Vacation rentals with a kayak in Philipstown

Find and book unique kayak rentals on Airbnb

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Popular amenities for Philipstown kayak rentals

House rentals with a kayak

Guest favorite

Home in Putnam Valley

4.92 out of 5 average rating, 12 reviews

Lakehouse Woodland Retreat

MildredRating, 5 stars3 months ago
My family and I really enjoyed Elizabeth property very comfortable and quiet, we definitely thinking about coming back soon.
Guest favorite

Home in West Milford

4.97 out of 5 average rating, 69 reviews

🛶 Lakefront Paradise with Your Own Private Beach🏖

StephanieRating, 5 stars2 months ago
Everything was perfect ! My family and I had a great time. Looking forward to staying here again in the summer.
Guest favorite

Home in Jefferson

4.96 out of 5 average rating, 110 reviews

Adorable quiet & cozy lakefront studio on dead end

JoanneRating, 5 stars1 week ago
Such a cute, clean, and cozy place. We loved the outdoor setup. Definitely going back for the summer. 😊
Guest favorite

Home in Pine Plains

4.98 out of 5 average rating, 122 reviews

Twin Island Lake House • Hot Tub

CoryRating, 5 stars4 weeks ago
Anne Marie's place was exactly what we were looking for! It is extremely well stocked, with everything you might need, from kitchen appliances, extra blankets, many towels, etc. The surroundings were gorgeous and the area is very quiet and peaceful. Anne Marie was friendly and very responsive, answering questions quickly and flexibly. We can't wait to come back!
Guest favorite

Home in Greenwood Lake

4.98 out of 5 average rating, 104 reviews

Your lakefront castle awaits you …

Cremene/RicardoRating, 5 stars4 weeks ago
Truly enjoyed our stay. House, location and communication were all top notch.
Guest favorite

Home in Matamoras

5 out of 5 average rating, 60 reviews

Waterfront Ranch on The Delaware River

Daniel M.Rating, 5 stars1 month ago
Krystyn was very responsive with any questions that we had. The place is beautiful and very peaceful. We didn't need to text Krystyn once during our stay there because anything we needed was provided. Our family had an amazing and very relaxing weekend. We would definitely come back here again.
Guest favorite

Home in Danbury

4.92 out of 5 average rating, 37 reviews

Lake Front Luxury

AshnaRating, 5 stars4 days ago
I enjoyed my stay very much it was just what my family needed the house was homey and neighborhood was calm and quiet
Superhost

Home in Putnam Valley

4.73 out of 5 average rating, 37 reviews

The Blue Lake House!

Kevin Rating, 5 stars2 months ago
Paula's home was the perfect weekend getaway for my family, and the only thing better than the location was the weather. We were able to enjoy the beautiful lakefront and walk around the neighborhood as well as enjoy all the sights to see in the neighboring town. The house was spacious enough to relax while also having fun and making new memories. We would love to stay here again in the future!

Cottage rentals with a kayak

Superhost

Cottage in Putnam Valley

4.95 out of 5 average rating, 146 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

CharlesRating, 5 stars1 week ago
Such a great time! No problems throughout our whole stay, and it was more than we could've imagined. Went up during winter and the snow + lake freezing over was beautiful!
Superhost

Cottage in Newton

4.98 out of 5 average rating, 42 reviews

Cozy and quiet lake front cottage with fireplace

ValarieRating, 5 stars1 month ago
My family and I rented Ava’s home over Christmas and it was the best AirBnB experiences I’ve ever had. The house was very well stocked and truly had everything we needed. We had a 5 year old with us and she loved all the toys available. The space was truly beautiful and Aga was responsive and proactive with everything. We knew just what to expect. Truly above and beyond a 5-star experience-we hope to find an open time this summer to return!
Superhost

Cottage in Roxbury Township

4.95 out of 5 average rating, 40 reviews

Charming, Waterfront, 3 Bedroom House

MarcellaRating, 5 stars1 month ago
We loved our stay at David’s lake house. The house itself was spacious and comfortable and the lake was steps away. It is a peaceful neighborhood and we enjoyed walking around the area. The kitchen was well equipped and we had everything we needed for our stay. I highly recommend David’s lake house.
Superhost

Cottage in Poughkeepsie

4.92 out of 5 average rating, 334 reviews

Be in Nature at this Gorgeous Riverfront Cabin

PoojaRating, 5 stars1 month ago
This was just what we were looking for - quiet, peaceful, relaxing getaway at a scenic location but still close to a ton of restaurants. Mark was a wonderful host and very responsive and the cottage was beautiful. We’d certainly love to be back some day.
Superhost

Cottage in Ulster Park

4.91 out of 5 average rating, 176 reviews

Romantic House on a Magical Lake

GarethRating, 5 stars1 month ago
A beautiful home right on Sturgeon Pool. Everything you need for a stay, convenient to New Paltz, Kingston, etc.
Superhost

