
Holiday rentals with a kayak in Lake Winnisquam
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Top-rated rentals with kayak in Lake Winnisquam
Guests agree: these rentals with 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! Youโll 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.

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Hill Studio
Take it easy at this unique and tranquil getaway. This former Architectโs 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.

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.

The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

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. Itโs 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.

Waterfront Retreat on Chalk Pond
Enjoy the peaceful and beautiful setting of our waterfront home on Chalk Pond. Whether getting away with your family or a few close friends, it is the perfect retreat with the same comforts of home. With close to 100ft of waterfront, it is ideal for all seasons. You may find yourself kayaking, swimming, hiking, or just relaxing at the house your whole stay. It is close to Mt. and Lake Sunapee and ten minutes from the local attractions of New London. Check out the Paddle Inn!

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 โข Kids will want to stay downstairs with a walkout, Foosball table, board games, TV, and 2 gaming systems [XBox 360ยฐ & Wii] with games. โข Adults relax in peace upstairs with 2 private bedrooms, living area, & wood burning fireplace. Ask about weekends.

Lovely home, across from lake, walk to Meredith
Hilltop Lakeview Retreat is a quiet and private modern oasis! Across the street from Lake Waukewan and a short walk to Main St in Meredith, NH, this 4 bedroom 3.5 bath home sleeps 12! Well behaved dogs are allowed with a pet fee. A 3 minute drive gets you to the Meredith town docks and Hesky Park. Stroll through the local shops and visit the restaurants for a culinary delight. Take in the Meredith Sculpture Art Walk, or Weirs Beach is only a 10 min drive.

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 kayak rentals in Lake Winnisquam
House rentals with a kayak

Waterfront Chalk Pond | Fireplace | Kayaks

A-Frame in Private Lake Association

Beautiful Waterfront Home on Webster Lake!

Snowy Acres

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Peaceful Lakefront Retreat

Hebron Historic Farmhouse

Lake Winnipesaukee, Boat Slip, Dogs Welcome!
Cottage rentals with a kayak

Smokey Pines Camp

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

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

Completely updated detached cottage/Paugus Bay!

Kolelemook Cottage!

Waterfront Escape

Beautiful Lakeside Cottage
Cabin rentals with a kayak

Beautiful Serene Lake/Ski House with central AC

Little House on the Lake in the Forest

Beautiful private cabin on Big Squam Lake

Bear Paw

Quiet Lake Cabin w/ Kayaks, Firepit, Near Hiking

Cozy waterfront cabin Perkins Pond

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Bear Cabin
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- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Footbridge Beach
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Snhu Arena
- Cranmore Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Waterville Valley Resort
- Cannon Mountain Ski Resort
- Diana's Baths
- Echo Lake State Park
- Bear Brook State Park





