Vacation rentals in Kennedy

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Top-rated vacation rentals in Kennedy

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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

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!

4.99 out of 5 average rating, 266 reviews
Top guest favorite
The exterior of a two-story apartment building is presented, featuring a welcoming front entrance flanked by manicured hedges and colorful flower beds. A pathway leads to the entrance, and a garage is visible in the background, surrounded by a well-maintained lawn.
Apartment in Randolph

The Empty Nest ...2nd floor

Qaintly named "The Empty Nest" ! Comfortable 2 bedroom upper apartment with private entrance and driveway. I gladly welcome well behaved pets (2 pet max) and offer a large partially fenced off backyard ( Tree limb damage). Come visit Randolph for a couple of days or an extended stay. Conveniently located close to Ellicottville, Jamestown and the Chautauqua Lake Region, Seneca Allegany Casino, Allegany State Park and the Amish trail. Popular wedding venues and golf courses right near by as well

4.91 out of 5 average rating, 200 reviews
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

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.

4.96 out of 5 average rating, 130 reviews
Top guest favorite
An outdoor seating area is presented, featuring a wooden swing with cushions, surrounded by lush greenery. A fire pit sits nearby, with a set of chairs and ambient lighting. The scene conveys a peaceful retreat among nature, ideal for relaxation and evening gatherings.
Cottage in Conewango Valley

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

4.99 out of 5 average rating, 207 reviews
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

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 ,

4.94 out of 5 average rating, 160 reviews
Top guest favorite
The living area features two sofas and a coffee table with magazines atop it. A wall-mounted television is present alongside a bookshelf filled with books. Windows are adorned with curtains, allowing natural light to enter. A small desk is positioned near a map of the United States.
Apartment in Jamestown

Cheby Manor - 1 Bedroom Apartment Kitchen/Bath

1 bedroom apartment on 1st floor with full kitchen and bath. Queen bed & sleeper sofa to accommodate up to 4. Walking distance to Downtown Jamestown. Available short term or discounted weekly/monthly rates. Pets welcome with a fee, see 'other notes'. Free street parking. There are residents living in other apartments in the building, all friendly and quiet. The building is over 100 years old so it's not modern or fancy, just comfortable and affordable if that's what you're looking for.

4.88 out of 5 average rating, 288 reviews
Top guest favorite
A spacious living area features a comfortable gray sofa with decorative pillows, positioned on a polished floor. A stylish area rug lies beneath, and a modern ceiling fan enhances airflow. A staircase leads to the loft bedroom, while the kitchen and dining area are visible in the background.
Barn in Jamestown

Barndominium 132

Welcome to your mini vacation or getaway in this modern, newly constructed apartment! This cozy & stylish space is perfect for up to four people, with 2 bedrooms one being on the 1st floor each featuring a queen bed, ensuring a good nights sleep for everyone. The apartment also features a modern kitchen w/ all the amenities, WIFI & TV's included, you will never miss your favorite shows or miss an email. Off street parking, private patio, bath & laundry conveniently on the main floor.

4.97 out of 5 average rating, 125 reviews
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

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.

4.97 out of 5 average rating, 487 reviews
Guest favorite
A charming cottage is nestled among lush greenery alongside a tranquil river. The large building features a combination of wood and glass elements, with expansive windows reflecting the surrounding landscape and a deck visible in the background. Rich foliage enhances the serene setting.
Home in Warren

Creekside cottage

Welcome to our Creekside Cottage! I have called this place home for most of my life, playing in the back yard, waving at the steady stream of kayakers or going creeking and exploring the islands. Nowadays, I still adventure out with my kids but you'll also find me kicking back and enjoying the sights from the big picture window or out on the back deck watching the sunset. We are glad you are here. I hope you love it as much as we do.

4.9 out of 5 average rating, 125 reviews
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

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.

4.98 out of 5 average rating, 354 reviews
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

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!

4.99 out of 5 average rating, 139 reviews
Top guest favorite
Loft in Jamestown

Vintage Trolley Station Now Industrial Style Loft

Enjoy a piece of history when you stay in our former trolley station that has been converted into an industrial style loft. Just outside the city limits in a country setting but close to the hospital, local bars/restaurants and the comedy center. The lower portion of the building features a quaint gift shop and across the street is a farm stand with locally grown food.

5.0 out of 5 average rating, 277 reviews

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