
Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland County rentals with a pool
House rentals with a pool

Coastal, 3 bedroom, 2 bath home with pool!

Treehouse Farm - Sebago

Willow Creek Homestead Indoor Pool Lake Access

Upscale OOB Beach House | Seasonal Heated Pool

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

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

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

Unique Church Firepit Hammock Stock Tank Pool
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!

Steps to Beach, Pier, Park | Condo with Pool • 6

Gorgeous OceanView condo at Grand Victorian - #301

Old Orchard Beach Oceanfront Condo w/ Pool
Other holiday rentals with a pool

Spectacular View of Bustling Ocean Front

TreeBear Cottage | Waterfront | Private Dock

All Seasons Cabin

Charming Chalet 3 min to SKIING & PVT beach access

Peaceful Waterfront Apt w/ Deck, 22 Mi to Portland

Morning View Cottage | Waterfront | Private Dock

Hemlock Creek

Waterfront Log Cabin, Sebago Lake
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- Rentals with pools Maine
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Short Sands Beach
- Popham Beach State Park
- Attitash Mountain Resort
- Pemaquid Beach
- Diana's Baths
- Popham Beach, Phippsburg
- Pemaquid Point Lighthouse
- Funtown Splashtown USA
- East End Beach
- Dunegrass Golf Club
- Laudholm Beach
- Crescent Beach State Park
- Parsons Beach
- Ferry Beach
- Cliff House Beach
- Palace Playland
- Wolfe's Neck Woods State Park
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