
Holiday rentals with a kayak in Wolfeboro
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Wolfeboro
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.
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Popular amenities for kayak rentals in Wolfeboro
House rentals with a kayak

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

Lakeside cabin w/ beach & dock
Amazing place to stay! Beautiful view right from the porch and plenty of room for everyone.

Lakeside Lodge - a waterfront home on Lake Winona
We were two couples and enjoyed our stay at the lodge. It is well organized and located in a beautiful setup on the lake. A relatively short 30 minutes drive allowed us easy access to the white Mountains attractions. Vanessa was proactive on closing the open space above the bedroom doors just before we came - so this issue as reported in some other reviews has gone away… in short - highly recommended!

In the Trees - NH w/ Lake Access
We had a wonderful stay at this cozy, comfortable, and peaceful home—perfect for our family of five! The space was quiet, private, and truly felt like a home away from home. It's in a beautiful location right by Lake Province, and we had almost everything we needed for our 3-night Easter weekend stay. Our older children attend UNH, and this was the perfect spot for us all to be together, relax, play games, and enjoy quality family time. We love to cook, and the brand new kitchen was gorgeous and a joy to use—we prepared three amazing meals together! Just a heads-up for fellow cooks: the kitchen is stocked with the basics, so if you're planning more elaborate meals, you might want to bring a few extra tools. The outdoor space was also a highlight! With beautiful weather all three days, we spent a lot of time outside enjoying the fire pit, string lights, grilling, eating al fresco, and just being together. We truly loved our stay and are already looking forward to coming back.

Peaceful 4 bedroom lakehouse retreat
We had a fantastic time staying at Justin’s home!

Waterfront with Game Room Pergola Firepit Downtown
The bed was so comfy! We had so much fun with the game room. It was such a cool addition

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
Great house, quiet and peaceful. Ivars was very responsive. Enjoyed our stay!

Waterfront Condo- Maine village retreat
We had a great stay! Loved the views and hot tub. It was so close to town but felt private with the privacy fence. Owners were very responsive! Thanks for a great stay
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”
I reached out to Bob about allowing one of my company crews to stay at his home, he allowed it which was awesome! The home was just as described, the crew were able to relax after working at a jobsite in the area and really enjoyed the home and the area. Bob was very responsive and easy to talk to. I will definitely be booking with Bob again when the crew needs to go back to the job site!

Cottage with antique charm view & river HSI Wi-Fi
Stephani was a great host! My friend group had a blast, the cabin was perfect and cozy especially after a day skiing at loon.

20ft from the Water with Mountain View!
my partner and i stayed here to just get away from reality for a couple days! this lakeside cottage is the perfect place to do so. we couldn’t decide if we wanted to go out and about or stay right in the cabin, it was so peaceful! thank you for hosting!

RK North : All season Waterfront cottage with dock
It was overall a tremendous experience. I would definitely recommend it!

Peaceful Lakeside Maine Retreat
The home was in a beautiful location and it was so peaceful to wake up and look out over the water. The beds were comfortable and there was lots of space for our group to hang out. The host was very accommodating and answered all our questions quickly. Highly recommend!

Peaceful Cottage on Maine Flower Farm
Perfect fall cottage so close to Portland! The cottage is so peaceful and quiet. But so close to Portland but you wouldn’t even know it. The farm is lovely and we took a walk down to the river on the property, it was so peaceful and so much land! If you are looking for a get away from a city, but want to be able to explore Portland and Kennybunks, this was the perfect spot. I don’t know if I’ve slept that good all year. Would definitely come back again. And we love Trooper the dog!

Private Beach, Lake Front, Family Friendly Cottage
Loved the place. Would definitely try to visit again!
Cabin rentals with a kayak

Little House on the Lake in the Forest
Im not someone of many words, but it was an unbelievably cozy and wonderful experience

Private cabin w hot tub,skiing,firepit & mountains
This is a beautiful home that is very well maintained and cared for. Alexa's cabin was a great place for 5 of us to gather, relax, and enjoy. Kitchen has everything you need, the hot tub is fantastic during a spring snowstorm, the beds were very comfortable, and it provided ample space for us.

Breezy Moose - A Frame Cabin/ Pet friendly
I can’t recommend this Airbnb enough! This place made us feel right at home. It was beautifully decorated, incredibly clean, equipped with everything we needed and even had some additional amenities (candles, clean blankets, grill accessories) that exceeded our expectations. The instructions for the home were clear, easy to follow, and the communication from Jerzy was proactive and kind. We truly settled in immediately. We were able to cook on the grill which was clean and easy to use, most neighbors had wood for sale that was purchased to build nightly fires, and the house itself was so comforting and peaceful. One of the best accommodations was being able to bring our pet who also felt right at home. We will 100% be back and can’t recommend it here enough! Thank you Jerzy!

Bear Cabin
Absolutely beautiful and peaceful stay. John and Cassie’s cabin was just as described and exactly what we were looking for. We drove up during a snow storm but the roads were plowed and well maintained. Very isolated and private but never felt unsafe or uncomfortable. Not too far from things to do but we were content enjoying the cozy relaxing home. John was quick to communicate with us if we needed anything and was very helpful.

Riverfront cabin between Portland & White Mtns.
As advertised, but perhaps a bit smaller than it appears. Great location, and the host was responsive.

Maine Lakes-Pleasant Mt-Private Trails
We had a great time here! The cabin was incredibly comfortable and cozy. We especially enjoyed the hiking trails out back!

Beautiful Log Cabin on Belleau Lake -2900 sqft!
The cabin on Belleau Lake was perfect for the Ice Fishing trip we did. Cabin was comfortable and lake was easy to access. Had an issue when we first got there but Julie responded right away and quickly resolved it. Overall the group had a lot of fun would definitely stay there again.

The SugarShack at Sweetwater
What an awesome spot! We will most definitely be back and stay longer next time. Can’t say enough how accommodating and welcoming Michele and Mike were. We enjoy riding the atv trails in the area and this location is perfect for that. You can ride to the trails from the cabin. The river is awesome, can’t wait to come back in the summer to enjoy it more ! Very clean and cozy.
Quick stats about holiday rentals with a kayak in Wolfeboro
Total rentals
50 properties
Nightly prices starting at
£67 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
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Pine Point Beach
- Squam Lake
- Moody Beach
- Cape Neddick Beach
- Goose Rocks Beach
- Jenness Beach
- Scarborough Beach
- Hills Beach
- Loon Mountain Resort
- Fortunes Rocks Beach
- York Harbor Beach
- Wallis Sands Beach
- North Hampton Beach
- Drakes Island Beach
- Attitash Mountain Resort
- Goochs Beach
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach