
Vacation rentals with a kayak in Shapleigh
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Top-rated kayak rentals in Shapleigh
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House rentals with a kayak

Waterfront Gem walkable to Restaurants!
a wonderful place to stay.

Whispering Pines, Shapleigh Pond
We stayed at the Whispering Pines house for a holiday weekend and loved it! The house was comfortable and peaceful with a beautiful view of the pond. We had a mix of rainy and sunny days, so we got to enjoy the kayaks and paddle boat along with the enclosed porch which looked right out at the pond. Erin was very quick to respond to any questions we had as well. Would recommend and would definitely stay again in the future!

Lakefront Retreat with Dock and Fenced in Yard
This home was perfect for our family stay for a local wedding. It was a quiet relaxing place on the water! We enjoyed kayaking and sitting on the swing enjoying the view. The home included everything we needed and was very clean, spacious and comfortable. I would highly recommend this home to anyone looking in this area!

Kayak to the Causeway-50s cottage with modern vibe
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.

Cottage on Pickerel Pond
We had a great time. Got to kayak around the pond several times. The jet skis and other motor boats and the gravel place were a little loud at times. That was my only complaint.

Waterfront Condo- Maine village retreat
Vacation condo on a cute lake with comfy beds and easy access to town! The host provided lots of great recommendations too. Perfect for shorter stays - long ones might be harder without a dishwasher or washing machine. Kitchen had all the basic amenities. We enjoyed our stay a ton.

Private Lakefront Haven: Your Cozy Lake Getaway!
We all had a great time despite the fact it rained almost the entire time. The house was comfortable and we found plenty of activities to do. House had everything we needed. If you’re looking for a place in this area, you can’t go wrong with this house. We’re looking forward to staying there again when we can. Thank you Melissa!

Spacious Belleau Lake House Amongst the Trees
My family and I had SUCH a wonderful time staying at Julia’s lake house! The space was perfect for the relaxing, simple family Christmas we had in mind. We kept joking that we’d just stay there forever😆 Julia was really friendly and quick to respond and we would definitely stay there again!
Cottage rentals with a kayak

Cozy Pondside Retreat with direct water access!
This place was really nice! Its on a beautiful lake with a lot to do! Jessica had plenty of kayaks, canoes, and life vests. The surrounding is beautiful and peaceful. The location is great with plenty of restaurants and shopping nearby. It's also very close to many great hiking areas Mt Washington.

“Stay Awhile in the Lake's Region”
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!

Cottage on the lake! Includes kayaks & rowboat!
This home at a lake was exactly as described, adorable, and the perfect relaxing getaway. You can't be more "on the water" without getting wet! Looking out over the lake in the morning with a cup of coffee, listening to the loons...awesome! Great location too as there are some great spots to eat nearby, simple drive to Portsmouth in one direction and Concord in the other. Our host was super informative and responsive, and the home was immaculate when we arrived. 10/10 would stay here again and would recommend!

Lovely cottage on Sunrise Lake, Middleton, NH.
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!

Completely updated detached cottage/Paugus Bay!
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.

Cottage with antique charm view & river HSI Wi-Fi
The cottage was an excellent place to stay, a clean comfy environment with a wonderful yard.

Hot Tub - Walk to the Beach - Mins to Mtns - Lakes
I had a nice stay at Alexa's. It's beautiful, quiet and ideal to get some rest while being surronded with nature. The best!

20ft from the Water with Mountain View!
We went for our baby moon. The location… ambience… all of it, created a relaxing and nice way to get away from the kiddos and celebrate adding an our third! We’ll come back with the kiddos next time though because the pond, paddleboards, and kayaks are more than worth it!
Cabin rentals with a kayak

Rustic Log Cabin on Pawtuckaway Lake
We had such an incredible stay! The first day was pretty rainy, but the house was so relaxing and comfortable that it didn’t matter - we enjoyed staying in and looking at the gorgeous view of the lake while doing jigsaw puzzles near the fire. When things did clear up, we had a great time playing in the yard snd kayaking. I was surprised at how quiet it was, especially during Memorial Day weekend. The beds were super comfy, kitchen was great, shower and tub were wonderful. Lisa left great instructions and checked in with us to make sure we had everything we needed. And she was very kind in allowing us a late checkout, which was very helpful with three young kids. I can’t wait to visit again!

Beautiful private cabin on Big Squam Lake
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!

Thompson Lake, No Cleaning Fee Pine Point Cottage,
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!

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

Lakeside Cabin Nestled in the Pines
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.

Get away at Crystal Lake
Had an amazing stay here, so wondering could go fishing at the dock, the basement was so fun to play pong and just hang out, loved being able to watch disney+, just overall a wonderful stay and amazing and friendly people.

Bear Cabin
This was the perfect location for my husband and in laws. It was so peaceful. Thank you for a beautiful place to vacation.

Maine Lakes-Pleasant Mt-Private Trails
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 vacation rentals with a kayak in Shapleigh
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
30 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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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- Story Land
- North Hampton Beach
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Attitash Mountain Resort
- Bear Brook State Park
- Diana's Baths
- Fox Ridge Golf Club
- Wentworth by the Sea Country Club
- East End Beach
- Cliff House Beach
- Palace Playland
- The Golf Club of New England