Vacation rentals with a kayak in Westchester County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Westchester County

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Waccabuc

4.98 out of 5 average rating, 57 reviews

Modern Lakefront Home in Hudson Valley

Welcome to your modern lake house! This beautiful home sits on 4 secluded acres on a private lake with a private beach. It is perfect for a week-end get-away or a long-term rental. Close to Ridgefield, Ward Pound Ridge Reservation, and Katonah. Lots of hiking trails and nature preserves nearby! The house is a quick 1-hr drive from New York City. Only 25 minutes to ski and Thunder ridge or ice skate from the private dock. Waccabuc lake is also an excellent spot for ice and fresh water fishing.

Superhost

Serviced apartment in Nyack

4.95 out of 5 average rating, 87 reviews

Waterfront, River, Live Arts Events, Hiking

A SPECIAL place! Ranked One of the 10 Best small towns in the US! Amazing views & cascading gardens. Watch morning sunrises from your bedroom, living room (w/fireplace) or private deck (w/swing). Enjoy the setting sun's color palates while roasting s'mores at the fire pit Relax, BBQ, fish, kayak, bike trails, hike, shop and explore! Mountain Creek Ski resort only 1 hr. away. Book a massage with a local masseuse (extra fee) A calming place offering a true state of Zen!

Guest favorite

Home in Putnam Valley

4.99 out of 5 average rating, 71 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

Guest favorite

Guest suite in Putnam Valley

4.95 out of 5 average rating, 55 reviews

Peaceful lake and woodland retreat

Welcome to beautiful Lake Peekskill. This self-contained guest suite is situated in the entire lower level of a private house down several steps, featuring its own private door access, as well as parking on site. Guests can access the grounds of the house including areas to sit, a native wildflower pasture, and a woodland with wildlife including deer, foxes, and birds. Lake access is a 15-min walk away (or a 3-min drive) to a beach area where guests can swim, fish, and make use of two kayaks.

Camper/RV in Centre Island

5 out of 5 average rating, 4 reviews

Chic Airstream, private beach w/ Sauna, kayak+more

Welcome to your private slice of paradise at Centre Island Beachfront Retreat! Nestled on 2.5 acres of exclusive beachfront property in Oyster Bay, NY, this chic Airstream offers a unique blend of luxury and adventure. With amenities such as an outdoor sauna, full gym, yoga deck, and beach lounging areas, you’ll find everything you need for an unforgettable escape. Enjoy stunning sunset views, grill fresh meals on the outdoor BBQ, or explore the tranquil waters with the provided kayaks.

Guest favorite

Home in Putnam Valley

4.95 out of 5 average rating, 44 reviews

Waterfront Lake House

Your ideal fall lakeside retreat! Your ultimate foliage getaway! Immerse yourself in stunning, panoramic views of vibrant foliage from every room. Our lakeside retreat offers cozy, rustic charm, a full equipped kitchen, and direct access to nature. Relax by the fireplace or on the deck as you take in the breathtaking colors of each season. Steps from the lake for kayaking, fishing, or tranquil sunrise views. Book now to experience a unique escape surrounded by nature's beauty!

Superhost

Home in South Salem

4.83 out of 5 average rating, 29 reviews

Spacious Lake Home for Peace and Relaxation

Unwind at our lakefront retreat, just an hour from NYC. The perfect blend of relaxation and recreation. During warmer months, enjoy lake Waccabuc, our swim platform, kayak, canoe, and SUPs. Lovely evenings by the fire pit, stargazing far from the city lights and fantastic hiking trails year round. The private road is perfect for kids and dogs . With room for 12 guests, our home is ideal for families or getaways with friends. Book now and savor the tranquility of this lakeside gem.

Guest favorite

Home in Putnam Valley

4.98 out of 5 average rating, 57 reviews

Crystal Wave LakeHouse

Make some memories at this renovated, family-friendly Lakefront Oasis! Kayak, Swim, Boat & Fish on your own Peninsula with Lake Frontage on 3 Sides of the Property! Views of the Lake from Almost Every Window! Included is an extra 600 sq ft cottage that has been completely renovated for your enjoyment with a pool table. Utilized as a gaming room & yoga studio! There is a pullout sofa as well for extra guests with a bathroom a few steps away in the main house!

Guest favorite

Home in South Salem

5 out of 5 average rating, 9 reviews

Casa Luna Lake House

Enjoy a quiet, peaceful getaway at Casa Luna! Sits on a property with two separate cottages. Across the street from the lake and with numerous hiking trails and parks in the area. Enjoy a cozy fire at the cabin with the outdoor firepit. Only 4 miles to Le Chateau wedding venue. An easy 10-minute drive to Ridgefield, CT for groceries, tons of restaurants, and other activities. Close to numerous Metro North train stations for easy access to NYC.

Superhost

Home in Nyack

4.85 out of 5 average rating, 133 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more.

Guest favorite

Cottage in Putnam Valley

4.95 out of 5 average rating, 135 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

Superhost

Home in Stamford

4.85 out of 5 average rating, 73 reviews

Waterview House Walking Distance from Cove Beach

This is a spacious 5 bedrooms luxury home with water views located walking distance to Cove beach/park, tennis /basketball courts, ice rink. The house is perfect for a large family or a corporate retreat. If this property is booked for the dates you selected, click on the profile to see our other amazing properties in Stamford. Travelers looking for better rates may book directly on our website: Miami Luxury Access . com