
Family-friendly holiday 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.

Spacious Rental - Winterfest of Lights 11 mi.
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

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.

Water Front Condo w/Pool Short Walk to Beach
FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

Stella
Welcome to Stella! She has been lovingly restored by our family and carefully designed by our son who owns JoonMoon Design with his beautiful wife. We are a family who loves to travel and discover places of rest. Stella was designed with that in mind. She is approachable, comfortable and invites you to kick off your shoes and relax. She is walking distance to Salisbury University and close to many restaurants and stores.

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.

2 Bedroom Apartment
Centrally located between Chincoteague Island and Ocean City, MD. This pet friendly two bedroom apartment which offers laundry and a spacious kitchen is only steps away from Shad Landing state park and Public Landing. This ground level guesthouse apartment is located 200 feet from our main house is on an over 12 acre partially wooded parcel. Plenty of privacy and room for boat trailer parking.

Bayfront Cottage w/ Amazing Views
Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.
Popular amenities for Worcester County family-friendly rentals
Family-friendly home rentals with a hot tub

Luxurious Oceanfront Retreat with Amazing Views!

Beach, Boardwalk n Fun- just steps to the beach

Oceanfront Carousel building, Swimming Pools!

Amazing Bayside Views @Sunset309

OCMD family vacation rental 2BD2BA, Pool/Hot tub

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

Little house in Berlin, Md.

Right behind Alley Oops & Crab Bag. Walk to beach

Hudson House

The Good Vibe Cottage

Brand new 2 story condo. Relaxing area

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Sweet Retreat

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Family-friendly home rentals with a pool

PENTHOUSE - 8TH Floor Boardwalk/Epic Views/Pool/

Oceanfront Family Oasis: Pool, Beach & Parking!

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

Beautiful Cottage W/ shared pool & close 2 beach

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Gone Coastal *Pool* Bayside with view* Top Floor

Direct Oceanfront with a View and Amenities Galore

Mosaic Life Escapes -Bayfront Million Dollar Views
Destinations to explore
- Rentals with outdoor seating Worcester County
- Rentals with a hot tub Worcester County
- Rentals with a sauna Worcester County
- Rentals with a patio Worcester County
- Pet-friendly rentals Worcester County
- Rentals with a fire pit Worcester County
- Rentals with breakfast Worcester County
- Apartment rentals Worcester County
- Townhouse rentals Worcester County
- Hotel rooms Worcester County
- Rentals with an accessible height bed Worcester County
- Rentals with an EV charger Worcester County
- Fitness-friendly rentals Worcester County
- Condo rentals Worcester County
- Rentals with an accessible height toilet Worcester County
- Villa rentals Worcester County
- Rentals with a fireplace Worcester County
- Rentals with lake access Worcester County
- House rentals Worcester County
- Beachfront rentals Worcester County
- Rentals with pools Worcester County
- Rentals with a home theatre Worcester County
- Rentals with a washing machine and dryer Worcester County
- Rentals with beach access Worcester County
- Waterfront rentals Worcester County
- Rentals with a kayak Worcester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Assateague Island National Seashore
- Dewey Beach Access
- Assateague Beach
- Jolly Roger Amusement Park
- Peninsula Golf & Country Club
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Bear Trap Dunes
- Bayside Resort Golf Club
- Baywood Greens Golf Maintenance
- Towers Beach
- Jolly Roger at the Pier
- Assateague State Park
- Whiskey Beach
- Plantation Lakes Golf and Country Club
- Delaware Seashore State Park
- North Shores Beach
- Fenwick Island State Park Beach
- Lewes Beach
- Coin Beach




