
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

Treehouse Farm - Sebago

Faith Lane with community pool

Upscale OOB Beach House | Seasonal Heated Pool

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Our Beach House Getaway

Morning View Cottage | Waterfront |No Pet Fee

There's No Place Like Home

Solar Plant Pool House
Condo rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Stylish Designer Retreat on Langsford with Pool

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

Condo in Old Orchard Beach

Centrally located Ocean Towers condo in Ogunquit

Our Happy Place!

Steps to Beach, Pier, Park | Condo with Pool • 1

The Ocean's Belle
Other vacation rentals with a pool

5 Bedroom Home Pool & Hot Tub

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

Studio Condo, Deck, Pool, Hot Tub, Playground

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

The Lodge at Hidden Pines

Secluded Rustic Log Cabin on Beautiful Frye Island

Paradise Found Minutes from Ogunquit

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
€ 43 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
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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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