
Holiday rentals in Eastern Shore
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Top-rated holiday rentals in Eastern Shore
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Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad
Welcome to The Coastal Quad, New Jersey’s first pocket resort! You will be booking a stay in one of four luxurious, 1BR tiny cottage suites, so each visit is a new adventure! You will enjoy your own private hot tub, fire pit, grill, fenced-in yard, and access to a shared rooftop mini golf course, retro arcade, full gym with sauna, office, laundry facility and more. Located just steps from a quiet bay beach and a short drive to Cape May and Wildwood, this is the most exciting resort at the 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.

The Beach Cabin, NO WI-FI
This private room is small, basic and rustic. Nestled in the back of the property, it offers a comfy queen bed, AC, small heater, a mini fridge, Keureg style coffee maker, in room toilet, outside shower and sink with hot water, private patio, clean linens and towels. Backyard has sitting areas and chimnea with firewood provided. Quiet neighborhood. Bethany Beach -10 min drive, Rehoboth-25 min. Beach gear available. TY. For current backyard blooms check on insta: glamping_with_the_flowers

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.

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!

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.

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.

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.

Tiny House on Maypop Homestead
Welcome to Maypop Homestead, our peaceful 14-acre retreat in historic San Domingo. Stay in a cozy tiny house surrounded by a lush forest and a wildlife-filled pond. Enjoy a queen bed, kitchenette, full bath with a composting toilet, meditation loft, Wi-Fi, and a large deck with a fire pit. We grow organic food, medicinal herbs, and flowers—tours and seasonal harvests available! Meet our friendly cats and relax in nature. Come enjoy a quiet, earthy escape.

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
Popular amenities for Eastern Shore holiday rentals
Other great holiday rentals in Eastern Shore

Cozy Cottage Hideaway

Come enjoy Summer on Smith Island at the HH Ranch

Tranquility Near the Beach

The Top of Downtown Snow Hill

Studio Apt. Close to the Beach

Farm Cottage - POOL - 30 Min to BEACH

Lighthouse Cottage- Pet Friendly & Close to beach

Peaceful off the beaten path on the Delaware Bay
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Raleigh Holiday rentals
- Virginia Beach Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Atlantic City Holiday rentals
- Chincoteague Island
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Dover Motor Speedway
- Bethany Beach Boardwalk
- Northside Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Gerry Boyle Park
- Funland
- Dewey Beach Access





