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Vacation rentals with a kayak in Scarborough

Find and book unique kayak rentals on Airbnb

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Popular amenities for Scarborough kayak rentals

House rentals with a kayak

Superhost
The cottage is positioned on a peninsula, surrounded by water on three sides. Rocky ledges and lush greenery lead to the entrance. Three kayaks are anchored on the shore, ready for exploration. The serene landscape is complemented by overcast skies and a calm water view.
Home in Harpswell
4.9 out of 5 average rating, 115 reviews

Rising Tide Times - quintessential Maine cottage

AnthonyRating, 5 stars8 months ago
Stayed at Bethany's place for a long weekend at the end of the season. The location is unbeatable, the house is situated on its own little peninsula in a stunning cove; it feels very private and has amazing views of the water. There's tons of outdoor space and seating, along with several kayaks. The house itself is clean, quiet, and peaceful, although it's definitely small--probably best for one or two people, or a couple with a small child. Access is down an unpaved road but Bethany's very clear instructions made it easy to find, and she was responsive to any questions we had. Harpswell abounds with areas to hike and explore, lots of good places to eat (though you will definitely need a car) and is less than an hour from Portland and only half an hour from Freeport.
Guest favorite
A serene view of the lakefront home surrounded by lush trees and greenery. The image captures a sandy beach area, a dock with a small paddle boat, and various water equipment nearby. The structure features multiple windows, allowing for natural light to fill the space.
Home in Gray
4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

DanielRating, 5 stars8 months ago
Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!
Guest favorite
Home in Casco
4.89 out of 5 average rating, 74 reviews

The Sunrise House

Jorge And DeserieRating, 5 stars1 day ago
Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!
Guest favorite
A tranquil scene captures a fire pit surrounded by white chairs, set against a backdrop of a sunrise reflecting on the calm lake surface. The peaceful water is bordered by trees, creating a serene atmosphere.
Home in Buxton
4.96 out of 5 average rating, 23 reviews

Waterfront on Bonny Eagle June July August weeks

JamiRating, 5 stars9 months ago
My family was looking for a place this year to just get away, and Michael’s place was the perfect spot to do so. Close enough to the ocean and Portland, but far enough away to for some much needed R& R. Michael is an excellent host, and is very responsive to all messages. Thanks for everything!
Superhost
The exterior of the lake house is surrounded by lush greenery and trees, showcasing a private dock extending into the tranquil water. The house features a multi-level design and is situated on a spacious lawn, providing a serene lakeside retreat.
Home in Windham
5 out of 5 average rating, 4 reviews

Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs

JuanitaRating, 5 stars2 weeks ago
What a wonderful house! It would be a perfect family vacation spot to spend quality time together, fishing, kayaking, making s'mores, playing board games, or relaxing with some reading or television.
Guest favorite
A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.
Home in Pleasantdale
4.98 out of 5 average rating, 163 reviews

Kayak to the Causeway-50s cottage with modern vibe

SharonRating, 5 stars1 month ago
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.
Guest favorite
A calm Highland Lake is depicted with a reflective surface, capturing the surrounding trees and clouds. Bright autumn foliage colors the landscape, blending with the serene waters. Gentle ripples can be observed, enhancing the peaceful ambiance of this natural setting.
Home in Windham
4.95 out of 5 average rating, 44 reviews

Lakehouse on Highland Lake

MartinRating, 5 starstoday
Beautiful place in great location. Did a weekend trip that included Portland based activities and a lake day at Lake Sebago. This was right in between making both super easy! The house was beautiful, clean, and slept everyone very comfortably. The view on the water is amazing, and Timissa was very responsive, accommodating, and kind!
Guest favorite
A modern cabin is positioned on a grassy area surrounded by tall trees, featuring a spacious deck. The structure has large windows that invite natural light, while colorful kayaks and paddle boards are stored nearby, hinting at outdoor activities available for guests.
Home in Falmouth
4.97 out of 5 average rating, 35 reviews

Modern Maine Lake House near Portland

JaimeRating, 5 stars1 week ago
Had a small bachelorette party here for one of my closest friends. It was the perfect place for a more relaxed girls trip but close enough to get to downtown Portland for any shops, sightseeing, and food! Highly recommended.

