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 stars5 months ago
My family and I really enjoyed Elizabeth property very comfortable and quiet, we definitely thinking about coming back soon.
Superhost
Home in Glen Spey
4.9 out of 5 average rating, 31 reviews

Spacious Catskills Retreat w/Game Rm/Fenced/Deck

TorreyRating, 5 stars3 months ago
This is a wonderful stay if you are traveling with kids and pets. So much to do in the amazing basement. The property is fully fenced, allowing your doggo the freedom to roam! Great location. Plenty to do around town.
Top guest favorite
Home in West Milford
4.97 out of 5 average rating, 69 reviews

🛶 Lakefront Paradise with Your Own Private Beach🏖

StephanieRating, 5 stars4 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 Pine Plains
4.98 out of 5 average rating, 122 reviews

Twin Island Lake House • Hot Tub

CoryRating, 5 stars3 months 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!
Superhost
Home in Ulster Park
4.88 out of 5 average rating, 226 reviews

Entire lake house to yourself. Great for groups

MeganRating, 5 stars1 month ago
Scott's place was great. We were so relaxed and felt right at home. We will be going back which is the best compliment I can give an AirBnB. The views were beautiful!
Top guest favorite
Home in Matamoras
5 out of 5 average rating, 60 reviews

Waterfront Ranch on The Delaware River

Daniel M.Rating, 5 stars3 months 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.
Superhost
Home in Andover
4.78 out of 5 average rating, 37 reviews

Lakefront/boat dock/deep water!

JosephRating, 5 stars1 month ago
Very happy with the experience. There are stairs to get to the house but the house is as advertised and the owner was considerate and communicated well. We would return.
Superhost
Home in Greenwood Lake
4.85 out of 5 average rating, 143 reviews

Aster Place

AnitaRating, 5 stars1 month ago
the hosts were incredibly welcoming and attentive, ensuring we had everything we needed for a comfortable stay. the windows provided plenty of natural light and showcased the beautiful lake just outside. would love to come back in the summer to enjoy some more outdoor activities nearby :)

Cottage rentals with a kayak

Superhost
Cottage in Putnam Valley
4.95 out of 5 average rating, 154 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

KimberlyRating, 5 stars1 week ago
Our family really enjoyed our stay at this lake house. To wake up every morning to the gorgeous view of the lake and enjoy the surroundings created for a very relaxing trip. The house was well stocked with toiletries, towels and the coffee/tea station was a hit with our family. Would definitely come again, if in the area.
Superhost
Cottage in Kingston
4.8 out of 5 average rating, 169 reviews

Cottage with Private Deck on 8 acres of Woods

AlexRating, 5 stars3 months ago
This was one of the most magical little cabins me and my partner has stayed in!
Superhost
Cottage in Newton
4.98 out of 5 average rating, 42 reviews

Cozy and quiet lake front cottage with firepit

ValarieRating, 5 stars3 months 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 Poughkeepsie
4.91 out of 5 average rating, 342 reviews

Be in Nature at this Gorgeous Riverfront Cabin

MeganRating, 5 stars1 week ago
lovely cottage that is beautifully designed. loved the comfortable beds and chairs. thanks Mark for a great stay.
Superhost
Cottage in Ulster Park
4.91 out of 5 average rating, 179 reviews

Romantic House on a Magical Lake

DanielRating, 5 stars1 month ago
My family and I had a wonderful time at Gisela's lake house!! Her house was clean, cozy, and felt like home. Gisela was incredibly responsive, the property was very clean, and the views were amazing!! Checking in and out was quick and simple. The house is on the main road and only a few minutes from Kingston and is central to anywhere in the Catskills or Hudson Valley. I would recommend to anyone looking to enjoy the area.
Superhost
Cottage in Putnam Valley
4.89 out of 5 average rating, 267 reviews

Lakefront Cottage near Hudson Valley

JoRating, 5 stars2 weeks ago
Tony’s cabin is a perfect lakeside escape. The space is clean, well-designed, and bright with natural light. The fireplace is huge and beautiful. The large windows overlook the lake. A deck leads down to the little lakeside area where there are stand-up paddle boards and kayaks. The neighborhood is quiet and walkable with a nice beach area about 10 minutes from the cabin. Cold Spring is 20 minutes away and has yoga classes, great massages, coffee shops, and restaurants. There are seemingly endless hikes within 20 minutes drive of the cabin. We hiked a different park every day. We had the best time relaxing in the cabin and enjoying the beautiful surrounding area!
Superhost
Cottage in Bethel
4.96 out of 5 average rating, 103 reviews

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK

CristianRating, 5 stars2 weeks ago
Took a weekend trip with my family and it was such a beautiful and peaceful time. The view was amazing, the house felt comfortable too. The host was very responsive and attentive which was a bonus. We would definitely come back!
Superhost
Cottage in South Salem
5 out of 5 average rating, 101 reviews

Oscaleta Guest House: Lakefront Cabin

KerriRating, 5 stars5 months ago
The cottage is exceptional in every way. It’s stylish, cozy, efficient, and well thought out. The hosts that rent it are the icing on the cake though! We took advantage of all the opportunities for fun; canoe, fire pit, long walks, coffee on the patio, incredible nature watching, yoga, and meditation! You’ll want to move in as soon as you see it. The views from the main window are top notch! T and Karen really made the experience memorable and were more than accommodating, friendly, and all around good humans. Thank you!!!!

