Holiday rentals with a kayak in Sullivan County

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Top-rated Accommodation with a Kayak in Sullivan County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Guest favourite
The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.
Cabin in Smallwood
4.94 out of 5 average rating, 170 reviews

Fireplace—Chic & Renovated—Fire Pit—Canoe & SUPs

'The Original Bungalow,' part of the @boutiquerentals_' collection, is a Scandi-chic renovated bungalow surrounded by stunning trees. Located only 2 hours from NYC, Smallwood is a destination in itself: walk along the lake or waterfall, or take the canoe or SUPs for a paddle (seasonal). Nearby are Bethel Woods Center for the Arts, breweries, Livingston Manor & cute Delaware River towns with dining+shopping. In the evening, unwind by the fire pit or curl up by the fireplace with a book or movie.

Guest favourite
A private dock extends over the calm lake, featuring several Adirondack chairs arranged for seating. The cottage, with large windows, showcases an inviting glow from within, surrounded by lush greenery and trees. Soft exterior lighting enhances the tranquil atmosphere.
Cottage in Ferndale
4.96 out of 5 average rating, 101 reviews

Heron's Hideaway: Stylish Lakefront 5 BR Home

Welcome to the heart of the Catskills. Our 5 bedroom cottage is located in Ferndale just 2hrs drive from NYC. Offering beauty and tranquility every season, we invite you to unwind & reconnect with nature. The home is newly updated with stylish considerations, while still preserving a rustic charm. Less than 20 minutes from Livingston Manor, Bethel, & 30 from Callicoon and Narrowsburg, stay put on our private lake or explore the many gems the Catskills has to offer. @catskillslakecottage

Top Guest favourite
A serene view of the lake is framed by lush greenery and tall trees. A well-maintained path leads towards the water's edge, where a private dock can be seen in the distance. The calm surface of the lake reflects the surrounding nature.
Home in Hawley
4.98 out of 5 average rating, 115 reviews

Peaceful waterfront getaway on private lake

Peaceful lakefront property on private 110 acre lake in the beautiful Pocono Mountains! Enjoy fishing and kayaking off the private dock, take in views of the lake and wildlife, or venture out to Lake Wallenpaupack and other local activities. This house is family-friendly and stocked with board games, pool table, kayaks, fishing poles, grill, fire pit, streaming services, and all the amenities you need for your getaway. Less than 10 minutes to the historic town of Hawley and Lake Wallenpaupack.

Guest favourite
Cabin in Ferndale
4.93 out of 5 average rating, 265 reviews

Cozy Lakefront Catskills Cabin—2hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

Guest favourite
The exterior of the lake house is shown, featuring a blue facade with white trim. A small front deck with steps leads to the entrance. Lush greenery surrounds the property, providing a serene backdrop. A gravel path leads up to the house, enhancing a rural feel.
Home in Rock Hill
4.91 out of 5 average rating, 223 reviews

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

Guest favourite
Tiny home in Pond Eddy
4.88 out of 5 average rating, 109 reviews

Riverfront Tiny Home with Stunning Views

Modern farmhouse tiny home on the Delaware River with stunning views spanning 1 mile in either direction of the mighty Delaware and bald eagles. This 4 season tiny home features AC and heat with a dinette in the kitchen for 4 that can be turned into a bed for two children or one adult. Refrigerator, oven, and microwave round out this kitchen. The bathroom includes a flush toilet, sink, and shower. The bedroom has a queen size memory foam mattress and big windows to hear the rushing water.

Top Guest favourite
A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.
Cabin in Monticello
4.94 out of 5 average rating, 158 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Top Guest favourite
A spacious deck is equipped with several Adirondack chairs, overlooking a tranquil lake surrounded by bare trees. The view highlights the calm water and gentle natural landscape, inviting relaxation in an outdoor setting.
Home in Jeffersonville
4.96 out of 5 average rating, 130 reviews

The Nest At Swiss - Lakefront In The Catskills

Modern, classic, luxurious, and comfortable. Lakefront four bedroom (1 K, 2 Q, trundle with 2 singles) with epic year round environment and beautiful nature and lake views from almost everywhere. Wrap around deck on main level accompanied by decks on all three of the upstairs bedrooms. All new kitchen, Bathrooms, and basement with movie theater. Hot tub, fire pit, dock on lake for swimming and fishing. Outdoor dining on main deck with grill. Lush private feel without being too far from town.

Top Guest favourite
Early morning mist gently blankets the lawn, highlighting lush greenery. A log home is visible in the distance, with large windows reflecting the soft glow of the rising sun. The serene river complements the peaceful scene, inviting relaxation and connection with nature.
Cabin in Narrowsburg
4.98 out of 5 average rating, 185 reviews

Private Riverfront, Magestic View, Wildlife, Sauna

Hand-built in the '70's, this unique log home has been lovingly restored with style. Located on a sweeping bend of the Delaware, Broad Arrows offers unrivaled views and peace in nature regardless of the season. In summer grill on the deck, swim, canoe or fly fish. In the evenings enjoy river sunsets or enjoy our Finnish sauna followed by a refreshing dip in the river. In fall and winter enjoy the many local hiking trails or ski-hills. A truly remarkable place to take time out and reconnect.

Guest favourite
Cabin in Swan Lake
4.94 out of 5 average rating, 161 reviews

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

A romantic lakefront escape ideal for one or two couples, or close friends seeking beauty, comfort, and connection. Wake to sparkling water, unwind in the hot tub beneath starlit skies, and share long evenings by the crackling firepit with firewood provided. Enjoy open-concept living, a fully equipped kitchen, outdoor dining on the spacious deck, peaceful lake views and private kayaks ready for sunrise paddles. Close to Bethel Woods, scenic trails, charming towns, and great local dining.

Guest favourite
A warm interior of a log cabin features wooden walls and a cozy seating area. A spacious brown couch is complemented by a decorative ottoman. Natural light filters in through large windows, illuminating the natural wood tones and enhancing the serene atmosphere.
Cabin in Roscoe
4.99 out of 5 average rating, 171 reviews

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

Hi, I'm Wonder! Welcome to my magical Catskills cabin escape - quiet & with a private spa. Ideal for romantic getaways, vacations w family & friends, wellness retreats. Nestled in nature, our clean log cabin offers a natural, chemical-free hot tub, sauna & cold plunge. Enjoy views from the porch, cozy by the wood stove, indulge in the spa & explore hikes & cute towns. Child, infant, pet friendly. Book to reconnect with nature, one another & yourself. 4WD car a must!

Top Guest favourite
The exterior of the retreat is illuminated at dusk, highlighting its distinctive architecture with large windows and a welcoming porch. The rustic screen house features string lights, creating a warm ambiance against the backdrop of surrounding trees.
Home in Claryville
4.99 out of 5 average rating, 129 reviews

The Blue House on the Hill Catskills

Spectacular Mountain & Valley Views—Streamside. A beautifully renovated getaway located in the heart of the Catskill Mountains. Upon entering this gorgeous retreat, you will be instantly taken by the designer's attention to detail. Enjoy the open floor plan kitchen with soapstone countertops overlooking the amazing vaulted great room with spectacular views of the farm, valley, and surrounding mountains.

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