
Family-friendly vacation rentals in Worcester County
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Top-rated family-friendly rentals in Worcester County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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 :)

Berlin/Ocean City Suite- Relax/Refresh near beach!
A remodeled, above garage guest suite separate from the main house in America's Coolest Small Town, Berlin,Md! You will benefit from a separate entrance to your above garage suite which will allow you to enjoy your own quiet space to relax and embrace the small, quaint town of Berlin, all while a mere 15 minutes to the beaches of OCEAN CITY and Assateague! Multiple dining experiences and tons of shopping await you in either historic Berlin or world famous Ocean City!

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.

CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool
BEAUTIFUL WATER VIEW ON 28 STREET.1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip and boat ramp. 1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, Netflix, Hulu, and Roku to connect to your streaming services. Coded entrance. Beach gear.

Joy in the Morning @ Berlin Boho Bungalow
The Berlin Boho Bungalow is the dream home of a family of artists—a mother and daughter team, a contractor husband, and adult grandkids. Set on 1.5 acres in historic Berlin, MD. There are two units in the house. This is the downstairs guest house. We invite you to start family traditions here and return year after year. As we lovingly restore this old farmhouse, you can celebrate the transformation of a once-abandoned home into something beautiful.

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.
Popular amenities for Worcester County family-friendly rentals
Family-friendly home rentals with a hot tub

The Puskar’s Landing

Oceanfront Carousel building, Swimming Pools!

Reel Nauti - Luxury Stay

Original Ocean City Cottage with Hot Tub

Ultra Luxe Direct Oceanfront Escape - Marigot 1004

Bury Oasis: Pool, Hottub, Movie Theatre, Game Room

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

White Marlin Cottage*hot tub*
Family- and pet-friendly home rentals

One Bedroom Beachfront Apartment Mid-Town

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

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

SunburstParadise: OceanView Boardwalk Luxury w/2🚘G

Little house in Berlin, Md.

Hudson House

Perfect location!

The Good Vibe Cottage
Family-friendly home rentals with a pool

Oceanfront Family Oasis: Pool, Beach & Parking!

Bayside community, near OCMD, great rates

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi

Beach Paradise VII-New Townhouse with Pool, Garage

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Gone Coastal *Pool* Bayside with view* Top Floor

Mosaic Life Escapes -Bayfront Million Dollar Views
Destinations to explore
- Rentals with a washer and dryer Worcester County
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- Rentals with beach access Worcester County
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- Pet-friendly rentals Worcester County
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- Rentals with an accessible height bed Worcester County
- Rentals with a firepit 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