Vacation rentals in Kennedy

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Kennedy

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
The cabin's exterior is illuminated at dusk, reflecting beautifully on the calm surface of the pond. Surrounding tall trees offer a natural backdrop, enhancing the serene atmosphere of the retreat.
Home in Gerry
4.96 out of 5 average rating, 128 reviews

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.

LocationFamilyQuiet

Top guest favorite
A canoe glides across a calm pond, framed by trees showcasing autumn foliage. Two people paddle gently, surrounded by vibrant reflections of fall colors on the water's surface. A clear blue sky enhances the serene atmosphere, inviting exploration of the tranquil landscape.
Home in Randolph
4.99 out of 5 average rating, 261 reviews

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!

ValueFamilyHiking

Top guest favorite
A cozy living room is presented with soft, natural light filtering through two windows. A striped sofa offers comfortable seating, complemented by two armchairs. A round wooden coffee table sits at the center on a plush area rug, creating an inviting gathering space.
Home in Jamestown
4.94 out of 5 average rating, 157 reviews

Quaint 2 bedroom home overlooking bird sanctuary

2 bedroom house in a quiet neighborhood. just a minute from exit 12 off of I86 , Keybox self checkin arrive as late as you need to.. Beds and bathroom up on the second floor, and it's an old house, stairs are steep.. kitchen, dining and living room on first. Enclosed front porch great for morning coffee, walk out basement has laundry, a flop futon and secure bike storage. Yard overlooks RTPI bird sanctuary and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

ValueFamilyOutdoor spaces

Guest favorite
Three Adirondack chairs face a serene pond surrounded by lush greenery and autumn-colored trees. The grassy area invites relaxation, with natural scenery providing a peaceful atmosphere. Fallen leaves scatter on the ground, adding to the tranquil setting.
Cabin in Sinclairville
4.93 out of 5 average rating, 280 reviews

The A Frame-Cozy cabin, Nature lovers!

Cabin with amenities in the forest. There’s a creek 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. Loft w/ double bed, sofa double bed & bunk beds. Wood stove in garage too. 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.

FamilyLocationComfort

Guest favorite
A charming cottage is depicted with a metal roof and an American flag waving at the front. Two blue chairs are positioned on the patio, overlooking a grassy area leading to the lake, where an orange kayak is secured at the dock.
Cottage in Cassadaga
4.95 out of 5 average rating, 145 reviews

Lakefront Sunset Getaway on Cassadaga Lake

Welcome to the Cottage! This cottage sits directly on Cassadaga Lake where you can enjoy beautiful sunsets every night from the concrete patio or from the couch. Feel free to go kayaking, fishing, or swimming directly from the dock or shoreline. Perfect for anyone who wants to enjoy lake life for the weekend, week, or month! *NEW* 2 kayaks are available for free use during your stay. No gatherings, events, and/or parties larger than your reservation. Free parking up to 2 cars.

ValueLocationLayout

Top guest favorite
A serene lakeside view showcases the cottage positioned on a rocky shoreline. Two white Adirondack chairs are placed near the water, complemented by a small firepit surrounded by soft landscaping. Bright blue skies and calm water create a peaceful atmosphere.
Cottage in Cassadaga
4.97 out of 5 average rating, 187 reviews

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!

LocationValueGrill

Top guest favorite
A cozy living room features two grey sofas adorned with colorful cushions, complemented by a wooden coffee table. A decorative fireplace is centrally positioned against a green wall, while shelves holding books and art pieces are mounted beside it. Natural light is welcomed through large windows with patterned curtains.
Apartment in Jamestown
4.96 out of 5 average rating, 484 reviews

Thurston Terrace Apartment in Downtown Jamestown

Our 19th-century row house apartment has been thoughtfully designed to provide a comfortable stay and authentic local experience on your next visit to Jamestown. Perfectly located in the heart of downtown Jamestown, you can easily walk to excellent restaurants, pubs, and boutique shops, including a café and beer + wine lounge right downstairs. Explore the National Comedy Center, visit the Lucille Ball Desi Arnaz Museum, and head to Chautauqua Lake for scenic walks.

FamilyLocationAccess

Guest favorite
An outdoor patio is visible, featuring two wooden Adirondack chairs positioned for relaxation. Lush greenery and forested hills are seen in the background, with a picnic table and landscaped garden elements enhancing the natural setting.
Apartment in Ellicottville
4.88 out of 5 average rating, 332 reviews

Pet Friendly ~Updated & Modern w/ King Bed

Renovated modern lower walk out basement apartment just 1.7 miles from the quaint Village of Ellicottville, NY sitting on 2 acres. Beautiful scenery and a fun town to shop, golf, hike or relax by fire pit!! Apt. includes 1 bedroom (king bed), Living room w/ sofa (1 queen pull out), 1 full bath, large full kitchen, washer & dryer and Weber gas grill. Beautiful views!! *PETS considered please inquire.. *Please heart our listing to save and reference later.

ValueLocationDecor

Top guest favorite
A calm waterway reflects a red cottage and trees, framed by vibrant green grass. An arched wooden bridge crosses over the water, leading to a deck with colorful chairs. The tranquil setting is enhanced by a slight mist rising from the surface.
Island in Cassadaga
4.99 out of 5 average rating, 347 reviews

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.

FamilyLocationCheckout

Top guest favorite
A geodesic dome is set in a lush outdoor space, surrounded by trees. A spacious wooden deck features a hot tub and patio furniture, inviting relaxation. The dome's distinctive shape is complemented by large triangular windows that provide ample natural light.
Dome in Youngsville
4.98 out of 5 average rating, 124 reviews

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.

FamilyValueQuiet

Top guest favorite
A charming cabin is set in a wooded landscape, featuring a red metal roof and large glass doors that open to a deck area. Two Adirondack chairs surround a fire pit on a gravel base, inviting relaxation amidst nature.
Cabin in Russell
4.99 out of 5 average rating, 134 reviews

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!

ValueFamilyWifi

Top guest favorite
The entryway features a covered porch with a rocking chair and decorative planters. Lush greenery surrounds the steps, leading to the front door. Two hanging ferns and flower pots add a touch of color, creating a welcoming approach to the apartment.
Apartment in Randolph
4.96 out of 5 average rating, 133 reviews

The Empty Nest- 1st Floor

Comfy 1 bedroom first floor apartment. Private drive and entrances. Large side porch to enjoy your morning coffee. Fenced in backyard with seating and fire pit to enjoy. We are conveniently located right off I-86. Just minutes to Amish country, Ellicottville (25 mins), Salamanca (20 mins. , Jamestown (20 mins), Allegheny Park(15 mins) and Reservoir (20 mins.) and Niagara Falls 1:15 hrs).

FamilyLocationLaundry

Popular amenities for Kennedy vacation rentals