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Vacation rentals with a kayak in Greenwood Lake

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Greenwood Lake

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
An open concept living area features vaulted wooden ceilings and large windows offering natural light and forest views. A cozy sofa is positioned in front of a modern coffee table. An adjacent dining area and fully equipped kitchen complete the layout, promoting a spacious atmosphere.
Cabin in Sterling Forest
4.99 out of 5 average rating, 112 reviews

Modern Nordic Designed Cabin

Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 33274

Superhost
An open living area features a stone fireplace surrounded by natural light from large windows. A comfortable seating arrangement includes a light-colored couch and a wooden coffee table on a decorative rug. High vaulted ceilings enhance the spaciousness, with the kitchen visible in the background.
Home in Sterling Forest
4.85 out of 5 average rating, 175 reviews

Aster Place

A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

Guest favorite
The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.
Cabin in Bethel
4.95 out of 5 average rating, 150 reviews

Holiday-Decorated Cozy Renovated Cabin w Fireplace

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

Top guest favorite
The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.
Cottage in Highland Lake
4.97 out of 5 average rating, 352 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

Guest favorite
A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.
Cabin in Bethel
4.93 out of 5 average rating, 149 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Top guest favorite
A spacious living room features a large sectional sofa with soft upholstery, arranged around a brick fireplace. Floor-to-ceiling windows provide abundant natural light and offer views of the surrounding landscape. A ceiling fan hangs above, enhancing the open and airy atmosphere.
Home in Sterling Forest
4.98 out of 5 average rating, 187 reviews

Coldwaters: hike, wineries, lake & mountain views!

Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake & beach access. 5 minute drive to village restaurants & shops, and 15 to nearby Warwick and Tuxedo, this is the perfect setting for a relaxed & fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Book the guest house for an additional 2 bed, 1 bath apartment with kitchen! Permit #: 21-07657 A

Top guest favorite
A six-person Jacuzzi hot tub is positioned on a patio, overlooking a serene lake surrounded by trees. The bubbling water reflects the greenery, creating a peaceful atmosphere for relaxation.
Home in Greenwood Lake
4.96 out of 5 average rating, 292 reviews

Stylish Lakeside Chalet with Hot Tub

Welcome to Greenwood Lakeside Chalet, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).

Guest favorite
A six-person hot tub is positioned on a covered patio, overlooking the tranquil waters of Greenwood Lake. The bubbling water is set against a backdrop of trees and distant homes, creating a serene lakeside atmosphere.
Home in Greenwood Lake
4.97 out of 5 average rating, 102 reviews

*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi

Waterfront home on Greenwood Lake with a private dock and 6 person hot tub. Situated in a quiet neighborhood and a short walk (1/4 mile) to downtown. Enjoy dinner on the patio, steaks on the grill, and s'mores by the fire pit. A short drive (5 minutes) to the town beach. Professionally cleaned, comfortable, and bright. A perfect place to enjoy Greenwood Lake and the surrounding Hudson Valley area. Nearby hiking, apple picking, and skiing. Fully renovated with top-of-the-line appliances

Guest favorite
Apartment in Hopatcong
4.92 out of 5 average rating, 166 reviews

C'est La Vie Lakeview with Optional Boat Slip

Unit #1 Welcome to our lakeside retreat on Lake Hopatcong! This charming 1-bedroom apartment offers the perfect escape to a warm cottage with direct access to the sparkling waters of New Jersey's largest lake via the shared dock and dedicated slip. Unwind in the spacious bedroom which features a king bed & futon, or relax in the inviting living room on the open-up sofa. Start your day with breathtaking lake views and end it with a mesmerizing sunset from the dock. Permit#99815

Top guest favorite
The living area features a modern design with light-colored walls and a cozy sectional sofa. A stone fireplace is surrounded by stylish furnishings, including a wooden coffee table. Natural light enters through large windows, creating a warm and inviting atmosphere.
Home in Sterling Forest
4.98 out of 5 average rating, 187 reviews

Holiday Season! Tranquil Lake Escape - Fireplace!

Winter is the most peaceful time to visit! Enjoy the beautiful views of the lake and mountains across the way at this 3BR home in Greenwood Lake! You'll love the cozy interior and the warm wood burning stove! This tranquil hideaway on a quiet dead-end street is minutes from many winter activities. Book your holiday escape now! Nearby downtown Warwick, mount peter, winter hiking on the Appalachian, wineries, breweries, Mountain Creek, and more! ~ 1 hour from NYC

Top 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, 155 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.

Top guest favorite
A serene lakeside view is captured, featuring lush greenery and colorful plants in planters. A lounge chair is positioned on the grass, inviting relaxation while looking out over the calm waters of the lake, framed by a backdrop of tree-covered hills.
Bungalow in Monroe
4.97 out of 5 average rating, 101 reviews

Tranquil Waterfront Retreat on Mombasha Lake

Welcome to our cozy 2-bedroom lakefront bungalow on the shore of Lake Mombasha in the Hudson Valley. Enjoy stunning lake views, and inviting spaces designed for relaxation. Wake up to serene sunrises, explore nearby attractions, hike local trails, and unwind with breathtaking sunsets over the lake. In the evenings, gather around our fire pit for cozy conversations under the stars, making unforgettable memories.

Popular amenities for Greenwood Lake kayak rentals

When is the best time to visit Greenwood Lake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$63,800 GYDG$63,800 GYDG$63,591 GYDG$66,101 GYDG$67,775 GYDG$73,841 GYDG$80,953 GYDG$82,208 GYDG$65,683 GYDG$63,800 GYDG$65,683 GYDG$64,637 GYD
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Quick stats about vacation rentals with a kayak in Greenwood Lake

  • Total vacation rentals

    Explore 20 vacation rentals in Greenwood Lake

  • Nightly prices starting at

    Greenwood Lake vacation rentals start at G$31,377 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Greenwood Lake vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenwood Lake rentals

  • 4.9 Average rating

    Greenwood Lake stays are highly rated by guests—averaging 4.9 out of 5!

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