Vacation rentals with a kayak in Copake Lake

4.98 out of 5 average rating, 127 reviews

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

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.

4.95 out of 5 average rating, 128 reviews

A wooden Adirondack chair faces a peaceful pond, surrounded by lush greenery. A canoe rests nearby on the sandy shore, mirrored reflections of trees visible on the calm water surface under a clear sky with scattered clouds.

Cabin in Colebrook

Rustic Pond Cabin: Nature, Stars & Serenity

Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

4.97 out of 5 average rating, 106 reviews

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

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.

4.97 out of 5 average rating, 104 reviews

A fire pit is surrounded by four wooden Adirondack chairs on a gravel circle, positioned near a serene waterfront. Lush green trees frame the scene, providing a natural backdrop to this inviting outdoor gathering space.

Home in Lake Katrine

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!

4.95 out of 5 average rating, 252 reviews

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

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!

4.85 out of 5 average rating, 169 reviews

Two bright green kayaks are positioned on a wooden dock, facing the calm water. Surrounding boats can be seen along the dock, with a soft sunset casting warm hues across the sky. The lake is framed by trees in the background.

Home in Craryville

Copake Lake Artist’s Cottage with Dock and Kayaks

Renovated cottage just 500 ft from Copake Lake. This 2 BR 1 bath house is also close to hiking trails, waterfalls, apple picking, & a winery in the fall, and in winter, there’s skiing at Catamount (it’s just six miles away!) and a distillery nearby. A house for all seasons! Please note the cottage is 5 houses back and across a quiet road from the lake, and the dock is in the lake from the beginning of May to mid-September. But there is plenty to do up here during the rest of the year!

4.94 out of 5 average rating, 124 reviews

A two-story historic home is showcased with blue siding and white trim. The front porch features a railing and is lined with flower beds. Windows are adorned with dark frames, and an air conditioning unit is visible. A driveway leads to a parked vehicle on the side.

Home in Athens

Renovated historic home, walk to Hudson River!

Escape from the city and enjoy slowing down in upstate New York in this bright and spacious historic home! Just a short walk to the historic Town of Athens and the Hudson River where you can sit by the water, enjoy a picnic, or kayak/canoe. This home is made for cozy unwinding and is stocked with everything you need to cook a wonderful meal (cast irons, French cookware, baking supplies, spices and oils). 1 king bed with view of the river, 1 queen bed + a full air mattress available.

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.

4.96 out of 5 average rating, 147 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.

5.0 out of 5 average rating, 111 reviews

A quaint lakeside cottage features large windows for scenic views and a deck with outdoor seating. A grill is positioned nearby for easy outdoor cooking. The property is framed by lush greenery, enhancing the natural setting by the water's edge.

Home in Becket

Cozy lakehouse

Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.

4.82 out of 5 average rating, 136 reviews

A spacious deck overlooks the lake, featuring a glass dining table surrounded by yellow chairs. A lounge chair is positioned nearby. A bright yellow umbrella provides shade, and trees frame the scene, accentuating the sunset sky in the background.

Cottage in Craryville

Oriole Cottage@Copake Lake: 4 Kayaks, 1 Canoe

2 hours from NYC+ Boston. 20 minutes to Great Barrington + Hudson, NY. Explore the Hudson Valley + nearby Berkshires (Tanglewood)or enjoy the many pleasures of beautiful Copake Lake + the Berkshire foothills. 8.5 mile to Catamount Ski/Snowbard, 20 miles to Ski Butternut. Bash Bish Falls, Taconic State Park, Tanglewood, Harlem Valley Rail Trail, nearby golf course. Explore quiet country roads, charming nearby towns including Hudson, Chatham, Millerton + Great Barrington, MA.

4.94 out of 5 average rating, 307 reviews

A spacious log cabin with a metal roof is surrounded by trees. The front porch is lined with a railing, and large windows invite natural light. A gravel driveway leads up to the cabin, with a small shed visible to the side.

Cabin in Monterey

Amazing Berkshire Mountains Cabin

Our incredible 4-bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the quintessential Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.

4.97 out of 5 average rating, 139 reviews

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

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

Popular amenities for Copake Lake kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.93 out of 5 average rating, 389 reviews

The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.

Home in New Paltz

Welcome to The Boathouse! Waterfront/Boats/Hot tub

4.99 out of 5 average rating, 196 reviews

A serene lake is surrounded by lush green hills, reflecting the clear blue sky. The water is calm, with a small rowboat visible in the distance, adding to the tranquil outdoor setting.

Home in Town of Ancram

Friends/Family & A Dog~What Else Could Be Better?

4.93 out of 5 average rating, 105 reviews

Home in Ulster

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

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.

4.97 out of 5 average rating, 331 reviews

Creekside Cottage

A waterfront home is shown from an elevated view, featuring an expansive deck with outdoor seating and a gazebo. Colorful kayaks are positioned along the water's edge, with lush trees showcasing autumn foliage in the background, contributing to the serene atmosphere.

4.95 out of 5 average rating, 238 reviews

Waterfront Three bedroom in Saugerties w/ Hot Tub

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.

