
Vacation rentals with a kayak in Bridgton
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Top-rated kayak rentals in Bridgton
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House rentals with a kayak

Home in Sabattus
4.88 out of 5 average rating, 16 reviewsThe 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!

Home in Standish
4.96 out of 5 average rating, 69 reviewsSebago Lake, ME *Lakeside*Hot Tub* just renovated
We had a great stay at Colleen's home. The pictures didn't do the house justice. We arrived right after a snowstorm and the property was plowed and shoveled for our arrival. They were very proactive in letting us know how the roads were. Having the hottub in the winter and being in a quiet neighborhood was just what we needed. We'll definitely book again!

Home in Tamworth
4.82 out of 5 average rating, 95 reviewsLakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

Home in Wakefield
4.96 out of 5 average rating, 23 reviewsIn the Trees - NH w/ Lake Access
This home was so welcoming and cozy. The view was beautiful and it was so peaceful, the perfect getaway location! Our host was very responsive to any questions and concerns we had. They were so helpful and kind. Highly recommend!

Home in Turner
5 out of 5 average rating, 13 reviewsLittle Wilson Pond
Attractive, immaculately clean, well-equipped home in beautiful, serene lakeside setting. Very much appreciated whole-house generator when power went out in the area due to a Thanksgiving day snow storm. Would like to go back next year!

Home in Wakefield
4.88 out of 5 average rating, 16 reviewsLakefront Retreat! Dog Friendly!
This lake house was beautiful and the view is stunning! Every room is well appointed and perfect for setting a lake vacation vibe. The house has everything you could need. The description and pics on Airbnb are thorough and completely accurate. Jenna was an awesome host - very responsive and helpful and flexible. We will definitely be back!

Home in Wakefield
5 out of 5 average rating, 8 reviewsThe lake at your back door!
Irene was a great host! She reached out with very helpful information regarding the property and lake, which allowed us to prepare well for our stay. The house was clean, well-stocked, and exactly as pictured—perfect for a vacation getaway with friends!

Home in Buxton
4.88 out of 5 average rating, 126 reviewsCharming 4 bedroom lake front, with private beach
Amazing play for a family vacation. My little one loved the beach area and all the toys.
Cottage rentals with a kayak

Cottage in Conway
4.89 out of 5 average rating, 108 reviewsCozy Pondside Retreat with direct water access!
This place was really nice! Its on a beautiful lake with a lot to do! Jessica had plenty of kayaks, canoes, and life vests. The surrounding is beautiful and peaceful. The location is great with plenty of restaurants and shopping nearby. It's also very close to many great hiking areas Mt Washington.

Cottage in Falmouth
5 out of 5 average rating, 42 reviewsCobb 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.

Cottage in Milan
4.9 out of 5 average rating, 59 reviewsNay'tures Cottage
The cottage was so beautiful, clean and cozy. Tom and Rosemarie gave us tips on places to go to try to see moose and avoid the crowds near the touristic places. Kitchen was fully equipped and everything worked just as expected. I just wish we had come in a hotter day so we could use the kayak and paddles on the lake! Will definitely come back!

Cottage in Conway
4.94 out of 5 average rating, 325 reviews20ft from the Water with Mountain View!
This place was beyond beautiful. Waking up to the sun rise over the icey pond was wonderful. Loved that it had a full kitchen and a great coffee maker. Skiing was a short drive away. Would definitely stay again.

Cottage in Livermore
4.94 out of 5 average rating, 53 reviewsLoons Rest- Maine Quintessential Cottage
Loons Rest was the perfect get away spot for our 40th anniversary. We were lucky to enjoy the swimming dock in mid September as the daytime temperatures were in the upper 70's to low 80's. The lake was pristine and was warm enough for swimming still. We enjoyed watching and hearing the loons as well as the eagles and kingfishers. We loved the outdoor fire pit when the evenings turned cool as well as the indoor fireplace which is a work of art! Also the was plenty of well seasoned firewood. Everything about this place is very well thought out. If they don't have it you don't need it! The kitchen was well equipped and we were happy to find that there was everything we needed to prepare pizzas to cook on our solo stove pizza oven that we had brought along! John is a great host and responded quickly to any questions we had. Would highly recommend Loons Rest to anyone who is looking for a peaceful and relaxing spot to vacation.

Cottage in Windham
4.9 out of 5 average rating, 77 reviewsCovered 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!

Cottage in Livermore
4.95 out of 5 average rating, 148 reviewsBass 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.

Cottage in Waterboro
4.95 out of 5 average rating, 20 reviewsQuintessential 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.
Cabin rentals with a kayak

Cabin in Windham
4.92 out of 5 average rating, 205 reviewsPrivate 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!!

Cabin in Woodstock
4.96 out of 5 average rating, 149 reviewsSunday River & Lake Chalet, 2 Kitchens, Hot Tub
Fantastic Home! Loved the seclusion while still an easy drive to Sunday River!

Cabin in Oxford
4.94 out of 5 average rating, 127 reviewsThompson Lake, winter discount. Pine Point Cottage
Whether you are with an old flame or new, Michael and Kathy's property is a great place to disconnect and enjoy some privacy. I highly recommended this stay for anyone looking to refresh in a location surrounded by beautiful nature.

Cabin in Bridgton
4.93 out of 5 average rating, 118 reviewsPrivate cabin w hot tub,skiing,firepit & mountains
The cabin was in a peaceful neighborhood, very convenient to Pleasant Mountain and downtown Bridgton. We really enjoyed the hot tub!

Cabin in Madison
4.91 out of 5 average rating, 122 reviewsBear Cabin
Beautiful house in an amazing location! We had a great time! Thank you John!

Cabin in Parsonsfield
4.96 out of 5 average rating, 213 reviewsRiverfront cabin between Portland & White Mtns.
We loved this cabin! My friends and I went for a weekend getaway in January and we were in love with this little cabin. The views of the river from the windows were beautiful and the cabin was very cozy. We would definitely return!

Cabin in Denmark
4.95 out of 5 average rating, 174 reviewsMaine Lakes-Pleasant Mt-Private Trails
This is a fantastic and exceptionally clean cabin across the street from Hancock pond. We visited in the winter and it was so beautiful with the snow. The cabin is fully stocked, and had plenty of warm cozy blankets! If we had time to hike it would have been wonderful to explore the trails right in back of the house. Great location and cabin if you want a private and secluded stay. Brighton is just a few minutes down the road with great options for food, and Portland is about an hour drive for some city activities.

Cabin in Wakefield
4.97 out of 5 average rating, 245 reviewsBeautiful Log Cabin on Belleau Lake -2900 sqft!
The cabin on Belleau Lake was perfect for the Ice Fishing trip we did. Cabin was comfortable and lake was easy to access. Had an issue when we first got there but Julie responded right away and quickly resolved it. Overall the group had a lot of fun would definitely stay there again.
Quick stats about vacation rentals with a kayak in Bridgton
Total rentals
90 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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