
Vacation rentals in Kennedy
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Top-rated vacation rentals in Kennedy
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Quiet Convenience
Quiet Convenience 1 mile from I-86 Enjoy the secluded comfort of this rustic retreat close to many area attractions. Nestled in the woods overlooking a large pond with nature at every turn. Enjoy a campfire, fishing, bird watching, snowmobile trails, and skiing. Close to the Amish Trail, and Chautauqua Lake, Allegheny State Park, National Comedy Center, Lucille Ball Museum, Chautauqua Institution, and more! We welcome Sewing/Quilting Retreats, Faith Based Retreats, etc. Come for a visit!
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Private Romantic-cottage/cabin-Allegany St Park.
Comfy, cozy, romantic; Modern country cottage/cabin. 1 acre of lawn and wooded area. Seasonal outdoor deck/dinning, fire pit. Nestled amongst a quaint Old Order Amish community . Private secluded driveway. Allegany State park, Amish Shops, Jamestown's National Comedy Center, Lucy Desi Museum, Seneca/Allegany Casino, State land hiking trails, Ellicottville-30min. Public creeks, Lake Erie-Wineries, Chautauqua Institution, Chautauqua Lake. No city lights to obscure night skies. Seasonally decorated
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Private Pool, Cabana, Tiny House &RusticBarn Games
Lola’s Oasis is a peaceful retreat on my private property not a commercial Airbnb. I host guests in a cozy tiny guest house with your own sparkling pool to enjoy sunny days in complete privacy. The perfect romantic getaway in a charming small town near wineries &outdoor adventures. EXTRA Amenities:Rustic Barn Game Room, pergola patio, bonfire, bars, 2 charcoal grills, hammock&Bikes. Central location:Hiking 5 min, Lily Dale/Lake Erie 20 min, Jamestown/Ellicottville 30 min, Buffalo/Niagara 50 min.
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Forest Retreat, 90 miles to Niagara Falls.
Welcome to Forest Retreat! We are nestled in the hills of Western New York, 23 miles to Chautauqua Lake and 14 miles to Lily Dale. This unique home is near several wedding venues and the Earl Cardot Overland Trail, which is surrounded by 2,300 acres of state forest. We are located between 2 local ski resorts, and only 87 miles south of Niagara Falls State park. Relax by the fire, kayak, or fish in the 2 acre pond and just enjoy the scenery. We do require a signed waiver to utilize the pond.
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Lake-View Cottage for 4 · Wine Tasting Included
Welcome to Fisherman’s Cottage; a cozy retreat with gorgeous lake views from the enclosed front porch and open-air back deck- perfect for catching a breathtaking sunset. Spend some time enjoying a complimentary wine tasting at nearby 21 Brix and return to comfortable furnishings, a fully equipped kitchen, and an efficient bath complete with a spa tub. Rent alone or pair with our newly renovated Mainstay cottage next door for extra space- ideal for families or groups seeking a peaceful getaway.
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Lovely 2 bedroom 1 bath country cottage on 5 acres
LOCATION LOCATION LOCATION... This cozy home is close to everything. Located just 2.5 miles from Chautauqua Lake, 10 miles from The Chautauqua Institution, 19 miles from skiing this is the perfect place. THE SPACE... First floor laundry, full kitchen, large screen tv featuring YouTube TV, gas grill and much more. Everything you need to feel at home. NOTE: THERE IS ROOM FOR 4 TO SLEEP, FEATURING TWO QUEEN BEDS AND A LARGE STANDARD (non pullout) COUCH TO SLEEP ON. NO GARAGE ACCESS
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Blue Canoe/Upscale Lake Cottage/Chautauqua
Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! This small, 2 Queen Bedroom/1 Full Bath, newly renovated, open-concept, light-filled cottage offers 125 ft of private waterfront, a gated covered porch, & thoughtful details throughout. Enjoy 2 kayaks, 2 paddle boards, a pedal boat, 4 adult cruiser bikes, fire pit, & propane grill. Dog-friendly & perfect for up to 4 adults — luxury on the lake awaits! If booked, check out our sister property, Blue Oar (4BR/3BA, lakefront!
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The A Frame-Cozy cabin, HOT TUB! Nature lovers!
Cabin with great amenities in the forest. There’s a creek flowing and a lovely pond. 4 seat Hot tub! Satellite Tv, WiFi, full size fridge, microwave, apartment size oven/stove, wood stove (primary heat in colder months) and electric baseboard heat 2 double beds, bunk beds. wood stove in garage. Easy access to NY State Land Snowmobile trails! Great location for hunters,Snowmobilers, cross country skiers, hikers, kayakers and all outdoor enthusiasts! Near Cassadaga Lake.
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Pines Chalet in Ellicottville ~ Hot Tub~Fireplace
Located just two miles from the Village of Ellicottville, The Pines on Maples offers stunning views & a variety of amenities for relaxation and entertainment. Tucked away in the rolling hills of Western New York, this chalet features a large wood deck with a Weber grill & sitting area, as well as a walk-down path to an eight-person hot tub & an unilock fire pit with Adirondack chairs. State of the art Stuv indoor fireplace for cozy cabin days!!
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Island Cabin - The Paddle Inn
Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.
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Riverfront Dome with Hot Tub
Welcome to the Downstream Dome! Our newly constructed geodesic dome allows you to wake up to a one of a kind view of the gorgeous Allegheny River, all while feeling nestled in with nature. The Dome includes one Queen bed, one bathroom, dining area, full kitchen, outdoor patio area with a hot tub, grill, and fire pit. For the health and safety of everyone we do have a very strict no animals policy. Thank you.
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Secluded Egypt Hollow Cabin
Escape to a serene cabin near the Allegheny National Forest in Russell NWPA. Perfect for travelers and couples seeking a relaxing getaway surrounded by nature. 1 Bed. 1 Bath. Private Cabin Enjoy a stream, fire pit, and private driveway. Explore hiking, biking, and all types of boating nearby. Enjoy local businesses downtown Warren. Host available for questions and recommendations. Book your getaway now!
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Popular amenities for Kennedy vacation rentals
Other great vacation rentals in Kennedy

Creekside cottage
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Vintage Trolley Station Now Industrial Style Loft
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Quaint 2 bedroom home overlooking bird sanctuary
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Country home in rural Falconer.
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Barndominium: Comfort in the Countryside
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The Carriage House (Apt 2)
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Copper Roof Retreat Rustic Log Cabin Country Charm
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Palli's Place LLC - Cozy Retreat
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Destinations to explore
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- Allegheny National Forest
- Holiday Valley Ski Resort
- Peek'n Peak Resort
- Allegany State Park
- Kinzua Bridge State Park
- Kissing Bridge
- Highmark Stadium
- Knox Farm State Park
- Ellicottville Brewing Company
- Eternal Flame Falls
- Buffalo and Erie County Botanical Gardens
- Holimont Ski Club
- Lucille Ball Desi Arnaz Museum
- Chestnut Ridge Park
- Midway State Park
- Woodlawn Beach State Park
- Evangola State Park
- Zippo & Case Museum/Visitor Center
- Lake Erie State Park
- National Comedy Center





