Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find vacation rentals that suit your style
Apartments
Aparthotels
Condos
Cottages
Cabins
Villas
Houseboats
Our top choices for Eastern Shore villas
1. Large Townhouse A, Walk to the Beach and Boardwalk
Large Townhouse A, Walk to the Beach and BoardwalkDowntown Ocean City
8.8 out of 10, Excellent, (6 reviews)
8.8/10
Excellent
(6 reviews)
"Great property close to the bayside AND the ocean boardwalk. We had a family of 7 and had plenty of room for everyone. Will definitely rebook next time in town!"
"Great property close to the bayside AND the ocean boardwalk. We had a family of 7 and had plenty of room for everyone. Will definitely rebook next time in town!"
Matthew S.
The price is AED 525
AED 525
AED 2,472 total
includes taxes & fees
10 Nov - 11 Nov
2. Seniors welcome! Large Townhouse near Boardwalk and Beach!!
Seniors welcome! Large Townhouse near Boardwalk and Beach!!Downtown Ocean City
10.0 out of 10, Exceptional, (27 reviews)
10/10
Exceptional
(27 reviews)
"The home was perfect! We enjoyed our stay."
"The home was perfect! We enjoyed our stay."Tamika L.
The price is AED 1,234
AED 1,234
AED 3,181 total
includes taxes & fees
10 Nov - 11 Nov
3. Large Townhouse B, Walk to the Beach and Boardwalk
Large Townhouse B, Walk to the Beach and BoardwalkDowntown Ocean City
8.4 out of 10, Very good, (7 reviews)
8.4/10
Very good
(7 reviews)
"The place was awesome. We have 16 people, and it was very roomy for all of us would stay there again was a beautiful place"
"The place was awesome. We have 16 people, and it was very roomy for all of us would stay there again was a beautiful place"Virginia F.
The price is AED 525
AED 525
AED 2,472 total
includes taxes & fees
10 Nov - 11 Nov
4. Palm Villa
Palm VillaPiney Island
9.2 out of 10, Wonderful, (5 reviews)
9.2/10
Wonderful
(5 reviews)
"The property was exactly as advertised and met our expectations. The manager was very nice. We would have preferred check-in instructions ahead of time without needing to call, but did not have any problems with check-in or our stay.
We enjoyed the location and close proximity to shops, restaurants, and the Chincoteague Wildlife Refuge.
We would stay here again."
"The property was exactly as advertised and met our expectations. The manager was very nice. We would have preferred check-in instructions ahead of time without needing to call, but did not have any problems with check-in or our stay.
We enjoyed the location and close proximity to shops, restaurants, and the Chincoteague Wildlife Refuge.
We would stay here again."Scott D.
The price is AED 364
AED 364
AED 686 total
includes taxes & fees
29 Nov - 30 Nov
5. Spacious Bethany Beach Retreat Pool Pickle Ball
Spacious Bethany Beach Retreat Pool Pickle BallBethany Beach
The price is AED 496
AED 496
AED 1,433 total
includes taxes & fees
16 Nov - 17 Nov
6. Beach Front Villa in Dewey Beach
Beach Front Villa in Dewey Beach4.0 star property
Rehoboth by the Sea
The price is AED 6,668
AED 6,668
AED 9,632 total
includes taxes & fees
15 Nov - 16 Nov
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.
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.
Learn more about Eastern Shore
Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savor fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.
Top reviews in Eastern Shore
Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
10/10 Excellent
The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...
The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...
Richard
Sandaway Suites & Beach
Sandaway Suites & BeachOxford
10/10 Excellent
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!
joseph
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
10/10 Excellent
Loved it
Loved it
Joe
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
10/10 Excellent
Beautiful place, quiet and clean.
Beautiful place, quiet and clean.
Chuck
Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
10/10 Excellent
We had a wonderful two night stay at the hotel. The marina is beautiful with nightly rentals if needed. Our first stay and we will return. Great staff very helful. If you are looking for a peacefull,tranquil location you will like it.
We had a wonderful two night stay at the hotel. The marina is beautiful with nightly rentals if needed. Our first stay and we will return. Great staff very helful. If you are looking for a peacefull,tranquil location you will like it.
Stan and Joan
Holiday Inn & Suites Ocean City by IHG
Holiday Inn & Suites Ocean City by IHGDowntown Ocean City
10/10 Excellent
Absolutely no complaints about our stay. Allowed an early time to check in and a hour late check out. Quiet place right on the boardwalk far enough away from public parking that it wasn’t crowded. If there is any complaint it would be minimum parking to where the overflow parking gets completely full that we were lucky to even get a spot in there. I wouldn’t even call that a complaint, just find your spot and that’s that. Balcony was spacious for us to play card games late night with 6-8 people....
Absolutely no complaints about our stay. Allowed an early time to check in and a hour late check out. Quiet place right on the boardwalk far enough away from public parking that it wasn’t crowded. If there is any complaint it would be minimum parking to where the overflow parking gets completely full that we were lucky to even get a spot in there. I wouldn’t even call that a complaint, just find your spot and that’s that. Balcony was spacious for us to play card games late night with 6-8 people....
