
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.

Hot Tub At Sunset View Farm (2 adults and 3 kids)
SPECIAL: Stay 3 nights get the 4th night FREE, (must inquire when making reservation to confirm free night) We allow no more than 2 adults. But we welcome families! This 2 bedroom space sleeps 3 kids (under 18) NO EXTRA FEES! Time to soak it all in! After a full day snowmobiling, skiing, mountain biking, climbing, or hiking, don't you just want to unwind in the hot tub? King bed in the master, bunkbeds in the middle room, and a full bathroom for bathtime! Also, a full kitchen and a 50" smart TV.

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.

Historic Schoolhouse c1866 Winter & Summer Dates
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

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.

Gunstock, skiing, hot tub, lake access & fire pit
Welcome to our cozy camp steps away from Sawyer Lake, offering access to 6 beaches. Enjoy our pedal boat and paddle board on the water. The camp features a fully equipped kitchen, grill, large back deck, and a screened-in front porch for relaxation. Minutes away from Bank of NH Pavilion for concerts, Tilton Outlets, Gunstock, NH speedway and Lake Winnipesaukee. Pet-friendly with a relaxing hot tub in the back. Perfect for a peaceful retreat or an adventure-filled getaway in nature!

Quaint lakefront; firepit, boat, kayaks, hammock
A peaceful retreat or fun-filled vacation. 160 feet of direct waterfront on crystal-clear Kolelemook Lake in the Sunapee watershed. Kayaks, paddle-boards, canoe, row boat — all provided! The house is 20 mins from ski resorts, x-country skiing, snow shoe trails, tubing. Optimal snowmobile location with several primary and secondary trails right down the street. Fully-stocked kitchen. Dishwasher. Washer/Dryer. Linens provided. Firewood provided. Complimentary bottle of wine.

Waterfront w Kayaks, Pool table, Pergola, Firepit
Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

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.

Highland Haus AFrame Lake Access Vintage 70s Charm
Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!

Lakeside Getaway~EV Charger~15mns to Gunstock
Discover Your Lakeside Escape at Lake Winnipesaukee! Welcome to your perfect home away from home in beautiful Laconia, NH! This brand-new, luxury 2-bedroom condo in the heart of Paugus Bay offers the ideal retreat for couples, small families, and outdoor enthusiasts alike. With stunning lake views, access to a day dock, and modern comforts throughout, it’s the perfect base to experience the very best of New Hampshire’s Lakes Region.

Tiny Lakefront Cottage
Escape to our beautifully redesigned cottage on serene Pequawket Pond, nestled in the heart of New Hampshire's White Mountains. This studio, one of just seven in a private association, offers maximized comfort and space just steps from the water. Enjoy complimentary use of our kayak and two paddleboards, or simply unwind on the patio with grill, soaking in the breathtaking pond views. Your perfect lakeside retreat awaits!.
Popular amenities for kayak rentals in Lake Winnisquam
House rentals with a kayak

Locke Lake Ski & Swim

Beautiful Waterfront Home on Webster Lake!

Bow Lake Family Getaway

Baby Chocorua A Frame in the mountains sleeps 8

Lovely home, across from lake, walk to Meredith

Lake Winnipesaukee, Suissevale Cabin

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

Newer Home on quiet 200 acre lake - sleeps 6
Cottage rentals with a kayak

Gorgeous Romantic Lakefront Getaway

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

Completely updated detached cottage/Paugus Bay!

Cottage w/ charm, mountain view & river HSI Wi-Fi

Waterfront Retreat on Chalk Pond

Seasonal lake side cottage

Large Private Lake House
Cabin rentals with a kayak

Cozy cottage near the lake

Beautiful Serene Lake/Ski House with central AC

Little House on the Lake in the Forest

Beautiful private cabin on Big Squam Lake

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

The Conscious Cabin | Getaways + Retreats

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Breezy Moose - A Frame Cabin/ Pet friendly
Destinations to explore
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- Rentals with a washing machine and dryer Lake Winnisquam
- Rentals with a fireplace Lake Winnisquam
- Apartment rentals Lake Winnisquam
- Family-friendly rentals Lake Winnisquam
- Waterfront rentals Lake Winnisquam
- Rentals with lake access Lake Winnisquam
- Rentals with beach access Lake Winnisquam
- House rentals Lake Winnisquam
- Lakehouse rentals Lake Winnisquam
- Rentals with a patio Lake Winnisquam
- Pet-friendly rentals Lake Winnisquam
- Flat rentals Lake Winnisquam
- Rentals with a firepit Lake Winnisquam
- Beachfront rentals Lake Winnisquam
- Rentals with outdoor seating 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
- Pats Peak Ski Area
- Weirs Beach
- Loon Mountain Resort
- Cranmore Mountain Resort
- Tenney Mountain Resort
- King Pine Ski Area
- Franconia Notch State Park
- Gunstock Mountain Resort
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Diana's Baths
- Waterville Valley Resort
- Bear Brook State Park
- Footbridge Beach
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Snhu Arena
- Crotched Mountain Ski and Ride
- Ice Castles