Cottage in New Milford

4.97 out of 5 average rating, 68 reviews

Waterfront, Wooded Cottage on Candlewood Lake

DennisRating, 5 stars3 months ago
Our stay at the Lake House Cabin was nothing short of magical! This charming 1940s cabin offered the perfect backdrop for celebrating my wife's birthday with our adult children. The stunning views of the lake were a highlight, providing a serene and picturesque setting that made our family gatherings truly special. We loved the easy access to kayaks and a canoe, which allowed us to explore the water and create lasting memories together. The cabin itself was cozy and well-appointed, making us feel right at home. We appreciated the blend of rustic charm and modern amenities, which made our stay comfortable and enjoyable. If you’re looking for a place to reconnect with family and enjoy nature, I can't recommend this lake house highly enough. We left with full hearts and plans to return!
Superhost

Cottage in Hopatcong

4.86 out of 5 average rating, 69 reviews

Live Lakeside @ToesUp

MikeRating, 5 stars1 month ago
Exactly as described. Beautiful view, area, and peaceful. The wood stove was an added plus given the cold snap while we were there, and the firewood was plentiful. Pearce was a very responsive host. Would definitely stay here again.
Superhost

Cottage in Hopatcong

4.94 out of 5 average rating, 32 reviews

Lake Hopatcong cottage with dock; Permit #2024-7

HectorRating, 5 stars1 month ago
We had an amazing time, everything was as described by the host Eric who was always on top of everything we needed. We loved the area, and we'll definitely come back.

Cabin rentals with a kayak

Superhost

Cabin in Smallwood

4.85 out of 5 average rating, 174 reviews

Lake Front Catskills Lodge

AudraRating, 5 stars2 weeks ago
We had a great stay at Meg’s cabin. It was so peaceful and the views were beautiful. Cabin was clean and cozy, exactly as pictured. Will definitely be going back in the future!
Guest favorite

Cabin in Ferndale

4.92 out of 5 average rating, 200 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

MollieRating, 5 stars1 week ago
we had such a wonderful relaxing stay at Jill’s cabin! the house felt very homey & nostalgic in the best way possible. the property and location are beautiful, and we cannot wait to return in the summer to enjoy the lake. Very kind & responsive host, also the home is really well stocked which was great as we made majority of our meals utilizing the kitchen!
Guest favorite

Cabin in Jefferson

5 out of 5 average rating, 38 reviews

Private lakefront log cabin

CindyRating, 5 stars2 months ago
The view blew us away. So peaceful even the kids 14,12 and 5 didn't want to leave. The stairs are something I stayed away from, too dangerous for me so I stayed downstairs. Easy fix. We will be back!!! Thank you Corrine 😊
Guest favorite

Cabin in West Milford

4.99 out of 5 average rating, 155 reviews

Peaceful Lake Front Log Cabin- Sleeps 7 in 3 rooms

AmberRating, 5 stars1 week ago
My husband, son and I had a wonderful little getaway. Elise provided us with restaurant recommendations, the home was stocked with essentials, it was close to grocery stores and food. Elise also made sure the walkway and driveway were cleared after it snowed.
Guest favorite

Cabin in Smallwood

4.96 out of 5 average rating, 123 reviews

Renovated Cozy Chic Catskills Cabin w/ Fireplace

PaulaRating, 5 stars4 weeks ago
If you're looking for a peaceful getaway from the hectic life of New York City, look no further than Melinda's place! Not far at all from the city, her place was super cozy and located in beautiful surroundings! We arrived during a very cold night, and we instantly felt at home - vibe was very welcoming with the holidays decor adding a special touch! Everything was very well organized, clean and according to pictures. The many windows allow plenty of light in, and allow us to enjoy the beautiful outside even from inside. Melisa was a great host, responding promptly any questions we had and sharing tips and clear instructions. I'm looking forward to coming back and being able to enjoy the place during all the other seasons!
Superhost

Cabin in Wantage

4.87 out of 5 average rating, 134 reviews

ECHO cabin - lakefront peaceful modern house

VictoriaRating, 5 stars2 months ago
Very cozy, private, clean and feellikehome spot. Beautiful house on the lake with everything you need. Definitely would stay there again and recommend to everyone who is looking forward for a little getaway from busy life. Great host, responds quickly if any questions, clear instructions and info made my stay super comfortable and memorable. Great experience.
Guest favorite

Cabin in New Milford

4.95 out of 5 average rating, 148 reviews

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

AllisonRating, 5 stars3 weeks ago
We booked Jordyn’s cabin in search of a quiet place to rest and relax over the holidays, and her home certainly delivered! The cabin is cozy, and the surroundings are beautiful and serene. From falling asleep to the sound of the creek to relaxing by the fire, it was exactly what we needed. In addition to the cabin being spotless, Jordyn is responsive, proactive, and provided clear directions on how to access the cabin and use the indoor fireplace and outdoor wood-fired hot tub. We’d recommend the cabin to anyone looking for a peaceful getaway. Thank you, Jordyn!
Superhost

Cabin in Kerhonkson

4.93 out of 5 average rating, 162 reviews

Cozy Cabin with Pond on Six Acres

NadiaRating, 5 stars2 months ago
Perfect place to relax and enjoy nature. Cute cozy cabin with a wonderful fireplace. Close to several beautiful hikes. Very responsive hosts. Would definitely book again!

Quick stats about vacation rentals with a kayak in Philipstown

  • Total rentals

    10 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore