Assateague Island National Seashore which includes a sandy beach and off-road driving

Worcester County family rentals

We found 9,107 family rentals — enter your dates for availability

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November 2025

December 2025

Find the best place to stay - Worcester County

Showing deals for: 19 Feb - 22 Feb

Secluded Two-Story Home with a Private Pool, Game Room, & Event Space

Sleeps 16 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

AU$482 per night

includes taxes & fees

Premier Host

Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool

Sleeps 9 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$251 per night

includes taxes & fees

Premier Host

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Sleeps 13 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 apartment

AU$369 per night

includes taxes & fees

Premier Host

Pet Friendly - Close to Berlin, Assateague Island Parks and Ocean City Beaches.

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$192 per night

includes taxes & fees

Premier Host

Award Winning 7 Bedroom, Oceanview House, Steps from Boardwalk!

Sleeps 18 · 7 bedrooms · 4+ bathrooms

for 3 nights, 1 apartment

AU$2,518 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Worcester County

Secluded Two-Story Home with a Private Pool, Game Room, & Event Space

Wonderful waterfront Home

Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Pet Friendly - Close to Berlin, Assateague Island Parks and Ocean City Beaches.

Award Winning 7 Bedroom, Oceanview House, Steps from Boardwalk!

Find spaces that suit your style

Family-friendly Rentals in Worcester County

Holiday Rental options in Worcester County