Holiday rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

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Popular amenities for Scarborough rentals with a pool

House rentals with a pool

Guest favourite
Home in Old Orchard Beach
5 out of 5 average rating, 33 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

LoriRating, 5 stars7 months ago
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.
Guest favourite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars5 months ago
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!
Top guest favourite
Home in Fryeburg
4.97 out of 5 average rating, 30 reviews

The Lodge at Hidden Pines

JordannaRating, 5 stars1 month ago
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.
Guest favourite
Home in Bartlett
4.82 out of 5 average rating, 120 reviews

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

SHAUNRating, 5 stars2 months ago
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.
Guest favourite
Home in Portland
4.96 out of 5 average rating, 120 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

CatRating, 5 stars2 weeks ago
We enjoyed our stay at Angela's. Communicative host, nice clean place, easy to find. Great for a weekend trip!
Superhost
Home in Conway
4.63 out of 5 average rating, 16 reviews

80-2 Locust Lane

KevinRating, 5 stars12 months ago
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.
Guest favourite
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars6 months ago
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!
Guest favourite
Home in Bartlett
4.87 out of 5 average rating, 101 reviews

Bear Brook House

SheilaRating, 5 stars1 month ago
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

Guest favourite
Apartment in Bartlett
4.91 out of 5 average rating, 100 reviews

White Mountains Hiking Dogs Storyland Family

WilliamRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Bartlett
4.93 out of 5 average rating, 200 reviews

Bartlett Condo; Great Views, Resort Access

AnnetteRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Bartlett
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars1 month ago
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!
Superhost
Apartment in Wells
4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in Conway
4.96 out of 5 average rating, 110 reviews

Cozy, clean, 2nd floor condo in Conway, NH!

RachelRating, 5 stars3 months ago
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!!!!
Guest favourite
Apartment in Bartlett
4.93 out of 5 average rating, 255 reviews

An Amazing Mountain Getaway!

JaclynRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Bartlett
4.84 out of 5 average rating, 267 reviews

Peaceful Condo Near Storyland & Attitash Skiing

ElyseRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Bartlett
4.84 out of 5 average rating, 199 reviews

Cozy Mountain Getaway For All Seasons

JulieRating, 5 stars2 months ago
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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