Holiday rentals with a kayak in New York

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.

Lakefront • Hot tub • Kayak • Firepit • Fish • Ski

With its sparkling water views and secluded, middle-of-the-woods feel, this 2-bedroom, 1-bathroom vacation rental cabin is ideal for a city dweller's escape. Once you've settled in, make yourself at home in the bright and beautiful mid-century modern interior, or head out for a relaxing paddle on the lake. Prefer land-based activity? Stroll into downtown Narrowsburg, or go for a hike along the Upper Delaware Scenic & Recreational River. The tranquil beauty of the Catskill Mountains awaits!

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to Sunset Chalet — your private lakeside escape. Set on peaceful waterfront property, this cozy retreat is perfect for relaxing and enjoying nature. Swim in the private pond, kayak on the lake, explore trails, or unwind around the fire pit under the stars. Enjoy: • Lake access • Private swimming pond • 2 kayaks + canoe • Fire pit • Private setting Close to Greek Peak, Ithaca, waterfalls, hiking, and Finger Lakes wine trails. Reserve early — summer and peak weekends book quickly.

Riverfront Tiny Home with Stunning Views

Modern farmhouse tiny home on the Delaware River with stunning views spanning 1 mile in either direction of the mighty Delaware and bald eagles. This 4 season tiny home features AC and heat with a dinette in the kitchen for 4 that can be turned into a bed for two children or one adult. Refrigerator, oven, and microwave round out this kitchen. The bathroom includes a flush toilet, sink, and shower. The bedroom has a queen size memory foam mattress and big windows to hear the rushing water.

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!

Lakefront! SUPs-Sauna-Hot&Cold Tubs-Bikes-Kayak

Experience our beautiful Catskills Lakefront Cottage. Paddle an SUP, kayak, canoe or rowboat. Ride a bike around the lake. Relax in the Sauna, soak in the hot tub, plunge in the cold tub. Jump off the dock, lounge on the floating swim platform, sunbathe on the deck. Make a campfire in the Solo Stove-firewood is provided! Spin vinyl on the turntable. Create in the well-equipped kitchen with Sous Vide Circulator & quality cookware. Marvel at bald eagles. Listen to coyotes and owls at night!

Charming Creekside Cabin with Serene Water Views

Welcome to Camp Moosehead, a cozy retreat in the Southern Adirondacks on the West Canada Creek. Set on nearly 2 acres of private land, enjoy the peaceful creek for viewing, kayaking, fishing, or swimming. Surrounded by nature, this cabin is 30 minutes west of Speculator, close to hiking trails, snowmobile routes, lakes, and classic Adirondack sights. Bring your weekend supplies, your favorite person, and your well-behaved pups, and relax at this cozy, pet-friendly cabin by the creek.

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.

The Cabin at Pleasant Valley Farm

The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Sept.

“The Homestead” at Camp Cinnamon

Reconnect with nature at this peaceful micro cabin retreat—just 10 minutes from Watkins Glen and 15 from Corning. Enjoy a full bath and kitchenette, stunning lake and marsh views from every window, and your own private hot tub and fire pit. Explore scenic trails, picnic by the water, or relax on the dock. Kayak, canoe, fish, swim, hike, bike, or just unplug and take it all in.

ADIRONDACK LUXURY VILLA WITH HOTUB (NEW BUILD)

**NEW 2025 Luxury Lakeview Retreat.** Floor-to-ceiling Marvin windows frame breathtaking mountain and lake views. Unwind in your private hot tub or by the outdoor fireplace under the stars. Inside, enjoy a sleek all-white designer interior with premium finishes, chef’s kitchen, and spa-level comforts. Perfect for romantic escapes or unforgettable getaways!

Hudson Valley Lakefront Cottage | Nature Escape

Escape to this tranquil, lakefront cottage in the Hudson Valley. Enjoy stunning lake and cascading creek views, kayaks, paddleboards, a firepit with a steady supply of firewood for cozy evening fires, two Weber grills, and an on-site Level 2 EV charger. Ideal for couples, small groups, or intimate gatherings seeking a peaceful retreat surrounded by nature.