
Vacation rentals with a pool in Cumberland County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cumberland County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Cumberland County rentals with a pool
House rentals with a pool

Treehouse Farm - Sebago

Willow Creek Homestead Indoor Pool Lake Access

Upscale OOB Beach House | Seasonal Heated Pool

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Our Beach House Getaway

Morning View Cottage | Waterfront |No Pet Fee
Condo rentals with a pool

LUXURY OCEANFRONT CONDO Best Location on the beach

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Condo in Old Orchard Beach

Ocean View Studio Beach Condo

Maine, Beach front Condo! Vacation hotspot!

Lovely 2 bedroom condo, 400 ft from sandy beach

Airy and Comfortable Upstairs Condo

Steps to the beach, Pool, 3rd Floor ocean view
Other vacation rentals with a pool

Coastal, 3 bedroom, 2 bath home with pool!

A mile from the ocean, brand new, clean and comfy.

New Listing! Pool, Hot tub & Lakes! Mins to Sebago

Witts' End- quiet neighborhood in Knights Hill

Lake Beach House at Poland Spring Resort

Seaside Condo Old Orchard Beach

Luxury Nature Vacation Sanctuary in Portland

Starfish Sanctuary - 1 Mi to Beach, Sleeps 8-10
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Scarborough Beach
- York Harbor Beach
- Attitash Mountain Resort
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Diana's Baths
- 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
- Laudholm Beach
- Ferry Beach
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