
Vacation rentals with a kayak in Orange County
Find and book unique kayak rentals on Airbnb
Top-rated accommodations with a kayak in Orange County
Guests agree: these accommodations with a kayak 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
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
Beaver Lake Escape
Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!
4.88 out of 5 average rating, 277 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
ECHO cabin - lakefront peaceful modern house
ECHO cabin is quiet waterfront property with your private access to the lake, amazing views, wood burning fireplace, outdoor grill and fire pit Only 60 miles from NYC 15 min drive from Mountain creek ski resort, waterpark and downhill biking 5 min drive from tiny Sussex airport for private planes and skydiving 5 min drive from Sussex town, local restaurants, diners and Arco supermarket 5min drive from free tennis courts Local hand pick fruit farms, horse ranch and alpaca farm
4.85 out of 5 average rating, 147 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
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 Orange County kayak rentals
House rentals with a kayak

Catskills Lakefront Haven w/ Hot Tub & Game Room
4.94 out of 5 average rating, 171 reviews
*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi
4.98 out of 5 average rating, 151 reviews
Lakefront Home in the Catskills
4.84 out of 5 average rating, 106 reviews
Cozy Cottage on the Lake
5.0 out of 5 average rating, 14 reviews
Starlight on the Lake
5.0 out of 5 average rating, 31 reviews
Lakeview House ~ Hot Tub, Firepit, Stunning Views
4.98 out of 5 average rating, 87 reviews
Luxury Lakefront Retreat Pedal Boat Kayaks Pet
4.75 out of 5 average rating, 8 reviews
3BR Lakeside Cottage Retreat • Hot Tub • Fire Pit
4.9 out of 5 average rating, 51 reviewsCottage rentals with a kayak

Cozy Lakeview Catskills Cottage Near Hiking&Skiing
4.97 out of 5 average rating, 103 reviews
Cozy Catskills Cabin w/Sauna & Spa - Pet Friendly
4.96 out of 5 average rating, 69 reviews
5 bedroom 7 bed Cottage Sauna, Lake, Hike & Winery
4.94 out of 5 average rating, 77 reviews
Renovated lakeside retreat-hot tub-swingset-fenced
4.93 out of 5 average rating, 46 reviews
Lake front house
4.89 out of 5 average rating, 106 reviews
Lake Front Property Sauna and Pool Near West Point
4.58 out of 5 average rating, 238 reviews
Modern Cottage on Orange Lake w/ Fireplace
4.71 out of 5 average rating, 48 reviews
The Cottage Farmhouse - Longer Stays
Cabin rentals with a kayak

Magical LAKEFRONT Cabin
4.92 out of 5 average rating, 131 reviews
Romantic Log Cabin in the Woods
4.83 out of 5 average rating, 293 reviews
Cozy cabin in Highland Lakes, NJ
5.0 out of 5 average rating, 42 reviews
Lakefront Log Cabin
5.0 out of 5 average rating, 30 reviews
Fireplace, Projector, Games. Perfect cozy getaway
4.95 out of 5 average rating, 87 reviews
Cascade-Cabin
5.0 out of 5 average rating, 26 reviews
Waterfront King on The Delaware River
5.0 out of 5 average rating, 12 reviews
Castaway Cove
4.9 out of 5 average rating, 29 reviewsDestinations to explore
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- Rentals with a kayak United States
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