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Holiday rentals with a kayak in Cumberland

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Quick stats about holiday rentals with a kayak in Cumberland

  • Total holiday rentals

    Explore 10 holiday rentals in Cumberland

  • Nightly prices starting at

    Cumberland holiday rentals start at €129 per night before taxes and fees

  • Verified guest reviews

    Over 230 verified reviews to help you choose

  • Wifi availability

    10 of Cumberland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cumberland rentals

  • 4.9 Average rating

    Cumberland stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with kayak in Cumberland

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

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Top guest favourite
An aerial view showcases the lush greenery of the property, framed by the coastline and tranquil waters of Cape Porpoise. The landscape reveals homes, docks, and boats dotting the cove, all under a bright sky with scattered clouds.
Home in Kennebunkport

Luxurious 5 bedroom on the ocean, w/ dock & kayaks

Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

4.97 out of 5 average rating, 150 reviews
Superhost
A hot tub bubbles gently, surrounded by towering trees and a serene view of Moose Pond. The water reflects the clear blue sky and is framed by a tranquil landscape, creating a peaceful atmosphere for relaxation.
Cabin in Bridgton

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.

4.82 out of 5 average rating, 190 reviews
Top guest favourite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy 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.

4.91 out of 5 average rating, 601 reviews
Guest favourite
A bright living area features a wooden floor and a cozy, gray sofa. A blue writing desk is positioned beside a window, adorned with decorative bookshelves and plants. A vintage-style wood stove is set against a brick wall, with warm light enhancing the inviting atmosphere.
Home in Freeport

Charming Historic Freeport House

Bring the whole family to this historic house just minutes from downtown Freeport and the LL Bean flagship stores. The cozy central kitchen and dining are flanked by two separate living rooms making plenty of room for fun and relaxation! With two twin beds, toddler bed and full-sized crib we can accomodate any family. Catch glimpses of the Harraseeket River from this updated 1840s home on a half acre. A wonderful jumping off point for both Portland and the natural beauty of Mid-coast Maine!

4.88 out of 5 average rating, 111 reviews
Top guest favourite
A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.
Home in Bath

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!

4.99 out of 5 average rating, 131 reviews
Top guest favourite
Home in Oxford

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.

5.0 out of 5 average rating, 245 reviews
Guest favourite
Home in Naples

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!

4.97 out of 5 average rating, 197 reviews
Guest favourite
A cozy cottage exterior is depicted, featuring white siding and a green roof. A screened-in porch with comfortable seating is prominently displayed, along with a wooden entrance staircase. The surrounding area includes natural vegetation and a pathway made from red bricks, providing a welcoming access point.
Cottage in Standish

The Loon's Nest Cottage

Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!

4.96 out of 5 average rating, 106 reviews
Top guest favourite
Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.
Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

4.92 out of 5 average rating, 146 reviews
Top guest favourite
An airy living space is highlighted by tall windows that bring in natural light and showcase views of the surrounding trees. A large sectional sofa faces a flat-screen TV, complemented by a wood stove for warmth. A dining area is visible in the background.
Home in Freeport

Waterfront 5 BR Home | On Casco Bay in Freeport

Spacious waterfront 5BR coastal retreat on Harraseeket Cove and South Freeport Harbor, perfect for kayaking, wildlife, and relaxing coastal Maine getaways. Set on 3.5 private wooded acres, the home features fast WiFi, smart TVs, outdoor dining, grills, firepit, kayaks, and peaceful water views throughout the property. Enjoy the tranquility of Maine’s coast while being only 3 minutes from Freeport’s shops, restaurants, breweries, and LLBean, with Wolfe’s Neck Woods State Park nearby.

4.96 out of 5 average rating, 145 reviews
Top guest favourite
A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.
Cabin in Raymond

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

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

4.93 out of 5 average rating, 182 reviews
Top guest favourite
A cozy fire pit area is situated near the water's edge, surrounded by tall trees. Adjacently, five colorful adirondack chairs offer seating for gatherings. A serene view of the lake and a private dock can be seen in the background, providing a tranquil backdrop.
Chalet in Naples

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.

4.96 out of 5 average rating, 124 reviews

Popular amenities for kayak rentals in Cumberland

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Guest favourite
Four wooden lounge chairs are arranged around a small table on a grassy lawn, overlooking a rocky shoreline. The calm ocean stretches into the distance, framed by a clear sky with soft clouds.
Home in Harpswell

Brand new Scandinavian cottage: dock & kayaks!

4.93 out of 5 average rating, 162 reviews
Top guest favourite
The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.
Home in Georgetown

Moss House: A Modern Waterfront Cabin in the Woods

4.99 out of 5 average rating, 139 reviews
Guest favourite
A serene view of a lake at sunset is presented, showcasing soft hues of orange, pink, and purple reflected on the water. Silhouettes of trees line the shore, while the calm surface creates gentle ripples, inviting relaxation and contemplation.
Home in Manchester

Lakeside retreat on quiet cove on Cobbessee Lake!

