
Vacation rentals with a kayak in Greenwood Lake
Find and book unique kayak rentals on Airbnb
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 ﺩ.ﺇ 551 per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Family-friendly vacation rentals
20 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!
Top-rated kayak rentals in Greenwood Lake
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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 34469
4.99 out of 5 average rating, 139 reviews
Beautiful Lakefront Views! Beach, Firepit + Kayaks
Fall is the best time to visit! You'll love this cozy 3BR home in Greenwood Lake just steps from the beach! Experience AMAZING lake views & tranquil atmosphere. Capitalize on free kayaks, & paddle board + beach access! Huge wrap-around deck with firepit, ping-pong, & great outdoor living space. Inside has a stocked kitchen & new furniture. This beautiful hideaway promises memories that will last a lifetime! Near wineries, breweries, restaurants, Warwick Main St, hiking, & more! Permit #P25-0394
4.95 out of 5 average rating, 239 reviews
Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.
4.96 out of 5 average rating, 141 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
4.99 out of 5 average rating, 190 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.
4.97 out of 5 average rating, 391 reviews
Cozy Lake Cottage
Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕
4.99 out of 5 average rating, 208 reviews
Stylish Lakeside Cottage with Hot Tub
Welcome to Greenwood Lakeside Cottage, 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).
4.96 out of 5 average rating, 331 reviews
Coldwaters: hike, wineries, lake and beach access!
Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake 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
4.98 out of 5 average rating, 199 reviews
Charming Lakeside Retreat
Enjoy this four room fully equipped private suite. Commanding views from your deck of this 9 mile natural lake. Swimming, boating, hiking, historic sites, wineries, outlet shopping. Relax in the evening with a glass of wine in the screened gazebo. Guests will access the apartment ascending the spiral staircase. The apartment is not wheelchair accessible. Please be advised guest must be 25 years old , minimum age. Guest must have 2 positive reviews in the past.
4.93 out of 5 average rating, 235 reviews
Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225
4.97 out of 5 average rating, 116 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. 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.
4.98 out of 5 average rating, 151 reviews
Lakefront | Hot Tub, Dock, Fire Pit | 1hr NYC
Hot tub by the water. Private dock. 4 kayaks, 2 paddleboards, canoe. Fire pit at the lake's edge. 60 minutes from NYC. This is the reset you've been putting off. Stylishly minimal 3BR/2BA chalet on Highland Lake — renovated kitchen, stone fireplace, Sonos throughout, whole-house generator. Impeccably maintained. Thoughtfully quiet. Genuinely restorative.
4.89 out of 5 average rating, 196 reviewsPopular amenities for Greenwood Lake kayak rentals
House rentals with a kayak

Stay at beautiful Leisure Lake Lodge
4.94 out of 5 average rating, 327 reviews
Golf Sim! Hot Tub/Game Room/Cinema 2 Kings
4.99 out of 5 average rating, 146 reviews
Waterfront Lake House
4.94 out of 5 average rating, 143 reviews
Luxury Lakefront Estate | Private Beach & Spa
4.94 out of 5 average rating, 195 reviews
Dancing Feather: Cozy Lake-Front A-Frame Chalet
4.91 out of 5 average rating, 270 reviews
Riverfront Stone Cottage Private/ hot tub/ boats
4.91 out of 5 average rating, 305 reviews
Lakefront, Private Pool, Hot Tub, Firepit, Boats
4.92 out of 5 average rating, 145 reviews
Catskills Lakefront Haven w/ Hot Tub & Game Room
4.94 out of 5 average rating, 171 reviewsCottage rentals with a kayak

Historic Gem in Culver Lake. (Branchville NJ)
4.97 out of 5 average rating, 108 reviews
Private Lake House 1 Hour to NYC & Near Westpoint
4.96 out of 5 average rating, 252 reviews
Lakefront Cottage near Hudson Valley
4.89 out of 5 average rating, 331 reviews
Upper Delaware River cottage
5.0 out of 5 average rating, 206 reviews
Be in Nature at this Gorgeous Riverfront Cabin
4.91 out of 5 average rating, 398 reviews
Heron's Hideaway: Stylish Lakefront 5 BR Home
4.96 out of 5 average rating, 123 reviews
Spacious Lakefront House With a Private Dock
4.87 out of 5 average rating, 126 reviews
Romantic House on a Magical Lake
4.91 out of 5 average rating, 210 reviewsCabin rentals with a kayak

ECHO cabin - lakefront peaceful modern house
4.85 out of 5 average rating, 147 reviews
Cozy Lakefront Catskills Cabin—2hrs from NYC!
4.92 out of 5 average rating, 301 reviews
Cozy Catskills Cabin
4.94 out of 5 average rating, 173 reviews
Canoe—Lake Access—Fireplace+Pit—BBQ—Fall Foliage
4.94 out of 5 average rating, 190 reviews
Private Riverfront, Magestic View, Wildlife, Sauna
4.97 out of 5 average rating, 201 reviews
Lakefront • Hot tub • Kayaks • Fire Pit • Fishing
4.94 out of 5 average rating, 215 reviews
The river house, Hot Tub/ Private River Front
4.86 out of 5 average rating, 340 reviews
Tranquil Lakefront Cabin!
4.93 out of 5 average rating, 298 reviewsWhen is the best time to visit Greenwood Lake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,168 | ﺩ.ﺇ 1,168 | ﺩ.ﺇ 1,087 | ﺩ.ﺇ 1,216 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,418 | ﺩ.ﺇ 1,421 | ﺩ.ﺇ 1,443 | ﺩ.ﺇ 1,153 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,105 | ﺩ.ﺇ 1,168 |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 17°C | 22°C | 25°C | 25°C | 21°C | 14°C | 9°C | 4°C |
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Columbia University
- American Dream
- Yankee Stadium
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