Holiday rentals with a pool in Kennebunk

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Kennebunk rentals with a pool

House rentals with a 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 Barnstead
4.85 out of 5 average rating, 109 reviews

Locke Lake Waterfront Escape

AlexRating, 5 stars1 week ago
Great and relaxing location, close to local amenities. Perfect for small groups, Hillary was awesome to rent from.
Guest favourite
Home in Biddeford
4.97 out of 5 average rating, 34 reviews

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

JennaRating, 5 stars1 day ago
The house was spotless and centrally located for what we wanted to do in southern Maine. It was well stocked with quality toilet paper, napkins and Kleenex. We had plenty of towels for the hot tub and pool. It is updated and well taken care of. The hosts were extremely helpful and we didn’t see them at all, so the place felt very private. This was an amazing house and our kids had so much fun in the pool and playing corn hole on the large deck. Would recommend this house for families and couples in a heartbeat!
Guest favourite
Home in Derry
4.92 out of 5 average rating, 185 reviews

Sanctum by the Lake

ShaileeRating, 5 stars2 weeks ago
Great location with beautiful surroundings. The backyard had a pool and hot tub, perfect for relaxing. Steve was helpful and easy to communicate with. Would recommend!
Guest favourite
Home in North Deering
4.95 out of 5 average rating, 127 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

IrmaRating, 5 stars3 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 Derry
4.82 out of 5 average rating, 135 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars9 months ago
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
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!
Superhost
Home in Bartlett
4.9 out of 5 average rating, 201 reviews

Fireplaced Mountain King Suite w/Hot Tubs & Pools

HeatherRating, 5 stars1 week 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 !

Condo rentals with a pool

Guest favourite
Condo in Glen
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!
Guest favourite
Condo in Bartlett
4.87 out of 5 average rating, 304 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars1 week ago
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^
Guest favourite
Condo in Glen
4.92 out of 5 average rating, 463 reviews

Across from Storyland & in the Heart of the Mtns

AngelaRating, 5 stars3 weeks ago
Great stay! Very responsive host with awesome local recommendations that really made the trip. Would definitely come back!
Guest favourite
Condo in Bartlett
4.87 out of 5 average rating, 149 reviews

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

CristinRating, 5 stars1 week ago
Beautiful place to stay! Great amenities for the kids ! Will definitely go back ❤️
Guest favourite
Condo in Glen
4.93 out of 5 average rating, 201 reviews

Bartlett Condo; Great Views, Resort Access

BrianRating, 5 stars3 months ago
Would highly recommend this place if you’re in the Conway area or would like to explore all that this area has to offer. Very easy to get to and it’s in a perfect location with great views.
Top Guest favourite
Condo in Bartlett
4.99 out of 5 average rating, 142 reviews

KimBills’ on the Saco

SaraRating, 5 stars4 months ago
We are a family of four and we stayed for four nights. It was larger than we expected and we were all quite comfortable. We loved that we could ski, swim, and have dinner without getting into our car on an extremely frigid (-17 degree windchill) day! It was a fun atmosphere and we loved our stay!
Guest favourite
Condo in Glen
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars4 months ago
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!
Guest favourite
Condo 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!

Quick stats about holiday rentals with a pool in Kennebunk

  • Total rentals

    170 properties

  • Nightly prices starting at

    $83 NZD 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