
Vacation rentals with a kayak in Bridgton
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Bridgton

Total vacation rentals
Explore 100 vacation rentals in Bridgton

Nightly prices starting at
Bridgton vacation rentals start at $80 per night before taxes and fees

Verified guest reviews
Over 3,990 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Bridgton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bridgton rentals

4.9 Average rating
Bridgton stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated kayak rentals in Bridgton
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Waterfront,Hot tub,Private dock,Freshly renovated
Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.
LocationValueCondition

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake
Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.
LocationValueDecor

Kayak to the Causeway-50s cottage with modern vibe
Find out why the Maine life is the best life at Moonstone Cottage. Play on the shores of Long Lake, stroll the Naples Causeway, eat your way around Portland, and hike the mountains of western Maine before coming home to relax around the fire pit, lounge on the deck, and get a feel for the way life should be. Kayaks are waiting for you on the private association beach, or rent a boat from the marina to explore 40 miles of open water. Restaurants, live music, and the market are a short walk away.
LocationValueSleep quality

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.
Outdoor spacesValueCleanliness

Elevated 4-Season home - Mtn Views +A/C + Firepit
Wake up to mountain views, sip coffee on the wrap-around deck, and breathe in the fresh Maine air. At Mountain View Lodge, every detail is designed for you to relax and recharge. Spend your days skiing at Pleasant Mountain, hiking local trails, or floating down the Saco River - and your evenings gathered around the firepit or curled up by the woodstove. With three bedrooms, two baths, and a fully equipped kitchen, there's space for families, friends, and couples to enjoy all four seasons.
ValueOutdoor spacesView

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!
LocationOutdoor spacesNearby

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!
ValueOutdoor spacesCleanliness

Barrett’s Cabin-Lakes Region-Private Trails
Welcome to Barrett's Cabin located in the foothills of the White Mountains with water views of Hancock Pond, 50 minutes to Portland, 35 to North Conway and 15 to Bridgton and Pleasant Mountain. Open concept first floor, 2 bedrooms, 1 bathroom, Carriage House has 2 bedrooms for an additional $50 per night. Driveway fits up to 6 cars. Enjoy outdoor patio, shower, fire-pit, private mini hiking trail system and quick access to snowmobile trails and public boat launch 1/3 mi away.
ValueLocationGrill

Private cabin with lake access, hot tub & firepit!
Escape to a peaceful log cabin on 3 private wooded acres, set back for true privacy. This rustic retreat features an open-concept kitchen with modern appliances, a hot tub for stargazing, and access to Highland Lake with a kayak, paddle board and pedal boat. Relax by the solo stove or grill out back. Close to North Conway, the Saco River, Pleasant Mountain, hiking, and restaurants. Minutes to the center of Bridgton with lots of great restaurants and shops!
LocationOutdoor spacesQuiet

Fish Tales Cabin
Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.
Outdoor spacesValueHeating

Cabin w/ Lake Access, Hot Tub, Kayaks, + Firepit!
Tucked into the pines across from Moose Pond, The Moose Den is a stylish, cozy 3-bedroom cabin built for four seasons of adventure. Private shared water access with 2 kayaks and a dock sits just steps away, and Pleasant Mountain skiing is only 4 minutes down the road. Come home to soak in the hot tub, spin records by the fireplace, and let the week melt away. Close to Bridgton, Fryeburg, and North Conway. The ultimate cabin retreat awaits!
LocationOutdoor spacesHospitality

Red Shed Cottage at Pickett Hill Farm
Red Shed Cottage is a renovated carriage house situated on the property of Pickett Hill Farm, an 1830's complex. The cottage is ideally situated to capture the essence of the rural countryside of the Lakes Region of Western Maine. Pickett Hill Farm offers splendid views of open fields, Pleasant Mountain and the surrounding forests, attracting naturalists, painters and photographers, as well as those who seek a restful vacation.
Outdoor spacesLocationLayout
Popular amenities for Bridgton kayak rentals
House rentals with a kayak

Mirror Pond Cottage
LocationOutdoor spacesIndoor spaces

Sunset Cove I
ValueLocationFamily

Waterfront Gem walkable to Restaurants!
ValueLocationAmenities

Lakefront summer getaway for 6
Outdoor spacesLocationCheck-in

“A Beary Happy Place” stunning home, views & more
ValueLocationLayout

Birch Ledge Guesthouse--Four Season Maine Getaway
ValueOutdoor spacesBreakfast

Stunning Bridgton Lake House with EV charger
ValueLocationQuiet

Cozy Retreat • 7-Person Hot Tub • Near Town & Lake
LocationValueNearby
Cottage rentals with a kayak

The Loon's Nest Cottage
Outdoor spacesLocationDecor

RiverPine Retreat - Clean & Bright Waterfront Home
ValueOutdoor spacesPets

Recently renovated waterfront! Cedar Side Cottage
LocationOutdoor spacesNearby

Gorgeous Romantic Lakefront Getaway
ValueLocationLaundry

Thompson Lake, No Cleaning Fee Pine Point Cottage,
ValueOutdoor spacesGrill

Waterfront Escape
Outdoor spacesLocationCheckout

Peaceful Cottage on Maine Flower Farm
Outdoor spacesValueComfort

Conway Waterfront Base for Your Family Memories!
ValueLocationHeating
Cabin rentals with a kayak

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Outdoor spacesLocationNearby

Bear Cabin
ValueLocationWifi

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Outdoor spacesLocationCleanliness

Get away at Crystal Lake
Outdoor spacesLocationLayout

The Conscious Cabin | Getaways + Retreats
Outdoor spacesLocationIndoor spaces

Private Lakefront Cabin in Woods near Sunday River
ValueOutdoor spacesCleanliness

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
Outdoor spacesValueGetting around

Idyllic Lakeside Cabin Winter Getaway
ValueOutdoor spacesIndoor spaces
When is the best time to visit Bridgton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 | $291 | $250 | $270 | $271 | $300 | $330 | $307 | $264 | $270 | $254 | $282 |
| Avg. temp | 22°F | 25°F | 33°F | 43°F | 54°F | 64°F | 70°F | 69°F | 61°F | 49°F | 39°F | 28°F |
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- Rentals with a kayak Cumberland County
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- Sebago Lake
- White Mountain National Forest
- Squam Lake
- Story Land
- Weirs Beach
- Sunday River Resort
- Loon Mountain Resort
- Willard Beach
- Santa's Village
- Scarborough Beach
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Hills Beach
- Franconia Notch State Park
- Fortunes Rocks Beach
- Omni Mount Washington Resort
- Gunstock Mountain Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
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