Search Eastern Shore Villa Accommodation

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

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.
Don't see what you're looking for?
See all available properties in Eastern Shore
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 AU$245
includes taxes & fees
17 Mar - 18 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’re sure to find a place that fits the bill with Expedia. This price was 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?
Take your pick of 3 villas in Eastern Shore. Whether you’re getting away with your family or a bunch of friends, and wherever your travels take you, Expedia makes it a cinch to find the ideal space.
What is there to do near my villa in Eastern Shore?
Whether you’re passionate about sightseeing, shopping, dining or partying, Eastern Shore offers it all, and then some! The popular city of Ocean City has tons of things to see and do, including Ocean City Beach, Seacrets Distilling Company and Trimpers Rides. If you’re escaping to Berlin, Globe Theatre, Main Street Berlin and The Bay Club should be at the top of your to-do list.