
Holiday rentals with a kayak in Cumberland County
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Top-rated rentals with kayak in Cumberland County
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House rentals with a kayak

The Cliff House
Extremely peaceful and relaxing! The rental is more like a home than a cottage/camp with its recent tasteful, pleasing, and very functional renovations (the flooring was well done and looked great; the mini-split system made it very comfortable even when it was in the 90’s; and, the new furnishings were attractive and comfortable). We thoroughly enjoyed ourselves!

Long Lake Gorgeous Views & Private Sandy Beach #1
The pictures don't do the home & grounds justice. Great walk-in beach for the kids with lots of toys to play with for our young kids. Relaxing and calm place to unplug.

Sebago Lake, ME *Lakeside*Hot Tub* just renovated
Our stay at Smith Cottage was quiet and peaceful. The home was bright and clean. We loved having the options of board games, foosball, cornhole and the hot tub to keep us entertained. The deck was a great gathering space with umbrellas for shade but plenty of sun hitting it for warmth! The gazebo was another favorite for night time gatherings. Colleen and Leo were responsive to our needs and all was as described in the listing. Everything was explained in the house guide, and if we had questions, they never made us feel like we were bothering them. They even recommended local attractions ahead of time so I could book a fishing tour. Definitely happy with our experience on the water using Burnt Meadow Guide Service. Also, being just down the road, Jordan's store made it easy if we forgot anything or needed fishing licenses. We look forward to booking again!

Lakefront Getaway
We LOVED our weekend on Arrowhead Lake! Great house for families. We have three teenagers and loved having separate spaces for everyone, as well as places we could all gather together, inside or out! There was something for everyone! Perfectly set up for those who love to cook, fish, kayak, walk or just read a book outside! Nearby we enjoyed the farm stands, our first attempt at disc golf, my son's first catch of a small mouth bass and shopping at the Limerick Grocery Store (very well stocked!). We hope to return again soon!! Elizabeth was a wonderful and attentive host!

Waterfront Gem walkable to Restaurants!
Beautiful house on the pond! Perfect for our family of 4. It was comfortable and relaxing. Amy is a wonderful host! She checked in and made sure we had everything we needed. We really enjoyed our stay! Hoping to stay again sometime.

Beautiful lake-side home close to Portland Maine
We really appreciated this spot as we explored the Maine coastal area. And the cold lake water kept us plunging for health and challenges! Beds were comfy and cozy! The kitchen allowed for nice meal prep and for the studying students in our group the relaxing view made it all bearable. We would love to come back in summer or fall! Thanks for being such accepting and helpful hosts!

Maine Ocean Waterfront - Family, Rustic Getaway!
Chip's "Crow's Nest" is a one-of-a-kind gem. Our whole group could not stop talking about how much we loved the place, how we'd be thrilled to have a house like this, and how we can't wait to come back. The property was undeniably perfect for our stay. Even though we got rained out, the "Crow's Nest" had everything we could want. There was plenty of room for the 10 of us and anytime we needed something, we just had to turn around and there it was. Chip was a life saver with the quality and attention to detail in his ability to host-- we felt so comfortable. So much was available to us and it really felt like staying with an old family friend who wanted us to there. Any time I had a question, Chip was able to answer it right away. He is knowledgeable (read his guidebook), kind, and generous. This century-old home is beautiful, well loved, and absolutely worth the trip. The "Crow's Nest" deserves to be treated with all the respect in your heart. It was an absolutely incredible stay.

The Lake House
This was a great spot for a quick family getaway. We enjoyed the outdoor space. The house was clean and well-stocked.
Cottage rentals with a kayak

Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
My husband and I spent 6 days here for our anniversary. I wanted a location on the water and close to visit all the major coastal towns in Maine. This was perfect! The home, felt like home, and everything was clean and beautiful. Adam was very helpful whenever I had any questions. Sipping coffee every morning on the back porch and watching the sunrise over the lake was so peaceful. Grocery store close by and great hiking/walking areas right out the front door. Can’t wait to come back and bring the family.

Charming 3 bedroom cottage on Notched Pond
Our stay at Marc’s cottage was absolutely wonderful. The location is quiet and peaceful. The cottage itself is beautiful and impeccably clean, providing a cozy and comfortable atmosphere. Marc is a kind and responsive host, always available to answer any questions and ensure a great experience. Highly recommend this place for anyone looking for a serene getaway!"

RK North : All season Waterfront cottage with dock
It was overall a tremendous experience. I would definitely recommend it!

Private oceanfront cottage, great views, and float
Such a beautiful spot--Christine's house has gorgeous views, a dock and many kayaks. We enjoyed our stay--sitting on the deck, seeing the Northern Lights (!!)--thank you Christine for the heads up! Harpswell is a special place and this beach cottage is special as well. Loved the view from the spacious bedroom. Great hiking and local seafood.

Peaceful Lakeside Maine Retreat
The home was in a beautiful location and it was so peaceful to wake up and look out over the water. The beds were comfortable and there was lots of space for our group to hang out. The host was very accommodating and answered all our questions quickly. Highly recommend!

Covered Bridge Cottage - Maine woods and river
From arriving to the hospitality throughout the stay to check out everything was just amazing!! Hidden gem for sure! Very relaxing cottage with a beautiful view. Very cozy, felt right at home. I used to live in Maine so returning for NYE and my daughter’s birthday and experiencing this after the fast pace living in Miami was an amazing experience, just what I needed!

Quintessential Maine Lakefront Cottage.
Marina’s little cottage is a gem which we highly recommend. It is situated high above the peaceful and quaint lake providing interesting views. The sunrise while sitting on the dock was a favorite. A great place to get some reading done without everyday distractions. Everything was clean, neat and organized! The new kitchen was a treat! For a small place it is very spacious inside, beds and sitting areas comfy and everything one needs for a pleasant stay. Marina gets an A+ for communication. We may be back next year and will recommend it to friends and family. Please don’t hesitate to book this place for a relaxing getaway.

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!
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!!

Charming Lakefront Cabin
This location was absolutely stunning! Brad was incredibly accommodating and even ran over with a high chair after our check out because we had two families with young children. The yard was cute and we loved playing outdoor games in the communal grass area right by the house. The house was very cozy and the perfect space for our families. I wish we stayed longer!

A Serene A-Frame Cabin with Hot Tub
We had a great late October stay for our honeymoon. The cabin was definitely warm enough for the 30 degree temperatures. Hot tub was amazing, that was clean as well. The outdoor kitchen was very convenient, even when it rains the kitchen is still covered. We had an amazing stay, will be visiting again!

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!

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.

Private cabin w hot tub,skiing,firepit & mountains
This is a beautiful home that is very well maintained and cared for. Alexa's cabin was a great place for 5 of us to gather, relax, and enjoy. Kitchen has everything you need, the hot tub is fantastic during a spring snowstorm, the beds were very comfortable, and it provided ample space for us.

Charming log cabin on Crooked River in Maine
We loved our stay, the cabin was exactly what we were looking for: private, quiet and an escape from work demands. We especially enjoyed the outdoor space and close proximity to the river, and the screened in porch was simply wonderful to relax and read in. We would love to visit the area again.
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Popham Beach State Park
- Brunswick Golf Club
- Long Sands Beach
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Palace Playland
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Mt. Abram
- Laudholm Beach
- Parsons Beach
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