
Vacation rentals with a kayak in Boothbay Harbor
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Top-rated kayak rentals in Boothbay Harbor
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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!

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.

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!

Oceanfront 2-Bedroom Haven in Boothbay
What a great cottage right on Mill cove with beautiful ocean views. We loved staying here it was the perfect base to explore Boothbay Harbor & surrounding area. Very relaxing peaceful spot. We loved the backyard & enjoyed eating on the deck with ocean views. The dock was a nice addition too. Our son loved walking down to the water every morning. Loved that we could just walk into town too. We would definitely stay here again.

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.

LUX Designer Private Waterfront
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10

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!
Cottage rentals with a kayak

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe
We thoroughly enjoyed our stay! Would highly recommend and will definitely be back!!!

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.

The Sailors Retreat - Waterfront Home with Kayaks!
The house was clean and orderly and the views were beautiful

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.

Charming Designer Cottage on Marsh
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.

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

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!

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!

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

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!

Price's Point - Cabin on the water
I've stayed in a lot of AirBnBs over the years, and I have my favorites, but I can confidently say that David's cabin has skyrocketed up to the top two in my list after just one stay! The cabin is easy to find, close enough to town to pick up good groceries or access shopping/restaurants, yet private enough to feel like you're getting away. David is super responsive and provided lots of helpful info at checkin and in the guide binder. The cabin and property are GORGEOUS! Beautiful waterfront views and access, super peaceful and relaxing. The cabin is well supplied with everything you could need: cooking supplies, games, karaoke, TV, books, zero gravity chairs, the works! Very thoughtfully appointed and well maintained. Cabin was also spotless and very easy to settle into, and easy to keep clean myself throughout my stay (something that is very important to me). Truly, this property is a gem -- I will definitely book again!

Roxie the Tiny Cabin on 100 acres
We had a great time! We would love to visit again.
Quick stats about vacation rentals with a kayak in Boothbay Harbor
Total rentals
10 properties
Nightly prices starting at
$180 USD 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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- 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