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 stars6 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 Cumberland
5 out of 5 average rating, 14 reviews

HeatdPool&OceanAccess|15Min2Portland|FirePit|Games

LucaRating, 5 stars2 months ago
Great stay and great hosts who were responsive and clear throughout. Home is charming and cozy, very clean, and the surrounding area is wonderful.
Guest favourite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars4 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!
Guest favourite
Home in Old Orchard Beach
5 out of 5 average rating, 40 reviews

Our Beach House Getaway

JenniferRating, 5 stars5 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 favourite
Home in Standish
4.94 out of 5 average rating, 50 reviews

6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK

ZachRating, 5 stars6 months ago
Perfect place for a group or big family! Was much larger than expected, very private, and had so many cute touches and details that made our stay unforgettable. I could not recommend this place enough!
Guest favourite
Home in Portland
4.96 out of 5 average rating, 113 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

AlyshaRating, 5 stars1 week ago
Loved the space, Angela was very quick with her response time and even when we had a heat problem she was quick to jump into action and help us. We enjoyed the space as welll for a small super bowl gathering . Thanks!
Guest favourite
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars4 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 Barrington
5 out of 5 average rating, 17 reviews

Solar Plant Pool House

HectorRating, 5 stars5 days ago
Beautiful home with great surroundings and a lot of space. I would love to visit in the summer to make use of the pool

Apartment rentals with a pool

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

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars6 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!
Guest favourite
Apartment in Wells
4.96 out of 5 average rating, 25 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

MiaRating, 5 stars6 days ago
Kathleen was so kind to let us spend our weekend at her air bnb. Very clean very tidy. She even wrote a sweet note and left us some chocolates. Immediately felt at home when we settled in. Couldn’t have had a better valentine’s day weekend than at Kathleen’s air bnb.
Guest favourite
Apartment in Conway
4.94 out of 5 average rating, 18 reviews

Luxurious Ski-In/Out Condo on Cranmore Mountain!

ColinRating, 5 stars1 week ago
Jonathan was super responsive when we had a question and the location is always ideal with the ski lifts just right outside - wonderful set up and very clean as well - would highly recommend to anyone looking for a great spot at Cranmore!
Guest favourite
Apartment in Ogunquit
4.98 out of 5 average rating, 44 reviews

Lovely Seaglass Studio, Pool, Walk to Everything!

IanRating, 5 stars4 months ago
I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.
Guest favourite
Apartment in Wells
4.84 out of 5 average rating, 175 reviews

New Condo on the Wells/Ogunquit town-line

NetanyaRating, 5 stars1 week ago
Chris is such an awesome host. We have stayed one 3 separate occasions. We will definitely be back!
Guest favourite
Apartment in Conway
4.98 out of 5 average rating, 58 reviews

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

AndreaRating, 5 stars2 weeks ago
This was our second stay and we can’t express how much we love it!! The layout is perfect, the home is comfortable, well furnished and has everything you would need. Best of all, the location is unmatched!! We especially love the easy access to the lifts and it’s great for skiing with kids when someone is cold, hungry, or needs a break! This is the highlight of our winter trips!
Superhost
Apartment in Wells
4.77 out of 5 average rating, 123 reviews

Generic Two Bedroom - Stair access only

DannyRating, 5 stars1 month ago
Host was very easy to communicate with. Unit is big and comfortable, pool and spa were amazing, kids loved it, can't wait to return!
Guest favourite
Apartment in Conway
4.98 out of 5 average rating, 107 reviews

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

JaneRating, 5 stars3 weeks ago
Jen's condo is beautiful, spacious and the perfect location for skiing at MT Cranmore. We are looking forward to staying at Jen's on our next ski trip.

Quick stats about holiday rentals with a pool in Scarborough

  • Total rentals

    120 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

Destinations to explore