
Holiday rentals with a kayak in Southport
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Top-rated rentals with kayak in Southport
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House rentals with a kayak

Tidewatch. Escape to the water.
Our family of five had an amazing time at Nicole’s place. The house is situated in a prime location on the water, with access to so many activities right from the dock. At night, you can hear a pin drop. It’s quiet, peaceful and perfect for stargazing and roasting marshmallows. The house is comfortably appointed with lots of blankets and pillows, tons of kitchen utensils, pots & pans, comfortable bedding, etc. The decor is very coastal Maine, lending itself to a cozy nautical vibe. You’re incredible close to Boothbay Harbor and the Coastal Botanical Gardens as well as neighboring cities like Wiscasset, Damariscotta, Bath and Portland. Nicole has great recs for food and local activities. Overall, her place is so comfortable and inviting, it was super hard to leave. Definitely recommend!

Waterfront Gem walkable to Restaurants!
a wonderful place to stay.

Postcard views, ocean front and idyllic cove
Mihai is a wonderful host and his place is a gem! The gorgeous location is nothing short of magical and the house is immaculately designed and decorated. The hot tub is an amazing bonus. Everything about our stay went smoothly and even during off season, we found plenty to do. Would absolutely stay again.

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!

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.

Kayak to the Causeway-50s cottage with modern vibe
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.

Salty Breeze Cottage
Fantastic stay at Sherri’s place. Fully stocked cottage nestled in the woods overlooking the water. Brand new kitchen and bathroom. Conveniently located to Bowdoin College and downtown Brunswick. We would definitely stay again, I highly recommend Sherri’s place.

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!!
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.

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.

Driftwood Cottage | Lake Great Pond | Dog Friendly
Alana's home was more than we expected. The home was spotless and well equipped for our quick stay. She is very accommodating and responds to questions immediately. We would definitely stay again if we're in her area.

RK North : All season Waterfront cottage with dock
A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto

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!

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.
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.

Cozy Lakefront Cabin * CampChamp
Loved this nature find...we swam, we canoed, we fired up the campfire with s'mores galore...with pristine views! All as described and great thoughtful touches in the cabin and yard. We had a nature oasis here that was hard to leave...but we also had some fun finds locally with dinner across the pond at the stunning Toddy Pond Farm! And we meandered over to The Lost Kitchen shop which is only 20 mins away.

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
This was our second time staying here. We love the beautiful and peaceful setting. Lots to do in the surrounding areas but also we love relaxing at the house by just sitting on the dock with a good book or kayaking/fishing in Hobbs Pond.

Thompson Lake, No Cleaning Fee Pine Point Cottage,
What an amazing hosts! When i check in they both came and visited and gave me a grand tour of things of the place. Showed where the lake was to kayak, recommended places to eat, and visited. Michael was quick to respond making sure i was doing great. I would totally go back and rent their place again! Thank you so much!
Quick stats about holiday rentals with a kayak in Southport
Total rentals
10 properties
Nightly prices starting at
$257 SGD before taxes and fees
Total number of reviews
310 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- Freddy Beach
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Prouts Neck Country Club
- Bradbury Mountain State Park