Vacation rentals with a kayak in Hudson Valley

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Top-rated kayak rentals in Hudson Valley

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Top guest favorite

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

4.97 out of 5 average rating, 150 reviews

Black Ridge Cottage: Pond, Cowboy Pool & Sauna

Kick back and relax in this calm, stylish space, with private wildlife filled pond & cowboy pool This house is great for a family, or two couples. There are lots of relaxing spaces inside and several seating areas in nature outside. Ten minutes to the towns of Woodstock and Saugerties, you will have the perfect location to enjoy the best experiences the Hudson Valley has to offer. This 4 bedroom, 3 bath house has been recently gut renovated. Enjoy the beautiful design and natural landscape.

Top guest favorite

Home in Putnam Valley

4.98 out of 5 average rating, 125 reviews

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Top guest favorite

The lakefront cabin is framed by lush greenery, with a blue exterior and multiple large windows reflecting onto the calm water. A wooden dock extends toward a turquoise kayak, surrounded by tall trees, creating a serene and inviting atmosphere.

Cabin in Ferndale

4.93 out of 5 average rating, 235 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.

Top guest favorite

The exterior of a modern house is illuminated by warm lights during twilight. Large windows and multiple balconies showcase the architecture, surrounded by trees and natural greenery. A gravel path leads towards the house, enhancing the inviting ambiance of the mountain setting.

Home in Mount Tremper

4.96 out of 5 average rating, 110 reviews

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!

Top guest favorite

Place to stay in Remsen

5 out of 5 average rating, 213 reviews

ADIRONDACK LUXURY VILLA WITH HOTUB (NEW BUILD)

This brand-new luxurious property features floor to ceiling Marvin windows with with built-in hot tub and outdoor propane fireplace overlooking the glorious lake and mountain scenery! The all-white modern interior boasts high-end appliances and fixtures making your stay a true luxury escape. High end ‘TheCompanyStore’ bedding! Gourmet kitchen with 6 burner Zline gas stove, convection oven, built in fridge/freezer drawers and an Insta Hot water faucet for tea lovers. Smart auto flush toilet!

Top guest favorite

The exterior of the rustic lake house is highlighted by a vibrant blue-green facade and a bold red door. A stone chimney extends upward, surrounded by colorful autumn foliage. A pathway leads from the lawn to the lake's edge, offering a peaceful view of the water.

Cabin in Summit

4.99 out of 5 average rating, 113 reviews

Little Green Lake House

Owned and styled by an artist couple with the dream of providing a space for others to escape, reflect & feel reinvigorated by nature, this beautiful rustic lake house is nestled right on the bank of Summit Lake, deep in the Catskill Mountains. This thoughtfully renovated 1940s cabin is perfect for couples looking for a romantic weekend getaway, small families needing a relaxing break, writers & artists seeking inspiration, or really just anyone looking for a quiet & peaceful sanctuary.

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

4.94 out of 5 average rating, 213 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access year round. We provide kayaks & stand up paddle board. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Fish right off the lawn. Enjoy brunch, dinner or high tea in the Gazebo suspended over the Hudson with a private chef (inquire about availability). Explore Hudson, Saugerties, Woodstock....honestly, you'll not want to leave.

Top guest favorite

Home in Saugerties

4.97 out of 5 average rating, 107 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.

Guest favorite

An outdoor dining table is set beneath the trees, featuring a linen runner, plates, and glasses. Fresh oranges and a vibrant fern centerpiece add color, while the serene lake can be seen through the foliage in the background.

Cabin in Sherman

4.97 out of 5 average rating, 405 reviews

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..

Guest favorite

Cabin in Petersburgh

4.93 out of 5 average rating, 255 reviews

Cozy Retreat in the Trees

Time travel to 1958 in this architectural gem! This mid-century modern glass and wood cabin is 300 yards away from a charming small lake. The house is NOT on the lake itself, but it is surrounded by trees in a lovely secluded spot. The only heat is a wood stove... but there is a 4-person cedar barrel sauna in the woods that is electric. A classic 1952 Spartanette travel trailer serves as an extra bedroom. This is a true retreat for romance and adventure.

Top guest favorite

The sunroom features large windows that provide expansive views of the lake, allowing natural light to fill the space. A comfortable seating area includes a cozy chair and decorative pillows, complemented by a small table with plants. The wood-paneled walls add warmth to the environment.

Cottage in Livingston

4.99 out of 5 average rating, 100 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

Guest favorite

The interior space features a high vaulted ceiling with skylights, allowing ample natural light. A stone fireplace serves as a focal point, complemented by a comfortable seating area. A wooden dining table and a kitchen island with a butcher block top are also present.

Cottage in Pawling

4.99 out of 5 average rating, 139 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.