Cottage rentals with a kayak

Top guest favorite
Cottage in Windham
5 out of 5 average rating, 79 reviews

Romantic waterfront cottage for two in Maine

MackRating, 5 stars2 weeks ago
We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!
Guest favorite
The image captures a serene lakeside view, showcasing the calm water reflecting the vibrant blue sky. Tall trees provide a natural backdrop to a white house set back from the shore, with a wooden deck visible among the greenery.
Cottage in Windham
4.82 out of 5 average rating, 140 reviews

Cozy camp near highland lake

XanderRating, 5 stars3 weeks ago
Super cute little camp house good for a nice quiet trip. Didn’t get to trying the kayaks but the lake is nice and easy to access.
Guest favorite
A collection of five kayaks and one canoe is positioned along the shore, next to tall grasses. The vibrant colors of the kayaks contrast against the calm water of Merrymeeting Bay. The serene landscape is framed by trees in the background, illustrating a peaceful outdoor setting.
Cottage in Topsham
4.93 out of 5 average rating, 253 reviews

Cozy waterfront home on Merrymeeting Bay.

EmilyRating, 5 stars5 days ago
Loved our time here! It’s about a 40 minute drive from Portland and then 5-10 from Brunswick. The neighborhood is quiet and perfect, exactly what we needed to relax! We loved coming back from Portland and grabbing dinner and gelato in Brunswick, such a nice way to unwind from a long day. Highly recommend and would love to stay here again :)
Superhost
A sunlit sunroom features a mix of comfortable seating, including a sectional sofa and two chairs, arranged around a wooden coffee table. Large windows allow natural light to fill the space, providing views of the surrounding greenery and seasonal foliage.
Cottage in Lyman
4.82 out of 5 average rating, 102 reviews

RK North : All season Waterfront cottage with dock

EricRating, 5 stars1 week ago
A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto
Guest favorite
A bright living area features large windows that overlook serene marsh views. A comfortable blue sofa is situated beside a wooden coffee table, while patterned armchairs provide additional seating. A fireplace is positioned below a wall-mounted TV, and natural light enters through a skylight.
Cottage in Goose Rocks Beach
4.98 out of 5 average rating, 109 reviews

Charming Designer Cottage on Marsh

RobinRating, 5 stars6 months ago
Tiny but beautiful cottage with walls of windows in the living room and bedroom overlooking the salt marsh. It was like staying on a boat! Great kitchen, comfortable bed and cozy fireplace. Beautiful in the winter.
Guest favorite
Double glass doors open to a view of the serene lakeside, framed by trees. A light-colored, airy interior features a small dining area with white chairs, a cozy seating space, and textured rugs. The natural light enhances the welcoming atmosphere of the space.
Cottage in Standish
4.92 out of 5 average rating, 119 reviews

Peaceful Lakeside Maine Retreat

TeaganRating, 5 stars1 week ago
Janet’s place in Standish was great and we could not have asked for a better host. Apart from the home itself, Janet was very friendly and responsive. She even proactively offered early check in / late check out, extremely unexpected and appreciated! Would absolutely recommend this BNB 10 times out of 10.
Superhost
A serene lakeside view is presented, with tall trees framing a gently sloping landscape. The calm water reflects the surroundings, and a wooden dock extends into the lake, inviting outdoor activities in a tranquil setting.
Cottage in Waterboro
4.95 out of 5 average rating, 20 reviews

Quintessential Maine Lakefront Cottage.

BethRating, 5 stars9 months ago
Marina’s little cottage is a gem which we highly recommend. It is situated high above the peaceful and quaint lake providing interesting views. The sunrise while sitting on the dock was a favorite. A great place to get some reading done without everyday distractions. Everything was clean, neat and organized! The new kitchen was a treat! For a small place it is very spacious inside, beds and sitting areas comfy and everything one needs for a pleasant stay. Marina gets an A+ for communication. We may be back next year and will recommend it to friends and family. Please don’t hesitate to book this place for a relaxing getaway.
Superhost
A view from water level shows a bright blue kayak in the foreground, with a forest of tall green trees surrounding a cabin in the background. The cabin features multiple windows that reflect the natural light and scenery.
Cottage in Parsonsfield
4.87 out of 5 average rating, 158 reviews

Riverpine Retreat - clean&bright waterfront home

BellaRating, 5 stars1 month ago
This riverside retreat was the perfect weekend getaway! It was so peaceful and we felt right at home. It was a bit cozier than the pictures made it seem but it was perfect for two of us and a big dog. Everything was clean and it was easy to find things such as extra towels and plates. It was raining almost the whole weekend but there was still so much for us to do between games, the game shed, and the screened in portion of the shed where we could sit, watch the river, and listen to the rain. We hope to go back again someday!

