
Family-friendly holiday rentals in Worcester County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Worcester County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Gorgeous New Beachfront! King Bed, Direct Sea View
Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

Charming Home in a Neighborhood
Our home is well loved and is a great place to spend some quality family time. It is close to the Salisbury Airport (SBY), Salisbury University (SU), Perdue Stadium (Delmarva Shorebirds) and short drives to University of Maryland Eastern Shore (UMES), the beaches in Ocean City MD, Asseteauge Island, Md and some Delaware beaches too. Winterplace Equestrian Park is within 4 miles and Pemberton Historical Park is just across town. Price includes parking in the attached oversized 2 car garage.

Ocean Pines Retreat
Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Private cottage and gardens/comfortable queen bed.
Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Cozy Barn Loft: Country Views & Central to Beaches
Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

"Jolly"- Houseboat Getaway
#BoatLife! Jolly is a 42ft Holiday Mansion. Baywater Landing offers a laid back, coastal style. It buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & 3 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

Cattail's Branch
Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

Wagon Wheel Cottage
Remodeled country farm house cottage that was built by our uncle in a quiet rural area surrounded by farm land. Other family members live all around us. It's located in the small town of Powellville, Md. It is 21 miles from Assateague, 20 miles from Ocean City, 12 miles from Berlin, 13 miles from Salisbury and 41 miles from Chincotegue VA. Sorry we do not allow pets as some guest have pet allergies.

Kits Cottage on "Just Ducky Acres"
Escape to Kits Cottage, a serene haven on 6 acres at Just Ducky Acres. Unplug and unwind in the peaceful atmosphere, surrounded by friendly farm animals. Perfect for romantic getaways, family retreats, or solo escapes. Relax, reflect, and reconnect in this idyllic setting, just a short drive from Ocean City and other area attractions.

Life’s a Beach Live It Here! Steps From The Ocean
Enjoy a relaxing getaway at our Ocean Side condo. Just steps from the beach, our condo is centrally located on 44th St. Within walking distance of the Convention Center, Seacrets, 44th St. Taphouse, Mini Golf, and many other restaurants and shopping. Fully furnished, updated, clean, and modern. Washer/Dryer in unit.

Lovely 2 bedroom overlooking Main St.
Your family will be close to everything when you stay at this centrally-located place. Right in the center of town above Fathom in Downtown Berlin, MD. Two bedrooms, each with Queen bed and own bathroom. Full kitchen and living room with views of Main St. This building has been renovated
Popular amenities for Worcester County family-friendly rentals
Family-friendly home rentals with a hot tub

The Puskar’s Landing

Beach, Boardwalk n Fun- just steps to the beach

Oceanfront Carousel building, Swimming Pools!

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

21st Floor Carousel - 2 BR Oceanfront & Bay View

Stunning 3 Beds/2BA, Ocean Beachfront Condo

Direct Ocean Front/Gorgeous Views/Indoor Pool

Beautiful Bayfront Condo!
Family- and pet-friendly home rentals

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Little house in Berlin, Md.

Right behind Alley Oops & Crab Bag. Walk to beach

Hudson House

Perfect location!

The Good Vibe Cottage

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Sweet Retreat
Family-friendly home rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Oceanfront Family Oasis: Pool, Beach & Parking!

Bayside community, near OCMD, great rates

Amazing oceanfront view 3 blocks from boardwalk

Oceanfront 2BR Condo w/ Balcony & Pool

Oceanfront Condo pools/Gameroom/Theatre/Restaurant

DownByTheBay 214-Sleeps 15/Downtown/Boardwalk/Pool

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Destinations to explore
- Rentals with a fireplace Worcester County
- Rentals with a sauna Worcester County
- Pet-friendly rentals Worcester County
- Rentals with outdoor seating Worcester County
- Rentals with breakfast Worcester County
- Townhouse rentals Worcester County
- Rentals with a cinema Worcester County
- Fitness-friendly rentals Worcester County
- Rentals with a washing machine and dryer Worcester County
- Apartment rentals Worcester County
- Rentals with a kayak Worcester County
- Rentals with an EV charger Worcester County
- Hotel rentals Worcester County
- Rentals with pools Worcester County
- Rentals with a hot tub Worcester County
- Rentals with an accessible-height bed Worcester County
- Beachfront rentals Worcester County
- Flat rentals Worcester County
- Rentals with a firepit Worcester County
- Rentals with an accessible-height toilet Worcester County
- Villa rentals Worcester County
- Rentals with a patio Worcester County
- Rentals with lake access Worcester County
- Rentals with beach access Worcester County
- Waterfront rentals Worcester County
- House rentals Worcester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Ocean City Beach
- Assateague Island National Seashore
- Broadkill Beach
- Ocean City Boardwalk
- Dewey Beach Access
- Cape Henlopen State Park
- Assateague Beach
- Jolly Roger Amusement Park
- Peninsula Golf & Country Club
- Poodle Beach
- Assateague State Park
- Bear Trap Dunes
- Northside Park
- Bayside Resort Golf Club
- Towers Beach
- Baywood Greens Golf Maintenance
- Jolly Roger at the Pier
- Whiskey Beach
- Delaware Seashore State Park
- Plantation Lakes Golf and Country Club
- Fenwick Island State Park Beach
- North Shores Beach
- Coin Beach
- Lewes Beach