Holiday rentals with a kayak in Tuftonboro

4.99 out of 5 average rating, 136 reviews

A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.

Home in Wolfeboro

Tranquil Pondside Retreat

Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

4.9 out of 5 average rating, 556 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

4.96 out of 5 average rating, 179 reviews

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

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

4.98 out of 5 average rating, 108 reviews

The studio apartment features a queen size bed with a striped duvet and two large leather chairs. A wooden desk is positioned near a window, while the warm wooden floor adds to the inviting feel of the space.

Apartment in Wakefield

Clean, quaint studio apartment on small farm

Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

4.97 out of 5 average rating, 168 reviews

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

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.

4.99 out of 5 average rating, 109 reviews

A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.

Home in Sweden

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

4.96 out of 5 average rating, 206 reviews

The hot tub is filled with bubbling water, positioned to capture views of the frozen lake and sunset hues in the sky. Surrounding scenery includes a winter landscape, with trees lining the shore and a distant dock. Gentle waves are visible on the water's surface.

Cottage in Middleton

☀ 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!

5 out of 5 average rating, 357 reviews

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

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.

4.96 out of 5 average rating, 112 reviews

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

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.

4.96 out of 5 average rating, 182 reviews

The cottage exterior is surrounded by tall pine trees, providing a natural setting. A pathway leads to the front door, which is flanked by two small potted plants. The view of Pequawket Pond is visible in the background, enhancing the tranquil ambiance.

Cottage in Conway

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!.

4.86 out of 5 average rating, 117 reviews

A serene lakeshore scene captures the sun setting over Ossipee Lake. Gentle waves ripple towards the sandy shore, while mountains frame the background under a sky adorned with wispy clouds. The reflection of sunlight creates a shimmering path across the water.

Home in Freedom

Cozy camp for swimming, water sports and more!

Our lake house is nestled into the woods with direct access to Ossipee lake. “The Pancake House” combines the best of a campy camp with modern amenities. The mountain view from the lake is stunning! Our game room, lakefront recreation options and two additional living rooms will keep everyone relaxed and entertained with plenty of space to relax and unwind. We are centrally located to many outdoor activities.

4.96 out of 5 average rating, 245 reviews

A log cabin surrounded by trees is situated near the shoreline of the Ossipee River. A wooden deck extends from the cabin, and a red tandem kayak is positioned on a small dock, creating an inviting space for outdoor activities.

Cabin in Parsonsfield

Riverfront cabin between Portland & White Mtns.

Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

Popular amenities for Tuftonboro kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

5 out of 5 average rating, 20 reviews

A serene river scene is depicted, where calm waters reveal a sandy bottom, illuminated by sunlight. Lush green trees frame the setting, and two kayaks are anchored nearby, partially obscured by the surrounding foliage. The tranquil environment invites relaxation and exploration.

Home in Ossipee

Waterfront cottage on Bearcamp River in OssipeeNH

4.93 out of 5 average rating, 134 reviews

A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.

Home in Limerick

Lakefront Getaway

4.97 out of 5 average rating, 37 reviews

A serene waterfront view showcases the tranquil Lake Winnipesaukee, bordered by lush greenery. Several lounge chairs and tables are arranged on the patio, accompanied by vibrant red umbrellas. Nearby, a pier features boats, enhancing the outdoor atmosphere of this lakeside retreat.

Home in Laconia

Winnipesaukee Lakefront Luxury unit #7 w Hot tub

4.82 out of 5 average rating, 93 reviews

A modern, dark-finished cabin is shown from the side, featuring large windows and a welcoming front porch. The surrounding area is wooded, with tall trees providing natural shade. A gravel driveway leads up to the cabin, enhancing its approachable charm.

Home in Wakefield

Pine River Pond

4.97 out of 5 average rating, 132 reviews

A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.

