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

Upscale Family Home, Community Pool, Grill

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Right behind Alley Oops & Crab Bag. Walk to beach

Beautiful Cottage W/ shared pool & close 2 beach

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

Charming Condo with pool and 2 bedrooms

A Bethany Beach Gem Pool 1.5 miles to Ocean

Stunning Bayview Home with Own Private Pool
Condo rentals with a pool

Romantic Beachfront Penthouse Ocean City MD

Luxury Waterfront Beach Condo @ Coconut Malorie OC

Charming Northside Park Condo w Pool, Walk 2 Beach

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

New Updated Direct Oceanfront Condo - Pool & Wifi!

Oceanfront condo with pool, sleeps 4, free Wi-Fi

Cozy oceanfront condo with stunning ocean views

Breathtaking Ocean view. Few steps to the beach
Destinations to explore
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Pocono Mountains Vacation rentals
- Long Island Vacation rentals
- Outer Banks Vacation rentals
- The Hamptons Vacation rentals
- Hudson Valley Vacation rentals
- Condo rentals Maryland Beach
- Rentals with a fireplace Maryland Beach
- Townhouse rentals Maryland Beach
- Apartment rentals Maryland Beach
- Kid-friendly rentals Maryland Beach
- Rentals with a washer and dryer Maryland Beach
- House rentals Maryland Beach
- Beachfront rentals Maryland Beach
- Waterfront rentals Maryland Beach
- Family-friendly rentals Maryland Beach
- Rentals with outdoor seating Maryland Beach
- Rentals with a patio Maryland Beach
- Rentals with beach access Maryland Beach
- Rentals with an accessible height toilet Maryland Beach
- Rentals with a hot tub Maryland Beach
- Beach house rentals Maryland Beach
- Pet-friendly rentals Maryland Beach
- Fitness-friendly rentals Maryland Beach
- Rentals with pools Ocean City
- Rentals with pools Worcester County
- Rentals with pools Maryland
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Poverty Beach
- Ocean City Boardwalk
- Dewey Beach Access
- Cape Henlopen State Park
- Jolly Roger Amusement Park
- Towers Beach
- Willow Creek Winery & Farm
- Stone Harbor Beach
- Poodle Beach
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Assateague Beach
- Delaware Seashore State Park
- Wildwood Dog Park & Beach
- Pearl Beach
- Peninsula Golf & Country Club
- Killens Pond State Park