Holiday houses in Worcester County

5 out of 5 average rating, 106 reviews

Guest suite in Delmar

The Red Maple Studio minutes from Salisbury!

Red Maple Studio is a private 1 bedroom studio centered 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). Queen bed and full size pull-out couch. Workspace, fast WIFI, kitchenette, private laundry. Safe neighborhood, off-street parking, well lit walkways. Inviting backyard patio with 6' tall privacy fence all just for you. Stylish, super clean and comfortable. Sorry no pets or smoking.

4.89 out of 5 average rating, 284 reviews

Tiny home in Snow Hill

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.

4.95 out of 5 average rating, 123 reviews

Loft in Salisbury

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.

4.96 out of 5 average rating, 276 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

4.99 out of 5 average rating, 202 reviews

Guest suite in Berlin

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!

Superhost

Houseboat in Snow Hill

4.87 out of 5 average rating, 131 reviews

"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.

4.85 out of 5 average rating, 136 reviews

Tiny home in Salisbury

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.

4.98 out of 5 average rating, 107 reviews

Home in Pittsville

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.

Guesthouse in Pocomoke City

4.95 out of 5 average rating, 145 reviews

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.

4.9 out of 5 average rating, 135 reviews

Ocean Side Condo-Steps From The Beach!

Enjoy a relaxing getaway at our Ocean Side condo. Just steps from the beach, our condo is centrally located on 44th St. Within walking distance of the Convention Center, Seacrets, 44th St. Taphouse, Mini Golf, and many other restaurants and shopping. Fully furnished, updated, clean, and modern. Washer/Dryer in unit.

4.95 out of 5 average rating, 221 reviews

Apartment in Berlin

Lovely 2 bedroom overlooking Main St.

Your family will be close to everything when you stay at this centrally-located place. Right in the center of town above Fathom in Downtown Berlin, MD. Two bedrooms, each with Queen bed and own bathroom. Full kitchen and living room with views of Main St. This building has been renovated

4.97 out of 5 average rating, 601 reviews

Guest suite in Berlin

Ayers Creek Carriage House

Our beautiful carriage house is located on 5 pristine acres along, scenic Ayers Creek, offering year round beauty. Only minutes from Assateague Island, Berlin, and Ocean City. Serene with abundant wildlife. Ideal oasis for outdoor enthusiasts. Worcester County Maryland Rental License #1324

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Other great holiday rentals in Worcester County

4.94 out of 5 average rating, 86 reviews

Guest suite in Berlin

The Burley Bungalow

HusamRating, 5 stars1 week ago

Great place to stay at. We spent our anniversary weekend there. It was cozy, clean, and comfortable. It had everything we needed for me and my wife. Thank you so much for hosting us.

4.67 out of 5 average rating, 208 reviews

Hidden Gem (North OC) - 2 mins to Beach

AltonRating, 5 stars1 day ago

Ryan’s spot was an absolute gem! Super clean, stylish, and had everything we needed for a smooth and comfortable stay. The location was perfect—close to everything, but still quiet enough to relax. Ryan was super responsive and made check-in a breeze. You can tell he really cares about the guest experience. Would 100% stay here again and recommend it to anyone looking for a hassle-free getaway!

4.93 out of 5 average rating, 14 reviews

Apartment in Snow Hill

The Top of Downtown Snow Hill

HeatherRating, 5 stars3 weeks ago

Blair's condo was the perfect spot for our weekend trip. The condo was beautiful with all the necessities. It also has a good location, and is centrally located to Snow Hill shops and dining as well as a short drive from Assateague and Ocean City. We highly recommend this stay!

Campervan/RV in Salisbury

5 out of 5 average rating, 9 reviews

Airstreamin' SBY

BrianRating, 5 stars10 months ago

Overall my wife and I had a very nice stay in the airstream. Jessicah and Mike had the place fully stocked with coffee, snacks, and condiments in the fridge as well as any toiletries you might need. The airstream was very clean and ready to go. Check-in was very simple and their responsiveness was very quick. The only thing that caught us off guard was the restrictions on what cannot be cooked inside the camper. Coffee, for example, was recommended to be brewed outside. It wasn’t a huge deal but could make cooking difficult in rainy weather. Aside from that we had a very nice trip to Salisbury and would recommend the airstream to anyone looking for a quiet getaway for a few nights.

4.99 out of 5 average rating, 96 reviews

The Hideaway By The Bay OCMD

BrendanRating, 5 stars5 days ago

My brother and I came down for the OCMD air show which was unfortunately cancelled but luckily we had this place to stay at! The location was great for the two of us and we easily could have had another person, or two, comfortably. You cannot beat waking up to the bay view! Would definitely recommend or stay again for a return trip. Thanks Corey!

4.88 out of 5 average rating, 113 reviews

Apartment in Newark

Relax at the Shorehouse

MorganRating, 5 stars1 week ago

Margo was very nice and checked in with my throughout the weekend. The house was just as described and very clean! It was perfect for the two days we were there.