
Vacation rentals with a kayak in Casco
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House rentals with a kayak

Lakefront summer getaway cabin for 6
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.

Cozy Getaway w/ Boat Launch & Kayaks
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.

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

Trickey Moose Family Retreat | Firepit Kayaks
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.

Waterfront Farmhouse with Modern Flair!
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!

Maine Lakes Region house (private hot tub)
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.

Long Lake Leisure Chalet
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.

37(B)Shore Road Raymond Maine - Dragonfly Landing
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

Cottage on the lake! Includes kayaks & rowboat!
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.

Cozy camp near highland lake
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.

20ft from the Water with Mountain View!
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!

Cozy waterfront home on Merrymeeting Bay.
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 :)

Peaceful Lakeside Maine Retreat
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.

Bass Point Lakeside Cottage: Livermore, Maine
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.

Peaceful Cottage on Maine Flower Farm
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!

Lakefront, Beach Private, Amazing Views, & pets!
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

Private Hilltop Cabin, Lakes and Trails Abound..
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!!

McKeen's Riverside Retreat
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..

Merrymeeting Midcoast Cabin
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!

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views
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.

Lakeside Cabin Nestled in the Pines
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.

Get away at Crystal Lake
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!

Private cabin w hot tub,skiing,firepit & mountains
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!

Bear Cabin
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
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- Sebago Lake
- Wells Beach
- Scarborough Beach
- Sunday River Resort
- Story Land
- Attitash Mountain Resort
- Popham Beach State Park
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Belgrade Lakes Golf Club
- Palace Playland
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Laudholm Beach
- Parsons Beach
- Dunegrass Golf Club