4.94 out of 5 average rating, 196 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

4.94 out of 5 average rating, 164 reviews

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

Magical Waterfront Escape on the Esopus Creek

4.95 out of 5 average rating, 107 reviews

Home in Athens

Lake House close to Skiing & Indoor Hot Tub

Cottage rentals with a kayak

4.85 out of 5 average rating, 297 reviews

A serene lake reflects a clear blue sky and lush green forests surrounding it. The water, calm and inviting, showcases the vibrant colors of autumn foliage along the banks, with tall grasses in the foreground adding to the natural landscape.

Cottage in Lanesborough

Wildlife Lakeside Cottage; views/wildlife

4.91 out of 5 average rating, 394 reviews

A light-filled living area features a gray sofa adorned with patterned cushions. A wooden coffee table rests on a colorful rug, with a sleek arc lamp illuminating a cozy reading chair nearby. Large windows provide views of the surrounding trees, enhancing the natural ambiance.

Cottage in Poughkeepsie

Be in Nature at this Gorgeous Riverfront Cabin

4.99 out of 5 average rating, 167 reviews

A serene lake reflects the colors of twilight, with calm waters mirroring the darkening sky. A crescent moon is visible, while silhouettes of trees line the horizon. The scene captures the tranquil beauty of dusk over the peaceful landscape.

Cottage in Hinsdale

Cozy Cottage in the Berkshires

4.84 out of 5 average rating, 153 reviews

A tranquil outdoor scene showcases several wooden Adirondack chairs arranged around a fire pit, facing a calm body of water. The surrounding trees exhibit vibrant autumn colors, reflecting beautifully in the water, creating a serene natural atmosphere.

Cottage in Hudson

Hudson area waterfront-fish, kayak, farm visits!

4.97 out of 5 average rating, 171 reviews

A spacious living area features two modern armchairs with orange accent pillows facing a large picture window. The serene view of the wooded area surrounding the private pond is visible, inviting natural light into the space. A low coffee table occupies the center, complemented by a soft sofa nearby.

Cottage in Saugerties

Black Ridge Cottage: Pond, Cowboy Pool & Sauna

4.92 out of 5 average rating, 205 reviews

A serene lake view is captured at sunset, showcasing a vibrant sky filled with shades of pink and orange reflecting on the calm water. The surrounding landscape includes gentle hills and trees, adding depth to the tranquil scene.

Cottage in Ulster Park

Romantic House on a Magical Lake

4.82 out of 5 average rating, 203 reviews

A spacious wooden deck surrounds a clear pool, reflecting the vibrant greenery of the surrounding forest. Tall trees and bushes create a natural backdrop, while a charming cabin is visible in the background. Sunlight bathes the area, enhancing the tranquil atmosphere.

Cottage in Kingston

Cottage with Private Deck on 8 acres of Woods

4.89 out of 5 average rating, 108 reviews

A tranquil view of a pond is presented from a shaded deck. A wooden table and two chairs, featuring blue and green cushions, overlook the calm water surrounded by lush trees. The sky is partly cloudy, reflecting softly on the surface of the pond.

Cottage in Kent

1 Bed Pond Cottage w/ pool/hot tub/sauna access

Cabin rentals with a kayak

4.99 out of 5 average rating, 140 reviews

A spacious dining area is highlighted with wooden walls and a high ceiling, featuring large windows that invite natural light. A long table with chairs is positioned centrally, surrounded by plants and shelves filled with books and decor.

Cabin in Elka Park

The Paradise Cabin w/ Sauna - 10 min to the Falls

4.92 out of 5 average rating, 264 reviews

A rustic log cabin is set amidst vibrant autumn foliage, showcasing warm wooden tones and large windows. The spacious deck extends outward, inviting relaxation in the natural surroundings. Tall trees frame the scene, creating a tranquil atmosphere enhanced by the picturesque landscape.

Cabin in Catskill

Modern Secluded Log Home on the Kaaterskill Creek!

5.0 out of 5 average rating, 241 reviews

Cabin in Kingston

Lakeside Cottage: Boulder's Bluff

4.95 out of 5 average rating, 133 reviews

The kitchen features green cabinetry with a white countertop. Shelves above hold various jars and glasses. A window allows natural light to brighten the space, with a view of nature visible outside. Additional storage includes a fridge and a stainless steel trash bin.

Cabin in Athens

Charming Lakefront Cabin with Hot Tub

Cabin in Castleton-on-Hudson

The lodge cabin is presented against a vibrant sunset, illuminated by soft lights along the pathway leading to the entrance. The structure features a large deck with an overhanging roof, surrounded by trees and landscaped greenery.

4.95 out of 5 average rating, 124 reviews

Private Family Cabin w/ Hot Tub and Secluded Pond

Superhost

A contemporary cedar home is set on a spacious green lawn surrounded by trees. The two-story structure features a large front porch and a combination of wooden and glass elements, enhancing its integrated design with nature. A gravel pathway leads to the entrance.

Cabin in Becket

4.84 out of 5 average rating, 138 reviews

Wildlife Retreat in the Forest

4.95 out of 5 average rating, 82 reviews

The cabin features a charming exterior with a blue-gray wooden facade and a bright red door. Large windows provide natural light to the space. Two red Adirondack chairs are positioned on the stone patio, inviting guests to relax in the natural surroundings.

Cabin in Climax

Catskills Cabin on 100 Wooded Acres, Private Lake