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

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.

Outdoor spacesLocationGetting around

4.92 out of 5 average rating, 132 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.

ValueLocationKitchen

4.98 out of 5 average rating, 116 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!

LocationOutdoor spacesParks

4.98 out of 5 average rating, 143 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.

ValueLocationLayout

4.99 out of 5 average rating, 337 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 spacesValueNearby

4.96 out of 5 average rating, 201 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 spacesLocationTV

4.91 out of 5 average rating, 312 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!

Outdoor spacesValueSkiing

4.96 out of 5 average rating, 194 reviews

Top Guest favourite

Home in Wakefield

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

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

LocationOutdoor spacesAccess

4.98 out of 5 average rating, 210 reviews

Guest favourite

Cabin in Warren

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).

Outdoor spacesLocationHiking

4.94 out of 5 average rating, 157 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.

LocationHospitalityComfort

5.0 out of 5 average rating, 6 reviews

Top Guest favourite

A spacious master bedroom features warm wooden walls and ceiling beams, creating a cozy ambiance. A plush bed is positioned in front of a stone fireplace. Large glass doors invite natural light and provide views of the outdoor space, enhancing the overall serenity.

Guest suite

A luxury log apartment located on the Saco River

This exquisite log apartment offers a one of a kind luxury experience with a private master bedroom including a gas stone fire place, king bed with exquisite bedding and a balcony which overlooks a 140’ private beach on the Saco River. Also included is a fully equipped designer kitchen/living area with a queen sofa bed, a full spa-like bathroom with a steam shower, Kohler bidet, and soaking tub.

ValueLocationNearby

5.0 out of 5 average rating, 217 reviews

Top Guest favourite

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.

ValueOutdoor spacesWalkability

4.96 out of 5 average rating, 285 reviews