Holiday rentals in Bennington

Boutique Barn- Letchworth, Animals, Tub + Fire Pit

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.

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.

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 Country Inn ☆☆☆☆☆

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

Jenn's Piece of Paradise Resort

Discover an enchanting destination specifically crafted for lovers seeking intimacy and relaxation. Unwind in our fully remodeled, romantically furnished, farmhouse themed home. Experience privacy with an inviting jacuzzi in your living room or enjoy breathtaking views from the outdoor hot tub. Our goal is to provide a serene atmosphere perfect for enjoying each other's company. Private access to the entire Bed and Breakfast, including three separate rooms upstairs for your enjoyment.

"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.

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

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

Steps to the Beach + Lakeviews + HotTub + Elevator

Unwind at this The Red Lakehouse just steps from the beach, featuring a private hot tub, fire pit, and covered balcony with Lake Erie views. Perfect for families, groups, and getaways, this professionally designed home offers 3 bedrooms with private ensuites for ultimate comfort and privacy. Minutes to Niagara Falls, Crystal Beach, and the USA border — yet tucked in a quiet, relaxing neighbourhood. A spotless, thoughtfully curated stay.

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*