Holiday rentals with a pool in Kennebunk

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Popular amenities for Kennebunk rentals with a pool

House rentals with a pool

Guest favourite
Home in Kittery
4.95 out of 5 average rating, 41 reviews

Fantastic Kittery Home with Pool

NancyRating, 5 stars6 days ago
This was our second time staying at Ned‘s place. Just as Beautiful as it was several years ago. He keeps the property very well maintained and takes pride in making sure we are comfortable and have everything we need for a pleasant stay. Felt right at home!!
Superhost
Home in Wells
5 out of 5 average rating, 3 reviews

210 Sea Castle Circle

VincentRating, 5 stars9 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!
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 stars2 weeks 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.
Top guest favourite
Home in Biddeford
4.97 out of 5 average rating, 34 reviews

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

JennaRating, 5 stars2 days 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 Portland
4.95 out of 5 average rating, 128 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

MatthewRating, 5 stars1 week ago
Angela was a fantastic host, responding quickly to any questions. The home was nice, close to downtown, and a HUGE yard for the dogs
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.

Apartment rentals with a pool

Superhost
Apartment in Ogunquit
4.74 out of 5 average rating, 19 reviews

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars10 months ago
Marko was outstanding with responses and caring about our stay. The location is perfect.. walking distance to everything! And the VIEW was more beautiful than the photos!
Guest favourite
Apartment 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
Apartment in Bartlett
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!
Superhost
Apartment in Ogunquit
4.67 out of 5 average rating, 3 reviews

Footbridge Escape A Comfy Condo w/ Pool, the Beac

JimRating, 5 stars20 months ago
Great location -- perfect for a "work away from home" week or an autumn visit -- hosts four adults super comfortably, location is great. Third year in a row and we always come back to here!
Superhost
Apartment in Hampton
4.83 out of 5 average rating, 18 reviews

Serenity by the Sea

BobRating, 5 stars2 weeks ago
We love the location since it affords us quick access to the beach as well as other areas we have stayed over the years. Brianna is a super host and communicates well with us throughout the whole experience. We certainly will be back.
Guest favourite
Apartment in Ogunquit
4.98 out of 5 average rating, 46 reviews

Lovely Seaglass Studio, Pool, Walk to Everything!

FaithRating, 5 stars1 day ago
Denise is an outstanding host! We couldn't believe that the kitchen was FULLY stocked! from the coffee keurig, to the teaspoons and everything one would need to cook dinner or breakfast or both. We were super impressed with the quality of kitchen items and how clean everything was. Even the bathroom was stocked with the "little things" like individual make up remover packs which I was most thankful for as I had forgotten mine! The linens were beautiful and there were 3 choices of pillows for the bed! We loved that she also had clear instructions regarding towels, checking out and the use of the keyless entry. The decor is warm and welcoming...very inviting. We loved that we could walk to everything in Ogunquit and Perkins Cove. Our stay in Maine was just wonderful and we would definitely book with Denise again.
Guest favourite
Apartment in York
4.84 out of 5 average rating, 57 reviews

Little Nubble Nook - Beach Condo

CarolRating, 5 stars9 months ago
We really enjoyed our stay at Tara's place. It was clean and nice location to the beach. She was also very accommodating with an early check in time in order for us to get ready for a wedding.
Guest favourite
Apartment 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 ❤️

Quick stats about holiday rentals with a pool in Kennebunk

  • Total rentals

    170 properties

  • Nightly prices starting at

    $64 SGD 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