Holiday rentals in Eastern Shore

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.

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.

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.

The Punny Farm

This charming alpaca farm offers families a chance to slow down, breathe fresh country air, and spend time with gentle, curious animals that kids and adults instantly fall in love with. Just a half a mile from Trap Pond State Park means adventure is always within reach. Guests can hop over for kayaking, hiking, bird‑watching, or picnicking among the towering cypress trees. Delaware’s beloved beaches are an easy drive away. Spend the morning with alpacas, the afternoon in the sun and surf.

Cozy Cottage Hideaway

This memorable place is anything but ordinary. Our tiny cottage was designed for a peaceful retreat or romantic getaway. It has a full-size bed and also a twin in a small loft, that is suitable for a younger child. You can enjoy the peaceful surroundings on the front deck; you may even see some fox, deer, or other wildlife roaming the area. There is also a campfire and picnic area on site. The location is just a short drive to local beaches. This little gem offers the best of both worlds.

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 :)

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.

The 1934 Farmhouse (close to the beaches)

The 1934 Farmhouse not only has local history but plenty of space for everyone. Originally a century family farm with only few owners since being developed. It hosts 4 bedrooms, 2 1/2 baths, 2 dining rooms, large kitchen, a huge living room all sitting on 2 1/2 acres for the kids and pets to run have everything you need. Close to everything (Sports at the beach) just minutes away. The beaches Lewes, Rehoboth and Ocean City all within 30-40 minute drives. Thank you for booking.

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Secluded Waterfront - Beach 15mi, Kayaks, Firepit

Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.

Deluxe corner apartment with riverfront views

This corner loft apartment features high ceilings, exposed brick, 9 windows with river views, 2 bedrooms and an open kitchen complete with a large island and dining area that flows into a living room filled with natural light. In the living room you will find a 55" TV, love seat, fold-out couch and futon. With classic design touches as well as modern features you’ll be sure to appreciate the beauty as well as the views and convenience. 

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

BEFORE BOOKING: Pool will be open 4/05/26 NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your reservation 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