
Holiday rentals with a kayak in Lake Winnisquam
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Lake Winnisquam
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lake Winnisquam kayak rentals
Holiday House Rentals with a Kayak

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock
My girlfriends and I have chosen to stay here three years in a row for our annual girls weekend, which should tell you all you need to know. Clean, friendly and responsive hosts, great location for getting away to the quiet but easy drive to restaurants. Highly recommend!

Modern, waterfront home on Chalk Pond, NH
Despite some snow and a power outage, our family had a nice, relaxing Thanksgiving holiday at this property. The gas fireplace was a blessing and helped us stay warm during the outage. The house was well-equipped and had all amenities as advertised. Merrill was a great host!

Lakefront-Dock-Grill-Firepit-Wood Stove
Darryl’s house was extremely enjoyable. It had everything we needed, and we had a very relaxing time at the lake. It felt private, amazing views, and was very comfortable.

Waterfront home on Lake Winona & Private Beach
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!

Peaceful Lakefront Retreat
The house has beautiful views and access to the lake which made our stay wonderful, and we loved the close proximity to Wolfeboro so we could enjoy the local restaurants, shopping, and activities! The house was was clean and comfortable, and was well appointed with supplies and amenities. Erin was a pleasure to communicate with. She was prompt in responding to my inquiries and provided the necessary information to make our stay easy and enjoyable. The house is a gem and we look forward to coming back!

Coolest Condo on the Lake!
I recently stayed at a condo unit in Gilford, NH and had the pleasure of staying at Tracy's unit. It was in a clean, well maintained community, and when we arrived, I couldn't have been happier with the unit. It was beautifully furnished, comfortable, and exceptionally clean. It was 10 minutes from NHBank Pivillion where we were going, and many local eateries and places of interest in the area. I highly recommend this place to anybody looking for a quiet getaway on Lake Winnapausaukee.

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
The house is beautiful and the views are just breathtaking. From inside the house, you get a beautiful view of the lake and then the porch is amazing. You can kayak, use the paddle board or use the canoe. You can also sit by the lake and enjoy the campfire. The surroundings are very beautiful and peaceful. The host is very responsive, solved all our doubts and was flexible with us during check-in and check-out, which we appreciated very much. At check-in, we were greeted by a great bottle of wine and chocolates, which was a great touch. The house also has a ping pong table, books to read and board games. The kitchen was well stocked with the basics. We had an amazing stay, we highly recommend this property :)

Spacious Lakefront Home with Private Beach!
We were in the area for a wedding and needed a house that could accommodate 3 adult couples. Nadia's house was perfect! The 3 bedrooms were roomy and comfortable with queen/king beds. The downstairs living space was also large with enough seating for the 6 of us to gather. It rained the entire time we were there so we didn't get to enjoy the outdoor patio overlooking the lake (which is across the street) or the kayaks but I imagine in nice weather that would be a great place to hang out. The house is about 7 minutes to "downtown" Wolfesboro which sits between two lakes and has some quaint shops and a good number of restaurants, bars and bakeries/cafes. The local grocery store is located just on the edge of the downtown area. Nadia provided checkin info before we arrived so that process was seamless. If we were to go back to this area, we'd definitely stay at Nadia's again.
Cottages with a kayak

“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!

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!

Beautiful Lakeside Cottage
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!

Private Beach, Lake Front, Family Friendly Cottage
Loved our stay wish the weather cooperated. Our lab loved the water ❤️❤️❤️
Cabin rentals with a kayak

Hill Studio
Amazing stay, we had an amazing time. Would highly recommend anyone who wants a nice getaway to try this place.

Beautiful Serene Lake/Ski House with central AC
Natalia’s home was beautiful! We stayed for a winter ice fishing weekend with a few couples, including dogs and babies. The home was right on the ice, which was perfect for our purpose. There was plenty of space for everyone to spread out and be comfortable. The living room seating was particularly great- everyone always had a comfy spot to sit. We enjoyed our stay!

Winnisquam Cabin with shared beach, dock available
We loved our stay here. We would definitely come back again. Home is very clean and well prepared for guests. Marybeth was easy to reach and communicate with. We would highly recommend this home.

Little House on the Lake in the Forest
Wonderfully peaceful, tranquil setting on the lake, in the woods. Perfect for a quiet getaway to reflect and renew. Everything was exactly as described, and Laurel was a gracious and responsive host. The cabin was rustic yet newly refinished, very clean, well equipped. Enjoyed the screened in gazebo, loved sitting by the water as well, plus experiencing the lake in the canoe and kayak. Also enjoyed some great hiking and views at Mt Kearsarge which is less than 20 minutes away. And finally -- the sounds of the loons after sunset. Grateful for three days of renewal!

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!

The Conscious Cabin
Does the cabin look perfect in the photo? It's better. Does the yard look like the perfect place to forget the rest of the world exists? It is. Are the White Mountains a place that make you feel like the psychological mountains in your life are just a little smaller? They are. We don't have enough good things to say about the Cabin or communicating with Cassouki. It's rare to step into a space that feels like it was designed with intention on every level - from the scents in the air to the textures of the cabin to the quiet confidence in every object's placement. The Conscious Cabin doesn't just reflect a designers eye, it reflects a storyteller's heart. I've stayed in more than a few retreats, but this is the first one that felt like it had something to say--and somehow said it quietly enough to let us hear ourselves again. Stay here.

Breezy Moose - A Frame Cabin/ Pet friendly
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.

Bear Cabin
We enjoyed our stay very much. The pond was beautiful, the people friendly. We relaxed on the patio taking in the views, listening to the frogs & loons. Hope to come back again!
Destinations to explore
- Portland Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Condo rentals Lake Winnisquam
- Pet-friendly rentals Lake Winnisquam
- Apartment rentals Lake Winnisquam
- Lakehouse rentals Lake Winnisquam
- Family-friendly rentals Lake Winnisquam
- Waterfront rentals Lake Winnisquam
- Rentals with a fireplace Lake Winnisquam
- House rentals Lake Winnisquam
- Rentals with lake access Lake Winnisquam
- Beachfront rentals Lake Winnisquam
- Rentals with outdoor seating Lake Winnisquam
- Rentals with a fire pit Lake Winnisquam
- Rentals with a washing machine and dryer Lake Winnisquam
- Kid-friendly rentals Lake Winnisquam
- Rentals with a patio Lake Winnisquam
- Rentals with beach access Lake Winnisquam
- Rentals with a kayak Belknap County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Attitash Mountain Resort
- Bear Brook State Park
- Franconia Notch State Park
- Diana's Baths
- Pats Peak Ski Area
- Dartmouth Skiway
- The Golf Club of New England
- Cranmore Mountain Resort
- Purity Spring Resort
- King Pine Ski Area
- Cannon Mountain Ski Resort
- Manchester Country Club - NH
- Breakfast Hill Golf Club
- Bald Peak Colony Club
- Ogunquit Playhouse
- Ragged Mountain Resort
- Tenney Mountain Resort