
Vacation rentals with a pool in Kennebunkport
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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

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!!

Locke Lake Waterfront Escape
Great and relaxing location, close to local amenities. Perfect for small groups, Hillary was awesome to rent from.

Sanctum by the Lake
we had a lovely stay in this beautiful lakeside home. the location was stunning and it was the perfect way to relax in the stunning location after a busy few weeks of travel. Thanks for hosting us

Beautiful Lakefront Vacation
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.

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!

Riverfront Luxury in the woods, Million $ Views.
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
The house is beautiful and the views are just breathtaking. From inside the house, you get a beautiful view of the lake and then the porch is amazing. You can kayak, use the paddle board or use the canoe. You can also sit by the lake and enjoy the campfire. The surroundings are very beautiful and peaceful. The host is very responsive, solved all our doubts and was flexible with us during check-in and check-out, which we appreciated very much. At check-in, we were greeted by a great bottle of wine and chocolates, which was a great touch. The house also has a ping pong table, books to read and board games. The kitchen was well stocked with the basics. We had an amazing stay, we highly recommend this property :)
Condo rentals with a pool

>ONE MILE to Wells Beach< Barefoot | Beach Breeze
Five star stay! They had everything you would need - fully stocked kitchen, plenty of pillows, tons of extra towels! The place was beautifully decorated and felt like a true beach getaway. We’d be lucky to go back!

Serenity by the Sea
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.

Little Nubble Nook - Beach Condo
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.

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

Awesome get away spot in Wells!
Lovely cottage with EVERYTHING you need (e.g, kitchen & bath items are very well stocked with many options - condiments, coffee/tea, hair dryer, towels, health & beauty products - you name it!)! The location is close to lovely attractions and eateries. We visited Lobster Pt. Lighthouse and took a cliff walk - beautiful views! Ogunquit beach is also close by. Highly recommend Hobbs Harborside Restaurant - great seafood! Diane was a very accommodating and responsive host! It was the perfect location for our weekend getaway.

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104
Jennifer's place is AMAZING! First, it's steps away from the ski lift. Not only can you make first tracks, but stopping for lunch/breaks/warm-up is super easy - ski to your door! Getting in was a breeze: pull up, get the FOB, grab a luggage rack and park in the designated spot by the door and you're done. No long walks hauling ski gear through endless parking lots. The condo is spacious, super comfortable, and great for hanging out. We had 4 adults and 4 kids (8-11) and we had plenty of room for game nights, dinners, and lounging after a long ski day. The bathrooms are big (and even a jet tub for bubble baths). And immaculately clean. Full kitchen equipped with everything you need. So great to have washer/dryer to get gear ready for the next day. And the heated pool/hot tub is a short walk, both are big and a hit with the kids and adults. And did I mention how clean the place was? The unit is on the end to give extra privacy and easy access. Six stars!

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 vacation rentals with a pool in Kennebunkport
Total rentals
20 properties
Nightly prices starting at
G$23,006 GYD 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
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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
- Fox Ridge Golf Club
- Brunswick Golf Club
- Bear Brook State Park
- Wentworth by the Sea Country Club
- East End Beach
- Ferry Beach
- Palace Playland
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- The Golf Club of New England