls ✨ Book a Hot Air Balloon Flight, go rafting or horse riding nearby!

Home Sweet Akron

Relax and unwind in this brand new 3 bedroom home furnished in a beautiful modern farmhouse theme. Located within walking distance to the Akron/Clarence bike path and a 5 minute drive to Timerlodge, The Sterline and Akron Acres wedding venues. Home has an attached deck overlooking a pond to enjoy your morning coffee or a glass of wine @ sunset. The village of Akron is host to several resaurants and quaint shops. A park is situated right in the cente of town featuring a splash pad and gazebo.

Cute country cottage…

Enjoy the country at this cute cottage with lots of amenities. Whether a couples getaway, family vaca, girls weekend, or snowmobile trip, this property has what you need. Property sits on 4 acres, has an open floor plan & large lawn. Grill, drink wine, have camp fires, snowmobile, and/or visit some of WNYs great destinations. Close to Batavia, Darien Lake, Byrncliff, snowmobile trails, golf courses, restaurants, several breweries, and grocery store. The Bills & Letchworth are within 45 min.

Cottage at Orchard Park Village

Cozy cottage nestled in the heart of the Village of Orchard Park, NY. Home has been renovated top to bottom but maintains it's original charm! Located in a very safe neighborhood on a quiet street. Walking distance to Village amenities (restaurants/bars/coffee shops) and minutes from Highmark Stadium (home of the Bills)! 15 minutes to downtown Buffalo, 20 minutes to Buffalo Niagara International Airport, and 40 minutes to Niagara Falls. **10% DISCOUNT FOR VETERANS AND ACTIVE DUTY WITH ID**

Cozy Cabin Getaway on a Scenic Horse Farm

Our cozy cabin is a 1 bedroom, 1 bathroom that is perfect for a romantic getaway. Tucked back in the woods, it is the perfect place to unwind for the night. Our cabin is equipped with a full size fridge/freezer, kitchen, TV, AC, heat, and large living room. Our deck has a outdoor kitchen with a fridge, grill and a fireplace. The view that is offered at our cabin is like no other. This cabin is on the same property as a working horse farm. We also offer guided horseback rides to the public.

Carols Giant Heated Pool Buffalo, NY

Do you enjoy luxury? You and your family have our entire home to enjoy sleeps 5 Features : piano, fireplace, fenced in pool :vaulted gazebo Our home includes 3 bedrooms (queen beds) , 2 baths, master suite has bath Deep soaker tub & shower, washer/dryer a beautiful gazebo at the poolside , charcoal grill available, inground private heated pool. pool open may 28 2024 Our home is short drive to falls approx 40 mins Uber to Buffalo Niagara airport in 18 m Darien Lake (15 min

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.

Happy Harry 's Country home near Darien Lake

A quiet spacious country home in Darien Center that sits on 4 acres of partially wooded land with a beautiful creek bed at the foot of the property. Comfortably sleeps 9 with 4 bedrooms and 1-1/2 baths. The home is located less than 5 miles from Darien Lakes Six Flags Theme Park and close access to snowmobile trails which makes this a year round vacation rental home. Centrally located to other destinations such as Niagara Falls or Letchworth State Park in Wyoming County.

Dave & Susie's Place

Lovely, large, very clean, recently updated three bedroom, 2 bath home in South Wales, New York, directly across the street from Notting Hill Farm wedding venue! Very private! Sleeps 6! Forget your worries and enjoy the serene and peaceful setting. A/C, full kitchen, 2 seating areas, brand new deck with gas fire pit. Close to wedding venues, Kissing Bridge, Darien Lake theme park, the village of East Aurora, 30 min. to Buffalo Airport, 25 min. to downtown Buffalo.

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

Escape to the A-Frame Cabin

Our charming cabin, renovated with modern amenities, is nestled on 3 acres of picturesque woodland, near state land, perfect for families or friends seeking outdoor adventures. Enjoy a comfortable bedroom, a loft area for extra guests, and breathtaking views from the large deck. Immerse yourself in nature, and stay connected with high-speed WIFI. Book your stay today to experience peace and serenity in our little slice of paradise.

Stunning A-Frame lakehouse w/ all modern comforts!

Pamper your family and friends in our families beloved year round A-frame lakehome on Conesus Lake. Enjoy the amazing sunrises and gaze for hours. Meditate, read & sketch on the lovely deck. Fish right off the dock or venture off to your favorite cove. Bring your canoe / kayak or use one of our kayaks. This is a special place sure to create an experience and memories for a lifetime. Note: Dock removed for season in October.