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Vacation rentals with a kayak in Lake Winnisquam

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Lake Winnisquam

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Home in Barnstead

4.89 out of 5 average rating, 116 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

Leave the day-to-day behind & enjoy the beautiful scenery, the wildlife and all the fun of a lake-front vacation! There's so much to enjoy: from a nice cup o' Joe sitting on the deck facing the lake, to swimming, kayaking, paddle-boarding, to enjoying sunsets while making s-mores for the kids at the campfire, to grilling juicy burgers with family and friends, plus ping-pong, darts, board games, streaming your favorite shows near a cozy fireplace. And so much more in the awesome NH Lakes Region!

Cottage in Gilmanton

4.96 out of 5 average rating, 112 reviews

Minutes to Gunstock MT - Family Lakeside Getaway

Secure your lake vacation today. 15 min. to Gunstock, Weirs Beach & Tilton Outlets. The lake is a fun community with your own 90’ private sandy beach, the gentle slope is perfect for kids. Enjoy our fun lakefront cottage with the perfect layout. • 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.

Cabin in Barnstead

4.95 out of 5 average rating, 197 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

This romantic & family friendly lakefront chalet comes with a private beach, hot tub, camp fire, and stunning views. It’s a serene home base to explore everything the Lakes Region has to offer. Mid Apr-Oct we also provide kayaks and paddle board. Enjoy the beach, swim, kayak, bike, fish, hike, or explore quintessential New England towns and food scene. Or simply dine with a view and play board games. We have poured our hearts into making this place romantic yet practical for families. Enjoy!

Vacation home in Gilford

4.81 out of 5 average rating, 124 reviews

Close to Skiing, Lake, Walk to Concerts!

Cozy up in this adorable one bedroom condo right in the heart of the Lakes Region! Walk across the street to the private beach on Winnipesaukee or enjoy the outdoor pool right in front of the condo! Sit on your private deck with a peek-a-boo view of Gunstock Mountain! Better yet- there is a walking path from the condo directly to the Bank of NH Pavilion! Condo sleeps 2-4 and has endless fun right outside the door! Weirs Beach: 3mi Downtown Meredith: 7mi Alton Bay: 7mi Gunstock Mountain: 5mi

Cottage in Alton

4.88 out of 5 average rating, 193 reviews

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.

Cottage in Freedom

4.79 out of 5 average rating, 455 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Lakefront House, contemporary, amazing views, large deck, private lake beach & dock, steps from house (swimming). Very fast internet, multiple users. Private free parking. Fully equipped kitchen, AC, Smart TV & Modern shower room. Laundry Equipment, all Linen supplied. Sun trap West Facing Deck with loungers for relaxation. Canoe, life preservers & paddles included. 2 Fire pits & Grill. Boat put-in locally. Following cleaning codes: Airbnb & other authorities. Please ask any questions.

Tiny home in Plymouth

5 out of 5 average rating, 109 reviews

Secret Off-grid Forest Retreat w/ Hot Tub

Relax in a quiet pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living easy with luxury bedding, fresh bread and 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!

Cabin in Conway

4.96 out of 5 average rating, 126 reviews

The Conscious Cabin

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 bath, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Cottage in Middleton

4.97 out of 5 average rating, 152 reviews

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.

Home in Laconia

4.93 out of 5 average rating, 231 reviews

The Riverhouse Kayaks Pool Table Firepit Downtown

Waterfront location nestled in the heart of Laconia. located on a river connected to Lake Opechee. Kayaks are provided with the home. Walking distance to downtown. A beautiful 7 mile walking trail “wow trail” walking distance from the property. A firepit under the pergola! Access to 2 grills, a large front porch and deck off the queen bedroom with water views. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away.

Cabin in Andover

4.94 out of 5 average rating, 108 reviews

Little House on the Lake in the Forest

***7-night minimum in warmer months, Saturday check in/out*** Wake up to the call of loons in this tiny and cozy lakefront cabin. Nestled at the remote base of Mt. Kearsarge, with unobstructed views of Ragged Mountain, this location affords year-round adventure on the protected south shore of Bradley Lake. Five minutes from Proctor Academy, 90 minutes from Boston. This retreat mixes ample amenities and high-speed internet with outdoor adventure!

Cottage in Middleton

4.96 out of 5 average rating, 164 reviews

☀ 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!

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Popular amenities for Lake Winnisquam kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Meredith

4.9 out of 5 average rating, 31 reviews

Amazing Cabin w/Hot Tub*King*Outdoor Shower

Home in Sanbornton

4.88 out of 5 average rating, 17 reviews

Hermit Lake Escape: Family Fun - Beachfront, BBQ!

Home in Gilmanton

4.83 out of 5 average rating, 18 reviews

The Sunset Place

Home in Wolfeboro

4.98 out of 5 average rating, 57 reviews

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Home in Moultonborough

5 out of 5 average rating, 18 reviews

Lake Winnipesaukee Pine Family Paradise

Home in Barnstead

4.98 out of 5 average rating, 40 reviews

Lakefront, game room, firepit,canoe,kayak and A/C

Home in Gilford

4.97 out of 5 average rating, 65 reviews

Lake Winnipesaukee & Gunstock Ski Mountain Views.

Home in Moultonborough

5 out of 5 average rating, 63 reviews

Hale Pau Hana

Cottage rentals with a kayak

Cottage in Conway

4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

Cottage in Alton

4.98 out of 5 average rating, 115 reviews

“Stay Awhile in the Lake's Region”

Cottage in Meredith

4.98 out of 5 average rating, 85 reviews

Pet Friendly Modern Cottage w/ Lake Access

Cottage in Northwood

4.93 out of 5 average rating, 109 reviews

Cottage on the lake! Includes kayaks & rowboat!

Cottage in Gilmanton

4.92 out of 5 average rating, 37 reviews

Cozy Cottage on a Lake, near Gunstock Mountain

Cottage in Middleton

4.99 out of 5 average rating, 101 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

Cottage in Thornton

4.94 out of 5 average rating, 145 reviews

Cottage with antique charm view & river HSI Wi-Fi

Cottage in Laconia

4.94 out of 5 average rating, 110 reviews

Completely updated detached cottage/Paugus Bay!

Cabin rentals with a kayak

Cabin in Hill

5 out of 5 average rating, 42 reviews

Hill Studio

Cabin in Grafton

4.87 out of 5 average rating, 216 reviews

Beautiful Serene Lake/Ski House with central AC

Cabin in Tilton

4.87 out of 5 average rating, 30 reviews

Winnisquam Cabin with shared beach, dock available

Cabin in Holderness

4.86 out of 5 average rating, 102 reviews

Beautiful private cabin on Big Squam Lake

Cabin in Moultonborough

4.88 out of 5 average rating, 40 reviews

Lake Winnipesaukee, Suissevale Modern Cabin

Cabin in Gilmanton

5 out of 5 average rating, 56 reviews

Cozy NH Fall Cabin Getaway near Hiking w/ Firepit

Cabin in Warren

4.91 out of 5 average rating, 96 reviews

Breezy Moose - A Frame Cabin/ Pet friendly

Cabin in Madison

4.9 out of 5 average rating, 112 reviews

Bear Cabin

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