Holiday rentals with a kayak in Philipstown

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Popular amenities for kayak rentals in Philipstown

House rentals with a kayak

Guest favourite
Home in Mount Tremper
4.96 out of 5 average rating, 103 reviews

Chef's kitchen, seclusion, and breathtaking views

ChristopherRating, 5 stars1 week ago
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.
Top guest favourite
Home in New Paltz
4.98 out of 5 average rating, 145 reviews

Perfect New Paltz Location!

MichelleRating, 5 stars2 weeks ago
We loved staying at this house! I gathered up good friends for a birthday weekend of art, biking, visiting a winery for music, and spending precious time together. The three bedrooms and two baths were perfect. One of my friends enjoyed the big bathtub! We loved the open great room with the windows towards the mountains. The host was super kind and responsive to my questions. I am still smiling and would recommend this place whole heartedly.
Top guest favourite
Home in Lake Hopatcong
4.97 out of 5 average rating, 123 reviews

Adorable quiet & cozy lakefront studio on dead end

ElyseRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Pine Plains
4.98 out of 5 average rating, 123 reviews

Twin Island Lake House • Hot Tub

KaiRating, 5 stars3 weeks ago
We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.
Guest favourite
Home in Rock Hill
4.91 out of 5 average rating, 169 reviews

Beaver Lake Escape

CharlesRating, 5 stars1 week ago
Clean and comfortable cottage across the street from a lovely small lake. Good communication, easy to find. Enjoyed walking the pups around the lake. Plenty of wildlife (deer, ducks) around.
Top guest favourite
Home in Claryville
4.99 out of 5 average rating, 123 reviews

The Blue House on the Hill Catskills

MarcieRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Monticello
4.93 out of 5 average rating, 217 reviews

Dancing Feather: Cozy Lake-Front A-Frame Chalet

NateRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Boonton
4.92 out of 5 average rating, 156 reviews

Boonton Revival- A restored treasure in NJ

NancyRating, 5 stars2 weeks ago
Eugene’s place met all our needs — bedrooms comfortable, backyard great. Eugene interesting and kind. Thank you!

Cottage rentals with a kayak

Superhost
Cottage in Kingston
4.8 out of 5 average rating, 173 reviews

Cottage with Private Deck on 8 acres of Woods

MattRating, 5 stars2 weeks ago
Cozy, quaint, cute space. Perfect for a couple or a single adventurer. Gorgeous location and amenities. Would happily re-book!
Superhost
Cottage in Cold Spring
4.96 out of 5 average rating, 23 reviews

Romantic Private Lake Art-Deco Cabin Hudson Valley

JamesRating, 5 stars11 months ago
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.
Top guest favourite
Cottage in Highland Lake
4.97 out of 5 average rating, 327 reviews

The Mountaintop Lakehouse that Time Forgot.

MaryBethRating, 5 stars2 weeks ago
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.
Superhost
Cottage in Red Hook
4.9 out of 5 average rating, 206 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

JenniferRating, 5 stars2 weeks ago
Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 106 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 starstoday
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
Guest favourite
Cottage in Ulster Park
4.91 out of 5 average rating, 180 reviews

Romantic House on a Magical Lake

VidhiRating, 5 stars2 months ago
Comfortable and clean with beautiful scenery - on clear days, you get a Mountain view across the lake! Highly recommend.
Top guest favourite
Cottage in Fairfield Beach
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars9 months ago
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.
Top guest favourite
Cottage in Narrowsburg
5 out of 5 average rating, 168 reviews

Upper Delaware River cottage

JohnRating, 5 stars4 weeks ago
My wife and I were looking for a relaxing, peaceful place to spend our wedding anniversary and John’s place more than delivered. The grounds were beautiful and the views were breathtaking. The house was clean and cosy with large windows for letting in the sunlight and fresh air. The sounds of the river were incredibly calming. Leave the white noise machine at home and let the river sing you to sleep! Our dog had plenty of room to run around the property and she loved daily visits to the river, as we did too. The nearby town had some nice restaurants that John recommended, the Heron being our favorite! We had everything we needed and plenty of accommodations were provided, but it was clear that if you needed anything, John would make it happen for you. We loved this place and would absolutely stay there in the future.

