We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info has been automatically translated. Show original language

Airbnb your place

Vacation rentals with a kayak in Boothbay Harbor

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Boothbay Harbor

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

A serene view of a cottage perched among trees, featuring a spacious deck with blue chairs. A dock is seen below, with seating and steps leading to the water, creating an inviting space for relaxation and outdoor activities.

Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

A serene outdoor space is bordered by trees and features a gravel area with seating around a fire pit. A wooden deck extends from the cabin, providing views of the nearby river, enhancing the natural landscape.

4.99 out of 5 average rating, 118 reviews

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Top guest favorite

A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.

Home in Augusta

4.95 out of 5 average rating, 148 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

A vibrant display of orange flowers lines the foreground, set against a tranquil green landscape. In the background, an American flag and a yellow flag wave gently in the breeze near a stone feature, surrounded by lush trees and grass.

Apartment in Kennebunkport

4.91 out of 5 average rating, 128 reviews

Marsh Views#3:Cozy/quiet spot on a preserve&river

Enjoy this 3rdd floor getaway in this totally quiet & cozy spot with beautiful sunrises and awesome views off the back deck. Close to beaches and town but far enough away to be secluded from the hecticness. Lots of nature trails very close by. Roads have bike/ walking lanes. Many fresh seafood restaurants & eateries close by. Kayaks & bikes for use are available. Free parking on site. Enjoy a complimentary bottle of wine when you visit .**(Waivers must be signed for kayak & bike usage)

A private dock extends over calm waters, surrounded by lush greenery. A paddleboard is secured at the edge, and an individual can be seen preparing fishing gear. A parasol provides shade on the dock, enhancing the relaxing lakeside environment.

Home in Bucksport

4.9 out of 5 average rating, 101 reviews

Maine Wilderness Oasis: Hike Swim Kayak Fish

Take it easy at this unique getaway. Spend your days hiking the backyard trails (25 acres behind the house!), swimming or paddle boarding on the lake with a private dock (lake is a 2 minute walk down the driveway!), or traveling to near by coastal towns like Bar Harbor (Bucksport was voted #1 small coastal town in USA!). For dinner, stop by one of the lobster shacks just down the road to bring home your fresh Maine lobster! Come and disconnect (or stay connected if you’re working remotely!).

Top guest favorite

5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

The exterior of the house features a carport, a spacious gravel driveway, and a screened-in porch. A tranquil view of the lake is seen through trees, with lush green grass leading to the water's edge. The overall setting is peaceful and natural.

Home in Litchfield

4.92 out of 5 average rating, 135 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Home in Harpswell

4.94 out of 5 average rating, 120 reviews

Brand new Scandinavian cottage: dock & kayaks!

Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

Top guest favorite

Home in Newcastle

4.99 out of 5 average rating, 156 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

An aerial view captures the cottage's location near a winding marsh, surrounded by lush greenery. The nearby stream flows gently, with a cluster of cottages visible along the road. The setting suggests tranquility and proximity to nature's beauty.

Cottage in Kennebunkport

4.98 out of 5 average rating, 109 reviews

Charming Designer Cottage on Marsh

Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

Chalet in Naples

4.96 out of 5 average rating, 106 reviews

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

A grassy area near the water features several colorful kayaks stacked neatly under a large tree. The sandy beach and the lake are visible in the background, with a clear blue sky overhead. Two red Adirondack chairs are positioned nearby for seating.

Cabin in Burnham

4.93 out of 5 average rating, 80 reviews

The Getaway- A Cozy Lakeside Cabin

Welcome to The Getaway, a charming lakeside rental on Lake Winnecook. Enjoy stunning waterfront views and sunsets from your cozy beachside cabin. With a heat pump to maintain comfortable indoor temperatures, high-speed business-class internet, and Roku TV, you'll have all the comforts of home. Your stay includes a private gas grill, fire pit, and kayaks. Join us at The Lodge and Cabins at Lake Winnecook for the perfect beach vacation in one of our lovely Maine cabins!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Boothbay Harbor kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Top guest favorite

A vibrant blue kayak is positioned in the foreground, with a wide view of Pleasant Pond stretching into the distance. Calm water reflects the sky above, while lush greenery lines the shores. Cloudy skies create a serene atmosphere perfect for relaxation and exploration.

Home in Gardiner

4.98 out of 5 average rating, 46 reviews

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Home in Fayette

4.9 out of 5 average rating, 21 reviews

Lakehouse with 100ft of private waterfront

Top guest favorite

A wooden deck extends alongside the house, bordered by trees and greenery. Outdoor seating is arranged for relaxation, with the tranquil waters of the lake visible in the background. Soft evening light illuminates the scene, enhancing the connection to nature.

4.99 out of 5 average rating, 83 reviews

Open concept 4 bedroom Lakehouse

A serene waterfront scene showcases a calm lake surrounded by lush greenery. A small boat rests on a grassy area, inviting relaxation and exploration. The cloudy sky reflects over the water, creating a peaceful atmosphere.

Home in West Gardiner

4.96 out of 5 average rating, 26 reviews

2 BR Waterfront house with stunning view.

A quaint wooden home is nestled among tall trees, surrounded by a mix of greenery, creating a natural setting. Sunlight filters through the branches, illuminating portions of the rustic exterior, which features a sloped roof and inviting porch.

