Vacation rentals with a kayak in Boothbay Harbor

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Popular amenities for Boothbay Harbor kayak rentals

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

LivRating, 5 stars1 month ago
I love coming to Maine, and this was my first time staying at Rob's place—it was beautiful! Rob was more than accommodating and incredibly hospitable. The home is gorgeous, super clean, cozy, and very private. The game room was such a fun bonus! It was the perfect little getaway. Thank you so much, Rob, for everything! I will definitely be keeping this place in mind for future visits!
Guest favorite
Home in Fayette
4.9 out of 5 average rating, 21 reviews

Lakehouse with 100ft of private waterfront

GeorgeRating, 5 stars6 months ago
My wife and I spent our first year anniversary in this wonderful home. We had a great time enjoying the fall colors and over looking the beautiful pond, especially in the morning as the fog broke. Within 15 minutes there were several grocery shopping options, restaurants, and breweries. Perfect balance of being in a quiet setting but having amenities nearby. Would recommend and hope to go back next autumn!
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

ErikRating, 5 stars1 month ago
Great winter weekend stay in Maine, the house was very cozy and perfect for our group. The location is perfect for access to the ski mountains and the town as well. Overall highly recommend Roman’s place, I’m sure it is just as beautiful in the summer!
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.

KristenRating, 5 stars7 months ago
This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.
Superhost
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

Mattie RoseRating, 5 stars7 months ago
Leslie’s home is exactly that, cozy, spacious, beautiful, peaceful, but above all it feels like a real home. Leslie was welcoming and gracious, she went above and beyond, I would certainly consider her a friend after staying there. I highly recommend this spot!
Guest favorite
Home in Belgrade
4.96 out of 5 average rating, 27 reviews

Waterfront House w/ Hot Tub & Unreal Sunsets

JamesRating, 5 stars2 months ago
This Airbnb was the perfect weekend getaway! The peaceful atmosphere, stunning winter views of the lake, and cozy indoor fireplace made it a truly relaxing retreat. The hot tub was a highlight—perfect for unwinding and enjoying the scenery. The kitchen was well-equipped, making it easy to cook meals and enjoy nights in. Everything was clean, comfortable, and exactly as described. The hosts were incredibly responsive and made sure we had everything we needed, which made our stay even more enjoyable. If you’re looking for a quiet escape with beautiful scenery and great amenities, this is the place. Highly recommend!
Guest favorite
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)

KimRating, 5 stars6 months ago
It is an old house so don’t expect modern conveniences but the location is amazing. The town is easily within walking distance and there are fun things to do and see all around. The hosts directed us to 27 Fathoms where the food was excellent. Would definitely recommend this location and this place.
Guest favorite
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.
Home in Buxton
4.88 out of 5 average rating, 126 reviews

Charming 4 bedroom lake front, with private beach

RobinRating, 5 stars7 months ago
Amazing play for a family vacation. My little one loved the beach area and all the toys.

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

SarahRating, 5 stars5 months ago
This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!
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, 136 reviews

Cozy camp near highland lake

TyRating, 5 stars1 day ago
My stay here was absolutely awesome—cozy, charming, and full of thoughtful touches that made it feel like a home away from home. Tucked away in a quiet spot, it had just the right mix of comfort and style, with a super comfy bed, a well-equipped little kitchen, and warm lighting that made evenings feel magical. The host went above and beyond, leaving local tips and a welcome treat that totally made my day. I honestly didn’t want to leave! And the view to the lake was so beautiful especially the sunsets for the cabin overlooking everything was just so awesome!
Guest favorite
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, 135 reviews

Near Waterville | Lake Great Pond | Dog Friendly

TammyRating, 5 starstoday
The place was beautiful and exactly what we needed! I would definitely recommend staying here.
Guest favorite
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

AaronRating, 5 stars6 months ago
Amazing place, it was exactly what we needed.
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.

