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Holiday rentals with a kayak in Lake Winnisquam

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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.

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Top Guest favourite
A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.
Cottage in Northwood
4.95 out of 5 average rating, 147 reviews

Cottage on the lake! Includes kayaks & rowboat!

Super cozy, beautiful cottage on the lake & dirt roads.Yard: sitting areas, propane fire pit & grill, 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.

Guest favourite
A cozy sleeping space features a queen bed adorned with a soft, striped blanket and decorative pillow. A small nightstand and a mini-fridge are nearby. Natural light filters through sheer curtains, illuminating the wooden walls and adding to the cabin's warm atmosphere.
Cabin in Henniker
4.94 out of 5 average rating, 145 reviews

The Glamp Camp at Sweetwater

Welcome to our off-the-grid "Glamp Camp" at Sweetwater Farm! Tucked away on the back of our 40 acre farm, this one-room cabin sleeps 2 people comfortably. Outside you'll find a private fire pit & charcoal grill, a shared outdoor kitchen pavilion w/ gas grill (stocked with cooking supplies) & an outdoor bathroom w/ a real flushing toilet, sink and outdoor shower. Access the Tooky River (great for swimming, kayaking and fishing) just steps away & enjoy plenty of space, privacy & beautiful scenery!

Top Guest favourite
A pathway lined with vibrant pink rhododendron bushes leads to a distinctive metal-clad entrance. The structure features a sloped roof with skylights, surrounded by greenery, providing a welcoming approach to the private studio.
Cabin in Hill
4.98 out of 5 average rating, 101 reviews

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.

Top Guest favourite
An open living area showcases a comfortable gray sofa paired with a coffee table on a textured rug. A practical ladder leads to a loft space. The kitchenette features sleek cabinetry, and natural light fills the room through window treatments.
Cottage in Laconia
4.94 out of 5 average rating, 121 reviews

Completely updated detached cottage/Paugus Bay!

Enjoy your vacation surrounded by all that Lake Winnipesaukee has to offer! You will enjoy beautiful views of Paugus Bay with the most amazing sunsets and fireworks at the Margate right from the front deck! Completely updated unit! Shared Waterfront deck Conveniently located near shopping, hiking and snowmobile trails, the Naswa Beach Bar, Weirs Beach, FunSpot, and the Margate! Perfect location for Laconia's annual BIKE WEEK and just minutes to the Bank of NH Pavilion for some amazing concerts.

Top Guest favourite
The cabin features a wooden exterior with large windows and a sloped roof, surrounded by natural greenery. A front porch extends from the building, providing access through stairs. The entrance is framed by a welcoming entryway and a small outdoor area.
Cabin in Henniker
4.97 out of 5 average rating, 166 reviews

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!

Top Guest favourite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway
4.96 out of 5 average rating, 196 reviews

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.

Guest favourite
A scenic aerial view showcases the lakeside property surrounded by lush greenery. A well-manicured lawn leads to the water's edge, where a small rowboat rests. Adjacent seating areas invite relaxation while vibrant trees add color to the landscape.
Cottage in Springfield
4.88 out of 5 average rating, 145 reviews

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.

Guest favourite
Cabin in Alexandria
4.98 out of 5 average rating, 105 reviews

Modern Rustic Cabin with Sauna near Lake and Hike

Escape to Black Dog Cabin, less than 2 hours from Boston: - Gather under the stars by the fire pit - Relax or grill on the huge back deck & sauna - Enjoy our pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain resorts - Hike, bike & snowshoe at nearby 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.

Top Guest favourite
A sandy beach area is depicted where four individuals sit along the water's edge, engaging with the lake. A small boat is moored nearby, and a floating platform is visible on the water's surface. Gentle waves lap at the shore, creating a serene atmosphere.
Cottage in Gilmanton
4.97 out of 5 average rating, 126 reviews

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.

Guest favourite
The A-frame cabin features a wooden exterior with a triangular roof and large windows. A deck with railings is accessed by stairs, and an American flag is displayed. The surrounding area includes gravel pathways and lush greenery, creating a serene outdoor setting.
Cabin in Warren
4.93 out of 5 average rating, 148 reviews

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).

Top Guest favourite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
4.99 out of 5 average rating, 395 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Guest favourite
A scenic view of the lake is framed by tall pine trees, with clear blue water visible in the background. The smooth pavement leads toward the shore, where neighboring properties are seen along the waterfront.
Home in Laconia
4.95 out of 5 average rating, 131 reviews

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.

Popular amenities for Lake Winnisquam kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Holiday House Rentals with a Kayak

Guest favourite
Home in Gilmanton
5 out of 5 average rating, 25 reviews

A-Frame in Private Lake Association

Top Guest favourite
A modern house with a sloped roof is surrounded by greenery. A spacious backyard features several teal chairs arranged around a fire pit, inviting relaxation. A white picket fence encloses the area, while a two-car garage is visible in the back.
Home in Meredith
4.96 out of 5 average rating, 52 reviews

Lovely home, across from lake, walk to Meredith

Top Guest favourite
A serene view of the calm lake reflects the blue sky and surrounding pine trees, creating a peaceful atmosphere. A wooden dock extends into the water, offering a space for activities and relaxation.
Home in Wakefield
4.98 out of 5 average rating, 207 reviews

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

Top Guest favourite
A serene view of Mirror Lake presents a tranquil morning scene, where mist rises gently from the water's surface. Two chairs are positioned in the foreground, inviting relaxation. Soft sunlight glimmers on the lake, enhancing the peaceful ambiance of the natural surroundings.
Home in Tuftonboro
5 out of 5 average rating, 37 reviews

