
Vacation rentals with a kayak in Philipstown
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House rentals with a kayak

Bright Lake House with Hot Tub, Kayaks & Firewood
Great lakeside gem in the Catskills and just about 15 mins from attractions like Bethel Woods, restaurants in Jeffersonville, Callicoon and Livingstonmanor. Enjoyed our stay in this private retreat with hot tub, fire pit and kayaks. Look forward to visiting again.

Chef's kitchen, seclusion, and breathtaking views
This is a great place to stay. We had eight adult men staying for a healing weekend and everyone had their own room. Location is fantastic, views gorgeous, and the amenities were thoughtfully appointed.

The Best Lake House! *Ask About Boat Use Promo*
This beautiful lake house is a lovely retreat from the chaos of the city. We spent the day lounging by the dock, and relaxing in the sun. It was awesome to have a full private bar with your own pool table right in the house!

Adorable quiet & cozy lakefront studio on dead end
We had a great time at Luz’s place. She was very responsive and proactive. The place itself is perfect for a couple and the views/lake access are the biggest perk. Very close to many great restaurants (all within a 7 min drive) and not far from other great places if you don’t mind driving a bit further. It was the perfect place for a long weekend and we hope to be back soon!

Beaver Lake Escape
Very comfortable stay. I would recommend if in the area

The Blue House on the Hill Catskills
Nora’s house stands out as one of the best that I have stayed in. It feels like visiting the home of a relative who has taken care to ensure modern comforts while preserving the character and history of the home. It’s full of antique furniture and special treasures from china plates to vintage games. The views are breathtaking from indoors or out, and the covered deck allows for grilling or lounging even in the rain. One note: the pull-down stairs to the loft are quite steep. We used it as a daytime clubhouse until our kids, ages 9 and 10, got the courage to sleep up there on our last night. We loved hiking along the creek and visiting the farm animals. Bring tall wading boots if you are visiting in cool weather! Although we could see the adorable pigs and goats from the living room, we thankfully couldn’t smell or hear them unless we went down the hill to say hello. Nora was helpful, responsive, and friendly. I am grateful to her for making our stay so special. Highly recommended!

Dancing Feather: Cozy Lake-Front A-Frame Chalet
Perfect place for a long weekend with our family. Plenty of space for the 5 of us and an absolutely beautiful location. Right on the water with access to multiple kayaks. Very peaceful setting with easy access to nearby towns like Monticello and White Lake.

Cozy & Spacious Country Home - All Seasons
This house absolutely reminded me of home and my childhood ! So lovely and clean. Absolutely love the heated pool ! This was the perfect house for our wedding at the Mohonk mountain house . Close and such a comfortable stay . We really enjoyed the outdoor porch sitting room . Thank you for a comfortable and wonderful stay .
Cottage rentals with a kayak

Cottage with Private Deck on 8 acres of Woods
Cozy, quaint, cute space. Perfect for a couple or a single adventurer. Gorgeous location and amenities. Would happily re-book!

Romantic Private Lake Art-Deco Cabin Hudson Valley
The area was absolutely beautiful. Valhalla Lake was private with stunning views. The cabin was exactly as it was described and the book of directions that was left for guidance was easy to follow.

Sunset Cabin Modern Home Kayak FirePit Lake Access
Was visiting the area from Chicago for a friend’s wedding. The place was in such a cute neighborhood. I loved taking morning walks with our pup to ball pond and enjoying the peacefulness of the surrounding neighborhood (which was quiet and friendly!). Upon arrival it was very clean and well organized. The plus was the fenced backyard so our dog Andee could enjoy relaxing in the grass. There were also a bunch of great restaurants nearby and easy to door dash. Overall really enjoyed the stay and would book again!

The Mountaintop Lakehouse that Time Forgot.
Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE
Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!

Romantic House on a Magical Lake
Comfortable and clean with beautiful scenery - on clear days, you get a Mountain view across the lake! Highly recommend.

