
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.

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.

Cottage on the lake! Includes kayaks & rowboat!
Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, fenced in yard. Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided

Large Private Lake House
Spacious lake house with a private beach, directly on Lake Todd in Newbury, NH, located within the Lake Sunapee Region. Fish for bass, pickerel or swim/boat to one of the lake's three islands. Relax on the water or on one of the large decks overlooking the lake. Enjoy local outdoor activities such as hiking, biking, golfing, fishing & kayaking. Mt Sunapee ski area is only 10 minutes down the road. Enjoy ice skating and cross country skiing right out your door in the winter or cozy by the fire.

1B Cottage w/Kayaks-Lake Winnipesaukee View/Access
Quaint 1 bedroom cottage w/views of Lake Winnipesaukee available year-round. Our deck is literally on Lake Winnipesaukee and a 3 minute walk from the cottage. Here you will be able to enjoy gorgeous views, participate in lake activities such as swimming off our dock, using our kayaks, diving board, etc. The public beach is steps away, along with restaurants, ice cream, water sport rentals, mini-golf & entertainment. Perfect for couples or small family & is pet friendly. Cottage has heat & AC.

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.

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.

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!

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.

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.

Lovely cottage on Sunrise Lake, Middleton, NH.
A lovely lake-front cottage with a private beach on quaint Sunrise Lake! The house has a great view overlooking the water. Enjoy a beautiful morning view of the sun rising onto the lake with a cup of coffee or tea, grilling a tasty dinner on the deck, and toasting marshmallows in the fire pit for dessert. We also provide a double kayak so you can explore the mile-long lake from the easy launch point in front of the house.
Popular amenities for kayak rentals in Lake Winnisquam
House rentals with a kayak

Locke Lake Ski & Swim

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Lakefront Retreat w/ Hot Tub & Stunning Views

Winnipesaukee Beach Access Home w/ hot tub & sauna

Warm Lakefront Log Cabin · Hot Tub · Game Room

Tranquil Pondside Retreat

Peaceful Lakefront Retreat

Immaculate Lake House Perfect for Entire Family
Cottage rentals with a kayak

“Stay Awhile in the Lake's Region”

Smokey Pines Camp

Lake house with personal beach on Webster Lake

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

Waterfront Retreat on Chalk Pond

Completely updated detached cottage/Paugus Bay!

20ft from the Water with Mountain View!

Big Pine Cottage Lakefront Dock Kayaks & Firepit
Cabin rentals with a kayak

Beautiful Serene Lake/Ski House with central AC

Winnisquam Cabin with shared beach, dock available

Little House on the Lake in the Forest

Beautiful private cabin on Big Squam Lake

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Breezy Moose - A Frame Cabin/ Pet friendly

Bear Cabin
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- Apartment rentals Lake Winnisquam
- Rentals with beach access Lake Winnisquam
- Pet-friendly rentals Lake Winnisquam
- Rentals with a fireplace Lake Winnisquam
- Flat rentals Lake Winnisquam
- House rentals Lake Winnisquam
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- Family-friendly rentals Lake Winnisquam
- Waterfront rentals Lake Winnisquam
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- Rentals with outdoor seating Lake Winnisquam
- Rentals with a firepit Lake Winnisquam
- Rentals with a washing machine and dryer Lake Winnisquam
- Rentals with a patio Lake Winnisquam
- Rentals with lake access 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
- Pleasant Mountain Ski Area
- Footbridge Beach
- Conway Scenic Railroad
- Snhu Arena
- Crotched Mountain Ski and Ride
- Ice Castles




