
Holiday rentals with a pool in Kennebunk
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kennebunk
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Kennebunk rentals with a pool
House rentals with a pool

Love OOB! NEW 3 BR, 2.5 BA Maine Home
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.

210 Sea Castle Circle
Very nice place, everything was clean and smelling good, we felt right at home! Comfortable beds except the single one which we could feel the springs. Expensive parking everywhere near the beach, be advised, but free parking at the house. Everyone at the place was friendly. The only thing mmissing would be coffee pods, for the rest, everything was there!

Locke Lake Waterfront Escape
Absolutely perfect, clean, communicative it was the experience we’d hoped for! beautiful especially view and water accessories we were able to you and the neighbors were amazing and kind would def love to come back

Gilford Getaway - Pool & Hot Tub - Lakes Region
This house was perfect for our needs! Large space with many sleeping accommodations, multiple bathrooms, kitchens, grills, and living rooms which was convenient for our large group. The house is tucked back behind a long driveway which provided us with plenty of privacy. The hosts were responsive, kind, and helpful! Winnipesaukee was ~10 minutes away from the house and the hosts left a list of places to eat/things to do which were all easy to get to. Would absolutely stay here again if going back to the Gilford/Laconia area!

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK
Thank you for allowing us to stay at your beautiful home. The photos did it no justice! I can’t wait to be back, we will be stay here again.

The Lodge at Hidden Pines
The house was exactly as described and seen in the photos, a large, beautiful, authentic log cabin in the woods. The setting was quiet and beautiful though conviently right off the main road. We enjoyed cross country skiing, ice skating and a sleigh ride in Jackson (about 30 min away) and shopping in North Conway (about 20 min). Eileen made sure we were plowed and shoveled regularly during the snow storm so we enjoyed curling up by the fire and watching a movie on the large tv. My mother in particular enjoyed all the vintage decor which brought back childhood memories.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

There's No Place Like Home
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!
Apartment rentals with a pool

Cozy Mountain Condo 2bd/2bath in North Conway
This was the perfect spot for a couples trip. Right next to all of the activities we had planned, close to Zebs as well as the outlets. I will be booking with them in the future. They were very friendly and the check in was easy.

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Mikes place was a great stay while in. New Hampshire. Lots of stuff to do on the lake and everything you need is within walking distance!! I nightly recommend this condo on the lake

Cozy 1-bedroom condo, Pool, Close to Everything!
I also do Air BnB and we offer the TV services to our customers. That is one of the biggest thing I would recommend, along with additional cooking pans & lids. Overall I was very pleased with everything about the Air Bnb.

Village Hideaway
Excellent place and hosts, highly recommended. Don met us in the place and showed us around and made us feel at home. The apartment was beautiful, extremely well stocked, and very comfortable. The location is great as it's very quiet but also very close to local amenities and the highway.

Lakeview Condo in Laconia
Nice roomy comfortable space for two moms and three adult children. The condo was clean and beautifully decorated. Good location for getting to Bank of NH for a concert. Within driving distance to restaurants, grocery stores and Weirs beach. We didn't know how to adjust a digital thermometer. I had to message Ryan late at night. He got back to me right away and was super helpful. We had a memorable and pleasant time enjoying the lakes region of NH. Thank you, Ryan!

Starfish Condo Wells Beach
Danielle was an excellent host. super responsive, and flexible when we needed it ! the rental is lovely and was a joy to stay in. the area was quiet and private 😁

Cozy, clean, 2nd floor condo in Conway, NH!
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!

Seaside Condo w/stunning views, 2 Queen sized beds
Evelyn has a beautifully well kept condo that suited our needs perfectly! Rooms were clean and stocked - very nice accommodations. Thank you, Evelyn for keeping in touch with us about check in/out, local restaurants and answering any other questions we had. Very enjoyable visit to Maine! Thank you again, Evelyn.
Quick stats about holiday rentals with a pool in Kennebunk
Total rentals
170 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Popham Beach State Park
- Brunswick Golf Club
- Long Sands Beach
- Purity Spring Resort
- Crane Beach
- Rye North Beach
- East End Beach
- King Pine Ski Area
- Wentworth by the Sea Country Club
- Palace Playland
- Bear Brook State Park
- Halibut Point State Park
- Breakfast Hill Golf Club