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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Featured Villas in Eastern Shore and around

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Interior

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10.0 out of 10, Exceptional, (33)
"The property is just stunning. We went in February, and i can only imagine how beautiful it is in the summer. The host had great communication. My family of 20 takes a trip every year. This is the best stocked house we have ever been to. The 3 kitchen spaces with a huge selection of pots and pans made meal prep a dream. The coffe station with sugar and creamers and Keurig pods was awesome. I cant say enough about this place. The layout is a little weird, one of the bedrooms is only accessable...
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Ocean Block 5BR/3BA (fully renovated in 2022) Villa 30 second walk to the Beach w/Outdoor Pool!
Beach

Ocean Block 5BR/3BA (fully renovated in 2022) Villa 30 second walk to the Beach w/Outdoor Pool!

8.0 out of 10, Very good, (4)
"Great location! Easy access to the beach for the kids. Nice deck to enjoy coffee in the morning or happy hour on the afternoon! So much room for the adults and kids."
Ocean Block 5BR/3BA (fully renovated in 2022) Villa 30 second walk to the Beach w/Outdoor Pool!
"2 Large Community Pools, Montego Bay Community, spacious deck"
Living area

"2 Large Community Pools, Montego Bay Community, spacious deck"

9.6 out of 10, Exceptional, (15)
"This was such a nice fit for us. It is nicely decorated with tons of amenities. Good location with plenty of room for everyone. The double living rooms and large dining table were an added bonus. We had three teenagers with us so having options for them within walking distance was great!"
"2 Large Community Pools, Montego Bay Community, spacious deck"
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Eastern Shore

Majestic Hotel & Apartments
Basic Apartment, 2 Bedrooms, Non Smoking | Private kitchen

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments
Shore Point Cottages
Deluxe Cottage | Private kitchen

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (204)
"I love how quiet the place is. It gives you a remote feeling. A very nice getaway!"
The price is €145
includes taxes & fees
13 Mar - 14 Mar
Shore Point Cottages
Saint Tropez
Exterior

Saint Tropez

3.0 star property
9.0 out of 10, Wonderful, (84)
"Encantada de lo mejor todo perfecto Único agua caliente debe durar un poco más Pero súper perfecto lo mejor "
Saint Tropez
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in Eastern Shore cost?
Rates for villas in Eastern Shore range between and per night. No matter your budget, you can find someplace that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Eastern Shore?
Choose from 3 villas in Eastern Shore. Whether you’re getting away with your family or a bunch of friends, and wherever your destination, Expedia will help you secure the perfect place.
Why book your villa in Eastern Shore with Expedia?
We think organising a holiday shouldn’t be hard, so if you’re in search of villas at a great price, Expedia has you covered. Keep costs down and select an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it simple to find a place in Eastern Shore that checks your boxes.
How can I find cheap villas in Eastern Shore?
Expedia is here to help you look for cheap villas in Eastern Shore. Use the filter tool to choose star rating, amenities and budget to refine your search and find the best place to stay in a few quick keystrokes.
What is there to do near my villa in Eastern Shore?
The best accessory to pack for your Eastern Shore trip is a well-thought-out itinerary! Jolly Roger at the Pier, Inlet Park and Ember’s Island Miniature Golf are among the biggest sights if you’re staying in Ocean City. Salisbury also has plenty of famous attractions, such as Poplar Hill Mansion. Looking for more? Drop by Pemberton Historical Park and Ward Museum of Wildfowl Art too.