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

Johnna's House
Two story dwelling in a prime location on the Eastern Shore of Maryland. It is conveniently located 32 miles from Ocean City. It is equipped with central air and heat, a two car garage, WiFi and cable. It is centrally located and is within walking distance of eateries and Super Wal-Mart. Pharmacies are in close proximity. It is also in walking distance from the local college, Salisbury University. And is less than a 1/2 mile from Salisbury City Limits. The local mall is only a 10 minute drive.
Indoor spacesFamilyBathroom

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.
Indoor spacesFamilyAccess

The Red Maple Studio minutes from Salisbury!
Red Maple Studio is a private 1‑bedroom studio on a quiet street in historic Delmar, MD. Kylan Barn – 6 min. Venue 54 – 7 min. Downtown Salisbury – 15 min. SU – 20 min. OCMD – 45 min. Sleeps 4 with king bed and pull‑out couch. Workspace, fast WiFi, kitchenette (no cooking), private laundry. Safe neighborhood, off‑street parking, well‑lit walkways. Private backyard patio with 6’ fence. Stylish, super clean and comfortable. Sorry….no 3rd‑party bookings, pets, parties, indoor smoking or cooking.
Indoor spacesFamilyBathroom

Havana Hideaway
Havana Hideaway offers a charming and unique retreat inspired by the vibrant culture of Cuba, capturing the essence of Havana through its decor and ambiance. As you climb the stairs to its entrance above the barn, you are treated to beautiful pastoral sights. Inside, you are greeted by colorful and tropical-inspired decor that immediately transports you to a Cuban paradise. After a day in town or neighboring beaches, you can return to your tropical retreat and unwind on the private balcony.
KitchenIndoor spacesBackyard

Private Luxurious One Bedroom Apartment
My place offers a 30-minute drive (may vary) to Ocean City beaches, and less than a 10-minute drive to the Zoological Park, downtown Salisbury, and nice restaurants. You’ll love my place because of the comfy bed, a large driveway, a large backyard for outdoor activities, and its location in a very quiet residential neighborhood. The luxurious one-bedroom apartment is good for couples, solo adventurers, couples with one kid, and business travelers. People from all backgrounds are welcome.
Indoor spacesKitchenQuiet

Tree Top Loft
Studio apartment is located on a wooded lot in a quiet neighborhood within 4 miles of Salisbury University & Downtown! Off street parking at entrance patio & a flight of stairs leads up to the apartment, which includes a queen size bed, full kitchen with full size refrigerator, 4 burner electric stove, full size washer and dryer. Bathroom includes shower, toilet and vanity, perfect for a week or weekend stay! We are located near Ocean City, Maryland, Assateague National Seashore.
Indoor spacesFamilySleep quality

Salisbury Cottage
Relax in a quiet part of Salisbury in this cozy, 3 bedroom, 2 full bath home. A farmhouse feel welcomes you home after a long day at work, a sports trip, or vacation. Enjoy all new furniture including luxury bedding and smart TVs. Centrally located and close to downtown for shopping and dining at one of the many local restaurants. Only 30 minutes from the beaches of Ocean City & Assateague Island. One mile from Tidal Health PRMC and a half block away from Salisbury University.
FamilyIndoor spacesAccess

Retro Hipster: Close to downtown, dining and fun
Want to stay in a place with a Jazzy retro style? This is the perfect place for you. This renovated 2 bedroom, 2 bath apartment features beautiful riverfront views, high ceilings, wifi, smart TV’s and a bit of History. This is part of a hotel from the Green Book era where Etta James and Billie Holiday both stayed. This space is perfect for business travelers, couples and families looking for place near in downtown Salisbury or a short drive from the beach.
KitchenFamilyAccuracy

Waterfront Barn Loft with Modern Cabin Vibe
Relax in nature for a while in our beautiful and cozy barn loft. The loft is located next to our primary residence on 7 private acres along scenic Rewastico Creek, offering year round beauty. Kayak on, or relax by, the tidal marsh creek which is fed by the Nanticoke River and Chesapeake Bay. Centrally located between popular Eastern Shore destinations such as Atlantic beaches and historic small towns. A serene oasis with abundant wildlife.
KitchenIndoor spacesRiver

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.
KitchenFamilyCleanliness

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.
Indoor spacesFamilyCheckout

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

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

Comfy Belle House "Relax in the HotTub"
Indoor spacesFamilySleep quality

Wkend Gateaway- Lux 4BRM w/ pool table / Fire-Pit
KitchenIndoor spacesAccess

Creekside Nature Retreat on the Eastern Shore
DecorComfortOutdoor spaces
Family- and pet-friendly home rentals

Forest Grove Retreat
KitchenFamilyCheck-in

Hudson House
KitchenIndoor spacesAmenities

Brand new 2 story condo. Relaxing area
Indoor spacesFamilyAmenities

Tree views relaxing guesthouse
KitchenIndoor spacesValue

Modern Private GuestHouse •Cozy Stay Center of SBY
FamilyIndoor spacesAir conditioning

Eastern Shore Family Getaway
FamilyIndoor spacesBackyard

Cabin 3 near Assateague and Ocean City
FamilyConditionHospitality

Beautiful Home close to Salisbury University
FamilyIndoor spacesGrill
Family-friendly home rentals with a pool

Kits Cottage on "Just Ducky Acres"
FamilyKitchenSleep quality

Stunning Home w/Private Pool, Garden & Firepit
FamilyKitchenComfort

New Coastal Style Vacation Home
FamilyIndoor spacesBeach

Luxury Historic Estate w/ Pool • 7 BR • Sleeps 14
Indoor spacesPoolAmenities

Loch Raven Retreat/spacious home w/ private pool
FamilyIndoor spacesParking

Poolside Arcade Retreat w/ Firepit Nights
Indoor spacesFamilyLocation

Family Retreat - Private Pool, 4 Bedroom, Fire Pit
KitchenFamilyCheck-in

Farm Cottage - POOL - 30 Min to BEACH
FamilyIndoor spacesPets
Destinations to explore
- Chincoteague Island
- Assateague Island National Seashore
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Fenwick Island State Park Beach
- Jolly Roger Amusement Park
- Breezy Point Beach & Campground
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Ocean City Boardwalk
- Funland
- Gerry Boyle Park
- Dewey Beach Access
- Old Pro Golf
- Bear Trap Dunes
- Killens Pond State Park
- Salisbury Zoo
- Trimper Rides of Ocean City





