
Family-friendly holiday rentals in Ocean Pines
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ocean Pines
Guests agree: these family-friendly homes 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 Ocean Pines family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Home with views of OC Skyline!

Oceanfront Carousel building, Swimming Pools!

Beautiful Beach-View Condo

Cottage on Snug Harbor

Stunning! Fun, family friendly! Walk to beach!

Oceanfront 2 Bed/2 Bath, Sleeps 6, Pools, Gym, Etc

Bayside - Best Deal in Bayside!

Cozy Corner Retreat
Family- and pet-friendly home rentals

Delightful Skoolie Near Bethany Beach

Central Haven with Great Fenced Yard

19th Century Coastal Cottage with Modern Amenities

Waterfront Vacation Home in Ocean Pines

The Bohemian Rhapsody

Tent Camp Site 2, Good Earth near Bethany Beach

The Laurel House - Large fenced in yard!

Honeysuckle Haven @ Berlin Boho Bungalow
Family-friendly home rentals with a pool

Cozy home in Ocean Pines

Salty Serenity

Sunshine at Ocean Pines

Beautiful Spacious 4 Bedroom Home in Ocean Pines

Charming cul-de-sac House just minutes from OC.

Royal Oaks Chalet

Private, pet-friendly, w/game room & new kitchen

Coastal Oasis in Ocean Pines
Quick stats about holiday rentals that are family-friendly in Ocean Pines
Total rentals
280 properties
Nightly prices starting at
$116 SGD before taxes and fees
Total number of reviews
7.2K reviews
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
160 properties have a pool
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Flat rentals Ocean Pines
- Rentals with lake access Ocean Pines
- Rentals with a washing machine and dryer Ocean Pines
- Rentals with a patio Ocean Pines
- Rentals with beach access Ocean Pines
- Pet-friendly rentals Ocean Pines
- Beach house rentals Ocean Pines
- Rentals with a fireplace Ocean Pines
- Rentals with outdoor seating Ocean Pines
- Apartment rentals Ocean Pines
- Fitness-friendly rentals Ocean Pines
- Rentals with pools Ocean Pines
- Rentals with a kayak Ocean Pines
- House rentals Ocean Pines
- Rentals with a firepit Ocean Pines
- Beach apartment rentals Ocean Pines
- Beachfront rentals Ocean Pines
- Waterfront rentals Ocean Pines
- Family-friendly rentals Worcester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Dewey Beach Access
- Cape Henlopen State Park
- Jolly Roger Amusement Park
- Pearl Beach
- Assateague Beach
- Willow Creek Winery & Farm
- Big Stone Beach
- Peninsula Golf & Country Club
- Poodle Beach
- Higbee Beach
- Poverty Beach
- Towers Beach
- Bear Trap Dunes
- Bayside Resort Golf Club
- Baywood Greens Golf Maintenance
- Northside Park
- Jolly Roger at the Pier
- Assateague State Park