
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.

Lakefront Bliss|Private Dock & Year-Round Retreat
Escape to our serene Sargent Lake retreat, where year-round adventures and relaxation await.Enjoy fishing,swimming,and boating in summer or cozy up after a day of skiing, snowmobiling, or hiking in winter.Nestled in the heart of Belmont,NH,this spacious getaway features a private dock,stunning lake views,and plenty of space for family fun. Perfect for nature lovers,families,and those seeking a peaceful escape,our home is your ideal destination to create lasting lakefront memories in every season

Hill Studio
Take it easy at this unique and tranquil getaway. This former Architect’s studio has been set up as a one bedroom guest house. It is a wonderful spot to relax and snuggle up next to the fire with your favorite book, beverage, or a special someone. The studio is very private with only the trees or maybe a visiting moose to see in. We are 30 min. to Ragged Mountain and Newfound Lake. We have a friendly dog and preapproved well-behaved pets are welcome. An all-wheel drive car is needed in winter.

Inclusive Forest Retreat Like No Other!
Relax in a hushed pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living luxurious with high end bedding, fresh bread & eggs from our farm, locally-roasted coffee, cream, ice, a hot outdoor shower (seasonal), firewood, marshmallows, battery-operated lights, and a wood-fired hot tub! Just a half mile from the Barn on the Pemi, and minutes from the lakes, rivers, and mountain trails. All you have to bring are your clothes!

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay
Family lake house built over the water on Lake Winnipesaukee. Great place for families and children. Only 9 min. to Gunstock Mountain for exceptional NH skiing. Close to many amazing hikes and set in the middle of world class foliage! Quiet, serene, and restful cottage that offers something for everyone. Whether is swimming, paddle boarding, and hiking in the summer or skiing, ice fishing and relaxing by the wood stove in the winter, this cottage will relax and revive you and your loved ones.

Mountain Lodge with Private Sauna
Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Kolelemook Cottage!
Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

Little Cottage - Private Lakefront
This lakefront cottage has it all! Charming 2-bedroom, 1-bath retreat in New Hampshire's scenic Lakes Region. Enjoy a year-round outdoor adventure or peaceful lakeside relaxation. 150ft of private waterfront to swim, kayak, or fish, a spacious yard with patios, grill, and a fire table. Nearby hiking trails, Gunstock Mountain, Highland Mountain Bike Park, and Lake Winnipesaukee. Just a short drive to top skiing resorts, restaurants, shopping, and more, your ideal base for every season.

Winnisquam Lake House
Welcome to the beautiful Winnisquam lake house. The house has a beautiful view of the lake from the porch, a few steps down to a beach with clean shallow water, soft sandy bottom for swimming and kayaking, Adirondack chairs on the deck. This home has everything you need to enjoy the lake during the summer, ski slopes in the winter. Completely remodeled kitchen, a huge living room, 4 spacious bedrooms, total of 2000sqft living space. Enjoy kayak, boats, hiking skiing biking, and more.

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Private Beach, Lake Front, Family Friendly Cottage
Our clean private sandy beach, with a gentle slope is perfect for all swimmers. Sawyer Lake is a fun community. Enjoy our fun lakefront cottage with the perfect layout. 15 min. to Gunstock, Weirs Beach & Tilton Outlets • Kids will want to stay downstairs with a walkout, Foosball table, board games, TV, and 2 gaming systems [XBox 360° & Wii] with games. • Adults relax in peace upstairs with 2 private bedrooms, living area, & wood burning fireplace. Ask about weekends.

Breezy Moose - A Frame Cabin/ Pet friendly
Welcome to the White Mountain National Forest. Take it easy at this unique and tranquil getaway. Cozy A Frame Cabin with AC situated on quite side road. Perfect for romantic getaway or family trip. House is situated for family of 3 (2 adults plus 1 kid). Minutes walking from swimming whole on the Baker River. Ideally located, 30 minutes to Loon & Cannon for skiing, and convenient to I-93 or I-91. Newly renovated and furnished. Pet friendly (pet fee).
Popular amenities for Lake Winnisquam kayak rentals
Holiday House Rentals with a Kayak

20 Mile Bay - Tuftonboro - Lake View

Lakeside Getaway~EV Charger~15mns to Gunstock

Winnisquam Landing | Lakefront | Water Views | A/C

Lovely home, across from lake, walk to Meredith

Snowy Acres

"The Cove" Waterfront Home on Lake Winnipesaukee

Immaculate Lake House Perfect for Entire Family

Waterfront Chalk Pond | Fireplace | Kayaks
Cottages with a kayak

Gorgeous Romantic Lakefront Getaway

Waterfront Cottage Private Dock | Kayaks | Rowboat

Cozy cottage near Gilford, lake access & hot tub!

Smokey Pines Camp

Lovely cottage on Sunrise Lake, Middleton, NH.

Waterfront Escape

1B Cottage w/Kayaks-Lake Winnipesaukee View/Access

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Cabin rentals with a kayak

Little House on the Lake in the Forest

The SugarShack at Sweetwater

Sunny Lakeside Cabin + Dock and Boats

The Conscious Cabin | Getaways + Retreats

Beautiful Serene Lake/Ski House with central AC

The Glamp Camp at Sweetwater

Bear Cabin

Beautiful private cabin on Big Squam Lake
Destinations to explore
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- Rentals with a kayak Belknap County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Footbridge Beach
- Dartmouth College
- Cranmore Mountain Resort
- Snhu Arena
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Ragged Mountain Resort
- Bear Brook State Park
- Waterville Valley Resort
- Crawford Notch State Park
- Attitash Mountain Resort
- Flume Gorge
- Echo Lake State Park





