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
Get the amount of space that is right for you
Popular amenities for Scarborough rentals with a pool
House rentals with a pool
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
25 Aug – 1 Sep
Home in Conway
4.92 out of 5 average rating, 200 reviewsThe Sugar Shack - A sweet spot in the Village
13–18 May
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
29 Sep – 6 Oct
Home in Old Orchard Beach
5.0 out of 5 average rating, 55 reviewsOOB Oasis - 5BR private Retreat w/ Pool
15–22 Feb
Home in Scarborough
4.95 out of 5 average rating, 62 reviewsPrivate Cape with Spa minutes from beach/Portland
29 Sep – 6 Oct
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
23–30 Dec
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
7–14 Feb
Home in Old Orchard Beach
5.0 out of 5 average rating, 44 reviewsThe Happy Cottage
9–16 Jun
Condo rentals with a pool
Condo in Conway
4.92 out of 5 average rating, 105 reviewsCozy Family Retreat with Saco River Access
2–9 Jun
Condo in Bartlett
4.98 out of 5 average rating, 113 reviewsSki season is booking now! Perfect for 2 families!
14–21 Feb
Condo in Conway
4.99 out of 5 average rating, 154 reviews3BR, 2BA condo in No. Conway, Close to everything!
2–9 Nov
Condo in Intervale
5.0 out of 5 average rating, 50 reviewsCozy stays with Breathtaking views!
28 Dec – 4 Jan
Condo in Wells
4.89 out of 5 average rating, 19 reviewsSmall 1
10–17 Feb
Condo in Wells
4.86 out of 5 average rating, 28 reviewsDrake's Island Beach Area Studio
12–19 Sep
Condo in Old Orchard Beach
4.84 out of 5 average rating, 19 reviewsCHowder Ocean Oasis @ Old Orchard Beach
20–27 Jul
Condo in Wells
4.89 out of 5 average rating, 70 reviewsStarfish Condo Wells Beach
11–18 Jun
Quick stats about holiday rentals with a pool in Scarborough
Total rentals
150 properties
Wi-Fi availability
150 properties include access to Wi-Fi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
2.3K reviews
Destinations to explore
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