Vacation 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 favorite
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 stars8 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 favorite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars6 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 favorite
Home in Fryeburg
4.97 out of 5 average rating, 30 reviews

The Lodge at Hidden Pines

JordannaRating, 5 stars2 months 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.
Top guest favorite
Home in Old Orchard Beach
5 out of 5 average rating, 40 reviews

Our Beach House Getaway

JenniferRating, 5 stars7 months ago
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.
Guest favorite
Home in Portland
4.96 out of 5 average rating, 121 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Falmouth
4.87 out of 5 average rating, 87 reviews

Large Historic Home with Pool & Hot Tub

JuliaRating, 5 stars1 week ago
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.
Guest favorite
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 favorite
Home in Sanford
4.92 out of 5 average rating, 37 reviews

Maine Pondfront Home Sleeps 22 - Pool & Hot Tub

CorwinRating, 5 stars2 weeks ago
Had a great stay. Everyone loved the property.

Condo rentals with a pool

Superhost
Condo in Ogunquit
4.74 out of 5 average rating, 19 reviews

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars8 months ago
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!
Top guest favorite
Condo in Wells
4.96 out of 5 average rating, 27 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

BrianRating, 5 stars1 week ago
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.
Top guest favorite
Condo in Bartlett
4.98 out of 5 average rating, 130 reviews

Don’t miss out, book for Fall NOW!

CARISSARating, 5 stars1 month ago
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!
Guest favorite
Condo in Conway
4.86 out of 5 average rating, 58 reviews

Cozy Mountain Condo 2bd/2bath in North Conway

SkylarRating, 5 stars3 months ago
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.
Guest favorite
Condo in Wells
4.84 out of 5 average rating, 178 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

EverRating, 5 stars1 week ago
100 percent recommended!!
Guest favorite
Condo in Conway
4.98 out of 5 average rating, 61 reviews

True Upscale Ski In & Out Condo with Pool & Hot Tu

BrianRating, 5 stars4 weeks ago
Condo was as advertised. Clean and great amenities. Great spot for ski weekend. Meredith was great host. We would definitely stay here again.
Superhost
Condo 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 favorite
Condo in Conway
4.98 out of 5 average rating, 110 reviews

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

TrevorRating, 5 stars1 month ago
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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