Peaceful Lakefront Retreat

Guest favourite
Home in Belmont
4.94 out of 5 average rating, 50 reviews

Waterfront FamFriendly Lakehouse -Sauna & New Dock

Top Guest favourite
The spacious lakeside home is surrounded by lush trees, with a private dock extending into the water. A large deck provides outdoor seating, while a small sandy beach area invites relaxation. Sunlight filters through the greenery, creating a serene atmosphere for guests.
Home in Belmont
5 out of 5 average rating, 61 reviews

Lakefront Bliss|Private Dock & Year-Round Retreat

Superhost
Home in Tilton
4.87 out of 5 average rating, 23 reviews

Winnisquam Landing | Lakefront | Water Views | A/C

Superhost
Home in Tilton
5 out of 5 average rating, 4 reviews

Lakefront Getaway w/ Firepit & Mountain Views

Cottages with a kayak

Top Guest favourite
A single-story cottage is nestled among trees, featuring a light yellow exterior with dark shutters. The well-kept front yard showcases a carpet of fallen leaves, and a small deck is visible to the right, enhancing access to the inviting outdoor space.
Cottage in Alton
4.99 out of 5 average rating, 142 reviews

“Stay Awhile in the Lake's Region”

Guest favourite
Two individuals are seated in white chairs on a stone patio, positioned around a crackling fire. The cottage is visible in the background, showcasing large windows and a rustic wooden deck. Lush greenery frames the area, contributing to the natural surroundings.
Cottage in Epsom
4.96 out of 5 average rating, 232 reviews

Smokey Pines Camp

Top Guest favourite
The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.
Cottage in Wakefield
4.99 out of 5 average rating, 109 reviews

Gorgeous Romantic Lakefront Getaway

Top Guest favourite
The lake-front cottage is surrounded by trees and features a spacious deck with seating. Colorful adirondack chairs are arranged in a circular pattern near a stone-bordered landscaping area, adding inviting outdoor space for relaxation. A screen porch is visible on the side of the house.
Cottage in Middleton
4.98 out of 5 average rating, 115 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

Guest favourite
The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.
Cottage in Springfield
4.96 out of 5 average rating, 140 reviews

Kolelemook Cottage!

Guest favourite
A charming cottage is nestled among tall pine trees, with a black metal roof. It features a welcoming front porch and a natural wood pathway that leads to the water's edge. The serene pond is visible beyond the cottage, framed by lush greenery.
Cottage in Conway
4.95 out of 5 average rating, 417 reviews

Waterfront Escape

Guest favourite
A stone fire pit is surrounded by several wooden Adirondack chairs on a grassy area by the water. Trees provide partial shade, and the calm lake reflects the evening light. The warmth of the fire draws attention in the gathering space.
Cottage in Conway
4.91 out of 5 average rating, 159 reviews

Conway Waterfront Base for Your Family Memories!

Top Guest favourite
A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.
Cottage in Middleton
4.97 out of 5 average rating, 174 reviews

Beautiful Lakeside Cottage

Cabin rentals with a kayak

Top Guest favourite
An open living area features large windows overlooking the lake, bringing in natural light. Wood ceiling beams enhance the spaciousness. A comfortable sectional sofa faces a mounted television, and a wooden chair adds to the seating. The warm wood flooring complements the tranquil atmosphere.
Cabin in Grafton
4.88 out of 5 average rating, 243 reviews

Beautiful Serene Lake/Ski House with central AC

Top Guest favourite
A cozy living area features a comfortable sofa and a wooden table beneath a rustic wooden ceiling with exposed beams. A wooden ladder with handrails leads to a loft space above, adding charm and functionality to the cabin's interior.
Cabin in Andover
4.96 out of 5 average rating, 142 reviews

Little House on the Lake in the Forest

Guest favourite
A charming cabin exterior is showcased, featuring a wooden facade with large windows framed by greenery. A small patio area with a picnic table is set in front, surrounded by seasonal foliage displaying autumn colors.
Cabin in Holderness
4.86 out of 5 average rating, 113 reviews

Beautiful private cabin on Big Squam Lake

Top Guest favourite
Cabin in Barnstead
4.95 out of 5 average rating, 270 reviews

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

Top Guest favourite
A two-story cabin is surrounded by lush greenery and located by the water's edge. The exterior features large windows and a deck adorned with decorative railings. Boats can be seen moored alongside the rocky shore, reflecting the calm water of Perkins Pond.
Cabin in Sunapee
4.97 out of 5 average rating, 131 reviews

Cozy waterfront cabin Perkins Pond

Top Guest favourite
The lakeside area features a cozy cottage surrounded by tall trees, with string lights illuminating the space gently. A seating area with Adirondack chairs invites relaxation, while the lake glistens beyond the cottage, enhancing the tranquil ambiance of the outdoor setting.
Cabin in Alton
4.93 out of 5 average rating, 70 reviews

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Guest favourite
A spacious outdoor patio is surrounded by a stone path and colorful garden beds. Multiple lounge chairs are arranged around a stone fire pit, creating a cozy gathering space. Large windows offer views of the surrounding trees and provide natural light to the cabin.
Cabin in Madison
4.9 out of 5 average rating, 174 reviews

Bear Cabin

Superhost
A serene view of a wooden dock extending over calm waters, surrounded by lush greenery. The reflections of trees and the sky are visible on the water's surface, enhancing the tranquil atmosphere. The gentle ripples create a peaceful setting for relaxation.
Cabin in Alton
4.75 out of 5 average rating, 65 reviews

CedarHaus: lakefront retreat!

Destinations to explore