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 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.

ValueOutdoor spacesDecor

4.91 out of 5 average rating, 601 reviews

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

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!

ValueLocationGetting around

4.98 out of 5 average rating, 142 reviews

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

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.

ValueLocationCheckout

4.98 out of 5 average rating, 115 reviews

Top Guest favourite

Cabin in Alexandria

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.

ValueOutdoor spacesBathroom

4.98 out of 5 average rating, 332 reviews

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

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.

Outdoor spacesLocationShared spaces

4.96 out of 5 average rating, 201 reviews

Top Guest favourite

Cabin in Barnstead

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

This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

LocationOutdoor spacesParks

4.95 out of 5 average rating, 272 reviews

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

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.

Outdoor spacesValueIndoor spaces

4.91 out of 5 average rating, 311 reviews

Top Guest favourite

Cottage in Thornton

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!

LocationValueHospitality

4.96 out of 5 average rating, 192 reviews

Guest favourite

The exterior of a cozy cabin is depicted, featuring a welcoming porch with two adirondack chairs and a steps leading to the entrance. The structure is painted in a dark hue, surrounded by lush greenery and well-maintained landscaping that invites relaxation.

Cottage in Holderness

Cabin #4 "The Birch" with Lake View

This cozy cabin features a living room with an electric fireplace stove, full kitchen, dining area, and two bedrooms (1 queen-size bed and a twin-over-full bunk). With stunning views of Evans Cove on Little Squam, it’s perfect for a lakeside getaway. Enjoy a private beach, playground, outdoor fire pit, BBQs, and lawn games. Dock space upon availability & additional fee. Guests can explore Squam Lake using our kayaks, canoes, or SUP boards.

LocationAccessIndoor spaces

5.0 out of 5 average rating, 6 reviews

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

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 spacesLocationCheckout

4.98 out of 5 average rating, 120 reviews

Top Guest favourite

An aerial view showcases The Riverview Haven nestled amidst vibrant autumn foliage along the edge of Lake Waukewan. The red structure is surrounded by lush trees and serene water, reflecting the colorful landscape under a clear sky.

Home in Center Harbor

kids hidden room, firepit, Kayaks/Canoes, ev

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.

Outdoor spacesLocationDecor

4.98 out of 5 average rating, 47 reviews

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

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 spacesValueWalkability

4.98 out of 5 average rating, 42 reviews