
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.

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

Chef's kitchen, seclusion, and breathtaking views
This is an incredible house for groups, spacious, flooded with light, andd spectacular views from almost every room. The main level is a massive open living room/ chef's kitchen/ dining/ fireplace on one level and a sweeping sunny deck. The home features 3 main bedrooms with ensuites, plus 2 other big bedrooms, a total of 5 bathrooms, and a yoga room with views. The perfect, central Catskill location gives you access to restaurants, farm stands, hiking, skiing, Phoenicia, Woodstock, and more!

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.

Creekside Cottage
Set on the beautiful Esopus Creek, this lovely 2 BR, 2 bath home is perfect for a get-away w/family, friends or a romantic or creative retreat. It's just a 15-20 minute drive to the quaint Village of Saugerties, Kingston, Woodstock & Rhinebeck. Sit & watch the river run by on the screened porch or on the deck down by the river's edge, bbq (4 burner gas stove), play board games, take a kayak or swim in the river. Kitchen w/full amenities. Pets are not allowed unless pre-approved.

Waterfront Three bedroom in Saugerties w/ Hot Tub
Welcome to a waterside haven! So peaceful, yet only a mile from the center of Saugerties. You will love this open concept, three bedroom, two full bath, waterfront home with year round outdoor Hot Tub! Swim, kayak, paddle board, fish, relax, BBQ all from your huge front deck. Private, peaceful, quiet on a dead end street. Near hiking, fall foliage, skiing, shops and all the Catskills has to offer. The house is family and dog friendly. See our social media Insta @esopuscreekhouse

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 inflatable two person kayaks are available for use from May 1 to November 1..

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.

Charming Lakefront Cabin with Hot Tub
Thoughtfully updated lakefront cabin, north of the Catskill mountains, in the Hudson Valley. Located inside the private, family-friendly Sleepy Hollow Lake community with guest access to pools, beach, tennis courts, & basketball (May-Sep). A peaceful retreat - come watch the hummingbirds from the porch or have your morning coffee looking out upon the lake! The cabin faces west over the lake so it's a wonderful spot to watch the sun set!

Waterfront 1-bedroom apartment on 5 acres
This space has its own entrance/key and is attached but separate from the main house. Apartment has outstanding Western waterfront views and sunsets. Space is appropriate for 1-3 people and there is parking for 1 car. Guests have their own private apartment but shared outside amenities including patio, firepit, playset, yard, grill, kayaks, paddleboards, canoe, and dock seasonally May-September. Shared outdoor 7-person hot tub.

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat
Welcome to our charming waterfront creek house, the perfect destination for your next family getaway or group retreat! Nestled along the serene waters, our 3-bedroom, 3-bathroom home offers a picturesque escape with abundant amenities for both kids and adults to enjoy. With swimming, kayaks, paddle boards, a fire pit, and a pet-friendly atmosphere, you'll create unforgettable memories here!

Lakeside Cottage: Boulder's Bluff
Come enjoy the serenity of our renovated lakeside cottage! Guests can enjoy their time relaxing fireside with panoramic views, hiking or biking 22 miles of trails running through our backyard, and let's not forget splashing around in the lake. We are sorry but we are unable to accommodate pets. Pack N Play available only when request ahead of time. Pack N Play sheets not provided.

Lakefront House w/Private Dock, Fire Pit & Hot Tub
Cozy and recently renovated 1940s lakefront house right on the water. Perfect for a couple or a small family, with a king bed and a queen sofa bed. Enjoy views of the lake all around the house. Private dock, fire pit, and cedar hot tub. Under 2 hours from NYC, and 20 minutes to nearby shopping and restaurants as well as great hiking trails. High speed Internet and TV provided.
Popular amenities for Hudson Valley kayak rentals
Holiday House Rentals with a Kayak

Escape to Lakefront Leisure—Amazing views!

The Nest At Swiss - Lakefront In The Catskills

Whispering Pines: Secluded Retreat near town

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

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

Peaceful Riverfront Cottage with Private Hot tub

Dancing Feather: Cozy Lake-Front A-Frame Chalet

Catskills Lakefront Haven w/ Hot Tub & Game Room
Cottages with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint

Kayak, pet a Highland cow, have dinner in Hudson!

Hillside Cottage @ The Mettawee Retreat

Private Hudson Valley Lakefront-Kayak, SUP, Fish,

Water's Edge at Beaver Pond

Peaceful "Sleepy Loon Cottage" on Lake Edward ADK

Upper Delaware River cottage

Lakeside with direct water access & amazing views
Cabin rentals with a kayak

Cozy Lakefront Catskills Cabin—2hrs from NYC!

Modern Nordic Designed Cabin

Catskills Cabin Off the Grid Experience

Private Riverfront, Magestic View, Wildlife, Sauna

Romantic Log Cabin W/ Hot Tub, Fire Pit, Projector

Private Beach, Paddle Board, Swim

Rustic Pond Cabin: Nature, Stars & Serenity

The river house, by camp caitlin
Destinations to explore
- Plainview Holiday rentals
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Mount Peter Ski Area
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
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