
Vacation rentals with a pool in Worcester County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Worcester County
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 Worcester County rentals with a pool
House rentals with a pool

Ocean Pines 2BR 1BA Cottage with Fire Pit

TwoBlockstoBeach&Boardwalk! Pool! PingPong! Bikes!

OC MD trip bayside, great amenities

Luxury Townhome WestOC -4 BRS / golf / asssateague

Modern Coastal Vacation Home: pool, beach, golfing

Mosaic Life Escapes -Bayfront Million Dollar Views

Cottage on the water

Assateague surf cottage!
Condo rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Romantic Beachfront Penthouse Ocean City MD

*New*- North OC Oceanfront 1+BR with Pool

Amazing Bayside Views @Sunset309

Luxury Oceanfront Getaway!

Oceanfront Family Oasis: Pool, Beach & Parking!

New Updated Direct Oceanfront Condo - Pool & Wifi!

Luxury 2BD Condo, Walk to Beach, Pool&Tennis Court
Destinations to explore
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- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Cape Henlopen State Park
- Dewey Beach Access
- Jolly Roger Amusement Park
- Assateague Beach
- Towers Beach
- Northside Park
- Bayside Resort Golf Club
- Poodle Beach
- Jolly Roger at the Pier
- Bear Trap Dunes
- Delaware Seashore State Park
- Whiskey Beach
- Peninsula Golf & Country Club
- Plantation Lakes Golf and Country Club
- Baywood Greens Golf Maintenance
- Heritage Shores
- Fenwick Island State Park Beach
- Gordons Pond State Park Area
- Coin Beach
- Assateague State Park