
Vacation 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.
Vacation 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

Faith Lane with community pool

The Lodge at Hidden Pines

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Our Beach House Getaway

The Goodwin House (East) 420 Friendly

Morning View Cottage | Waterfront |No Pet Fee

There's No Place Like Home

Kennebunk's Charming Beach Home
Condo rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Stylish Designer Retreat on Langsford with Pool

Condo in Old Orchard Beach

Centrally located Ocean Towers condo in Ogunquit

Our Happy Place!

The Ocean's Belle

Nautical Mile Resort #234_ King Bed_Pool/Hot Tub

Starfish Condo Wells Beach
Other vacation rentals with a pool

Treehouse Farm - Sebago

Upscale OOB Beach House | Seasonal Heated Pool

Studio Condo, Deck, Pool, Hot Tub, Playground

Everything's "Well Ashore"- 1 mile to Wells Beach!

Portland Sweet Escape

Paradise Found Minutes from Ogunquit

Brand new 2 b/r tiny home, 5 minute walk to beach

Atlantic Ocean Suites - Sand Dollar Suite 5
Quick stats about vacation rentals with a pool in Portland
Total rentals
70 properties
Nightly prices starting at
$70 CAD before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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- Rentals with a sauna Portland
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- Rentals with pools Cumberland County
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Dunegrass Golf Club
- East End Beach
- Pemaquid Point Lighthouse
- Short Sands Beach
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Wentworth by the Sea Country Club
- Laudholm Beach
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
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