Holiday rentals with a kayak in Madison

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Popular amenities for Madison kayak rentals

Holiday House Rentals with a Kayak

Guest favourite
Home in Conway
5 out of 5 average rating, 34 reviews

Hot Tub | Waterfront | Mt. View | Game Room | Luxe

MorganRating, 5 stars3 weeks ago
We stayed at this home for our wedding weekend and were genuinely impressed. Everything was clean, comfortable, and thoughtfully stocked. The hot tub heated quickly and worked great, the showers had excellent water pressure, and there were practical extras throughout the house like hair ties, toiletries, and more than enough towels. The house was cozy and every detail felt well-considered. We’re already talking about coming back for a future trip. This was the perfect place to stay.
Top Guest favourite
Home in Windham
4.94 out of 5 average rating, 141 reviews

Waterfront Gem walkable to Restaurants!

WindyRating, 5 stars3 days ago
a wonderful place to stay.
Top Guest favourite
Home in Denmark
4.99 out of 5 average rating, 97 reviews

Beautiful 4 season mountain retreat

AntoinetteRating, 5 stars1 day ago
We enjoyed our stay. Jill was easy to communicate with and flexible with us. The home felt like home and she has a lot of amenities that they offer for those that stay . It was clean and comfortable .
Superhost
Home in Madison
4.97 out of 5 average rating, 32 reviews

Secluded cozy family retreat, dog friendly!

SusanRating, 5 stars8 months ago
My family loved this house! The property is absolutely gorgeous! We enjoyed being close to Conway, but out of the crowds and traffic. The layout of the house gave everyone their own space, while also offering the downstairs area where we could all sit together and watch TV or play ping pong. The house feels very homey and welcoming--lots of cute touches. Even before we left, we were all talking about renting this house again next year, but for longer next time, so we could fully enjoy the pool, tennis court and lovely deck! Highly recommend!!
Guest favourite
Home in Wakefield
4.98 out of 5 average rating, 170 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

BinayRating, 5 stars1 day ago
We had an absolutely wonderful time at Julie's lakeside home for Father’s Day weekend. The setting was serene, with beautiful views of the water, making it the perfect spot to relax and enjoy quality time together. The home was well-equipped and comfortable, offering everything we needed for a memorable stay. Julie was a fantastic host, ensuring that our experience was seamless and enjoyable. We truly appreciated the peaceful ambiance and thoughtful touches throughout the space. Highly recommend for anyone looking for a lakeside retreat!"
Top Guest favourite
Home in Bath
4.98 out of 5 average rating, 103 reviews

Beautiful Three Bedroom Home with Incredible View

MariaRating, 5 stars3 days ago
Staying at this home was a wonderful experience. The house was in pristine condition, with everything clean and organized. The view was breathtaking and the photos on AirBnb represented the home well. Brittany was responsive and helpful, on-top of being kind and understanding. The coffee station was a real plus! We greatly enjoyed our stay and would return if possible.
Guest favourite
Home in Pleasantdale
4.98 out of 5 average rating, 163 reviews

Kayak to the Causeway-50s cottage with modern vibe

SharonRating, 5 stars1 month ago
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.
Superhost
Home in Conway
4.82 out of 5 average rating, 152 reviews

Hot Tub Haven: Dog-Friendly Retreat

JorgeRating, 5 stars1 month ago
Abbey’s place was amazing for a birthday getaway! Stayed with some friends and there was enough space for all of us. Felt right at home! Space looked just like the photos & Abbey was VERY quick to respond to any questions we had! Would recommend!

Cottages with a kayak

Top Guest favourite
Cottage in Alton
4.98 out of 5 average rating, 129 reviews

“Stay Awhile in the Lake's Region”

BeverlyRating, 5 stars3 weeks ago
We had a great time at Robert’s place. The home has everything you could want, and there are plenty of things to do in the area. It was a great home base for our weekend! The kids loved the game room!
Top Guest favourite
Cottage in Middleton
4.99 out of 5 average rating, 103 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StephenRating, 5 stars2 weeks ago
They were accommodating, flexible, and very gracious. They had an entire binder of information with details about where to find fans, towels, flashlights, how to work the shower, heat, grill, and about anything else you can think of. It also had emergency services, restaurants, places to have a good time, and good details about checkout expectations. Overall we were extremely happy with the property and our stay, and were honored by the personalization they did for us specifically as it was our Honeymoon and they wrote us a custom note by hand for when we arrived. Highly Recommended - Will Rent Again!
Guest favourite
Cottage in Laconia
4.94 out of 5 average rating, 110 reviews

Completely updated detached cottage/Paugus Bay!

