
Vacation rentals with a pool in Scarborough
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Scarborough
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 Scarborough 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.

Lovely home with hot tub and pool
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

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.

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.

"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!

Large Historic Home with Pool & Hot Tub
Me and my girlfriends had the best trip here for my bachelorette! The place is so spacious, so clean, and only a 10 minutes drive from downtown. We loved our stay and hope to book again one day.

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!

Maine Pondfront Home Sleeps 22 - Pool & Hot Tub
Had a great stay. Everyone loved the property.
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.

Don’t miss out, book for Fall NOW!
This AirBnB was a perfect winter vacation escape. It had everything we needed for our two families. The kitchen was so well stocked and we were never without. Great set up. My 5 year old begged to live there forever! We can't wait to come back!

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
100 percent recommended!!

True Upscale Ski In & Out Condo with Pool & Hot Tu
Condo was as advertised. Clean and great amenities. Great spot for ski weekend. Meredith was great host. We would definitely stay here again.

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.

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!
Quick stats about vacation rentals with a pool in Scarborough
Total rentals
140 properties
Total number of reviews
2.5K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
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- 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
- Mothers Beach
- Laudholm Beach
- Ferry Beach
- Funtown Splashtown USA
- Palace Playland
- Portland Museum of Art
- Crescent Beach State Park
- Cliff House Beach
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