Vacation rentals with a pool in Cumberland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cumberland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland rentals with a pool
House rentals with a pool
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
Dec 4 – 11
Home in Portland
4.82 out of 5 average rating, 98 reviewsThere's No Place Like Home
Dec 5 – 12
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
Sep 29 – Oct 6
Home in Damariscotta
4.86 out of 5 average rating, 7 reviewsLakefront newly remodeled: close to everything
Sep 20 – 27
Home in Old Orchard Beach
5.0 out of 5 average rating, 55 reviewsOOB Oasis - 5BR private Retreat w/ Pool
Feb 15 – 22
Home in Wells
4.97 out of 5 average rating, 65 reviewsModern, convenient, marsh side cottage
Aug 30 – Sep 6
Home in Mechanic Falls
5.0 out of 5 average rating, 4 reviewsLovely Home with Pool, Hot Tub & Dog Friendly
Feb 27 – Mar 6
Home in Standish
4.95 out of 5 average rating, 40 reviews6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK
Feb 21 – 28
Condo rentals with a pool
Condo in Wells
4.89 out of 5 average rating, 19 reviewsSmall 1
Feb 10 – 17
Condo in Wells
4.86 out of 5 average rating, 28 reviewsDrake's Island Beach Area Studio
Sep 12 – 19
Condo in Damariscotta
4.75 out of 5 average rating, 48 reviewsBeautiful Midcoast Maine Condo with inground pool
Oct 3 – 10
Condo in Old Orchard Beach
4.84 out of 5 average rating, 19 reviewsCHowder Ocean Oasis @ Old Orchard Beach
Jul 20 – 27
Condo in York
4.81 out of 5 average rating, 37 reviewsLittle Nubble Nook - Beach Condo
Sep 27 – Oct 4
Condo in Ogunquit
4.96 out of 5 average rating, 25 reviewsLovely Studio, Walk Everywhere, .5 mi-town, Pool!
Jul 24 – 31
Condo in Wells
4.89 out of 5 average rating, 70 reviewsStarfish Condo Wells Beach
Jun 11 – 18
Condo in Wells
4.95 out of 5 average rating, 81 reviewsNewly Renovated Coastal Condo Steps To Wells Beach
Dec 22 – 29
Quick stats about vacation rentals with a pool in Cumberland
Total rentals
40 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.8K reviews
Destinations to explore
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