House vacation rentals in Wicomico County

The Whole Fam-damily

Charming Historic Home with Porch, Yard & Convenient Location Step into timeless charm and comfort at this beautifully preserved 1927 home in the heart of historic Hebron. Perfect for families, couples, or small groups, this inviting retreat offers the cozy feel of small-town living with the modern comforts you need for a relaxing stay. Start your mornings on the shaded front porch with a fresh cup of coffee, or unwind in the evenings as you watch the neighborhood come to life. The fully fenced backyard gives kids plenty of space to play freely, while adults can relax and enjoy the peaceful surroundings. This is the kind of place where you can truly slow down and enjoy the simple moments. Located in a highly convenient area, you are steps from the local park, tennis courts, and seasonal community events like the Hebron Volunteer Fire Department carnival and Fourth of July fireworks. When you’re ready to explore beyond town, you’re perfectly positioned on Maryland’s Eastern Shore— just a short drive to Salisbury (7 miles), Ocean City’s sandy beaches (36 miles), and the wild ponies of Assateague Island (38 miles). You’ll also find scenic waterfront spots like Cove Beach Park and Roaring Point Park nearby, offering perfect sunset views. Inside, the home blends historic character with modern convenience. You’ll notice the charm in every detail—from the original creaks of the floors to the welcoming, well-loved furnishings. The spacious layout includes a comfortable living area with plenty of seating, and each bedroom (plus the living room) features a Smart TV with access to your own streaming services as well as over 250 free channels. The home offers a bright eat-in kitchen, a separate dining room for shared meals, and a main-floor primary suite with a private bathroom for added convenience. Upstairs, you’ll find three additional bedrooms and a full bathroom, making this home ideal for families or groups. Additional amenities include complimentary WiFi, a laundry room, and thoughtful extras like a beach bag stocked with towels and a blanket—perfect for spontaneous coastal day trips. Whether you’re here to relax, explore, or reconnect, this charming Hebron home offers a warm, welcoming stay you won’t forget. Things to Know: - Check-in: 4:00 PM | Check-out: 12:00 PM - Smart TVs in living room and all bedrooms with free channels + streaming (use your own accounts) - Free parking (3 vehicles in drive, unlimited street parking) - No pets allowed - No smoking in the house - Quiet hours: 11:00 PM – 8:00 AM - Must be 25+ to book - Ring camera at side entrance (main guest access) - Locally hosted with 24/7 guest support - ID must be presented to Ring camera at check-in and must match reservation to obtain YALE code

Location · Family · Nearby

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.

Value · Family · Checkout

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.

Value · Location · Walkability

1900's Modern Farmhouse on 7.5 private acres

Welcome to our 1900's farmhouse. This home has been lovingly updated and maintained over the past century, and sits on 7.5 acres. While it is private and peaceful, its location is minutes away from everything making it easy to get around. Enjoy spacious living and endless outdoor fun in our dedicated game barn (ping pong, cornhole!) and large pastures (frisbee golf, soccer!). This family-friendly home blends historic charm with modern comforts, perfect for creating unforgettable memories.

Location · Value · Long stay

Luxe Zen Retreat

Welcome to our Urban Luxury Minimalist Zen Retreat . Modern and luxurious house located in the heart of Salisbury. This stunning property offers a stylish and comfortable home away from home, perfect for your next urban adventure. One of the best features is location. You’ll be just steps away from some of the best restaurants, bars and breweries, shops, parks in the city. You can easily explore the local sights and attractions, or just take a ride to the beach which is just 30 min away.

Family · Location · Condition

Countryside Home in Princess Anne

Escape to tranquility at our private home in the serene countryside. Our spacious and comfortable three-bedroom, two-bathroom home provides ample space for families, couples, and groups of friends to relax and enjoy the outdoors. Relax in the cozy living area, cook a meal in the fully equipped kitchen, or enjoy an evening around the campfire. With comfortable bedrooms and a peaceful location, it's the ideal getaway for a relaxing break. Book now and experience the beauty of rural living!

Location · Value · Access

Renovated 4 Bed 2 Bath Ranch

Welcome, to your home away from home. This ranch style NEWLY RENOVATED 4 bedroom 2 bath house comes completely furnished. Located in Salisbury Maryland, and 25 minutes from the beautiful beaches of Ocean City and 35 minutes from Rehobeth beach Delaware. 1 hour from Dover Downs Raceway and Casino. Enjoy the local surroundings including the Salisbury Zoo, the Salisbury Mall (1/4 mi away) an array of various restaurants and shops. And Salisbury State University is just 5 miles away.

Family · Location · Condition

Amazingly convenient yet secluded.

Our place has views; the yard has beautiful shade trees that set the mood for deep relaxation. One can walk to Walmart, Denny's, Hampton Inn Suites, Ruby Tuesdays and many other business's in minutes. Ocean City is about a 35minute drive. Salisbury University is a five minute drive. UMES is a 13 minute drive.This home is ideally located. A retired teacher on one side is your closest neighbor; on the other property is a caregiver. Needless to say this is a very safe place; enjoy.

Value · Family · Access

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.

Location · Value · Laundry

Beautiful Renovated Home, Perfect Getaway!

Enjoy your stay in the quaint part of Salisbury in this cozy, newly renovated 2 bedroom home. A lovely space to unwind and relax after a busy day whether it is work or play. Awake refreshed and ready for a day of exploring. Head out and wander through the quiet neighborhood, bike to downtown Salisbury to do a little shopping and enjoy the local foods. We are 30 minutes from the sandy beaches of Ocean City & Assateague Island and 1 block away from Salisbury University.

Location · Value · Check-in

Forest Grove Retreat

Quaint two bedroom house situated on a large country lot, fire pit, car port. Centrally located between Salisbury and the Beaches... Ocean City and Assateague Island. Distance to Ocean City and Assateague is about 20-30 minutes. The scenic route to Assateague will take you through Berlin, MD. A beautiful town with lots of restaurants and shopping. The second bedroom is off of the main bedroom, has privacy. We have WiFi! Pets are not allowed

Location · Value · Backyard

Brand new 2 story condo. Relaxing area

Central location behind centre of Salisbury, route 50 and 13, by the Salisbury zoo, downtown salisbury, tidal health health institution,… 30 min from oc md and assateague. area has dog and kid park to play. Residence has 3 bedroom, 2.5 bath, living room has fold out couch. large keyboard, darts, foosball, cards, jenga, other board games available . FYI I have a dog and we stay in the house, cats are invited too so those with allergies be aware

Family · Value · Accuracy