Vacation rentals with a kayak in Sullivan County

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Top-rated kayak rentals in Sullivan County

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Top guest favorite
A serene outdoor area features several gray chairs arranged around a fire pit. The grassy lawn leads to a tranquil lake, reflecting the vibrant colors of surrounding trees. A dock is visible in the distance, enhancing the natural beauty of the setting.
Cottage in Beach Lake
4.99 out of 5 average rating, 150 reviews

Driftwood Cottage on Welcome Lake-peaceful retreat

This gem of a vacation rental is perfectly situated on a private lake. Recently renovated, the main level features an open concept living area, with a cozy fireplace for chilly evenings, upgraded kitchen, a master bedroom with a luxurious en-suite bathroom. A charming loft serves as a cozy relaxation spot or additional sleeping area. Each room offers a spectacular lake view. Two full bathrooms ensures everyone has space to unwind. Outdoor includes a hot tub, perfect for relaxation by the lake.

Guest favorite
A wooden deck is positioned by the water's edge, featuring two red lounge chairs facing the serene lake. Lush greenery surrounds the area, enhancing the natural setting. In the background, trees line the shore, creating a peaceful atmosphere.
Cabin in Narrowsburg
4.94 out of 5 average rating, 154 reviews

Gorgeous Lake Cabin •HotTub •Kayaks •Free Firewood

With its sparkling water views and secluded, middle-of-the-woods feel, this 2-bedroom, 1-bathroom vacation rental cabin is ideal for a city dweller's escape. Once you've settled in, make yourself at home in the bright and beautiful mid-century modern interior, or head out for a relaxing paddle on the lake. Prefer land-based activity? Stroll into downtown Narrowsburg, or go for a hike along the Upper Delaware Scenic & Recreational River. The tranquil beauty of the Catskill Mountains awaits!

Guest favorite
The image captures a vibrant sunset over a tranquil lake, with an array of warm colors reflected in the water. Soft clouds scatter across the sky, framing the peaceful scene. The surrounding landscape features silhouettes of trees along the shore, enhancing the natural beauty.
Cottage in Bethel
4.95 out of 5 average rating, 136 reviews

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK

Private lakefront home with beautiful view, large deck, BBQ grill, and a camp fire pit. Nearby restaurants, shops, hiking trails, concert venue, race tracks, indoor waterpark, and casino. Warm Months: MAY-SEP 3 Kayaks, 2 Paddle Boards, Hot Tub in an under deck privacy nook, 2 Hammocks, Fishing Dock with Deck Chairs, and a Pontoon Boat (for use as 'dock living room' not for boating) Cold Months: NOV-MAR Admire cold/frozen lake from inside, or from the outdoor Hot Tub (with winter wind screen)

Guest favorite
Two wooden Adirondack chairs are positioned on a dock overlooking a calm lake at sunset. A kayak with an oar rests nearby, and the water reflects vibrant hues of orange and pink, bordered by trees in the background.
Cabin in Ferndale
4.92 out of 5 average rating, 245 reviews

Charming Catskills Lakefront Home—2 hrs 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.

Superhost
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
4.95 out of 5 average rating, 149 reviews

Cozy Scandi-Chic Renovated Cabin with Fireplace

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & a fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places to Travel), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Bethel Woods, Kartrite Waterpark, Holiday Mountain (skiing+tubing), Callicoon & Livingston Manor with dining & shopping.

Guest favorite
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, 201 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!

Superhost
Two black Adirondack chairs are placed beside a small round table on a wooden deck, overlooking Kauneonga Lake. The sunset casts soft hues across the water, while the shoreline and trees are silhouetted against a colorful sky.
Apartment in Kauneonga Lake
4.84 out of 5 average rating, 184 reviews

Lakeside Studio on White Lake

This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.

Guest favorite
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
4.93 out of 5 average rating, 148 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.

Guest favorite
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, 174 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 favorite
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, 158 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, or 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, grill epic meals, indulge in the spa & explore hikes & cute towns. Child, infant, pet friendly. Helpful host! Book to reconnect with nature, one another & yourself.

Guest favorite
A well-maintained property is showcased beside a serene pond, surrounded by lush greenery. The single-story house features a wooden exterior and offers ample outdoor space for relaxation. A picturesque landscape includes trees and a manicured lawn, providing a tranquil setting for guests.
Home in Eldred
4.92 out of 5 average rating, 118 reviews

Lake House On 7 Acres w Koi Ponds, Hot Tub, Boats

Privacy on 7 acres! WiFi extender, so everywhere. Private dock w/ rowboats on residents-only, motor-free Bodine lake. Bass fishing, big TV, stocked kitchen (le creuset dutch oven, one pot, kitchen aid mixer, bean grinder, milk frother, coffee maker) hot tub, gas grill, firepit. Expansive lawn, ponds, trees, benches, games. 15 min from popular Narrowsburg -- cute shops, great food, antiques. 7 min to Barryville farmer's market or Barryville Oasis restaurant w live music

Top guest favorite
A serene view of a MidCentury bungalow, framed by lush greenery. The house, featuring large windows, is illuminated from within, reflecting a warm glow. A clear evening sky is visible, alongside the presence of the moon.
Home in Monticello
4.97 out of 5 average rating, 108 reviews

Cozy Catskills Lakeside

Serene getaway to a lakefront luxury MidCentury house 90 mins from NYC/3 hours from Philadelphia. Equipped with dock, firepit, outdoor deck and patio, guitar, instruments for family music making, games, books, and lake toys galore. 3-beds, 2-baths, fully equipped kitchen, large dining & living areas. Minutes to Callicoon, Livingston Manor, Narrowsburg, Bethel Woods, spas, Catskills Casino, Monticello Racetrack, Kartrite Waterpark, Holiday Mountain.

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