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Vacation rentals with a kayak in Casco

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Top-rated kayak rentals in Casco

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A sandy beach area is displayed with several lounge chairs arranged for relaxation. Colorful kayaks are positioned above the beach, alongside a wooden picnic table and a lakeside fireplace surrounded by trees. The clear water reflects the natural surroundings, contributing to a serene environment.

Home in Shapleigh

5 out of 5 average rating, 4 reviews

Lakefront Home with Sandy Beach! Kayaks, SUP, Peda

Welcome to The Lazy Loon on Square Pond! Wake up to the sounds of loons calling. This home is located on a large lot with about 100 ft of lake frontage. Square Pond is a spring fed body of water known for its sandy beaches, deep/clean waters, and great fishing! It is one of the largest lakes around, however very private due to no usable public boat launch. The expansive, sandy beach area offers a great space for games, grilling out, and relaxing. The large lakeside fireplace is a great space for

The back of the cottage is shown, featuring a spacious wooden deck with steps leading down to a grassy area. Several chairs are positioned around a campfire pit. Large trees provide shade to the outdoor space, enhancing the natural environment.

Cottage in Wolfeboro

4.89 out of 5 average rating, 76 reviews

🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸

Great waterfront cottage on Wolfeboro’s Back Bay! Includes 5 kayaks, 2 canoes, a paddleboard & rowboat. 3 bedrooms, plus indoor & outdoor hot showers. Large deck, big grassy lawn, and cozy campfire area. Calm, protected bay—perfect for beginner paddlers. 40-ft dock, beach area, & swim platform on a mooring. Bring your boat or rent one to access main lake under the bridge. Just an 8-minute walk to town! Bring bikes explore scenic trails. A peaceful, relaxing retreat with all the lakefront fun.

A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.

Cottage in Northwood

4.93 out of 5 average rating, 109 reviews

Cottage on the lake! Includes kayaks & rowboat!

Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, fenced in yard. Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided

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)

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!

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”

Top guest favorite

Tall trees frame a serene view of the lake, with calm waters reflecting the surrounding nature. A wooden deck offers a vantage point, inviting peaceful moments in the outdoors. A dock is visible at the water's edge, enhancing the tranquil lakeside setting.

Cottage in Middleton

4.97 out of 5 average rating, 151 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Top guest favorite

5 out of 5 average rating, 31 reviews

NH Lake House w/Private Beach, Hottub, & Lg Deck

Perfect for family or friend getaways. Privacy, luxury, and abundant amenities. - Formal open-concept living room & entertainment rooms - 120ft covered deck overlooking lake - Remodeled modern kitchen - Private beach (big enough for volleyball games!) - Walkout finished basement (with bar) - Tiki Bar on beach - 8-person outdoor hottub to watch sunsets - 50ft dock for large boat - Firepit, kayaks - Windows throughout house; every room has a terrific view of the water & sunsets.

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.

Top guest favorite

A secluded cabin is nestled among vibrant green trees on a tranquil island. A wooden walkway leads from the dock to the front of the cabin, which features a green metal roof. Two canoes are visible on the calm water, enhancing the serene landscape.

Island in Monmouth

4.98 out of 5 average rating, 229 reviews

Naughty Dog Private Island Log Cabin

Be all alone on this remote island with 1400 acres of Annabessacook Lake as your backyard. It's the Micro Island featured in Jon B. 2022 videos. Enjoy pristine surroundings, a rustic, off-the-grid log cabin, with solar lighting and a hot shower. Swimming, boating, fishing, birding, and relaxing by the fire - do it all (or not). Prepare for adventure! Pack light: Bring your vacay clothes, pups, favorite food, & be ready for a blissful, private island.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Casco 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, 45 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

A deck features white railings and a blue umbrella, providing shade over a seating area. Detailed architecture is showcased by a sloped roof and tall windows, with views of the wooded surroundings and lake visible in the background.

Home in Tamworth

4.82 out of 5 average rating, 96 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

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 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, 115 reviews

LUX Designer Private Waterfront

A view from the deck overlooks a tranquil river, framed by a large tree. A picnic table is positioned on the grassy area, with a pergola visible in the background. Snow patches contrast with the green grass, and colorful houses are reflected in the water.

Home in Laconia

4.92 out of 5 average rating, 239 reviews

Waterfront with Game Room Pergola Firepit Downtown

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.

Home in Shapleigh

4.96 out of 5 average rating, 145 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

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

Top guest favorite

A screen porch with a view of the lake features two red cushioned chairs and a matching bench, arranged around a small coffee table. A decorative patterned rug covers the floor, enhancing the cozy ambiance of this inviting outdoor space.

Cottage in Middleton

4.99 out of 5 average rating, 101 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

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

4.81 out of 5 average rating, 135 reviews

Cozy camp near highland lake

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, 331 reviews

20ft from the Water with Mountain View!

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, 134 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, 248 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

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, 184 reviews

McKeen's Riverside Retreat

Top guest favorite

Three individuals kayak along a calm river surrounded by dense woods. Canoes are gently paddled, while a motorboat is visible in the background. The atmosphere reflects a peaceful day on the water, with clear skies and greenery lining the shore.

Cabin in Dresden

4.98 out of 5 average rating, 240 reviews

Merrymeeting Midcoast Cabin

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.

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, 122 reviews

Private cabin w hot tub,skiing,firepit & mountains

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

4.91 out of 5 average rating, 129 reviews

Bear Cabin

Cabin in Parsonsfield

4.96 out of 5 average rating, 220 reviews

Riverfront cabin between Portland & White Mtns.

Quick stats about vacation rentals with a kayak in Casco

Total rentals
50 properties
Nightly prices starting at
G$10,460 GYD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore