Holiday rentals with a kayak in Little Squam Lake

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Top-rated Accommodation with a Kayak in Little Squam Lake

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

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

4.92 out of 5 average rating, 130 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.

LocationOutdoor spacesAccess

Guest favourite

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, 143 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!

Outdoor spacesLocationAmenities

Guest favourite

A family lake house is positioned over the water, surrounded by lush trees. The two-story structure features multiple decks, providing space for outdoor activities. Colorful kayaks and paddleboards are visible along the dock, reflecting a peaceful lakeside ambiance under a partly cloudy sky.

Cottage in Alton

4.94 out of 5 average rating, 86 reviews

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Family lake house built over the water on Lake Winnipesaukee. Great place for families and children. Only 9 min. to Gunstock Mountain for exceptional NH skiing. Close to many amazing hikes and set in the middle of world class foliage! Quiet, serene, and restful cottage that offers something for everyone. Whether is swimming, paddle boarding, and hiking in the summer or skiing, ice fishing and relaxing by the wood stove in the winter, this cottage will relax and revive you and your loved ones.

Outdoor spacesLocationQuiet

Top Guest favourite

Cabin in Alexandria

4.99 out of 5 average rating, 334 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.

Outdoor spacesLocationBeach

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, 201 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.

LocationOutdoor spacesHiking

Guest favourite

The exterior of a two-story house is displayed, featuring a brown wooden façade and a large deck with a welcoming entrance. Two garage doors are visible beneath the deck, alongside a landscaped area with greenery, and a driveway leads to the home.

Home in Ashland

4.91 out of 5 average rating, 311 reviews

Quiet and large Squam Lake House. Lake Region

Squam Lake, large family friendly house, 40'x50' deck with great 20'x20' screened-in section, hot tub (seasonal), lots of hiking trails local, great Foliage, Many Lakes Region attractions close. Foosball, corn hole, movie room, games, etc. Mini splits for AC and heat in all bedrooms and common area. Short walk down the road to a shared separate 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock, etc.

ValueOutdoor spacesFamily

Top Guest favourite

Cottage in Thornton

4.96 out of 5 average rating, 193 reviews

Charming Mountain View River Cottage w/ Pvt. Trail

Escape to our secluded cottage, where tranquillity meets adventure, & have access to towns in 10 min. Enjoy mountain views, private hiking/snowshoeing trails & 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. Local hiking, skiing, golfing, and fishing spots offer outdoor activities. With HS Wi-Fi & a pet-friendly policy (pet fee $80), your stay is comfortable and convenient!

LocationValueComfort

Superhost

The cabin exterior features a deep blue facade with contrasting green adirondack chairs on the porch. Steps lead to a wooden deck, framed by a small garden of greenery. Surrounding trees provide a natural backdrop, complementing the inviting entrance.

Cottage in Holderness

5.0 out of 5 average rating, 3 reviews

Cabin #6

This charming one-room cabin features an electric fireplace stove, cozy sitting area, full kitchen, dining area, double-size bed, and full bath. Its vintage New Hampshire theme makes it our most romantic cabin! Enjoy access to a private beach, playground, outdoor fire pit, BBQs, and lawn games for all ages. Dock space upon request, availability, and additional fee. Guests can take advantage of our kayaks, canoes, and SUP boards to explore the beauty of Squam Lake!

LocationViewNearby

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

4.97 out of 5 average rating, 64 reviews

Lovely home, across from lake, walk to Meredith

Hilltop Lakeview Retreat is a quiet and private modern oasis! Across the street from Lake Waukewan and a short walk to Main St in Meredith, NH, this 4 bedroom 3.5 bath home sleeps 12! Well behaved dogs are allowed with a pet fee. A 3 minute drive gets you to the Meredith town docks and Hesky Park. Stroll through the local shops and visit the restaurants for a culinary delight. Take in the Meredith Sculpture Art Walk, or Weirs Beach is only a 10 min drive.

Outdoor spacesLocationHeating

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, 121 reviews

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.

Outdoor spacesLocationBackyard

Top Guest favourite

Home in Center Harbor

4.98 out of 5 average rating, 48 reviews

Hidden Kids Room | Kayaks | Fire Pit | Epic views

Relax, recharge, reconnect. Whatever you are looking for from your stay, it would be an honor to host you in The Riverview Haven. Planning a vacation is a big decision but our goal is to do everything we can to create an unforgettable experience with your friends, family, & loved ones. Message us for local event information, trip planning and seasonal discounts! Kayla and Charlie.

LocationOutdoor spacesHospitality

Top Guest favourite

A private dock extends into a serene lake, surrounded by lush greenery and trees. Four adirondack chairs are arranged on the dock, facing calm waters reflecting the sky. A person stands with arms outstretched, enjoying the peaceful lakefront landscape.

Home in Meredith

4.95 out of 5 average rating, 43 reviews

New Home Discount! Lakefront|Dock|Fireplace|XBox

Lakefront 4BR home in Meredith, NH—perfect for families! Enjoy private lake access, a dock to bring your boat, fireplace, fully stocked kitchen, Xbox, washer/dryer, and a private office. Every bedroom has lake views; 3 open to a waterside deck. Minutes to downtown Meredith and the shops, ice cream, and dining. Relax, play, and make lifelong memories in the NH Lakes Region!

Outdoor spacesValueBiking