Holiday rentals with a fireplace in Wicomico County

4.97 out of 5 average rating, 367 reviews

Home in Fruitland

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.

5 out of 5 average rating, 38 reviews

Beautiful Home close to Salisbury University

Bring the whole family (fur babies too) to this beautiful home with lots of room for everyone! Minutes from Salisbury University, Tidal Health, downtown Salisbury, and 30 minutes from Ocean City. Fully fenced in backyard. Wonderful area for walking and riding bikes. 2 beautiful outdoor seating areas for relaxing outdoors. Patio table and outdoor grill for dining outside. Great place to spend time together indoors or outside with plenty of room for everyone to enjoy! Truly a home away from home!

4.98 out of 5 average rating, 48 reviews

Home in Quantico

Sunset Retreat on the Nanticoke

Looking for a true "escape" on the Eastern Shore? This waterfront property has it all. Located just 15 miles from downtown Salisbury, MD, and everyday conveniences, this property is one of a kind! This beautiful house provides the comfort and relaxation you need between all the activities on the property including some of the best fishing on the entire Nanticoke, hiking the 75 acres of woods and waterfront, kayaking or even just enjoying the incredible sunsets as you sit around the firepit.

4.96 out of 5 average rating, 26 reviews

Cabin in Millsboro

Tiny Little Cabin in the Woods

Enjoy this beautiful tiny cabin. Not for the claustrophobic! A perfect little getaway space for 2. Our little 12x20' cabin is surrounded by fields and the quiet sound of country sunrise. You'll wake up to rooster crows and chickens anxious to get out of their coop. In the evenings, light the firepit or enjoy a quiet nighttime swim with our duck. Our very friendly dog, Tanka (Cane Corso) and black lab, Singer may welcome you. Treats are available to share with them should they decide to visit.

4.9 out of 5 average rating, 42 reviews

The River House

The River House is a historic 1938 cape cod, with a stylish sailing theme, in a peaceful waterfront setting. It is centrally-located on Delmarva, with easy day trips to explore in every direction—St. Michael’s, Berlin, and Cape Saint May to name a few. It is close to restaurants, Salisbury University, Tidal Health, and downtown Salisbury. Ocean City and Assateague National Park are easy to reach in 30 to 45 minutes. The huge deck and adjoining covered area make it easy to enjoy the view.

Superhost

4.92 out of 5 average rating, 100 reviews

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.

4.96 out of 5 average rating, 24 reviews

Home in Princess Anne

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!

4.97 out of 5 average rating, 138 reviews

Home in Fruitland

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.

5 out of 5 average rating, 24 reviews

Spacious 5 bedroom w game room, theatre, and sauna

With 5 bedrooms and 8 beds, this home can host large families and groups during your stay. Enjoy the luxury of the master bath complete with sauna, jacuzzi tub with fireplace and tv, and rainfall shower. Game room suite includes PS5 and golf games. Gas firepit for s'mores and home theatre to stream blockbusters in our cushy seating with popcorn machine! Quiet golf course community, 3 mi to SU, 4 mi to Tidal Health, 4 mi to zoo, 5mi to airport, 6 mi to Perdue Corp, 30mi to beach.

Superhost

Cottage in Delmar

4.89 out of 5 average rating, 101 reviews

The Good Vibe Cottage

NEW & EXCLUSIVE FULLY RENOVATED ENCHANTING COTTAGE Three bed, 3 Bath Cedar Cottage tucked away on a three-acre parcel with a large circle driveway lined with mature trees. A serene pond with a bridge, fountain, and three-person covered swing allows you to relax and savor the outdoors. House will comfortably sleep up to 8 people and has plenty of safe parking. Make sure you say hi to the friendly ducks and take in the gardens full of beautiful butterflies.

5 out of 5 average rating, 96 reviews

Home in Fruitland

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool is open as of 04/5/25 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key