Vacation rentals with a kayak in Sullivan County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Sullivan County

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Guest favorite

Home in Livingston Manor

4.97 out of 5 average rating, 101 reviews

Amber Lake Lodge

Welcome to Amber Lake Lodge, our lakefront retreat sitting on 14 acres in the Sullivan County Catskills. Amber Lake Lodge sits just outside Livingston Manor, a quaint-turned-trendy town just a 1hr 45min drive from NYC's George Washington Bridge. With four traditional bedrooms (two with king beds and ensuites), a bonus sun room with two daybeds, and a full-size basement with two bunk beds plus a pull-out couch, the house can sleep 16+ and is perfect for large gatherings of family and friends.

Guest favorite

Home in Glen Spey

4.98 out of 5 average rating, 131 reviews

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakeside retreat as a romantic getaway, family vacation, or family reunion, with our sister property. Imagine, beautiful scenery, fresh air, breathtaking views, all while relaxing in our lakefront Gazebo, Our spectacular seven person Hot Spring Spa, or optional (extra charge) Bimini Top speedboat. When not spending time on the 2 acres... feels like 20 since it borders open forest, you can visit Bethel Woods, ResortsWorld Casino, Forestburgh Playhouse,fine dining etc all within 20 min!!

Guest favorite

Cabin in Roscoe

4.98 out of 5 average rating, 108 reviews

Wonders Never Cease: Cold Plunge | Hot Tub | Sauna

Not a typical Airbnb; a magical escape - as featured in Escape Brooklyn. Get away to a tranquil Catskills oasis with our beautiful log cabin. Nestled in nature, our cabin offers a cozy retreat w/ modern amenities. Enjoy views from the porch, cozy by the fireplace, grill epic meals, indulge in the hot tub, sauna or cold plunge and explore hikes & cute towns. Fitting 2 to 8, our cabin is ideal for a romantic getaway, a family or friends vacation, or wellness retreat. Child & infant friendly.

Guest favorite

Cabin in Ferndale

4.91 out of 5 average rating, 189 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.

Guest favorite

Cabin in Smallwood

4.96 out of 5 average rating, 119 reviews

Renovated•Fireplace•Holiday-Decorated•Chic

The cozy, Scandi-inspired 'Original Bungalow', part of the @boutiquerentals_ collection, is the perfect winter retreat! Located in the Catskills (named one of the 50 best places to travel by Travel+Leisure), only 2 hrs from NYC, Smallwood is a destination in itself: walk along the lake, waterfall, or hike the forest trails. Nearby are Bethel Woods Center for the Arts & their holiday market & light show, ski resorts, waterpark, Livingston Manor & cute Delaware River towns with dining+shopping.

Guest favorite

Home in Rock Hill

4.9 out of 5 average rating, 123 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

Rental unit in Kauneonga Lake

4.84 out of 5 average rating, 147 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

Cabin in Monticello

4.93 out of 5 average rating, 119 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

Home in Monticello

4.93 out of 5 average rating, 123 reviews

Catskills Lakefront Haven w/ Hot Tub & Game Room

Indulge in the serenity of our lakefront haven, situated along 100ft of Sackett Lake's private shoreline. Here, year-round enjoyment is a promise - be it summer swimming, kayaking, or winter ice fishing and snowmobiling. Mere minutes away from Holiday Mountain, Casino, Waterpark, breweries, and Bethel Woods, our modern home boasts a vast deck and an 8-person hot tub. This is more than just a getaway; it's a sanctuary for creating unforgettable memories. Don't miss the chance to experience it!

Guest favorite

Bungalow in Parksville

4.91 out of 5 average rating, 200 reviews

Retro Catskills Chalet with Private Lake Access

Meet your new weekend escape. Enjoy soaring ceilings, wall-to-wall windows and gorgeous mountain views. Main house has a large deck that's perfect for grilling and sunbathing. A private BR is on the first floor, with the master loft BR up a short flight of stairs. Features a generous lawn surrounded by the privacy of the forest. Sit under the stars by a crackling fire pit by night, and play lawn games by day. Located in a quiet lake community, ensuring three seasons of fun on the water.

Guest favorite

Chalet in Glen Spey

4.89 out of 5 average rating, 123 reviews

Mayflower - Lake access/hot tub/game room/pets

Only 1 1/2 hours from NYC! Come and take in the winter beauty in the Catskills. Welcome! Everything you’d ever want in a lake community chalet! Please bring all your favorite people and enjoy our 3500ft² chalet and an acre of fenced in gorgeously landscaped grounds complete with firepit, fruit trees, fishpond, hot tub, outdoor pizza oven, ultimate game room and best of ALL a 5 minute walk down our private treelined road down to your own private 30 feet of lakefront!

Guest favorite

Cottage in Narrowsburg

5 out of 5 average rating, 160 reviews

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, rafting, tubing, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.