4.85 out of 5 average rating, 112 reviews
Guest favourite
Home in Auburn

The Loons' Nest: Lakefront oasis w/ hottub

4.91 out of 5 average rating, 122 reviews
Top guest favourite
The lakefront property is nestled among trees, showcasing a charming house with large windows and a deck. A private dock extends into the calm water, providing space for seating. A sandy beach area leads to the water's edge, creating a serene natural setting.
Home in Limerick

Waterfront, Wood stove & Private beach, Solo Stove

5.0 out of 5 average rating, 142 reviews
Top guest favourite
The lodge-style home stands amid tall trees, showcasing a modern dark exterior. A gravel driveway leads to the house, which features a welcoming front entrance. The surrounding landscape is dotted with seasonal foliage, providing a serene setting.
Home in Standish

Beautiful Home w-Hot Tub & Pond access

4.99 out of 5 average rating, 132 reviews
Guest favourite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle

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

4.98 out of 5 average rating, 209 reviews
Guest favourite
Home in Limerick

Lakefront Getaway

4.93 out of 5 average rating, 148 reviews

Cottage rentals with a kayak

Guest favourite
A charming cottage features a sloped metal roof and a welcoming entrance. Two chairs are positioned on the front porch, with a small table nearby. Lush green grass surrounds the cabin, complemented by flowerbeds and a large tree stump serving as a natural accent.
Cottage in Windham

Cozy camp near highland lake

4.84 out of 5 average rating, 172 reviews
Guest favourite
An aerial view captures a serene point surrounded by calm water, with lush green trees lining the rocky shore. The rocky outcrop extends into the water, providing direct access to the tidal area. The tranquil setting highlights the natural beauty of the landscape.
Cottage in Harpswell

Rising Tide Times - quintessential Maine cottage

4.89 out of 5 average rating, 133 reviews
Top guest favourite
The image captures a serene riverside scene along the New Meadows River during sunset. Calm waters reflect the clear blue sky, while trees line the banks. Nearby, natural elements like rocky shores and patches of snow create a peaceful outdoor setting.
Cottage in West Bath

Coastal Waterfront Cottage in West Bath

4.93 out of 5 average rating, 135 reviews
Top guest favourite
Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

4.97 out of 5 average rating, 183 reviews
Top guest favourite
A cozy cottage is nestled among trees by the beach, featuring a sandy shoreline and stacks of kayaks nearby. A serene dock extends into the water at sunset, offering tranquil views. Inside, a modern kitchen with stainless steel appliances and ample counter space invites home-cooked meals.
Cottage in Sebago

Recently renovated waterfront! Cedar Side Cottage

4.99 out of 5 average rating, 112 reviews
Guest favourite
A cottage situated by Sand Pond is observed, featuring a front porch that extends from the main structure. A private dock is visible with two kayaks secured, while lush greenery provides a backdrop of trees surrounding the property under clear blue skies.
Cottage in Litchfield

Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond

4.92 out of 5 average rating, 104 reviews
Top guest favourite
A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.
Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

4.99 out of 5 average rating, 184 reviews
Top guest favourite
A serene waterfront scene captures the sun setting over a calm bay, with reflections in the water. In the foreground, tall grasses and wildflowers frame the image, leading to a dock with two Adirondack chairs arranged for relaxation.
Cottage in Topsham

Cozy waterfront home on Merrymeeting Bay.

4.93 out of 5 average rating, 302 reviews

Cabin rentals with a kayak

Top guest favourite
The entrance of a green cabin is framed by snow-covered ground and trees, with a glimpse of a lake visible in the background. A grill is positioned near the steps, and ski equipment leans against the wall, hinting at winter activities.
Cabin in Raymond

Idyllic Lakeside Cabin Winter Getaway

4.96 out of 5 average rating, 220 reviews
Top guest favourite
A rustic cabin is nestled among tall trees, featuring large glass windows that allow natural light to fill the interior. The wooden exterior blends harmoniously with the surrounding greenery, while a small deck extends from the front, offering a serene view of the landscape.
Cabin in Boothbay

Peaceful & private waterfront cabin

4.94 out of 5 average rating, 239 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.

4.96 out of 5 average rating, 285 reviews
Top guest favourite
A cozy cabin is nestled within a forest, featuring a spacious covered porch and steps leading up to it. Seating is arranged around a fire pit in the foreground, with several black Adirondack chairs placed on a gravel surface, surrounded by lush greenery.
Cabin in Georgetown

Cozy log cabin on private pond, near Reid St Park!

4.88 out of 5 average rating, 163 reviews
Top guest favourite
Two wooden Adirondack chairs are positioned by the riverbank, offering a view of the calm water and lush greenery across the river. A small table sits between the chairs, surrounded by a sandy area dotted with leaves.
Cabin in Dresden

McKeen's Riverside Retreat

4.95 out of 5 average rating, 221 reviews
Top guest favourite
Cabin in Denmark

Barrett’s Cabin-Lakes Region-Private Trails

4.96 out of 5 average rating, 229 reviews
Guest favourite
A spacious living area is adorned with warm wooden paneling and large windows that overlook the natural surroundings. Comfortable seating includes a large sectional sofa and a dark coffee table, complemented by lamps that provide soft lighting. A television is positioned on a media unit against the wall.
Cabin in Denmark

Cabin w/ Lake Access, Hot Tub, Kayaks, + Firepit!

4.96 out of 5 average rating, 184 reviews
Guest favourite
An aerial view captures a log cabin surrounded by lush green trees, showcasing its isolated position on three private acres. The cabin features a blue-green roof, with a driveway leading to parked vehicles nearby, emphasizing a serene and wooded environment.
Cabin in Bridgton

Private cabin with lake access, hot tub & firepit!

4.91 out of 5 average rating, 160 reviews

Destinations to explore