
Vacation rentals with a pool in Kennebunk
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kennebunk
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kennebunk rentals with a pool
House rentals with a pool

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!

Fantastic Kittery Home with Pool
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!!

Upscale OOB Beach House | Seasonal Heated Pool
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.

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

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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Great big yard with a pool. My dogs loved the yard, we loved the pool. Only a 10minute ride to down town Portland. Easy ride to go back and forth. Having condiments in the fridge was a great bonus. Only negative I wish there was a light outside at night, late night potty runs. Would definitely return again.

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!

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

Lovely 2 BR beach condo with inground pool
We had a wonderful vacation in NH especially due to the beautiful condo we stayed in. Every morning we took a short walk to the beach at sunrise. We also enjoyed sitting out on the deck overlooking the pool as well. It was a short drive to most places of interest, shops and restaurants. Our host Sue was very responsive via text. The place was clean and full of many things to help make our stay special. We’ll definitely be back in the future.

Lovely 1 Bedroom condo with amazing ocean view
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!

Serenity by the Sea
This is the perfect place for a getaway! It’s away from the busy part of Hampton Beach but close enough if you want to go there. The drive on Ocean Blvd North is spectacular! Brianna and Melissa were very responsive to my needs. Easy to get to and plenty of parking, then, just cross the road and you’re on the beach. Overall, really great week!

Lovely Seaglass Studio, Pool, Walk to Everything!
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.

Little Nubble Nook - Beach Condo
Great location, excellent communication, very responsive. Very close to everything, with 20 minutes to all kinds of great things and places.

406 Co. Seascape
Great stay at this condo in Hampton Beach! Very walkable location and stunning sunrises each morning. Will definitely come back.

Starfish Condo Wells Beach
This was a great find and enjoyed our 3 week there - We got to meet a few neighbors, and they were very nice as well - Very close to restaurants and Wells Beach - WIFI worked great as I work from home and the tip about leaving the second car at the Wells Transportation Center helped a lot ! Danielle was great with communication and rules - We would stay here again

2 Bdrm condo with a pool 1/2 mile from beach
Kate & Kate’s place was fantastic. The location was perfect for both enjoying the beach and fall weather, and also doing some shopping nearby. There are restaurants very close by as well. It was very clean, the beds are extremely comfortable, and the little things really stood out here- many towels, washer and dryer, all the things you need for your stay are provided and so appreciated. Excellent place to stay!!
Quick stats about vacation rentals with a pool in Kennebunk
Total rentals
170 properties
Nightly prices starting at
ﺩ.ﺇ184 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
- China Vacation rentals
- Portland Vacation rentals
- Pocono Mountains Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Rentals with a kayak Kennebunk
- Rentals with outdoor seating Kennebunk
- Beachfront rentals Kennebunk
- Private suite rentals Kennebunk
- Rentals with a patio Kennebunk
- Rentals with breakfast Kennebunk
- Hotel rentals Kennebunk
- Waterfront rentals Kennebunk
- Rentals with a hot tub Kennebunk
- Guesthouse rentals Kennebunk
- Condo rentals Kennebunk
- Cottage rentals Kennebunk
- Pet-friendly rentals Kennebunk
- Rentals with an EV charger Kennebunk
- Rentals with a fire pit Kennebunk
- House rentals Kennebunk
- Cabin rentals Kennebunk
- Rentals with beach access Kennebunk
- Rentals with a washer and dryer Kennebunk
- Apartment rentals Kennebunk
- Fitness-friendly rentals Kennebunk
- Rentals with a fireplace Kennebunk
- Kid-friendly rentals Kennebunk
- Family-friendly rentals Kennebunk
- Rentals with pools York County
- Rentals with pools Maine
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Weirs Beach
- North Hampton Beach
- Popham Beach State Park
- Surfside Beach
- Long Beach
- Crane Beach
- Long Sands Beach
- Rye North Beach
- Bear Brook State Park
- Funtown Splashtown USA
- Fox Ridge Golf Club
- Wentworth by the Sea Country Club
- Ferry Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- The Golf Club of New England
- Crescent Beach