Cabin rentals with a kayak

Superhost
Cabin in Delhi
4.77 out of 5 average rating, 206 reviews

Dekeman Acres Cabin

WesleyRating, 5 stars2 weeks ago
We stayed over Memorial Day Weekend, '25. Wanted a quiet getaway for the four of us: my wife and myself, plus our adult daughter and our high school aged daughter. This property delivered. Quiet mix of woodlands and farm. Babbling brook right outside the back door. And it was a short drive to Delhi, which was a lovely little town.
Guest favourite
Cabin in Ferndale
4.92 out of 5 average rating, 222 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

MatthewRating, 5 stars4 days ago
Jill’s place was beautiful , cozy and unique. She was very accommodating with any questions we had, and the area had lots to offer. We drove through the mountains, checked out the historic Woodstock grounds, and went to many of the really cool breweries that were suggested. We also really enjoyed playing many of the records that she had while enjoying sunsets from the lake view of the house. Definitely would recommend and would love to come back for a visit
Guest favourite
Cabin in Huguenot
4.94 out of 5 average rating, 269 reviews

Tranquil Lakefront Cabin!

CaleRating, 5 stars2 weeks ago
Very nice house, good fishing and wildlife nearby. A little closer to the neighbors than expected, but overall a great place and would love to come back
Superhost
Cabin in Wantage
4.85 out of 5 average rating, 136 reviews

ECHO cabin - lakefront peaceful modern house

VictoriaRating, 5 stars7 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 favourite
Cabin in Roscoe
4.99 out of 5 average rating, 135 reviews

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

JoyRating, 5 stars2 weeks ago
Amazing stay with incredible amenities! The house was super clean and spotless upon arrival. Beautiful property - you won’t want to leave! The host is super accommodating and provides thorough instructions for the amenities. Wonder is a thoughtful host and prepares you with all the tools/info you need to make your stay perfect. We used all three of the hot tub, cold plunge and sauna - it’s an immaculate setup. It rained most of our stay and the amenities kept us happily preoccupied all weekend.
Top guest favourite
Cabin in Cochecton
5 out of 5 average rating, 133 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

RobRating, 5 stars3 months ago
Julie's place was the perfect winter getaway. The fireplace, hot tub and sauna warmed us and the very well-equipped kitchen enabled us to prepare great meals. The house was beautiful, with two living rooms for different activities and energy levels, a game room downstairs, a dining room with a large table and chairs, and comfortable furniture and beds throughout. Julie texted me to make sure that our every need was met. We had a snow and ice storm, and she had the driveway and walkways plowed, shoveled and sanded twice, and kept plenty of salt on-hand. We hope to return sometime in warmer weather so we can enjoy the pond, too.
Top guest favourite
Cabin in Kingston
5 out of 5 average rating, 212 reviews

Lakeside Cottage: Boulder's Bluff

AlexRating, 5 stars7 months ago
We loved our stay at Ed's cabin. it is a real gem and perfect for a long weekend away. we loved the fireplace, the rocking chairs, the windows with views out onto the lake that make you feel like you're right over the lake and in the trees. there were nice restaurants and hikes in the area, but we were perfectly content watching the lake and reading from the cabin. Ed was perfectly accommodating and extremely generous with his space, couldn't recommend more highly.
Superhost
Cabin in Lake Huntington
4.77 out of 5 average rating, 266 reviews

Country Cabin on 115 acres Cabin #2, with WiFi

MelissaRating, 5 stars2 weeks ago
Stanzonis Cabin #2 was a perfect getaway to both enjoy a concert at Bethel Woods (minutes away!) and enjoy some family time with our three younger kids. The Lake Huntington access and area Stanzonis has set up was fantastic! Such a nice bonus of staying with them. We lucked out with weather so we had the wonderful ability to enjoy the grounds and even have a fire in the pit. Tons of fire wood on the property to pull over and keep it going for hours. SO relaxing! Would definitely stay here again!

Quick stats about holiday rentals with a kayak in Philipstown

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹4,308 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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