Vacation rentals with a pool in Kennebunk

Find and book unique homes with a pool on Airbnb

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Popular amenities for Kennebunk rentals with a pool

House rentals with a pool

Guest favorite
Home in Old Orchard Beach
5 out of 5 average rating, 33 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

LoriRating, 5 stars8 months ago
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.
Superhost
Home in Wells
5 out of 5 average rating, 3 reviews

210 Sea Castle Circle

VincentRating, 5 stars7 months ago
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!
Superhost
Home in Barnstead
4.84 out of 5 average rating, 101 reviews

Locke Lake Waterfront Escape

AmandaRating, 5 stars4 months ago
Me and my family had an awesome stay. The house was great with lots of space and places to sleep. We were 8 ppl and there was more than enough room. Garage/game room was awesome I just wish it was insulated with some heat we had to wear our coats to be comfortable, of course the weather was 26F so it was expected. The rest of the house was warm and cozy. I would love to rent this same house in the summer it must be amazing with the view of the lake. One more thing is although there are 2 bathrooms its more like 1 because the second bathroom upstairs has a little door that leads to the room with the 4 beds so the other people not staying in that room didn’t use that bathroom to not get walked in on unexpectedly. Overall I still gave this place 5 stars and it’s one of the best places I’ve stayed and the host is very responsive and accommodating.
Guest favorite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars6 months ago
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!
Top guest favorite
Home in Biddeford
5 out of 5 average rating, 27 reviews

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

AshleyRating, 5 stars7 months ago
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.
Top guest favorite
Home in Fryeburg
4.97 out of 5 average rating, 30 reviews

The Lodge at Hidden Pines

JordannaRating, 5 stars2 months ago
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.
Guest favorite
Home in Wells
5 out of 5 average rating, 47 reviews

2BR, Sea & Relax w/ Wells Reserve View

BobbiRating, 5 stars6 months ago
Clean, quiet, and quaint cottage with everything we needed for a weekend getaway with our two kids.
Guest favorite
Home in Bartlett
4.82 out of 5 average rating, 120 reviews

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

SHAUNRating, 5 stars3 months ago
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

Condo rentals with a pool

Guest favorite
Condo in Bartlett
4.91 out of 5 average rating, 100 reviews

White Mountains Hiking Dogs Storyland Family

WilliamRating, 5 stars5 months ago
Wife and I had a great time at Fairley’s place. Condo was as advertised, clean with all the utensils you need. The resort has a clubhouse with all great amenities. Location is great! We would definitely like to rent again.
Guest favorite
Condo in Bartlett
4.92 out of 5 average rating, 455 reviews

Across from Storyland & in the Heart of the Mtns

CristenRating, 5 stars1 month ago
Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!
Guest favorite
Condo in Bartlett
4.87 out of 5 average rating, 147 reviews

Spacious Condo-Attitash Ski-Storyland-Saco & More!

KateRating, 5 stars3 days ago
Will book again with Alyssa. Great long weekend.
Guest favorite
Condo in Londonderry
4.88 out of 5 average rating, 40 reviews

Village Hideaway

MarkosRating, 5 stars3 months ago
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.
Superhost
Condo in Wells
4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars2 months ago
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.
Top guest favorite
Condo in Conway
4.96 out of 5 average rating, 110 reviews

Cozy, clean, 2nd floor condo in Conway, NH!

RachelRating, 5 stars3 months ago
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!!!!
Superhost
Condo in Bartlett
4.83 out of 5 average rating, 269 reviews

Peaceful Condo Near Storyland & Attitash Skiing

PalakRating, 5 stars2 weeks ago
Very clean and relaxing place. Felt like home and will definitely visit back again. The host is very responsive and had clear instructions of everything.
Guest favorite
Condo in Bartlett
4.84 out of 5 average rating, 199 reviews

Cozy Mountain Getaway For All Seasons

JulieRating, 5 stars3 months ago
We had a great day! The place was perfect for our small group, and very convenient to the mountains for skiing. The condo had all the little things needed. And it was very comfortable. I would definitely book again.

Quick stats about vacation rentals with a pool in Kennebunk

  • Total rentals

    170 properties

  • Nightly prices starting at

    $50 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kennebunk
  6. Rentals with pools