Vacation rentals with a kayak in Little Squam Lake

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Top-rated kayak rentals in Little Squam Lake

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Top guest favorite

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

4.96 out of 5 average rating, 185 reviews

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

Escape to our secluded cottage, where tranquillity meets adventure. Enjoy mountain views, private access to the Pemi River. Unwind by the fireplace + enjoy a book from our library. Spend evenings by the fire pit, relax in the hammock, or swim in the river. Nearby hiking, skiing, & fishing spots offer outdoor activities. With high-speed Wi-Fi + a pet-friendly ( pet fee $60) policy, your stay is comfortable and convenient. Experience the perfect blend of comfort & nature for a memorable getaway!

Top guest favorite

A serene lakeside setting is presented, featuring a stone patio bordered by natural boulders. Colorful adirondack chairs in blue and green invite relaxation. A wooden dock extends into the calm water, with trees and hills visible in the distance under a cloudy sky.

Home in Enfield

4.96 out of 5 average rating, 126 reviews

Quiet lakeside retreat with private dock.

Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!

Top guest favorite

A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.

Earthen home in Sanford

4.91 out of 5 average rating, 120 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Guest favorite

A private hot tub is situated on the deck, overlooking a sprawling green field. The view captures a vibrant sunset with clouds illuminated in warm tones. A single chair is positioned nearby, allowing for relaxation while enjoying the serene landscape.

Place to stay in Plymouth

4.95 out of 5 average rating, 171 reviews

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.

Guest favorite

Home in Haverhill

4.92 out of 5 average rating, 131 reviews

Cozy Private Home in the Mountain Lakes

Nestled in New Hampshire's White Mountains, this 3-bedroom cabin is perfect for quiet get-aways & year-round recreational fun. Within walking distance of private community lakes, a short drive to White Mtn National Forest, 30 mins from Cannon & Loon Mtn & from quaint Littleton's restaurant & shopping scene. Nearby hiking trails with breathtaking views are abundant here. This pleasant home provides guests with comfort, privacy, & plenty of space in one of the most special areas in the country.

Top guest favorite

A spacious canvas tent is nestled in the pine forest, illuminated by warm string lights above. The entrance features steps leading to a wooden deck, providing a welcoming access point. A sign reading 'Bienvenue' adds a friendly touch to the serene setting.

Tiny home in Plymouth

4.98 out of 5 average rating, 137 reviews

Inclusive Forest Retreat Like No Other!

Relax in a hushed pine forest surrounded by beautiful private walking trails, with everything you need at your fingertips! We make off-grid living luxurious with high end bedding, fresh bread & 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!

Top guest favorite

A spacious deck features several black reclining chairs arranged around a white table. Vivid autumn foliage is visible in the background, along with distant mountains and a clear blue sky. The scene invites relaxation in a serene outdoor setting.

Home in Orford

4.98 out of 5 average rating, 159 reviews

Romantic Mountain Getaway

Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

Guest favorite

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, 135 reviews

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.

Top guest favorite

Cabin in Alexandria

4.98 out of 5 average rating, 310 reviews

Mountain Lodge with Private Sauna

Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at 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 favorite

Home in Whitefield

4.97 out of 5 average rating, 275 reviews

Sunny Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

Superhost

A spacious farmhouse is set among lush greenery, featuring a well-maintained lawn. A combination of porches and seating areas, including red adirondack chairs, are visible. The exterior showcases a charming white facade with a star accent, surrounded by tall trees.

Home in Ashland

4.87 out of 5 average rating, 208 reviews

Squam Lake Farmhouse, Beach Access, Winter Skiing

Quiet Large Farmhouse at Squam Lake. Five bedrooms, large kitchen, family room, and living room provide lots of space for large groups. Themed bedrooms, pool table, ping pong, cornhole, firepit, etc. Large yard. Lots of hiking trails local, great foliage, and many other Lakes Region attractions are close. Separate shared 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock,etc

Guest favorite

An A-frame chalet is illuminated at dusk, showcasing its triangular structure and charming front porch. Warm light spills from the windows, and twinkling string lights enhance the serene outdoor setting surrounded by trees.

Chalet in Stoddard

4.93 out of 5 average rating, 315 reviews

Highland Haus | Cozy 70s Aframe | Lake Access

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!