Vacation rentals with a kayak in Casco

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Popular amenities for Casco kayak rentals

House rentals with a kayak

Superhost
The image showcases a serene lake view framed by colorful autumn trees, their leaves in shades of red and yellow. A sandy area is visible with a fire pit and several chairs arranged nearby, along with a glimpse of canoes at the water's edge.
Home in Greenwood
4.96 out of 5 average rating, 111 reviews

Lakefront summer getaway cabin for 6

LezlieRating, 5 stars1 week ago
We had a great week at the cabin! The view is amazing and it was so relaxing. Courtney was very responsive and attentive. Highly recommend for a cozy getaway in a beautiful setting.
Guest favorite
A welcoming living area is furnished with a soft sofa and armchair, accompanied by wooden coffee and side tables. Natural light enters through the windows, illuminating the space. Decorative pieces, including a cheerful sunflower accent, enhance the overall ambiance.
Home in Naples
4.95 out of 5 average rating, 22 reviews

Cozy Getaway w/ Boat Launch & Kayaks

BarbaraRating, 5 stars7 months ago
This was our second trip to the Cove in Naples, Maine. We loved the fall colors and the sunshine on the water at the beach! My sister-in-law from California joined us to leaf peep and explore the surrounding area. Stephanie is always so kind. Had a card and a box of treats to help us celebrate our anniversary. The house is very relaxing and cozy, the neighbors are friendly and the lake is beautiful.
Guest favorite
A scenic lakeside view showcases a sandy beach bordered by tall trees. The calm water reflects the surrounding greenery, while a small fire pit and seating area are visible near the shore, providing a cozy spot to relax and enjoy nature.
Home in Wakefield
4.98 out of 5 average rating, 169 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

WendyRating, 5 stars4 days ago
We had a great stay at Julie’s beautiful home. Her home was even nicer than the pictures. Great kitchen with everything you could possibly need. Open layout so we can all converse no matter what we were doing. Beds were comfortable. But the outside stole the show. The upper deck was spacious and had great views. The hot tub was just what we needed. Then you walk down to the dock and there is enough space for everyone to lay out. Lots of kayaks and paddle boat. Had fun exploring and fishing the lake. Perfect home for families to come together and catch up!! Oh, and the lower level was perfect with ping pong, foosball and tv for late night fun!! Would recommend to anyone wanting to be in the lake region of NH.
Top guest favorite
A serene lakeside area is depicted, featuring a grassy shore that meets clear water. Two kayaks are positioned nearby, and a fire pit with seating is set under the shade of green trees. A backdrop of lush foliage enhances the tranquil environment.
Home in Naples
4.91 out of 5 average rating, 44 reviews

Trickey Moose Family Retreat | Firepit Kayaks

JudyRating, 5 stars1 month ago
We booked Trickey Moose to spend quality time with our two Maine teen grandchildren while they were on spring break. The place was perfect for our needs. The home is quite spacious yet offered each of us an element of privacy. We found the home in immaculate condition and stocked with every essential needed. The “community pantry” was a pleasant surprise and was stocked with the few incidental items we hadn’t brought along. The ping pong and air hockey tables created a friendly competition between the grandkids and grandparents. Great memories were made…. only wish we could have stayed longer.
Top guest favorite
Home in Bath
5 out of 5 average rating, 103 reviews

Waterfront Farmhouse with Modern Flair!

JosephRating, 5 stars2 weeks ago
We stayed for eight days and loved it! It surpassed our expectations and the open floor plan allowed our three generation family to spend great time just talking and spending quality time together. We were met with some great snacks when we arrived which came into handy after a long day of traveling from the west coast. We were captivated by the beautiful landscape including amazing eagles plunging into the waters and catching fish. The changing tides meant the landscape and natural activities were always providing a new show to enjoy. We loved everything about this stay and would highly recommend it!
Guest favorite
The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars3 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.
Superhost
A wooden deck extends from the back of the chalet, featuring outdoor seating and a small umbrella. Two sets of sliding glass doors offer access to the interior, while a charcoal grill is placed conveniently nearby. The surrounding trees provide a natural backdrop.
Home in Naples
4.89 out of 5 average rating, 27 reviews

Long Lake Leisure Chalet

NicolaRating, 5 stars5 months ago
The house was exactly as described and perfect for a family getaway, even in winter. The kitchen has everything we needed, and was well stocked with necessary basics. The house was warm and the bedrooms a very good size with excellent storage. Our son particularly loved the loft area which he made his own space for the stay. Even in winter the private beach just a short walk down the street was very pretty and our dog enjoyed visiting to stretch his legs and run. The yard area was clean and the pet waste hatch is super handy. The local area has plenty to do (even in winter). We enjoyed some great hikes and some local snow tubing.
Top guest favorite
A newly constructed 3-bedroom home is set among trees, with a sandy area in the foreground. White outdoor chairs and a picnic table are arranged on the lawn, providing a welcoming space for outdoor gatherings. The home features large windows and stacked levels accessible from the yard.
Home in Raymond
5 out of 5 average rating, 20 reviews

37(B)Shore Road Raymond Maine - Dragonfly Landing

MichaelRating, 5 stars5 months ago
This is such a lovely place--really a beautiful location right on Thomas Pond with great views of the water! The house itself is well laid out-- it was perfect for our multi-generational family. Spotless, super comfortable, nicely stocked, it exceeded our expectations. And the hosts made us feel so welcome with many thoughtful items throughout the house, not to mention a welcome basket of hot cocoa and marshmallows, candy canes and chocolates as well as a very useful binder of recommendations for nearby things to do, places to eat, etc. We had a fantastic time here and hope to return next year!

