
Holiday rentals with a kayak in Hudson Valley
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Hudson Valley
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Welcome to The Boathouse! Waterfront/Boats/Hot tub
Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

Design-Forward Riverfront Cabin on 120 Acres
Far from the road, a tranquil modern cabin sits directly above a state-stocked fly-fishing and tubing river - an intimate, private escape under two hours from NYC. Set on a 120-acre property, with access to trails, river swimming, and a private cabin beach, you’ll feel completely secluded while still being 10–30 minutes from Red Hook, Rhinebeck, Hudson, and Kingston. Radiant floors, a Swedish composting toilet, Tesla Powered, w/ 500 Mbps fiber internet make it easy to unplug without sacrificing.

Waterfront Cottage - Hot Tub, Kayaks and Fire Pit
Welcome friends to our beloved waterfront cottage right on the Esopus Creek, in the beautiful Catskills! Whether you’re seeking a peaceful retreat, fun for the family, or a romantic escape, our 2-bedroom home is your perfect Catskills destination. With kayaks for adventures on the creek (Spring through Fall), a firepit with water views, outdoor dining with a grill, and located close to lots hiking and nearby towns, like Woodstock and Saugerties, you'll only wish you could stay here longer!

Gorgeous Waterfront w/ Hot Tub and Game Level
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to The Glass House! Here are a few things I think you’ll especially enjoy about the house. Highlights – You’ll love the: Peaceful waterfront setting – tucked away on the lake, yet just minutes to town Year-round hot tub – the perfect way to unwind after hiking, or exploring Family-perfect layout – two spacious levels with a game/media room and screened porch Kayaks & life vests – easy, safe access to the water for all ages

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

Waterfront, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

Upstate Waterfront Saugerties Retreat-Near HITS
Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.

Little Green Lake House
Owned and styled by an artist couple with the dream of creating a place for others to escape, reflect, and feel reinvigorated by nature, this rustic lake house sits right on the banks of Summit Lake in the Catskill Mountains. This thoughtfully renovated 1940s cabin is perfect for couples seeking a romantic weekend, small families wanting a restorative break, writers and artists looking for inspiration, or anyone in need of a quiet, peaceful sanctuary.

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Private Catskills Spa: Sauna, Hot Tub, Cold Plunge
Welcome to Wonders Never Cease, my magical Catskills escape - a private log cabin sanctuary and private spa nestled on 12 acres of forest, with a spring-fed pond, world-class stargazing, and your own wood fired, chemical free hot tub, cold plunge and sauna. Ideal for romantic getaways, family vacations, wellness retreats, and anyone craving a true reset in nature. We love hosting and it shows!
Popular amenities for Hudson Valley kayak rentals
Holiday House Rentals with a Kayak

The Boathouse on Fourth Lake

Luxury Lake House Sauna 1h From NYC

Magical Waterfront Escape on the Esopus Creek

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit

Lakefront Retreat: Bald Eagles & Huge Windows

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

Waterfront Three bedroom in Saugerties w/ Hot Tub

Chef's kitchen, seclusion, and breathtaking views
Cottages with a kayak

Waterlily Lakehouse - Modern+Waterfront+Retreat

Cozy Lake Cottage

Romantic House on a Magical Lake

Black Ridge Cottage: Pond, Cowboy Pool & Sauna

Water's Edge at Beaver Pond

Lakefront Cottage near Hudson Valley

Private Lake House 1 Hour to NYC & Near Westpoint

Upper Delaware River cottage
Cabin rentals with a kayak

Cozy Retreat in the Trees

Riverfront Retreat | Hot Tub, Firepit & Pool Table

Lakefront Privacy with Stunning Views

Private Riverfront, Magestic View, Wildlife, Sauna

Modern Nordic Designed Cabin

Cozy Lakefront Catskills Cabin—2hrs from NYC!

The river house, Hot Tub/ Private River Front

Lake Access—Canoe—SUPs—Innertubes—FirePit—BBQ—Chic
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Mohonk Preserve
- Plattekill Mountain
- Storm King Art Center
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Kent Falls State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Storm King Art Center
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