
Holiday rentals with a kayak in New Milford
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Top-rated rentals with kayak in New Milford
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House rentals with a kayak

Waterfront Three bedroom in Saugerties w/ Hot Tub
We stayed at Georgia's beautiful home for a weekend with another couple. access to home was easy. Home was clean and ready for us. Property/ view was stunning. right on the water. We spent sometime in the gazebo one morning when it was driving outside. The hot tub was awesome. we had some great meals in town. . fabulous trip! thank you.

Lake front retreat - Stylish Berkshire home
We had a wonderful time at this beautiful lake house! The home itself is lovely—spacious, comfortable, and perfect for a family getaway. The lake and boats were a big highlight for us, offering plenty of fun and relaxation. Our host was incredibly responsive and helpful throughout our stay. While there were a few small things that needed fixing, she addressed them right away and was very communicative, which we really appreciated. Overall, it was a great experience and a memorable holiday for our family. We’d definitely love to come back!

Charming Waterfront Lakehouse
I’m so coming back to this ideal location for a getaway. Angela was an excellent host. Beautiful house by the lake.

Creekside Cottage
We had the best long weekend, the house is immaculately clean and so peaceful. Enjoyed sitting in the screened in porch looking out at the water. Wish we could have stayed longer! The area is beautiful, lots to do. Would definitely go back for another stay!

Direct Lake Access - Priv Dock, Kayaks, EV Charger
Helen’s place is exceptional— on the water, comfortable, fun. Many things to do including fishing and kayaking!

Lakefront +pets +skiing +bbq +firepit +games
We had an incredible stay at Frank’s place. Rarely do airbnbs exceed our expectations, and this one blew ours away. It was so much nicer than the photos. The lake view, the renovations, everything. We will 100% be back

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
We had a lovely stay at Roger and Amy’s place. The location was great - close to Southampton, a short drive from Sag Harbor etc. The home is charming and comfortable. The kids loved the heated pool and spent hours in it every day. Roger and Amy were also super responsive, with advice and help when we needed it including with a very sweet gift for our 3 year old whose birthday we were celebrating. All in - a phenomenal time!

Waterfront Lake House
We had a great long weekend stay at Brian's place with our dog. The view of the lake from the house was incredible. The entrance down the stairs gave us a very private area for us to spend time enjoying the surroundings. The place itself was very clean, had everything we needed and Brian was great at communication the whole time. We couldn't believe this was only an hour or so drive from NYC. We would definitely stay again!
Cottage rentals with a kayak

Cottage with Private Deck on 8 acres of Woods
The stay at Ashlie’s was just perfect. The cabin is so intimate and secluded, but very close to everything you might wanna check out! Ashlie was very friendly, I would definitely stay again!!

Longview Lakehouse - 5 min walk to private beach
Very clean, great communication, and a perfect little lakeside getaway for a young family. Our son loved all of the books and toys, and the golf cart was a HUGE hit! Christienne was very responsive and a great host. We had a great time. Would stay again! Add the new Indian spot nearby to your restaurant list! Sooo good! And #thecafe is a must go-to for breakfast. :)

Waterfront Joshua Cove Cottage with private beach.
A truly lovely spot! Quiet, relaxing and comfortable. We enjoyed the view of the water, reading on the patio in the lounge chairs and sitting on the bench overlooking the beach. We would love to come back again.

The Cottage at Indian Cove
This was a lovely cottage and location, part of a private beach community, on a very quiet road, with partial views of the Long Island Sound. Gail was thoughtful to put out a nice welcome basket and some cold sodas and bottle water in the fridge. Perfect spot for two to three people. Close to Guilford main green, dock and nearby Stony Creek and Madison. We didn't make use of the bikes and kayaks bc it rained in the mornings, but we enjoyed one of the two beach just a few minute walk away. Jacob's cove area is a gem.

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!