Cabin rentals with a kayak

Superhost
Cabin in Smallwood
4.85 out of 5 average rating, 179 reviews

Lake Front Catskills Lodge

SanyuktaRating, 5 stars2 weeks ago
We had an absolutely amazing stay at this cozy cabin by the lake! The location is perfect, peaceful, scenic, and surrounded by nature. One of the highlights was waking up to deer grazing right in the backyard. It felt like a nature retreat, and we loved just sitting on the porch with chai, watching them wander by. The cabin itself was clean, comfortable, and well-equipped with everything we needed for a relaxing getaway. The kitchen had all the essentials, and the living space was super cozy, especially with the fireplace going in the evening. The cabin is perfectly nestled right by the lake, which is literally in the backyard, such a dream to wake up to that view every morning. The fire pit was another highlight, we spent our evenings roasting marshmallows, sharing stories, and stargazing. A huge shoutout to Meghan, the host, she was so helpful and kind! She shared a bunch of local spots to check out. We’re already talking about coming back again!
Guest favorite
Cabin in Ferndale
4.92 out of 5 average rating, 208 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

AadhilakshmiRating, 5 stars1 week ago
My friends and I did a staycation for a weekend at Jill’s beautiful Airbnb. The place was very beautiful and comfortable! Jill was very proactive in sending information and very quick responding when we had a question. Definitely planning on going back!
Guest favorite
Cabin in Smallwood
4.96 out of 5 average rating, 126 reviews

Canoe•Lake Access•Paddle Boards•Renovated•BBQ

NaeemRating, 5 stars2 days ago
A beautiful place to stay, very quiet and clean, just wasn’t accustomed to no curtains but got adjusted to pretty quickly. Felt as if it were my own home at some point. Would stay again
Superhost
Cabin in Wantage
4.87 out of 5 average rating, 134 reviews

ECHO cabin - lakefront peaceful modern house

VictoriaRating, 5 stars4 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, 161 reviews

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

SophieRating, 5 starstoday
This place was so peaceful and gorgeous! We stayed here during the A Weekend in the Life event and it was such an easy drive into town and to all the activities. The house itself had great amenities and things to do! During our stay, the heater did break, but our host was on top of it. The house has a pellet stove that kept it toasty, so she had 5 bags of pellets delivered to the house for us, she had someone come out and service the pellet stove and she had someone come out to service the heat all in one day! They were accommodating and helpful. We also had our dogs with us who has plenty of space and the airbnb didn’t smell like dog. You couldn’t tell it was a pet friendly place. We loved it!
Superhost
Cabin in Kerhonkson
4.93 out of 5 average rating, 163 reviews

Cozy Cabin with Pond on Six Acres

JayvonRating, 5 stars1 month ago
We had an amazing valentines weekend and my dog couldn’t have had more fun ! This private cabin in the neck of the woods can truly be described as a real getaway ! It has a beautiful landscape and is strapped with everything we needed and more. After a full day of hikes in the local area, we found ourselves snowed in and enjoyed some card games. We had an outdoor fire in the stone pit and made some smores. Colleen and Julian were also super accommodating for us due to the weather conditions as well. They are beyond helpful ! Thank you guys ! Will definitely be back !
Guest favorite
Cabin in Saugerties
4.87 out of 5 average rating, 182 reviews

Private Woodstock Getaway w Hot Tub

ShiraRating, 5 stars1 month ago
We enjoyed our 3 night stay at Marta’s place. It had everything we needed, clean comfortable beds, kitchen with all necessary equipment, clean and modern bathrooms, a lot of games and books, a cozy living room with a fireplace that created the best atmosphere. We spent our time playing games with the kids, relaxing and cooking. The place is definitely recommended and super close to stores, restaurants, just a quick drive to center of Woodstock. Thank you Marta 🙏
Guest favorite
Cabin in Monticello
4.93 out of 5 average rating, 131 reviews

Cozy Catskills Cabin

MariRating, 5 stars3 weeks ago
Wonderful stay beautiful house , the sunroom gives you an opportunity to relax among nature which was exactly what we were looking for during this getaway would love to return during warmer weather. The record player was a nice touch I even found a record with a song titled just like my full name crazy coincidence was nice to spend my bday listening to these old records. Thank you so much for bring a great host !

Quick stats about vacation rentals with a kayak in Philipstown

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 before taxes and fees

  • Total number of reviews

    1.4K 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

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  2. United States
  3. New York
  4. Putnam County
  5. Philipstown
  6. Rentals with a kayak