
Holiday 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.
Holiday 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.

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
We enjoyed our stay at Angela's. Communicative host, nice clean place, easy to find. Great for a weekend trip!

80-2 Locust Lane
Our Family get together was a major success! Ned was friendly and kind and made the check in process as easy as possible. The entire home was beautiful and looked exactly like the pictures and the amenities were exactly what we wanted from the pool table to the Hot Tub it was all amazing, and we had more than enough room to accommodate everyone and made so many memories. We will definitely be visiting again in the future.

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!

Bear Brook House
Perfect location for our winter visit to North Conway area with 2 young kids! Close to skiing, restaurants, and attractions. Plenty of space for us and a well stocked kitchen so we could cook some meals at home.
Apartment 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.

Bartlett Condo; Great Views, Resort Access
This is the second time we have stayed at Bill's Condo. We love the location. I think this is one of the very best views in Nordic Village. Also, Bill is one of the best hosts that I have worked with. We had early check in which was great. The condo itself is very well stocked and had everything that we needed. Great Kitchen, comfortable bed, 2-person jet tub, and fireplace makes the condo very cozy and inviting. Hope to stay again soon.

Intimate Garden Style Condo with Mountain Views
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a 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!!!!

An Amazing Mountain Getaway!
This was our second time staying and it was just as cozy and peaceful as the first. Great location and our kids loved the indoor pool!

Peaceful Condo Near Storyland & Attitash Skiing
I stayed at Jared’s place with my parents and elementary aged son. The place was a great deal and we would definitely return. Kitchen had everything we needed and having two full baths was great. Beds were comfy and the living room had plenty of seating. My son LOVED the clubhouse, especially the pool. It’s super convenient to Attitash, a five minute drive to the parking lot.

Cozy Mountain Getaway For All Seasons
We had a great day! The place was perfect for our small group, and very convenient to the mountains for skiing. The condo had all the little things needed. And it was very comfortable. I would definitely book again.
Quick stats about holiday rentals with a pool in Scarborough
Total rentals
130 properties
Total number of reviews
2K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi
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- Wells Beach
- North Hampton Beach
- Ogunquit Playhouse
- Long Beach
- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- King Pine Ski Area
- Purity Spring Resort
- Ferry Beach
- Popham Beach State Park
- Portland Country Club
- North Hampton State Beach
- Sawyers Beach
- Jenness State Beach
- Bass Beach
- The Golf Club of New England
- Breakfast Hill Golf Club
- Wentworth by the Sea Country Club
- Pease Golf Course
- Rye North Beach
- Odiorne Point State Park
- Things to do Scarborough
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