Cottage rentals with a kayak

Guest favorite
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, 114 reviews

Cottage on the lake! Includes kayaks & rowboat!

DavidRating, 5 stars3 weeks ago
Beautiful spot on the water with great fishing, was a bunch of games inside for the kids which was a huge bonus enjoyed the stay.
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, 141 reviews

Cozy camp near highland lake

BenRating, 5 stars2 days ago
Lori was a wonderful host for our trip up to Maine. My girlfriend and I enjoyed doing yoga in the entrance room when it rained and a nice sunrise kayak trip out on the lake across the street. My in-laws stayed with us too and we all had great laughs together and enjoyed good food all weekend long.
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
4.94 out of 5 average rating, 344 reviews

20ft from the Water with Mountain View!

JoelRating, 5 stars5 days ago
The cottage was lovely with a fantastic view of the lake. The space was well-appointed and cozy. Lots of greats hikes. Conway has a lot of charm. Highly recommended!
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 stars1 week 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 :)
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 stars2 weeks 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.
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 stars7 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.
Guest favorite
A single-story cottage is shown with a white wooden exterior and a grey roof. Multiple windows with a dark trim allow natural light in. A gravel pathway leads to the entrance, where a door is framed by steps. A dog rests on the grass nearby.
Cottage in Buxton
4.97 out of 5 average rating, 144 reviews

Peaceful Cottage on Maine Flower Farm

RaeganRating, 5 stars8 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!
Superhost
A serene view of a lake surrounded by trees, reflecting the clear blue sky. The water's surface appears smooth, indicating calm conditions. The landscape features distant houses among the trees, contributing to a peaceful natural setting.
Cottage in Freedom
4.79 out of 5 average rating, 483 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Leigh AnnRating, 5 stars2 weeks ago
Helen was actually wonderful. She returned calls and everything. It was a great place to stay beautiful and hope to stay there 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
A rustic cabin is shown surrounded by grassy areas, with a picnic table and colorful chairs arranged around a stone fire pit. Lush greenery and flower beds are present, enhancing the natural setting. Outdoor items like canoes are visible along the side of the cabin.
Cabin in Dresden
4.95 out of 5 average rating, 186 reviews

McKeen's Riverside Retreat

KathleenRating, 5 stars1 month ago
We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..
Top guest favorite
A rustic cabin features a wooden exterior with stone accents, situated on a grassy area. An open door invites guests inside, while a bright green hammock is strung nearby among the trees. A fire pit is visible in the background, surrounded by natural landscaping.
Cabin in Dresden
4.98 out of 5 average rating, 243 reviews

Merrymeeting Midcoast Cabin

KatherineRating, 5 stars3 weeks ago
This was my second time staying at Terrill’s place and it was just as lovely as I remembered! It’s such a peaceful place, surrounded by natural beauty, to relax and unwind. I’ll definitely be back again!
Guest favorite
A lakefront chalet is framed by lush trees, featuring a spacious deck with seating and a view of the water. A kayak rests on the sandy shore, leading to a clear lake that reflects the surrounding greenery and the home's inviting design.
Cabin in Barnstead
4.95 out of 5 average rating, 226 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

HamzaRating, 5 stars3 weeks ago
Me and my friends we were group of five. We enjoyed our stay at their place. It was amazing view by the lake side. The hot tub and kayaking experience was totally awesome. We will never forget our trip to Hampshire because of this beautiful house.
Guest favorite
Cabin in Waterford
4.94 out of 5 average rating, 159 reviews

Lakeside Cabin Nestled in the Pines

LindseyRating, 5 stars7 months ago
Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.
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 stars1 month 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, 128 reviews

Private cabin w hot tub,skiing,firepit & mountains

ChloeRating, 5 stars2 weeks ago
We absolutely loved our stay at Alexa’s cabin. We enjoyed the hot tub, fully stocked kitchen, and truly felt like we could disconnect from the world to connect with those around us. Alexa was a great communicator, provided detailed instructions and local recommendations that were spot on. Don’t hesitate to book this Bridgton escape!
Guest favorite
A brown wooden cabin is set among trees, showcasing large windows that provide natural light. The structure is elevated slightly above ground, with steps leading to a deck that extends outward. A gravel area surrounds the cabin, enhancing the natural landscape.
Cabin in Madison
4.92 out of 5 average rating, 133 reviews

Bear Cabin

JennRating, 5 stars1 week ago
If I could give 10 stars, I would. First time a place was even better than the photos. Private. Clean. So quiet. Comfortable. Everything we wanted plus ! Felt like we were millions of miles away and a short drive to all attractions. The kayaks, canoe, fire pit and hot tub were used and enjoyed. 3 nights - could’ve stayed way longer ! Don’t hesitate if you’re looking to relax, unwind and enjoy nature. Hands down our new favorite spot and can’t wait to go back ! John and Cassie were very responsive and excellent hosts !

Quick stats about vacation rentals with a kayak in Casco

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 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

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Casco
  6. Rentals with a kayak