Vacation rentals with a kayak in Esopus Creek

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Top-rated kayak rentals in Esopus Creek

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Top guest favorite
The modern cabin is illuminated by string lights, creating a warm ambiance against the dark backdrop of surrounding trees at night. The deck extends outward, providing a welcoming entrance, while large windows hint at the interior’s cozy atmosphere.
Cabin in Red Hook
4.97 out of 5 average rating, 119 reviews

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.

Top guest favorite
Aerial view captures a serene lake surrounded by autumn foliage. The vibrant colors of the trees reflect on the calm water, with a small island at the center. Lush greenery contrasts with the warm hues, providing a peaceful natural setting.
Island in Pine Plains
4.97 out of 5 average rating, 101 reviews

Magical Private Island Retreat in Pine Plains

Enjoy the serenity of Twin Island Lake, surrounded by tranquil water, lush mountains and nature. this incredible private island retreat is only 2 hours from NYC. Take a canoe across a lily pad dotted lake to your own private island paradise. You will never find a magical space like this so close! The entire island is yours to enjoy and has plenty of outdoor spaces including a propane grill, hammocks and plenty of seating areas. The inside a humble aesthetic with wood paneling and charm.

Guest favorite
A bright and airy bedroom features large windows with stunning river views. The spacious bed is dressed in white linens with a soft blue throw. Vintage lamps sit on each side of the bed, while intricate green pendant lights hang from a wooden ceiling.
Home in Catskill
4.95 out of 5 average rating, 246 reviews

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!

Top guest favorite
Two inflatable tubes rest at the water's edge, facing a calm river. The surface reflects the lush greenery and blue sky, creating a serene atmosphere. Trees frame the scene, enhancing the natural beauty and tranquility of the surrounding landscape.
Home in Lake Katrine
4.94 out of 5 average rating, 162 reviews

Magical Waterfront Escape on the Esopus Creek

Magical and creative! Get ready for the most unique and one of the most popular properties in the Hudson Valley for over 18 years. With 150 feet of frontage on the Esopus Creek in the back of the property and the rolling hills and barns of an organic farm in the front. Tranquility dominates the views seen from every vantage point of this gorgeous house located at the base of the Catskill mountains. Truly the coziest little getaway perfect to escape all the hustle and bustle of life!

Top guest favorite
A serene dock overlooks a calm creek surrounded by lush greenery. Two black Adirondack chairs are positioned beside a small round table, creating a peaceful space for relaxation. The sunlight reflects off the water, enhancing the tranquil setting.
Home in Saugerties
4.96 out of 5 average rating, 144 reviews

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.

Top guest favorite
A wooden dock extends into the calm waters of the Esopus Creek, surrounded by lush greenery. The tranquil surface of the water reflects the surrounding trees, creating a serene atmosphere. Smooth stone steps lead down to the water's edge, enhancing accessibility.
Home in Saugerties
4.97 out of 5 average rating, 327 reviews

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.

Top guest favorite
A spacious living area features a futon decorated with patterned cushions and a striking red pool table. A light fixture with multiple bulbs hangs overhead, while a wall-mounted TV is visible in the background. Large pocket doors separate the living space from the bedroom.
Apartment in Kingston
4.98 out of 5 average rating, 218 reviews

Lovely 1 bedroom apt. with free parking in Rondout

Large 1 bedroom apartment with 10 foot ceilings, located in Kingston Historic Rondout District. Queen size bed and one large futon conversation, there are large pocket doors that separate the bedroom from the living room, pool table, lots of natural light, blackout curtains , air conditioning, claw foot tub, small private patio, 60 inch wall tv, walk to the historic Rondout water front, restaurants, boat rides, trolly, art galleries, Kingston Point Beach and Hudson Brickyards.

Top guest favorite
A bright dining area features a long white table surrounded by wooden chairs. Large glass doors open to a deck with river views. Sunlight fills the space, highlighting the clean lines of the cabinetry and décor in soft, neutral tones.
Home in Saugerties
4.94 out of 5 average rating, 192 reviews

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.

Top guest favorite
An aerial view showcases a lakefront cottage with a warm-toned roof, surrounded by lush greenery. Two blue kayaks sit on the water, while a stone patio features a dining area. A fire pit adds to the outdoor space, blending with a wooden boat dock.
Cottage in Livingston
4.97 out of 5 average rating, 133 reviews

Waterlily Lakehouse - Modern+Waterfront+Retreat

The Waterlily House is a Lakefront cottage at the North Twin Lakes in Livingston, NY, located just 2 hours from NYC. The lakefront cottage has been designed and decorated in a Frandinavian Style (Parisian chic and Scandinavian minimalism ). This chic 4 bedroom, 3 bath home, which can sleep up to 8 people, has been designed with an eye for detail, style, and relaxation. Follow us on IG @waterlilylakehouse for any last-minute cancellations/openings

Top guest favorite
The restored a-frame stone cottage is nestled among trees, featuring a wooden deck and stone steps leading to the entrance. A propane grill is positioned on the deck, with a tranquil wooded backdrop showcasing the colors of nature.
Cottage in Pawling
4.99 out of 5 average rating, 175 reviews

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.

Guest favorite
Home in Ulster
4.93 out of 5 average rating, 103 reviews

Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!

Highlights - You’ll love the: • Location - quiet, waterfront position but close to Kingston and Woodstock • Hot tub and sauna (both all year) - a relaxing treat after hiking, skiing, or exploring • Family-perfect layout - crib nook tucked for quieter sleep + full suite of baby items • Ping pong table - game shed for group activities • Fast WiFi & dedicated workspace - ideal for remote work • Kayaks and life-vests - for safe, water fun!

Top guest favorite
Cabin in Kingston
5 out of 5 average rating, 233 reviews

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.

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