A marina with numerous sailboats docked at wooden piers.

Search Villas in Eastern Maryland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Eastern Maryland villas

Exterior

1. Oysterman’s Den

Oysterman’s Den
Midway
9.2 out of 10, Wonderful, (5 reviews)
"We stayed at Tom's place for 5 weeks while we waited for our new hone in Lewes to be completed. It was perfect for our needs. Convenient location and well-equipped! Highly recommended!"
United States
Ray H.
The price is AED 404
AED 1,304 total
includes taxes & fees
14 Sep - 15 Sep
Oysterman’s Den
Coffee/tea maker, fridge, microwave, oven

2. Charming Bethany Beach Getaway Pickle Ball

Charming Bethany Beach Getaway Pickle Ball
Bethany Beach
10.0 out of 10, Exceptional, (1 review)
"I was in Bethany for work with 2 colleagues and this was a fantastic place for an overnight. Susan was super responsive and very helpful. It is definitely a place we would come back to in the future."
United States
Jennifer C.
The price is AED 540
AED 1,541 total
includes taxes & fees
6 Oct - 7 Oct
Charming Bethany Beach Getaway Pickle Ball
Exterior

3. Spacious Bethany Beach Retreat Pool Pickle Ball

Spacious Bethany Beach Retreat Pool Pickle Ball
Bethany Beach
The price is AED 693
AED 1,723 total
includes taxes & fees
30 Sep - 1 Oct
Spacious Bethany Beach Retreat Pool Pickle Ball
Exterior

4. Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore
Hollins Market
8.0 out of 10, Very Good, (13 reviews)
"Had a great stay. We loved Britani."
United States
Janet P.
The price is AED 867
AED 1,701 total
includes taxes & fees
8 Sep - 9 Sep
Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Maryland Hotel Reviews

Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

10/10 Excellent
"A great family and pet friendly environment. Staff was friendly and very helpful. The pool and restaurant make for a very relaxing pool day with walking distance back and forth to the beach. Location was great, walking distance to some of the best restaurants on the island. One of the most pet friendly environments you will find in the area also."
Stephen 5-night trip
Posted 2 hours ago
Howard Johnson by Wyndham Ocean City Oceanfront

Frequently asked questions

How much do villas in Eastern Maryland cost?
Prepare to pay between and per night for a villa in Eastern Maryland. No matter your budget, an ideal getaway is just clicks away 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.
Why book your villa in Eastern Maryland with Expedia?
We think that vacations should be a walk in the park, so if you're on the lookout for villas at a nice price, Expedia is here to help. Save cash and go for an all-inclusive stay, or splurge on a plush villa to spoil your favorite people. Use our handy search filters to secure a property in Eastern Maryland that you'll adore.
How can I find cheap villas in Eastern Maryland?
A fantastic way to locate cheap villas in Eastern Maryland is with Expedia's convenient filter tool. Narrow your search results by amenities, budget and star rating to grab unbeatable prices in just a click or two.

Explore a world of travel with Expedia