
Holiday rentals with a kayak in Little Squam Lake
Find and book unique kayak rentals on Airbnb
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.

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.
4.92 out of 5 average rating, 132 reviews
20 Mile Bay - Tuftonboro - Lake View Pet friendly
Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 15 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. We are pet friendly with $50 Fee only for pets registered at the time of booking. No unregistered pets allowed. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front o
4.94 out of 5 average rating, 124 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!
4.98 out of 5 average rating, 143 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.
4.99 out of 5 average rating, 337 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.
4.96 out of 5 average rating, 201 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.
4.91 out of 5 average rating, 311 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!
4.96 out of 5 average rating, 193 reviews
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).
4.94 out of 5 average rating, 157 reviews
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.
5.0 out of 5 average rating, 6 reviews
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.
4.96 out of 5 average rating, 285 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.
4.98 out of 5 average rating, 48 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!
4.95 out of 5 average rating, 43 reviewsPopular amenities for Little Squam Lake kayak rentals
Holiday House Rentals with a Kayak

Hale Pau Hana
4.99 out of 5 average rating, 99 reviews
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
4.98 out of 5 average rating, 210 reviews
White Mountain Mansion -Secluded property, pets OK
4.9 out of 5 average rating, 106 reviews
Lovely home, across from lake, walk to Meredith
4.97 out of 5 average rating, 65 reviews
Private Lakefront Family Getaway, Dogs OK
4.95 out of 5 average rating, 65 reviews
Holderness Hideaway 3BR/2BA Home near Meredith
4.98 out of 5 average rating, 40 reviews
Lake cabin, private beach, ski 10 min
5.0 out of 5 average rating, 16 reviews
Secluded Waterfront Retreat with Luxe Amenities
5.0 out of 5 average rating, 15 reviewsCottages with a kayak

Large Private Lake House
4.95 out of 5 average rating, 254 reviews
Waterfront Cottage Private Dock | Kayaks | Rowboat
4.94 out of 5 average rating, 161 reviews
Eclectic Lakefront Cottage on Great East Lake
4.99 out of 5 average rating, 186 reviews
Kolelemook Cottage!
4.96 out of 5 average rating, 147 reviews
Lovely cottage on Sunrise Lake, Middleton, NH.
4.98 out of 5 average rating, 122 reviews
Quaint lakefront; firepit, boat, kayaks, hammock
4.88 out of 5 average rating, 155 reviews
Smokey Pines Camp
4.96 out of 5 average rating, 239 reviews
RiverPine Retreat - Clean & Bright Waterfront Home
4.84 out of 5 average rating, 195 reviewsCabin rentals with a kayak

Hill Studio
4.98 out of 5 average rating, 116 reviews
Beautiful Serene Lake/Ski House with central AC
4.87 out of 5 average rating, 252 reviews
Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
4.95 out of 5 average rating, 274 reviews
Cozy waterfront cabin Perkins Pond
4.97 out of 5 average rating, 139 reviews
Waterfront,Hot tub,Private dock,Freshly renovated
4.82 out of 5 average rating, 191 reviews
Beautiful private cabin on Big Squam Lake
4.86 out of 5 average rating, 112 reviews
Fairlee Log Cabin
4.96 out of 5 average rating, 175 reviews
Little House on the Lake in the Forest
4.96 out of 5 average rating, 146 reviewsDestinations to explore
- House rentals Little Squam Lake
- Family-friendly rentals Little Squam Lake
- Rentals with beach access Little Squam Lake
- Rentals with lake access Little Squam Lake
- Pet-friendly rentals Little Squam Lake
- Waterfront rentals Little Squam Lake
- Rentals with a kayak Grafton County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Mount Washington Cog Railway
- Santa's Village
- Cranmore Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- Conway Scenic Railroad
- Ragged Mountain Resort
- Bear Brook State Park
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Waterville Valley Resort
- Flume Gorge





