
Vacation rentals with a kayak in Boothbay
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House rentals with a kayak

2 Acre Waterfront w/Canoes & Kayaks, Game Room
If you want a private, well furnished home in the woods with fishing access on the stream and 2 fire pits this is your place!! Staying at this house made a work trip for my crew and I, feel like we were on vacation for 2 nights while staying there. Worth the money and great hosts!

Maine Waterfront Hideaway
We had such a good time! Lots of space, kid friendly, well equipped kitchen, beautiful location by the water. Host communication was great. Hope to stay again sometime!

Family Escape w/ Kayaks, Fire Pit, & Water Access
What a whimsical town! In the middle of nowhere So peaceful Yet, Wallace's General Store, right up the road Maybe a mile Amazing food and Sandwiches and just about everything under sun to Need So, just down the road is this Amazing Place! Three Sisters Farm Heaven Awaits Must check out

New Modern Cottage with Ocean Views & Wildlife
We can’t say enough good things about this stay. We came for our honeymoon, and were met with flowers and a few other treats from the host as a gift. How sweet! As far as the property, the cottage is perfectly sized for two or three, and is designed delightfully. It is on a shared lot with the family’s primary residence , but feels very comfortable and private. A close by walk to the water as well. Inside, you will find everything you could ever need from pots and pans, spices, towels, and the best recommendations for the area. We’d build our own version of this cottage to take home with us if we could. We hope to one day be back and will always remember our amazing time in Harpswell.

Most Sought After Property on Lake Damariscotta!
The house was great and matched what the description was. Very spacious and everything needed. Matthew was also very responsive when I had questions. Would stay there again for sure!

Riverside
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!

Lakefront: Private Hot Tub, Sauna & Free Massages!
What an AMAZING stay! We loved staying at the lake house and enjoyed extra that came with it! The bed was comfortable, the rooms were all beautifully decorated and we both loved the hot tub! Although it rained almost the entire time we were able to enjoy the game room and the fire place. We have already told our friends and family how much of a great stay we had!

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
Great place, Host was great and easy to reach. location was beautiful and right on the water, The porch was so comfortable watching the tides chances over the day with cup of tea.
Cottage rentals with a kayak

Lakefront Home, Sandy Beach, Belgrade Lakes, Colby
Hillary's home was so cozy, beautiful, and just overall a wonderful place to visit. Beds super comfortable. Kitchen had everything you need and more. The view of the lake was so beautiful. I could go on and on.... Hillary is so easy to get along with. Answers all questions and gives great advice of the area and things to do and see. Overall Fantastic! Christ's local convience store has everything!! Our stay was terrific.

Your private waterfront B&B retreat in Maine...
I stayed at Liz and Alex’s stunning place at the beginning of September. This was either my 3rd or 4th time and I love being there. The quiet and the utter peacefulness of being literally on the banks of the estuarial river is amazing. Although I was only able to be there for 2 nights this time, I was recharged and ready to go back home when I left. On other visits I’ve taken advantage of being near the delightful town of Damariscotta, Pemaquid Point Lighthouse, Hidden Valley Nature Preserve, Muscongus Bay Lobster dock, the Audubon preserve in Bremen, and so many others. On this visit I stayed put, letting the inward and outward flow of the river soothe me while I read and wrote. On this visit I also had a nice long chat with Liz, a remarkably talented woman. See her book and ask about her films when you go.

Cozy camp near highland lake
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.

Driftwood Dreams Cottage
As we arrived there was a bottle of wine waiting for us! We so enjoyed sitting on the deck watching the tides and the eagles soaring above us, diving into the water to catch fish! We kayaked right off the property which was also super convenient and very beautiful. We had a lovely week at the cottage and thoroughly enjoyed its amenities. We would definitely recommend and return!

Driftwood Cottage | Lake Great Pond | Dog Friendly
This cabin was very comfortable with great amenities (cooking ware, laundry). The beds and linens were very clean and quite comfortable. We were each given two fresh white towels. The cabin is on a dead end street surrounded by A-frames and little cabins, pretty close together, but no so much thst it felt crowded. Its licated across the street from a lake. There is lake access about 5 houses down - a few minutes walk - down the road. We stayed in May and it was very quiet at night. Mostly, we saw no one, (being somewhat pre-season). But we met one neighbor on a walk who was very friendly and took a moment to say hello and pet put dogs. The local grounds were clean.

The Rocky Road Camp on East Pond
Two things stood out to us: Tim and Melissa were fantastic hosts. Responsive, flexible, and went out of their way to make us feel at home. If anything, they kind of undersell the lakeshore. Beautiful, peaceful, and a large area. We were here too early in the season to take full advantage, but this must be heaven in the summer. Hope to come back during kayaking season.

Classic Lakefront Maine Cabin
What a beautiful location! David is a great host. He made sure we had good directions, tips for the area, and was quick to answer any questions. The lakeside cabin has absolutely everything you need to have a peaceful, relaxing vacation. The view of the lake is spectacular. The cabin is very clean, has a well stocked kitchen, comfortable beds and Echo lake is a gorgeous pristine lake. Every morning, we enjoyed our coffee on the dock. We swam, kayaked, canoed and even tried out the paddle boards that came with the house. We would love to come back! Thanks!

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.
Cabin rentals with a kayak

Lake Cabin in the Trees
We stayed here to be near Bates college for graduation weekend. We felt right at home! The cabin was warm and inviting... cozy, clean and safe! It was so secluded, with a gorgeous view over the water. We would love to return when we can simply stay in the cabin and enjoy the peace and quiet.

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!!

Cozy Camp Round Pond - Kayak, Swim, Bonfire, Games
We had a great stay at Leah's cabin. The place was warm and cozy, and we enjoyed the lookout onto the beautiful frozen lake. Leah was very proactive and responsive. A great stay!

Sauna + Stay in MidCoast Maine - Cabin 3
What a wonderful spot! Gorgeous, quiet pond and relaxing wood fired sauna. Rheanna is a super responsive and helpful host. We'll be back! Just FYI - this cabin is a "three season" structure. Although it was super comfortable, it felt a little more like camping than we originally expected with some cool nights and mornings, a few insect frinds, and a short walk to the shared bathrooms and kitchen area.

Rustic Family Cabin on China Lake
We come every year. It’s a great quiet place.

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

Thompson Lake, No Cleaning Fee Pine Point Cottage,
wonderful birthday weekend stay. very clean, quiet and peaceful! we had everything we needed to stay busy in the rain! very responsive host

Rustic, cozy cabin on Sebago Lake. A hidden gem.
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!
Quick stats about vacation rentals with a kayak in Boothbay
Total rentals
40 properties
Nightly prices starting at
G$25,178 GYD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Sebago Lake
- Scarborough Beach
- Surfside Beach
- Popham Beach State Park
- Fox Ridge Golf Club
- Pemaquid Beach
- Brunswick Golf Club
- East End Beach
- Belgrade Lakes Golf Club
- Samoset Resort
- Palace Playland
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Ferry Beach
- Cliff House Beach
- Dunegrass Golf Club
- Freddy Beach
- Funtown Splashtown USA
- Portland Museum of Art
- Portland Country Club
- Wolfe's Neck Woods State Park
- Maine Maritime Museum
- Crescent Beach State Park
- Head Beach