Home in Liberty

4.8 out of 5 average rating, 5 reviews

Waterfront Home fully equipped

Home in Belgrade

4.96 out of 5 average rating, 27 reviews

Waterfront House w/ Hot Tub & Unreal Sunsets

A spacious living room is designed with comfortable seating, featuring a large gray couch and a smaller matching sofa. A coffee table sits atop a decorative rug. Natural light fills the room through multiple windows, offering views of the outdoor space.

Home in Stonington

4.79 out of 5 average rating, 110 reviews

Island Getaway - 4BR House (Ocean Views)

A tranquil lakeside view features a wooden structure set behind a grassy area. Various colorful kayaks and paddleboards are arranged on the sandy shore, with a sailboat docked nearby. Towering trees frame the scene, providing a natural backdrop.

4.88 out of 5 average rating, 127 reviews

Charming 4 bedroom lake front, with private beach

Cottage rentals with a kayak

Top guest favorite

The exterior of the lakeside cottage is showcased against a clear blue sky, surrounded by lush greenery and tall trees. A spacious lawn leads to the water's edge, with the shimmering lake visible in the background.

Cottage in Belgrade

5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

A serene lakeside view captures a white two-story house surrounded by tall trees and lush greenery. The lake reflects the blue sky with a few clouds, and a glimpse of a boat can be seen near the shore, emphasizing the tranquil environment.

Cottage in Windham

4.82 out of 5 average rating, 138 reviews

Cozy camp near highland lake

A serene lakeside setting features three green adirondack chairs arranged around a stone fire pit. The clear waters of Great Pond reflect the blue sky, while a wooden dock extends into the lake, bordered by lush green trees in the background.

Cottage in Belgrade

4.93 out of 5 average rating, 136 reviews

Near Waterville | Lake Great Pond | Dog Friendly

A quaint cottage is nestled among vibrant gardens filled with colorful flowers, overlooking Snow Pond. A picnic table is shaded by a large umbrella near the water's edge, while trees provide dappled sunlight on the cottage's exterior.

Cottage in Sidney

4.91 out of 5 average rating, 130 reviews

Waterfront Cottage

Two kayaks, one yellow and one orange, rest along a grassy shore next to a calm waterfront. Lush green grasses frame the scene, contrasting with the tranquil blue water and distant shoreline, inviting exploration and connection with nature.

Cottage in Topsham

4.93 out of 5 average rating, 249 reviews

Cozy waterfront home on Merrymeeting Bay.

A bright, open kitchen and living area is designed with large windows allowing natural light. A central island with chairs offers space for dining or socializing. A comfortable seating area is visible, complemented by warm wood accents and serene artwork on the walls.

Cottage in Lyman

4.82 out of 5 average rating, 101 reviews

RK North : All season Waterfront cottage with dock

A wooden dock extends over calm water, leading to a small boat tethered at the side. Lush greenery borders the opposite shore, with a clear sky overhead, dotted with soft clouds.

Cottage in Livermore

4.94 out of 5 average rating, 53 reviews

Loons Rest – Maine Quintessential Cottage

The cottage is situated among trees on the water's edge, showcasing a modern design with large windows. A sloped bank leads down to the lake, where the reflection of the building and surrounding greenery can be seen on the water's surface.

Cottage in Livermore

4.95 out of 5 average rating, 149 reviews

Bass Point Lakeside Cottage: Livermore, Maine

Cabin rentals with a kayak

Two kayaks are stored vertically on a wooden shed, with one being a light orange color and the other yellow. Lush greenery surrounds the structure, emphasizing a natural setting. The shed features a white garage door and a metal roof, blending harmoniously with the landscape.

Cabin in Woodstock

4.96 out of 5 average rating, 153 reviews

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

Top guest favorite

A kayak is stored on a wooden rack, positioned under a canopy of trees. Sunlight filters through the leaves, casting dappled shadows on the ground. The view of the river, partially obscured by vegetation, can be seen in the background.

Cabin in Dresden

4.95 out of 5 average rating, 185 reviews

McKeen's Riverside Retreat

The rustic cabin is nestled among towering trees, featuring a stone chimney and a wooden deck adorned with green chairs. A covered porch offers protection from the elements, while the natural surroundings create a serene atmosphere.

4.89 out of 5 average rating, 171 reviews

Rustic Family Cabin on China Lake

4.97 out of 5 average rating, 101 reviews

Hobb’s House - Year Round Log Cabin on the Water

A blue kayak is positioned alongside the cabin's exterior, with paddles resting above it. Various life jackets are hung nearby, showcasing bright colors. The surroundings are shaded by tall trees, creating a natural setting for outdoor activities.

Cabin in Raymond

4.93 out of 5 average rating, 154 reviews

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

Cabin in Belgrade

4.98 out of 5 average rating, 107 reviews

Sunset Chalet | Lakefront • Hot Tub • Game Room

An aerial view captures the serene surroundings near Crystal Lake, showcasing a tree-lined road bordering the water. A private dock is visible, along with lush green foliage emphasizing the natural beauty of the area.

Cabin in Harrison

4.99 out of 5 average rating, 125 reviews

Get away at Crystal Lake

Cabin in Bridgton

4.93 out of 5 average rating, 124 reviews

Private cabin w hot tub,skiing,firepit & mountains

Quick stats about vacation rentals with a kayak in Boothbay Harbor

Total rentals
10 properties
Nightly prices starting at
R3,288 ZAR before taxes and fees
Total number of reviews
420 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
10 properties include access to wifi

Destinations to explore