Home in Bridgton

Fish Tales Cabin

4.96 out of 5 average rating, 25 reviews

An outdoor living space features a fire table surrounded by white cushioned seating. Alongside, an umbrella provides shade over a dining area, while a grill and smoker are visible in the background. Lush greenery surrounds the contemporary house, enhancing the peaceful atmosphere.

Home in Moultonborough

Eagles Landing with Hot Tub, Boat Slip @ Braun Bay

4.95 out of 5 average rating, 109 reviews

A wooden dock extends into a calm, reflective pond surrounded by lush greenery. Tall trees frame the background, creating a peaceful atmosphere. The clear blue sky adds to the serene setting, with soft clouds floating above.

Home in Epsom

Waterfront Getaway Home in Epsom, NH

4.97 out of 5 average rating, 101 reviews

Home in Wakefield

Getaway to the Lake. Just 30’ from the water.

Cottages with a kayak

4.99 out of 5 average rating, 141 reviews

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

“Stay Awhile in the Lake's Region”

4.99 out of 5 average rating, 103 reviews

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

Gorgeous Romantic Lakefront Getaway

4.98 out of 5 average rating, 112 reviews

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

Lovely cottage on Sunrise Lake, Middleton, NH.

4.94 out of 5 average rating, 120 reviews

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

Completely updated detached cottage/Paugus Bay!

4.95 out of 5 average rating, 173 reviews

A warm living area presents wooden walls and high ceilings, with abundant natural light filtering through large windows. Seating options include a cozy couch and a rocking chair. A wood stove is positioned near a flat-screen TV, complemented by a bookshelf and dining area in the background.

Cottage in Thornton

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

5 out of 5 average rating, 28 reviews

Cottage in Shapleigh

Quaint New England Cottage in the Pines | Lakeside

4.87 out of 5 average rating, 116 reviews

The living area features a brown leather sofa paired with a decorative throw, surrounded by large windows that invite natural light. A textured area rug lies beneath a low coffee table, with decorative objects and plants adding a touch of greenery.

Cottage in Gilmanton

Close to skiing, hot tub, beach access & fire pit

4.91 out of 5 average rating, 156 reviews

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

Conway Waterfront Base for Your Family Memories!

Cabin rentals with a kayak

4.9 out of 5 average rating, 100 reviews

The kitchen area features a spacious white quartz island with rattan seating, illuminated by a unique pendant light. Large windows allow natural light to fill the space, while a modern stove and stylish sink enhance the inviting atmosphere.

Cabin in Bethlehem

+ Cannon Mountain Collective | Forest Undertones +

4.95 out of 5 average rating, 122 reviews

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

Little House on the Lake in the Forest

4.86 out of 5 average rating, 115 reviews

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

Beautiful private cabin on Big Squam Lake

4.91 out of 5 average rating, 56 reviews

The exterior of a log home is presented amidst a serene wooded setting. Large windows dominate the front, allowing natural light to fill the interior. A wooden deck features lounge chairs and a green umbrella, inviting relaxation in the tranquil surroundings.

Cabin in Suissevale

Lake Winnipesaukee, Suissevale Modern Cabin

4.94 out of 5 average rating, 167 reviews

The interior features warm wooden walls and flooring, creating a cozy ambiance. A large dining table with four chairs is positioned in the center, alongside a kitchenette with essential appliances. A staircase leads to the loft area, while a window frames views of the surrounding nature.

Cabin in Waterford

Lakeside Cabin Nestled in the Pines

4.95 out of 5 average rating, 247 reviews

A serene lake is bordered by a forest displaying vibrant autumn foliage. The still water reflects the rich colors of the trees, creating a mirror-like effect. A thin layer of mist hovers over the water's surface, enhancing the tranquil atmosphere of the scene.

Cabin in Barnstead

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

4.98 out of 5 average rating, 141 reviews

A wooden dock extends into the calm waters of Crystal Lake, framed by lush green trees on the opposite shore. The sun is setting behind the hills, casting gentle reflections on the water's surface, creating a serene atmosphere.

Cabin in Harrison

Get away at Crystal Lake