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Vacation rentals with a kayak in Cumberland

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Vacation rentals for every style

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Popular amenities for Cumberland kayak rentals

Kitchen
Wifi
Pool
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, 45 reviews

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Guest favorite
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.
Home in Norway
4.99 out of 5 average rating, 83 reviews

Open concept 4 bedroom Lakehouse

Guest favorite
Home in Wakefield
4.96 out of 5 average rating, 28 reviews

In the Trees - NH w/ Lake Access

Guest favorite
An aerial view captures a spacious home nestled among tall trees on the edge of Balch Lake. Two private docks are visible along the shoreline, complemented by a grassy area that leads to a sandy beach. The calm water reflects the surrounding greenery.
Home in Newfield
4.97 out of 5 average rating, 30 reviews

Peaceful 4 bedroom lakehouse retreat

Guest favorite
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.

Guest favorite
Home in Shapleigh
4.96 out of 5 average rating, 146 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

Guest favorite
Two blue kayaks are positioned on a wooden dock, with calm water reflecting the greenery of trees lining the shoreline. The sky is partly cloudy, adding a gentle contrast to the tranquil setting.
Home in Sanford
4.88 out of 5 average rating, 40 reviews

Waterfront Condo- Maine village retreat

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Cottage rentals with a kayak

Superhost
A serene lakeside view showcases a small, wooden dock extending into the calm water. Two red kayaks rest on the grassy edge, surrounded by lush greenery and gentle hills in the background. Soft pastel hues of the sky hint at dusk.
Cottage in Conway
4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

Guest favorite
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, 137 reviews

Cozy camp near highland lake

Guest favorite
A cozy cottage is depicted by the pond, surrounded by tall trees that reflect beautifully on the water's surface. The structure features large windows and a welcoming porch, providing a serene atmosphere amidst nature. Soft light enhances the tranquil setting.
Cottage in Conway
4.95 out of 5 average rating, 332 reviews

20ft from the Water with Mountain View!

Guest favorite
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.

Superhost
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

Guest favorite
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

Guest favorite
Two kayaks, one yellow and one blue, are positioned side by side on a calm riverbank. The surface of the water reflects the overcast sky and surrounding trees, creating a serene scene perfect for outdoor activities.
Cottage in Buxton
4.98 out of 5 average rating, 142 reviews

Peaceful Cottage on Maine Flower Farm

Guest favorite
The lakeside cottage features a welcoming exterior surrounded by lush greenery. A spacious deck with colorful furniture overlooks the water. A private dock is visible, with adirondack chairs positioned for relaxation, inviting guests to enjoy the serene lakeside setting.
Cottage in Middleton
4.96 out of 5 average rating, 183 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

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Cabin rentals with a kayak

Guest favorite
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

Guest favorite
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.
Cabin in China
4.89 out of 5 average rating, 171 reviews

Rustic Family Cabin on China Lake

Superhost
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.

Guest favorite
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

Guest favorite
Cabin in Bridgton
4.93 out of 5 average rating, 123 reviews

Private cabin w hot tub,skiing,firepit & mountains

Guest favorite
A wooden deck features a small round table surrounded by two black metal chairs. The serene view of a pond is visible in the background, framed by trees and a grassy area, creating a peaceful outdoor space.
Cabin in Madison
4.92 out of 5 average rating, 130 reviews

Bear Cabin

Guest favorite
Cabin in Parsonsfield
4.96 out of 5 average rating, 222 reviews

Riverfront cabin between Portland & White Mtns.

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