ShaoyuRating, 5 stars7 months ago
We enjoyed a great weekend getaway at this place. Denise was a great host who were helpful and always quick to respond. The house is cozy and clean, perfect size for two adults. It is conveniently located while being private. We kayaked on Paugus Bay and hiked Mt Major. Would definitely come back again.
Top Guest favourite
Cottage in Thornton
4.95 out of 5 average rating, 158 reviews

Cottage with antique charm view & river HSI Wi-Fi

JonRating, 5 stars1 day ago
The cottage was an excellent place to stay, a clean comfy environment with a wonderful yard.
Superhost
Cottage in Lyman
4.83 out of 5 average rating, 103 reviews

RK North : All season Waterfront cottage with dock

EricRating, 5 stars2 weeks ago
A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto
Guest favourite
Cottage in Standish
4.92 out of 5 average rating, 119 reviews

Peaceful Lakeside Maine Retreat

TeaganRating, 5 stars3 weeks ago
Janet’s place in Standish was great and we could not have asked for a better host. Apart from the home itself, Janet was very friendly and responsive. She even proactively offered early check in / late check out, extremely unexpected and appreciated! Would absolutely recommend this BNB 10 times out of 10.
Guest favourite
Cottage in Buxton
4.97 out of 5 average rating, 145 reviews

Peaceful Cottage on Maine Flower Farm

TianaRating, 5 stars1 day ago
The cottage was so wonderful! The pictures did not do it justice, we appreciated the welcome bouquet made from her farms flowers! The grounds were so beautiful and peaceful. We wanted a relaxing getaway and that’s exactly what we got. The bed was so comfortable and we enjoyed the kayaks, fire pit, and bird watching! The location was far enough way for the privacy but a close drive to Portland and other must see locations. Jessica was responsive and communicative with any concerns. We cannot wait to come back and visit every season and cannot recommend the cottage enough!
Top Guest favourite
Cottage in Middleton
4.97 out of 5 average rating, 152 reviews

Beautiful Lakeside Cottage

JonathanRating, 5 stars4 days ago
My wife and I wanted to have a lakeside getaway to kick off the summer! The weather was a bit colder than we had hoped, so we ended up enjoying the cottage to its fullest, which was a much needed and relaxing stay with everything we needed right there. It was very cozy and the lakeside view was wonderful, especially in the mornings. The owner was also very responsive to messages, making the experience seamless. We hope to visit again!

Cabin rentals with a kayak

Superhost
Cabin in Holderness
4.87 out of 5 average rating, 105 reviews

Beautiful private cabin on Big Squam Lake

Pool HomesRating, 5 stars1 month ago
We had a wonderful stay and will definitely return! The cabin is lovely. My daughter enjoyed kayaking around the lake. We also enjoyed the science center, Walter’s basin, and birdwatching. Thank you!
Superhost
Cabin in Raymond
4.93 out of 5 average rating, 154 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

WaltRating, 5 stars8 months ago
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!
Top Guest favourite
Cabin in Oxford
4.94 out of 5 average rating, 134 reviews

Thompson Lake, No Cleaning Fee Pine Point Cottage,

BrentRating, 5 stars2 weeks ago
What an amazing hosts! When i check in they both came and visited and gave me a grand tour of things of the place. Showed where the lake was to kayak, recommended places to eat, and visited. Michael was quick to respond making sure i was doing great. I would totally go back and rent their place again! Thank you so much!
Guest favourite
Cabin in Barnstead
4.95 out of 5 average rating, 228 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

MeaghanRating, 5 stars2 weeks ago
Stayed here for the second time with our family of five, including two toddlers and a baby. The house/property is the perfect setup for us! Everything is safe for kids and on one floor. There are things like pack-and-plays, kid dinnerware, kid toys/books, and sand toys provided. The sandy beach is close enough that our monitor reached from the baby’s room during nap time. Our oldest calls it “the little house” and has been talking about it since the last time we stayed here a year ago. It is the perfect little getaway! 🙂
Guest favourite
Cabin in Waterford
4.94 out of 5 average rating, 159 reviews

Lakeside Cabin Nestled in the Pines

LindseyRating, 5 stars7 months ago
Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.
Guest favourite
Cabin in Harrison
4.99 out of 5 average rating, 127 reviews

Get away at Crystal Lake

Natalia Wilkin Rating, 5 stars1 month ago
Wonderful Stay in a Great Location! Zak and Emily’s house was exactly as described. It has a fully equipped kitchen, a grill, and a fire pit outside, making it perfect for relaxing evenings. The house is stocked with towels and other essentials, so we had everything we needed. There’s also a ping pong table, which was a lot of fun, and a great collection of movies for entertainment. Check-in was super easy, and the house is conveniently located across from Crystal Lake, offering a peaceful and scenic setting. Communication with Zak and Emily was excellent—they responded quickly and were very accommodating. Overall, it was a fantastic experience, and I would highly recommend staying here for a peaceful getaway. Thanks again, Zak and Emily!
Guest favourite
Cabin in Warren
4.92 out of 5 average rating, 114 reviews

Breezy Moose - A Frame Cabin/ Pet friendly

NicholasRating, 5 stars2 weeks ago
This beautiful A-Frame was a perfect weekend getaway. My girlfriend and I spent the weekend here and it was in a great location with perfect accommodations for two people. The place was clean with great amenities (grill, fireplace, etc.) Will definitely be hoping to return in the future / am eager to recommend this property to anyone.
Guest favourite
Cabin in Denmark
4.95 out of 5 average rating, 188 reviews

Maine Lakes-Pleasant Mt-Private Trails

BillRating, 5 stars1 day ago
Third visit in three years for a weekend fishing getaway. Great location, beautiful property. Excellent hosts. Looking forward to a return visit.

Quick stats about holiday rentals with a kayak in Madison

  • Total rentals

    20 properties

  • Nightly prices starting at

    $216 NZD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 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