
Vacation rentals with a kayak in Portland
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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!

Sebago Lake, ME *Lakeside*Hot Tub* just renovated
We thoroughly enjoyed our stay at Sebago Lake. The area is stunning, with nice access to the water, making it a perfect spot for exploring the surroundings. Colleen and Leo were incredibly responsive and welcoming, ensuring we felt right at home. We would absolutely choose to stay here again!

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
Our visit to Claire and Karen's place was just what we were looking for - a cozy place to nestle in after a busy holiday season. We wanted a beautiful view of a frozen lake that would be in the background while we played family games, watched movies, and hung out, and that is just what we got! The scenery was gorgeous, the home was modern yet cozy, and the neighborhood was easy to get to, yet secluded enough to give us the quiet and privacy we were craving. We had a wonderful post-holiday vacation at Claire and Karen's!

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.

Waterview Lake House
Beautiful spot! Far enough from everything to feel private and peaceful but not so far that it's inconvenient. Nice and clean. Would stay here again.

Peaceful River House - 20 minutes from Portland!
We loved our stay at Wendy's place. The location is perfect on the river & close to Portland so it was the best of both worlds. Wendy couldn't have been any more accommodating, offering us early check in and a late check out. She was easy to communicate with & ensured we had a seamless experience. The house was exactly what we were looking for. We hope to visit again in the summertime!!!

Waterfront Private Home, 8 Acres, 5 min to LLBean
Amazing $1M+ house. Everything you need, especially in the kitchen. Everything is high-end and perfect. Beautiful house and land. Great deck with fire table. Upstairs shower is amazing! Left doggie treats for my Labrador! The property is on the water; the house is on the hill, so it is a steep hike down to the river. Beautiful Maine woods surrounding the house. It is private, no neighbors to worry about. This host has made this house a dream vacation home with everyone one would possibly need. Farmer’s markets are close by, as well as Freeport and LL Bean. Couldn’t recommend more!
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.

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

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!

Entire Cozy Lakeside Camp with Boats
Walking into Andi‘s fishing cabin felt like going to grandma‘s house! It was so cozy and nice for our quick three day weekend in Maine. Everything that has been written in previous reviews is true. Including the extensive VHS collection lol! The view is beautiful, the atmosphere is peaceful, and we were so happy to sleep in the sunroom and wake up to the view of the lake Pond water in front of us. Easily accessible from the main road, close to restaurants, gas stations, and other amenities, including the Hannaford grocery. My fellow found himself on the dock fishing multiple times during our stay he caught a few trout. My favorite part is the fire pit area with the café lights. I love staying in the woods and this cabin fit our needs perfectly. Andi was a responsive host and we are grateful for his communication. Very positive and friendly! Hope to stay with you again next year!

Eclectic Lakefront Cottage on Great East Lake
Beautiful and unique home on a peaceful lake. The views of the water are amazing. Helpful host! Perfect for a relaxing getaway.
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
I would recommend this place to anyone looking for a comfortable place to stay. It was my son’s wedding and I loved being able to come back from the activities to rest and relax . It was very homey.

Merrymeeting Midcoast Cabin
Terrill and Charlie‘s cabin is lovely! Great communication, the cabin is well equipped (including lots of board games) and super cozy. We had a really relaxing time and might come back in spring :)

Thompson Lake, No Cleaning Fee Pine Point Cottage,
Mike & Kathy are the perfect hosts (hands down), they are easy to get in touch with, fair & very welcoming. Would hundred percent recommend them and their place. Awesome lake front property!!!

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!

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.

Riverfront cabin between Portland & White Mtns.
As advertised, but perhaps a bit smaller than it appears. Great location, and the host was responsive.

Maine Lakes-Pleasant Mt-Private Trails
We had a great time here! The cabin was incredibly comfortable and cozy. We especially enjoyed the hiking trails out back!
Quick stats about vacation rentals with a kayak in Portland
Total rentals
20 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Ogunquit Beach
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- York Harbor Beach
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