
Holiday rentals with a pool in Portland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Portland
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 Portland rentals with a pool
House rentals with a pool

Treehouse Farm - Sebago

Peaceful Retreat

2BR, Sea & Relax w/ Wells Reserve View

Maritime Meadows – Charming Resort-Style Home!

Kennebunk's Charming Beach Home

Heated Pool! Gorgeous Home Close to Kennebunkport

Maine Pondfront Home Sleeps 22 - Pool & Hot Tub

The Hill's on Buttonwood
Apartment rentals with a pool

Cozy Beach Condo in Wells - Hot Tub & Pool!

Stylish Designer Retreat on Langsford with Pool

Ogunquit one bedroom walk to beach

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

Centrally located Ocean Towers condo in Ogunquit

Starfish Condo Wells Beach

Awesome get away spot in Wells!

Relaxing Beachside Condo with Pool at Wells Beach
Quick stats about holiday rentals with a pool in Portland
Total rentals
60 properties
Total number of reviews
4.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Surfside Beach
- Long Beach
- Long Sands Beach
- Pemaquid Beach
- Funtown Splashtown USA
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- Ferry Beach
- East End Beach
- Fox Ridge Golf Club
- Palace Playland
- Brunswick Golf Club
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Crescent Beach
- Cranmore Mountain Resort
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