
Holiday rentals with a pool in Old Orchard Beach
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Top-rated rentals with a pool in Old Orchard Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Old Orchard Beach rentals with a pool
House rentals with a pool

Treehouse Farm - Sebago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

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!

Kennebunk's Charming Beach Home
We had a wonderful stay. The house was spotless and beautiful with a fully stocked kitchen, super comfortable beds, and great amenities. Our kids loved the heated pool , hot tub, board games, and the easy walk to the beach. The location is also great and close to lots of restaurants and shopping. Stephanie was very kind, helpful, and quick to respond to any questions.

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
We absolutely loved our stay at The Lazy Lobster! A beautiful home, clean, large & perfect for a big group. Andrew was wonderful. He was always responsive & helpful! Plus the location was fantastic. We walked to breakfast, shops, the beach, dinner & bars everyday with no issues. We will definitely be coming back!

Lovely Beach house in GRB - Heated pool!
We absolutely loved our stay! The home is gorgeous, light and airy, and so comfortable for our group! You can't beat the location across from the beach and quiet street for walking. The pool and hot tub were also so nice. We would highly recommend and would love to stay there again!

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Cottage ten minutes from beach
Great place to stay! Clean and comfortable. Excellent location, close to many restaurants, and other activities!
Apartment rentals with a pool

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!

Cozy Beach Condo in Wells - Hot Tub & Pool!
Kathleen’s Airbnb has quite literally everything that you need. We have stayed in airbnbs before but none compare to the amenities she had. The welcome note and snacks was greatly appreciated! She was amazing with communication and had a binder at her Airbnb with reccomendations and rules which was very helpful. Definitely a great place to stay !

Footbridge Escape A Comfy Condo w/ Pool, the Beac
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!

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
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.

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!!

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.
Quick stats about holiday rentals with a pool in Old Orchard Beach
Total rentals
110 properties
Nightly prices starting at
₹4,327 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
110 properties include access to wifi
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- The Golf Club of New England
- Ferry Beach
- Funtown Splashtown USA