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

Treehouse Farm - Sebago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.

Fantastic Kittery Home with Pool
The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

Upscale OOB Beach House | Seasonal Heated Pool
This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

Pool and walking distance to beaches! Amenities!
Susan was a truly wonderful host, so gracious, thoughtful and kind. Her home was perfect for my husband and 2 young boys. House was immaculately clean. Beds were super comfy, the 2nd floor rooms had plenty of space and my boys loved the bed nooks on the 3rd floor. We enjoyed the porch chairs at night. Beautiful beach was nearby, and Susan had all the beach items ready for us to enjoy. Lots of excellent dining options within a 5-10min drive and close to Ogunquit downtown. Susan left a book of local recommendations which included all the menus from local restaurants which we found helpful in deciding where to dine. Susan shared excellent recommendations on beaches and local activities and knows the area well. Location was perfect. We would love to come back, thank you so much Susan!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!

Fireplaced Mountain King Suite w/Hot Tubs & Pools
Great stay so homey and comfortable has everything we needed staying with two little girls ! Having laundry and kitchen made everything so convenient ! Close to so many things to do was the best vacation we’ve been on would definitely love to come back . Clean and organized everything was easy to find ! Great amenities pool ect !

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!
Condo rentals with a pool

Don’t miss out, book for Fall NOW!
This AirBnB was a perfect winter vacation escape. It had everything we needed for our two families. The kitchen was so well stocked and we were never without. Great set up. My 5 year old begged to live there forever! We can't wait to come back!

★Spacious, Updated, Beautiful Condo @ The Seasons★
The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.

Pretty Boutique Studio, Pools, Walk to Everything!
This was a great place to stay! My husband and I were very happy. Highly recommend!!

Spacious Condo-Attitash Ski-Storyland-Saco & More!
Beautiful place to stay! Great amenities for the kids ! Will definitely go back ❤️

Bartlett N. Conway, NH condo ski near Storyland
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!

•Spectacular Views•Modern•Spacious•Pools (in/out)
Sarah was very responsive and welcoming. The house was amazing. It had great views, and it was exactly what we needed for our vacation home. The kitchen had anything we could have wanted and the hot cocoa bar was loved by our kids! Thank you for a great stay!

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!!!!

Cozy Family Retreat with Saco River Access
Our 3rd time staying here....great location and reasonably priced. Love the view out back to the trees and a peek of some mountains. Also great snow cleanup - we were here for a big storm and the plows cleared the car park and the paths were shoveled quickly.
Quick stats about holiday rentals with a pool in Kennebunkport
Total rentals
20 properties
Nightly prices starting at
$183 NZD before taxes and fees
Total number of reviews
160 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Crane Beach
- Long Sands Beach
- Rye North Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Bear Brook State Park
- Wentworth by the Sea Country Club
- East End Beach
- Palace Playland
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- The Golf Club of New England