
Vacation rentals with a kayak in Philipstown
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Top-rated kayak rentals in Philipstown
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Popular amenities for Philipstown kayak rentals
House rentals with a kayak

Lakehouse Woodland Retreat
My family and I really enjoyed Elizabeth property very comfortable and quiet, we definitely thinking about coming back soon.

Creekside Cottage
I’ve stayed in many Air BnBs and this was the top! Charming, beautiful, homey, there was a Christmas tree with games and puzzles under it and a fantastic gas fireplace. So cosy. Jenai was nice, responsive and accommodating. It was great during the winter but I can’t wait to stay there in spring or summer when the lake isn’t frozen. 5 stars across the board!

🛶 Lakefront Paradise with Your Own Private Beach🏖
Everything was perfect ! My family and I had a great time. Looking forward to staying here again in the summer.

Adorable quiet & cozy lakefront studio on dead end
Very cozy cute stay for 2 people. Sad the lake was frozen over during our stay, seems like the perfect summer booking!

Twin Island Lake House • Hot Tub
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!

Beaver Lake Escape
I left personal beginnings and I was notified right away. Great place.

Waterfront Ranch on The Delaware River
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.

The Blue Lake House!
Paula’s place was beautiful! We loved the quick responses, great communication, and easy check in. The winters views of the lake were great and the restaurant recommendations were a great touch. Highly recommend and would love to come back in the summer time!
Cottage rentals with a kayak

Private Lake House 1 Hour to NYC & Near Westpoint
Ben is an terrific host and his place is a real gem. It is located on a beautiful lake and it is an easy drive from the City. We loved the entire house. It has a really nice coffee bar and a high end bathroom in the primary bedroom. It is a great place to escape the City. Thanks for a great and easy stay and look forward to staying there again in the near future!

Cottage with Private Deck on 8 acres of Woods
This was one of the most magical little cabins me and my partner has stayed in!

Charming, Waterfront, 3 Bedroom House
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.

Be in Nature at this Gorgeous Riverfront Cabin
We really enjoyed our stay in this thoughtfully designed space! Incredibly kind and communicative host, and the property is so lovely!

Charming Lake House 1 hour from NYC
Chris’ place was immaculately decorated and felt peaceful! Beautiful spot right on the pristine lake, foliage being in peak season definitely made things even better. Close to fun fall towns like Sleepy Hollow and Cold Spring, but honestly could just spend every minute relaxing at the well-stocked home. You can tell Chris and his family take pride in their home and are happy to share it to price the best experience for their guests. Chris was quick to respond if needed and went out of his way to make a trip quickly to ensure we were properly taken care of at the home. 10/10 - would recommend!

Romantic House on a Magical Lake
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.

Live Lakeside @ToesUp
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.

Lake Hopatcong cottage with dock; Permit #2024-7
My most memorable experience was with Eric, who was an exceptional host. He maintained constant communication with us, ensuring our comfort throughout our stay. The house was exceptionally clean and beautifully situated. Notably, Eric meticulously prepared the accommodations and was attentive to our needs, even anticipating potential concerns. We highly recommend this experience, as it exceeded our expectations. We would rate it 10000 stars. Our overall experience was exceptionally positive.
Cabin rentals with a kayak

Charming Catskills Lakefront Home—2 hrs from NYC!
Just fabulous! We’ve stayed in lots of AirBnBs - but the cleanliness of Jill’s cabin was something else. Super clean kitchen and bathroom - not a speck of dust! The cabin feels very homely. You can really tell that Jill & her family love it. The beds were comfortable, the shower was great (she even provides shampoo etc) and the wintery views across the frozen lake were spectacular! We cooked all our own meals in her well stocked kitchen and enjoyed reading curled up on the enormous beanbags. All in all a very relaxing place to escape from busy lives. I bet it’s even better in summer when you can use the expansive deck and cook outside.

Private lakefront log cabin
Beautiful place with everything we need

Peaceful Lake Front Log Cabin- Sleeps 7 in 3 rooms
Elise's lake cabin was the perfect getaway! Spotlessly clean, wonderfully cozy, and Elise was a fantastic, responsive host. Highly recommend and hope to be back!

Modern Nordic Designed Cabin
Exactly as described. Wonderfully designed/furnished modern cabin right on the lake. High price point but hard to argue with everything provided from the complimentary wine, macaroons, flowers etc. Kamil was extremely helpful prompt with responses

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit
This is the perfect getaway if you just wanna get out of the city and unplug. The wood fire hot tub is a MUST! The hospitality and responsiveness from Jordyn is wonderful and greatly appreciated!!! We'll be back!

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 !

Secluded luxury: modern riverfront fishing cabin
What a great chill stay for Thanksgiving! Absolutely loved hanging on the deck with our baby and dogs (deck is enclosed), listening to the river and watching people fish. The cabin was very Scandi and it felt super peaceful and clean! We walked our dogs on some of the trails and they loved it. It felt cozy in the winter and can’t wait to try it out in the summer. Samuel and Catherine were super helpful and communicative. Loved it! They also left fresh eggs and a bottle of wine! 🧡

Private Woodstock Getaway w Hot Tub
Marta’s cabin was perfect for a long weekend escape for two families each with a toddler. Wish we could have stayed longer! We loved curling up by the fire place, listening to records (great collection, thanks!), playing games and puzzles, and soaking in the hot tub after the kids went to sleep. The kitchen was stocked with everything that one could need for cooking. Marta was responsive to any questions that we had prior to our arrival and during our stay. We were lucky enough to be there during a big snowfall and the kids loved playing in the snow outside - a plow came and the staircase was shovelled the next day so that we were able to get our cars out. Would definitely return!
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
1.3K 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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