Holiday rentals with a pool in Kennebunkport

Find and book unique homes with a pool on Airbnb

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Popular amenities for Kennebunkport rentals with a pool

House rentals with a pool

Guest favourite
Home in Sebago
5 out of 5 average rating, 18 reviews

Treehouse Farm - Sebago

HollyRating, 5 stars1 month ago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.
Guest favourite
Home in Kittery
4.95 out of 5 average rating, 40 reviews

Fantastic Kittery Home with Pool

BarbaraRating, 5 stars5 months ago
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!!
Guest favourite
Home in Old Orchard Beach
4.98 out of 5 average rating, 41 reviews

Upscale OOB Beach House | Seasonal Heated Pool

BonnieRating, 5 stars1 week ago
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.
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Wells
4.97 out of 5 average rating, 31 reviews

Pool and walking distance to beaches! Amenities!

StephanieRating, 5 stars9 months ago
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!
Guest favourite
Home in North Deering
4.95 out of 5 average rating, 127 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

IrmaRating, 5 stars2 weeks ago
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!
Superhost
Home in Bartlett
4.9 out of 5 average rating, 200 reviews

Fireplaced Mountain King Suite w/Hot Tubs & Pools

HeatherRating, 5 stars5 days ago
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 !
Guest favourite
Home in Deering Center
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 months ago
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

Guest favourite
Apartment in Glen
4.98 out of 5 average rating, 130 reviews

Don’t miss out, book for Fall NOW!

CARISSARating, 5 stars3 months ago
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!
Top guest favourite
Apartment in Bartlett
4.96 out of 5 average rating, 184 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

JoshuaRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Ogunquit
4.98 out of 5 average rating, 46 reviews

Pretty Boutique Studio, Pools, Walk to Everything!

MollyRating, 5 stars7 months ago
This was a great place to stay! My husband and I were very happy. Highly recommend!!
Guest favourite
Apartment in Bartlett
4.87 out of 5 average rating, 149 reviews

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

CristinRating, 5 stars5 days ago
Beautiful place to stay! Great amenities for the kids ! Will definitely go back ❤️
Guest favourite
Apartment in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars3 months ago
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!
Guest favourite
Apartment in Bartlett
4.93 out of 5 average rating, 130 reviews

•Spectacular Views•Modern•Spacious•Pools (in/out)

RachelRating, 5 stars1 month ago
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!
Top guest favourite
Apartment in Conway
4.96 out of 5 average rating, 110 reviews

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

RachelRating, 5 stars5 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!!!!
Guest favourite
Apartment in Conway
4.92 out of 5 average rating, 122 reviews

Cozy Family Retreat with Saco River Access

JeanineRating, 5 stars3 months ago
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

    $141 SGD before taxes and fees

  • Total number of reviews

    160 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore

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