Search Villas in Eastern Maryland

  • 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
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 7 Villas in Eastern Maryland with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (32)
"Beautiful home, beautiful property! My family meets up annually and the house fit us perfectly. Plenty of room to spread out and congregate together. The home also provides so much to do with all the amenities! Thanks for the memories "
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf
Welcome to our slice of Bayside! With attached garage and driveway.

Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf

9.0 out of 10, Wonderful, (4)
"House was very nice and convenient to the Common pool area and shopping area. Greatly appreciated the use of the bikes and the grill that were in the garage. The extra fridge in yhe garage was nice for the extra waters and beers bought. Hard to fish in the pond, since it was not very easy to get close to the edge of the pond, but nice to sit out and relax by the pond. Minor issues, need to fix both the master bathroom and back doors. They both stick and are very hard to close, especially the...
Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf
Ocean Block 5BR/3BA (fully renovated in 2022) Villa 30 second walk to the Beach w/Outdoor Pool!
Exterior

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!
BAYSIDE * 5BR NEW LUXURY HOME * 4.5 Baths * 3 Master Suites * Sleeps 12 *
Exterior

BAYSIDE * 5BR NEW LUXURY HOME * 4.5 Baths * 3 Master Suites * Sleeps 12 *

9.6 out of 10, Exceptional, (4)
"Beautifully decorated home. The home was very clean. We had 10 people in our group, ages 3 to 71. We were very comfortable with the space. The beds were very comfortable. The development offered many activities. Shopping and dining was nearby. A fun time was had by all."
BAYSIDE * 5BR NEW LUXURY HOME * 4.5 Baths * 3 Master Suites * Sleeps 12 *
Live the Bayside! Golf, Pools, and the Beach!
Exterior

Live the Bayside! Golf, Pools, and the Beach!

10.0 out of 10, Exceptional, (26)
"First, ill say that i am a usual customer of the competitor, but they couldn’t accommodate my large family vacation this year. So i checked this site out and found this location. Was skeptical because there wasnt any payment plan options, or refunds available for emergency. But that is where the complaints stop. From check in to check out, the location was everything we expected and more. And it is equipped with everything you will need for your family to enjoy your time. The kids loved...
Live the Bayside! Golf, Pools, and the Beach!
"2 Large Community Pools, Montego Bay Community, spacious deck"
Deck

"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"
Beautiful, brand new, never been rented before 4-bedroom villa in Selbyville, DE
Exterior

Beautiful, brand new, never been rented before 4-bedroom villa in Selbyville, DE

2.0 star property
Beautiful, brand new, never been rented before 4-bedroom villa in Selbyville, DE
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 Maryland
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 Maryland

Majestic Hotel & Apartments
Exterior

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments
Shore Point Cottages
Exterior

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (202)
"No instructions for TV"
The price is AED 400
AED 564 total
includes taxes & fees
18 Feb - 19 Feb
Shore Point Cottages
Coconut Malorie Resort Ocean City a Ramada by Wyndham
Room

Coconut Malorie Resort Ocean City a Ramada by Wyndham

3.0 star property
7.4 out of 10, Good, (1237)
"Nice to have a kitchen and separate bedroom "
Coconut Malorie Resort Ocean City a Ramada by Wyndham
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 Maryland cost?
Villas in Eastern Maryland cost between and per night. These stays provide the privacy of your own space at a price that doesn’t break the bank. 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.
Why book your villa in Eastern Maryland with Expedia?
We think vacation time should be a walk in the park, so if you’re on the lookout for villas at a competitive price, Expedia can help. Keep the budget in check and go for an all-inclusive stay, or splurge on a deluxe villa to surprise your loved ones. Our handy filters make it easy to find a property in Eastern Maryland that checks your boxes.
How can I find cheap villas in Eastern Maryland?
A wonderful way to zero in on cheap villas in Eastern Maryland is with Expedia’s user-friendly filter tool. Refine your search results by amenities, star rating and budget to grab awesome bargains in just a click or two.