
Vacation rentals with a pool in Old Orchard Beach
Find and book unique homes with a pool on Airbnb
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.
Vacation rentals for every style
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Popular amenities for Old Orchard Beach 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!

Upscale OOB Beach House | Seasonal Heated Pool
Great place and an even better host! Everything was seamless and I was able to contact Jason with no issues at all!

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.

Our Beach House Getaway
It was exactly as the pictures on the website. I reached out to Linda prior to leaving. She was very responsive answered all my questions. Great memories made with the family this week. Would definitely come back again. The ease of getting in and out of old Orchard Beach was great. Was only a 3-4 min drive to the beach. The pool there was a huge hit with the grandkids as the ocean in Maine is never really that warm.

2BR, Sea & Relax w/ Wells Reserve View
Clean, quiet, and quaint cottage with everything we needed for a weekend getaway with our two kids.

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!

Solar Plant Pool House
Our stay was fantastic - we thoroughly enjoyed the house and amenities. Chris is a great host - very responsive, friendly, and helpful. 100% would stay here again and hope to do so this summer!
Condo 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!
This was my first experience with AirB&B. I hope all my future bookings are as great an experience as this was. Only rating 5 stars cause there isn’t 6.

Lovely Seaglass Studio, Pool, Walk to Everything!
I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.

Two-Bedroom Condo on the Wells/Ogunquit town-line
100 percent recommended!!

Little Nubble Nook - Beach Condo
Great little spot right between short and long sands! Clean, well equipped (sand toys and boogie boards and chairs!), and Tara was very helpful when we couldn’t find the location driving in at night. Would definitely rent again!

NEW Beachside Wells Beach Condo with Pool
The Wells Beach condo was very comfortable and clean. It was off season so it was pleasantly quiet. It is very close to a great beach with a long stretch to walk and great for swimming and sunbathing in the good weather. There was a pool right outside the condo door which would be super convenient in the warm weather. The condo is well maintained and the ability to walk across the street to the beach is a great benefit. Plus there are restaurants and shops close by,

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 😁

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.
Quick stats about vacation rentals with a pool in Old Orchard Beach
Total rentals
110 properties
Nightly prices starting at
$69 CAD 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
- Wells Beach
- North Hampton Beach
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Purity Spring Resort
- King Pine Ski Area
- Popham Beach State Park
- Parsons Beach
- Rye North Beach
- Wentworth by the Sea Country Club
- Crescent Beach
- Laudholm Beach
- Mothers Beach
- Ferry Beach
- Palace Playland
- Portland Museum of Art
- Crescent Beach State Park
- Cliff House Beach