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.
Superhost
Home in Wells
5 out of 5 average rating, 3 reviews

210 Sea Castle Circle

VincentRating, 5 stars7 months ago
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!
Guest favorite
Home in Old Orchard Beach
4.97 out of 5 average rating, 34 reviews

Upscale OOB Beach House | Seasonal Heated Pool

MichaelRating, 5 stars2 weeks ago
Great place and an even better host! Everything was seamless and I was able to contact Jason with no issues at all!
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 stars8 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 Bartlett
4.82 out of 5 average rating, 120 reviews

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

SHAUNRating, 5 stars3 months ago
Had a quick weekend getaway at Keith's place. Everything was perfect. Easy check in and great communication.
Guest favorite
Home in Portland
4.95 out of 5 average rating, 123 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars3 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!

Condo rentals with a pool

Guest favorite
Condo in Wells
4.84 out of 5 average rating, 179 reviews

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

RichardRating, 5 starstoday
Had a wonderful stay at Christophers place. He is a great host, always responsive with clear instructions. Place was peaceful, private and is exactly same as it was in the pictures. Will come soon!
Guest favorite
Condo in Bartlett
4.92 out of 5 average rating, 455 reviews

Across from Storyland & in the Heart of the Mtns

CristenRating, 5 stars1 month ago
Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!
Guest favorite
Condo in Bartlett
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars2 months 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
Condo in Wells
4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars2 months 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
4.96 out of 5 average rating, 110 reviews

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

RachelRating, 5 stars4 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 favorite
Condo in Bartlett
4.93 out of 5 average rating, 262 reviews

An Amazing Mountain Getaway!

RaychelRating, 5 stars1 week ago
Great area! Very close to North Conway shops. Hosts were wonderful to communicate with!
Guest favorite
Condo in Bartlett
4.95 out of 5 average rating, 100 reviews

Mountain views! Condo in amazing Nordic Village!

VictorRating, 5 stars3 weeks ago
I stayed one night at Erics’ AirBnb with my girlfriend. It was amazing. Everything was very clean and it was exactly what the photos showed. The jacuzzi and views were definitely a highlight. It was 10 minutes away from Downtown North Conway which was really nice as well. Eric was very helpful and friendly, He responded to questions and comments very efficiently and was very caring. We had an amazing stay, I would 100% stay here again in the future. I highly recommend. Thank you!
Guest favorite
Condo in Bartlett
4.84 out of 5 average rating, 199 reviews

Cozy Mountain Getaway For All Seasons

JulieRating, 5 stars3 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 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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