Lakefront Getaway 1 Hr from NYC
I stayed for a month solo to focus on my projects & it was the most peaceful month. The house is contained in nature with a plethora of birds & animal life that I witnessed.. a crane fishing at the creek beside the house as I worked, a pair of woodpeckers hunting at the lawn, a chipmunk that lives under the house & has a morning ritual of its own. All while the lake boasted breathtaking sunsets. On the practical side, the kitchen was fully equipped with everything one needs to cook everyday, which I did. It was private & safe for a solo girl like me to stay a month. Amazon found its way to it no problem. And there are nice streets to take long walks which I did 1 hour a day. Very friendly neighbors, everyone waves at ya. The covered patio, working from the dinner table, waking up in the bedroom to the lake.. all main areas are flanked by beauty. Really was perfect for a solo getaway. Also wifi was very reliable. Keep in mind lake living = insects. They’re harmless. Highly rec renting!

Cozy Countryside Cabin Spa/Fireplace/Enclosed Yard
Our 2nd stay with this host. They are so caring & go above & beyond to make sure our stay is great. The house is super cute & very spacious. It’s very quiet & the huge yard is not only gorgeous but the perfect size for our dog. I wish I would have remembered there is a great big jacuzzi. I book my trip to Cold Spring around their availability. I highly recommend!!
Cabin rentals with a kayak

Lake Front Catskills Lodge
Absolutely gorgeous place. Was so peaceful and nice. Meghan was friendly and responded very fast when we needed something. Would love to come back and enjoying the kayaks on the beautiful lake again!

Charming Catskills Lakefront Home—2 hrs from NYC!
We had a great time at Jill’s place! The house had everything we needed and was super clean. The views out to the lake were beautiful and the paddle boards were a lot of fun! The nearest grocery store is about 8 minutes away, and the town of Liberty isn’t much further. The check in process was easy, and Jill is a great and responsive host. Also, there’s a sweet vinyl collection with a great sound system! Would definitely stay again!

Modern Nordic Designed Cabin
The Nordic Cabin was the perfect setting for my husband and I to celebrate our 22nd wedding anniversary. The cabin is beautiful and the modern design, furnishings, and decor really stand out. Instructions of how to get into the cabin and the pitcures provided made check in and check out a breeze. The kitchen was well stocked. A bottle of white wine and a few treats were left for us. The kitchen offered different spices, oils, milk, and eggs. Kitchen utensils, pots/pans, dishes, cups, glasses, etc are provided, as well as cleaning supplies. The bathroom was stocked with toiletries. We spent a lot of time relaxing in the cozy living room and slept well in the beautiful bedroom. Last, I have to say that the first time we opened the gate at night, after dinner in Warwick, and saw all of the outdoor lights on, really made it feel like we were entering an enchanted garden. Would definitely come back!! Thank you Kamil and Margaret!!

Lake Access•Canoe•Paddle Boards•Renovated•BBQ
Really charming cottage in the woods, and great, responsive hosts. Really had a nice time in this wooded and rural area, with two lakes nearby and the canoes on white lake. The cottage was clean and had a sleek, minimalist, scandanavian style (I felt like I was back in Sweden from years ago), which we appreciated! very peaceful at night and the AC worked great which helped out greatly on the hot days we were there. It's close enough to Woodstock museum/grounds, good food and laid back entertainment options in neighboring towns. Overall, a great stay, thank you!

Tranquil Lakefront Cabin!
Bruce was very hospitable and his cabin was lovely. It was a very homey vibe , we had access to the lake, boats, grill and fire pit. There were bugs, but that’s obvious with being in the woods. We had a lovely stay at this cabin!

ECHO cabin - lakefront peaceful modern house
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.

Cozy Cabin with Pond on Six Acres
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 !

Private Woodstock Getaway w Hot Tub
We had a wonderful stay at Marta's house. Everything was spotless, well cared for and thoughtful. The check in process was so simple and the house rules were easy to follow. The record collection was such a nice touch, especially on a rainy Saturday afternoon and the basement with a full media setup and games was perfect for a Saturday night in. The beds were comfortable, plenty of towels and amenities and the hot tub was great as well! The location was also great! Nothing bad to say about this amazing little spot :-)
Quick stats about vacation rentals with a kayak in Philipstown
Total rentals
10 properties
Nightly prices starting at
G$10,490 GYD 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
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- Times Square
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