Cabin rentals with a kayak

Top guest favorite
A welcoming space features two wicker chairs positioned beside a rustic table. A potted plant adds a touch of greenery, while framed artwork hangs above the large windows, providing a glimpse of the outdoors. Soft lighting enhances the cozy atmosphere.
Cabin in Windham
4.92 out of 5 average rating, 205 reviews

Private Hilltop Cabin, Lakes and Trails Abound..

PeterRating, 5 stars8 months ago
We had the absolute best time at MJ’s place, highly recommend !! The house is spatious yet very cozy and quiet, with a nice back porch to sit and enjoy the surrounding woods! Home is also very close to town and to Poryland/coastline, and the cleanest lake to swim in that we’ve ever been to! MJ was very helpful and quick to respond. Stay here! We hope to return sometime soon!!
Top guest favorite
The dining area features a round table surrounded by wooden chairs, illuminated by a hanging light fixture. A small television is mounted on the wall, providing entertainment. A black wood stove and a white refrigerator are positioned nearby. Light wooden walls create a cozy atmosphere.
Cabin in Oxford
4.94 out of 5 average rating, 133 reviews

Thompson Lake, No Cleaning Fee Pine Point Cottage,

BridgetRating, 5 stars1 month ago
wonderful birthday weekend stay. very clean, quiet and peaceful! we had everything we needed to stay busy in the rain! very responsive host
Superhost
A vibrant garden space features a variety of colorful flowers alongside a white picket fence. An archway stands adorned with greenery, while a stone pathway leads to a calm water view. Decorative lanterns and a fountain add charm to this serene outdoor setting.
Cabin in Raymond
4.93 out of 5 average rating, 154 reviews

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

WaltRating, 5 stars7 months ago
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!
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, 127 reviews

Get away at Crystal Lake

Natalia Wilkin Rating, 5 stars4 weeks ago
Wonderful Stay in a Great Location! Zak and Emily’s house was exactly as described. It has a fully equipped kitchen, a grill, and a fire pit outside, making it perfect for relaxing evenings. The house is stocked with towels and other essentials, so we had everything we needed. There’s also a ping pong table, which was a lot of fun, and a great collection of movies for entertainment. Check-in was super easy, and the house is conveniently located across from Crystal Lake, offering a peaceful and scenic setting. Communication with Zak and Emily was excellent—they responded quickly and were very accommodating. Overall, it was a fantastic experience, and I would highly recommend staying here for a peaceful getaway. Thanks again, Zak and Emily!
Guest favorite
Cabin in Bridgton
4.92 out of 5 average rating, 127 reviews

Private cabin w hot tub,skiing,firepit & mountains

AltamashRating, 5 stars4 weeks ago
Alexa’s place was comfortable, well furnished, and impeccably clean, and she was extremely easy to get ahold of and communicate with! We had a fantastic two days away from home at this place.
Guest favorite
The cabin is nestled among trees, with warm lighting glowing from its windows. A fire pit is visible in the foreground, surrounded by seating, while large rocks are strategically placed around the outdoor area.
Cabin in Denmark
4.95 out of 5 average rating, 186 reviews

Maine Lakes-Pleasant Mt-Private Trails

DanRating, 5 stars1 month ago
Lovely cabin in a beautiful location. Check in was easy and Jeff is a very responsive host. Highly recommend this spot.
Guest favorite
The spacious main floor features a rustic log cabin design with a central dining table surrounded by black chairs. A well-equipped kitchen showcases wooden cabinets and a large stove, while a cozy seating area is visible in the background, accented by natural light from nearby windows.
Cabin in Wakefield
4.97 out of 5 average rating, 251 reviews

Beautiful Log Cabin on Belleau Lake -2900 sqft!

JonahRating, 5 stars1 week ago
Great place for a group to stay and enjoy the lake!
Guest favorite
A fire pit area is surrounded by colorful Adirondack chairs in green, red, and blue. Lush trees provide shade, and a glimpse of the waterfront can be seen in the background, creating a serene outdoor atmosphere.
Cabin in Denmark
4.97 out of 5 average rating, 104 reviews

Lake Front with Private Dock - BRAND NEW Furniture

AaronRating, 5 stars2 months ago
This is an absolute beautiful place to stay. There is no question, I would 100% stay here again. My family had an amazing time here. Darryl was very easy to communicate with and made the stay very easy. If you’re looking for a clean and quiet place to stay, look no further.

Quick stats about vacation rentals with a kayak in Scarborough

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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