
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.

Waterfront FamFriendly Lakehouse -Sauna & New Dock
Welcome to The Zen Den of New Hampshire! This waterfront property has 3 bedrooms, 2 bathrooms and enough sleeping arrangements for up to 12 guests to enjoy the impressive 2,000 sq ft of living space on 2 floors. An ideal accommodation choice for families and close friends looking for the ultimate Lakes Region experience! You’ll feel right at home from the moment you step inside. Enjoy a beautiful interior with high ceilings, comfortable furnishings, Wifi & smart TV's, and gorgeous lake views.
Outdoor spacesLocationSleep quality

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
ValueOutdoor spacesSkiing

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.
ValueLocationAccuracy

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!
ValueLocationBreakfast

The SugarShack at Sweetwater
Welcome to our off-the-grid cabin, sleeping 2-4 people with an upstairs loft & downstairs custom Murphy bed. It's equipped with lights, mini-fridge, Bluetooth speakers & an indoor/outdoor bar. Outside you'll find a private fire pit & charcoal grill, a shared outdoor kitchen pavilion w/ gas grill (stocked with cooking supplies) & the outdoor bathroom w/ a real flushing toilet, sink and outdoor shower. Access the Tooky River just steps away and enjoy plenty of space, privacy & beautiful scenery!
LocationValueHospitality

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.
ValueLocationQuiet

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.
LocationOutdoor spacesAccuracy

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).
LocationOutdoor spacesBarbecue

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.
LocationOutdoor spacesHot tub

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.
ValueOutdoor spacesHiking

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.
LocationValueHiking

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).
Outdoor spacesLocationSleep quality
Popular amenities for Lake Winnisquam kayak rentals
Holiday House Rentals with a Kayak

Lakeside Getaway~EV Charger~15mns to Gunstock
ValueLocationBeach

Hebron Historic Farmhouse
ValueOutdoor spacesParking

20 Mile Bay - Tuftonboro - Lake View
ValueOutdoor spacesParks

Enjoy Fall Foliage at the Lake
ValueLocationQuiet

Lovely home, across from lake, walk to Meredith
Outdoor spacesLocationComfort

Winnipesaukee Lakefront Luxury unit #2 w Hot tub
LocationValueNearby

Waterfront Chalk Pond | Fireplace | Kayaks
Outdoor spacesLocationNearby

Snowy Acres
LocationHospitalityAccuracy
Cottages with a kayak

Beautiful Lakeside Cottage
LocationValueCleanliness

Waterfront Retreat on Chalk Pond
ValueLocationLaundry

Waterfront Cottage Private Dock | Kayaks | Rowboat
Outdoor spacesLocationCleanliness

Gorgeous Romantic Lakefront Getaway
LocationValueCondition

Cozy cottage near Gilford, lake access & hot tub!
ValueLocationHiking

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Outdoor spacesValueNearby

Charming Mountain view w/ River HSI Wi-Fi / Pets
Outdoor spacesLocationBackyard

Lovely cottage on Sunrise Lake, Middleton, NH.
LocationOutdoor spacesQuiet
Cabin rentals with a kayak

The Conscious Cabin | Getaways + Retreats
ValueOutdoor spacesNearby

Little House on the Lake in the Forest
Outdoor spacesLocationAccess

The Glamp Camp at Sweetwater
LocationOutdoor spacesBeach

Bear Cabin
ValueLocationCleanliness

Beautiful Serene Lake/Ski House with central AC
Outdoor spacesLocationBackyard

Beautiful private cabin on Big Squam Lake
Outdoor spacesValueBeach

Rusnak Cabin
LocationValueHospitality

Harolds Camp: Lake Winnipesaukee Waterfront w/dock
Outdoor spacesLocationFamily
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- Condo rentals Lake Winnisquam
- Apartment rentals Lake Winnisquam
- House rentals Lake Winnisquam
- Lakehouse rentals Lake Winnisquam
- Rentals with beach access Lake Winnisquam
- Family-friendly rentals Lake Winnisquam
- Waterfront rentals Lake Winnisquam
- Pet-friendly rentals Lake Winnisquam
- Rentals with lake access Lake Winnisquam
- Beachfront rentals Lake Winnisquam
- 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
- Pats Peak Ski Area
- Footbridge Beach
- Dartmouth College
- Snhu Arena
- Tenney Mountain Resort
- Cranmore Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Pleasant Mountain Ski Area
- Bear Brook State Park
- Waterville Valley Resort
- Echo Lake State Park
- Diana's Baths
- Crawford Notch State Park
- Attitash Mountain Resort
- Flume Gorge