ElaineRating, 5 stars2 months ago
This is our second stay here and we just love the location. looking out over the river is so relaxing.
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

BrianRating, 5 stars1 week ago
It was overall a tremendous experience. I would definitely recommend it!
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

BiancaRating, 5 stars6 months ago
I had a wonderful 4 night stay at the lake house and couldn't have asked for a better place to spend the little getaway. It is beautifully located on the lake and has this huge window in the living room from which you have an amazing view. The house has everything you need, even washing machine and dryer in the basement. I would 100% recommend this unique place! Christine has been super helpful throughout my stay.
Top 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

RaeganRating, 5 stars6 months ago
Perfect fall cottage so close to Portland! The cottage is so peaceful and quiet. But so close to Portland but you wouldn’t even know it. The farm is lovely and we took a walk down to the river on the property, it was so peaceful and so much land! If you are looking for a get away from a city, but want to be able to explore Portland and Kennybunks, this was the perfect spot. I don’t know if I’ve slept that good all year. Would definitely come back again. And we love Trooper the dog!

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

JenavieveRating, 5 stars1 month ago
My friends and I had a great time relaxing at this beautiful place. Aqeel and Michelle were extremely responsive and helpful when necessary. We would stay again!
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

BettyRating, 5 stars2 months ago
The cabin was just as advertised. A quiet clean space!!
Guest favorite
Two colorful watercraft–a red kayak and a blue paddle boat–rest on a sandy area by the water's edge. Lush trees surround the serene pond, evoking a peaceful natural setting perfect for outdoor recreation.
Cabin in Oxford
4.93 out of 5 average rating, 27 reviews

A Serene A-Frame Cabin with Hot Tub

MichaelaRating, 5 stars5 months ago
We had a great late October stay for our honeymoon. The cabin was definitely warm enough for the 30 degree temperatures. Hot tub was amazing, that was clean as well. The outdoor kitchen was very convenient, even when it rains the kitchen is still covered. We had an amazing stay, will be visiting again!
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

JackieRating, 5 stars7 months ago
I loved this place! Enjoying coffee and meals outside on the deck overlooking the lake and beautiful surroundings of nature. I felt safe there and was a charming neighborhood. I loved that there were boats to use and a dock to watch sunset an autumn harvest moon over lake! Jess was the perfect host and made sure everything was great when I arrived. She was very helpful when I had any questions and I am looking so forward to going back there again! Thank you Jess for sharing this wonderful place!!!
Guest favorite
Cabin in Hope
4.97 out of 5 average rating, 101 reviews

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

MelissaRating, 5 stars6 days ago
Connor was an AMAZING host! From the very beginning, he was always very responsive, and was consistently available to answer my questions promptly. His cabin on the lake was so cozy, it truly felt like our home away from home. It was beautifully decorated, peaceful, serene, well-stocked with anything that one could need. His recommendations were extensive and were very much appreciated. We were celebrating our 30th wedding anniversary and really loved being able to stay there with friends for a few days before departing for another excursion. It gave us time to celebrate and make some great memories with them - something that we will always treasure! The worst thing about this cabin? - Having to leave it in the rearview mirror! Connor, thanks so much for sharing your beautiful cabin with us. You can count on us to be back in the future! Thank you!
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.

WaltRating, 5 stars6 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, 125 reviews

Get away at Crystal Lake

GabrielRating, 5 stars3 months ago
Great cabin, location, and hosts. Our group had a great time coming back for our second trip here and would highly recommend. 5 stars all around.
Guest favorite
Cabin in Bridgton
4.93 out of 5 average rating, 123 reviews

Private cabin w hot tub,skiing,firepit & mountains

DanRating, 5 stars2 weeks ago
This is a beautiful home that is very well maintained and cared for. Alexa's cabin was a great place for 5 of us to gather, relax, and enjoy. Kitchen has everything you need, the hot tub is fantastic during a spring snowstorm, the beds were very comfortable, and it provided ample space for us.

Quick stats about vacation rentals with a kayak in Boothbay Harbor

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ661 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

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