
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.
Holiday rentals for every style
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Popular amenities for Kennebunkport rentals with a pool
House rentals with a pool

Love OOB! NEW 3 BR, 2.5 BA Maine Home
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.

210 Sea Castle Circle
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!

Locke Lake Waterfront Escape
Absolutely perfect, clean, communicative it was the experience we’d hoped for! beautiful especially view and water accessories we were able to you and the neighbors were amazing and kind would def love to come back

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK
Thank you for allowing us to stay at your beautiful home. The photos did it no justice! I can’t wait to be back, we will be stay here again.

The Lodge at Hidden Pines
The house was exactly as described and seen in the photos, a large, beautiful, authentic log cabin in the woods. The setting was quiet and beautiful though conviently right off the main road. We enjoyed cross country skiing, ice skating and a sleigh ride in Jackson (about 30 min away) and shopping in North Conway (about 20 min). Eileen made sure we were plowed and shoveled regularly during the snow storm so we enjoyed curling up by the fire and watching a movie on the large tv. My mother in particular enjoyed all the vintage decor which brought back childhood memories.

2BR, Sea & Relax w/ Wells Reserve View
My family very much enjoyed our stay! Very welcoming and was private but close to wonderful things to do. Would love to come again, thank you for sharing your place with us!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

Fireplaced Mountain King Suite w/Hot Tubs & Pools
We had a wonderful time. It was a beautiful spot with access to many fun things to do for the family.
Condo rentals with a pool

White Mountains Hiking Dogs Storyland Family
Wife and I had a great time at Fairley’s place. Condo was as advertised, clean with all the utensils you need. The resort has a clubhouse with all great amenities. Location is great! We would definitely like to rent again.

Cozy Mountain Condo 2bd/2bath in North Conway
This was the perfect spot for a couples trip. Right next to all of the activities we had planned, close to Zebs as well as the outlets. I will be booking with them in the future. They were very friendly and the check in was easy.

Two-Bedroom Condo on the Wells/Ogunquit town-line
Had a wonderful stay at Christophers place. He is a great host, always responsive with clear instructions. Place was peaceful, private and is exactly same as it was in the pictures. Will come soon!

Starfish Condo Wells Beach
Danielle was an excellent host. super responsive, and flexible when we needed it ! the rental is lovely and was a joy to stay in. the area was quiet and private 😁

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!

Generic Two Bedroom - Stair access only
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.

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!!!!
Quick stats about holiday rentals with a pool in Kennebunkport
Total rentals
20 properties
Nightly prices starting at
$169 AUD 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
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Popham Beach State Park
- Brunswick Golf Club
- Long Sands Beach
- Purity Spring Resort
- Crane Beach
- Rye North Beach
- East End Beach
- King Pine Ski Area
- Wentworth by the Sea Country Club
- Palace Playland
- Bear Brook State Park
- Halibut Point State Park
- Breakfast Hill Golf Club