Vintage Bolton Lake
For seven days, the earth stood still with me in this little cottage on the lake. Listening to the rain falling on the trees, watching the water ripple across the lake and feeling the breeze hit my face on the deck were what I needed to rest for a bit in this quiet oasis. Thank you, Jason, Adam and Xavier, for such a peaceful experience!

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.

Waterfront, Wooded Cottage on Candlewood Lake
This spot was absolutely wonderful. The lake was wonderful, fireplace was a perfect touch proximity to the elephants trunk flea market was a dream and don and Roz were a pleasure to work with. Local pizza from a menu in the cabin was perfect. I could write a novel on how much we loved this place. Definitely coming back. It was a pleasure :)
Cabin rentals with a kayak

Cascade-Cabin
The location exceeded all expectations. This is one of the few Airbnb‘s that’s actually more beautiful than the pictures. Serenity at its finest. We were greeted by baby deer and a beautiful flock of birds that set the tone for an amazing weekend. Wineries and walks over the Hudson River are a short 20 minute drive away. Fantastic dining along the Hudson. Steve is a true professional host. He only took five minutes of our time and we figured everything else out. The fire pit was amazing with ample wood. Lake view and waterfall and ruins are even better in person than the pictures. The house is spotless and well designed with 2 incredible bathrooms. No cons. All pros. One of the few rentals I’d come back to.

Swim, fish, kayak & RELAX!
We stayed for a graduation near by, it was perfect for we were looking for. I wish the weather would have been a bit warmer to enjoy the water.

Cabin by the lake I Private Beach I Paddle Board
Very sweet cabin and lake area for a getaway. The cabin is nicely updated but still a rustic decor. Plenty of kitchen tools, coffee set-up, toiletries etc that are super useful. There is a private lake swim area that is a quick walk (4 minutes) from the house and a bigger town beach and also Bantam Lake a quick drive away. Nice dining (from casual to formal) and lots of ice cream options in the area. Our weekend was very hot so we only used the deck in the mornings for coffee but it was a lovely start to the day.

Rustic Cabin+ Private Beach Pond, Stars & Wildlife
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!

Secluded luxury: modern riverfront fishing cabin
My husband and I spent a long weekend at the cabin for our 10th Anniversary and we had the most peaceful, relaxing stay. The location is impeccable - very private, beautiful setting, close to nearby cute towns. We loved falling asleep listening to the creek and seeing the fireflies over the water. The cabin is adorable and well appointed. Finally, Sam and Catherine could not have been better hosts- very easy to communicate with, reached out with tips, and our dogs enjoyed running around together. We will absolutely 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 :-)

Lakeside Cottage: Boulder's Bluff
My partner and I couldn’t have enjoyed our stay more. The cabin is tucked away, but Edward’s clear instructions made getting there a breeze. It was spotless, thoughtfully stocked, and we felt genuinely cared for. The lake water was crystal clear, with wildlife all around. We took full advantage of the kayaks, rowboat, floats, and fishing gear, and ended each evening watching the sunset from the dock. The neighboring cabin was occupied by Edward’s family, but they were kind, helpful, and never intrusive—actually, their presence added a sense of comfort in such a secluded spot. It was the perfect weekend escape. We hope to be back soon! Thank you, Edward!

Modern secluded Log Cabin in woods-great location!
This is the second time we have stayed at Jim's place, and it is going to be an annual trip for me and my friends. The cabin is bright, well-equipped, and cozy. The cabin is quiet and secluded, but very close to the stores. Overall, a great experience. See you next year.
Quick stats about holiday rentals with a kayak in New Milford
Total rentals
20 properties
Nightly prices starting at
₹10,319 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Fairfield Beach
- Yale University
- Rye Beach
- Rye Playland Beach
- TPC River Highlands
- Minnewaska State Park Preserve
- Walnut Public Beach
- Thunder Ridge Ski Area
- Woodmont Beach
- Jennings Beach
- Bushnell Park
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- Centerport Beach
- Cedar Beach
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park