Anthony
Lighthouse Club Hotel
Lighthouse Club HotelMidtown Ocean City
10/10 Excellent
The Lighthouse Hotel is very nice with large suites and a beautiful view of the bay. You can walk to the beach or to many great area restaurants and nightclubs. I loved the nightly turn down service. The staff lights candles, leaves breakfast for you & puts chocolates on the pillows.
The Lighthouse Hotel is very nice with large suites and a beautiful view of the bay. You can walk to the beach or to many great area restaurants and nightclubs. I loved the nightly turn down service. The staff lights candles, leaves breakfast for you & puts chocolates on the pillows.
Holly
The Edge at Fager's Island
The Edge at Fager's IslandMidtown Ocean City
10/10 Excellent
Stayed for my wife’s birthday beginning of April, the weather wasn’t so great. But have only complaint and its about the bed, it would sink towards the middle. But other than that it was amazing. The view was great and the staff was friendly and helpful. We stayed in the edge the riviera suite.
Stayed for my wife’s birthday beginning of April, the weather wasn’t so great. But have only complaint and its about the bed, it would sink towards the middle. But other than that it was amazing. The view was great and the staff was friendly and helpful. We stayed in the edge the riviera suite.
Lorienny
Shore Point Cottages
Shore Point CottagesBerlin
10/10 Excellent
This little gated community of cottages is amazing. It’s such a quiet little place with a nice clean pool and laundry access. The gm Brooks and super intendant Josh are very welcoming and super helpful. Also only 10 minute drive from boardwalk/ beach. Definitely recommend this place !!
This little gated community of cottages is amazing. It’s such a quiet little place with a nice clean pool and laundry access. The gm Brooks and super intendant Josh are very welcoming and super helpful. Also only 10 minute drive from boardwalk/ beach. Definitely recommend this place !!
Justine
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
10/10 Excellent
The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...
The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...
Christina
Hampton Inn & Suites Ocean City West
Hampton Inn & Suites Ocean City WestWest Ocean City
10/10 Excellent
Beautiful brand new hotel located near restaurants and shops. Will definitely stay there again!!
Beautiful brand new hotel located near restaurants and shops. Will definitely stay there again!!
Anonymous traveler
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront
Howard Johnson Plaza Hotel by Wyndham Ocean City OceanfrontDowntown Ocean City
10/10 Excellent
I enjoyed the cleaniless of the property, the quality of the food in the restaurant in the hotel, the meal deal coupons offered (even though I couldn't get them because I booked through a 3rd party).
I enjoyed the cleaniless of the property, the quality of the food in the restaurant in the hotel, the meal deal coupons offered (even though I couldn't get them because I booked through a 3rd party).
Joni
Park Place Hotel
Park Place HotelDowntown Ocean City
10/10 Excellent
We stayed here before and came back because it is such a nice place to stay. The staff is warm and friendly. I love all the colors in the hotel. And it's right on the Boardwalk!
We stayed here before and came back because it is such a nice place to stay. The staff is warm and friendly. I love all the colors in the hotel. And it's right on the Boardwalk!
Lois
Kent Island Resort
Kent Island ResortStevensville
10/10 Excellent
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.
John
Holiday Inn Express & Suites Elkton - University Area by IHG
Holiday Inn Express & Suites Elkton - University Area by IHGElkton
10/10 Excellent
The young women who checked us in & the women who checked us out were efficient and delightful. The rooms were excellent in every way especially the beds, pillows & sheets! Such an immaculately clean hotel everywhere.
The young women who checked us in & the women who checked us out were efficient and delightful. The rooms were excellent in every way especially the beds, pillows & sheets! Such an immaculately clean hotel everywhere.
Paula
Courtyard Ocean City Oceanfront
Courtyard Ocean City OceanfrontDowntown Ocean City
10/10 Excellent
I have been to many Hotels in Ocean City over the years. This one rates at the top for cleanliness and the staff was great. I will be returning when I can.
I have been to many Hotels in Ocean City over the years. This one rates at the top for cleanliness and the staff was great. I will be returning when I can.
Anonymous traveler
Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
10/10 Excellent
We had a group of friends getting together for a fun weekend away. Had a great experience here, Alexia at the front desk was very helpful and friendly for all of our requests and was very accommodating. Had a good time and great breakfast that was included the next morning. Will definitely stay here for our 2nd annual get together next year.
We had a group of friends getting together for a fun weekend away. Had a great experience here, Alexia at the front desk was very helpful and friendly for all of our requests and was very accommodating. Had a good time and great breakfast that was included the next morning. Will definitely stay here for our 2nd annual get together next year.
Belinda
Hampton Inn Easton
Hampton Inn EastonEaston
10/10 Excellent
Nice location about 20 minutes from St Michaels. Hotel seemed to be newly renovated. Our room was clean with the exception of a leftover hand towel that was sitting on the desk. Other than that everything was fantastic.
Nice location about 20 minutes from St Michaels. Hotel seemed to be newly renovated. Our room was clean with the exception of a leftover hand towel that was sitting on the desk. Other than that everything was fantastic.
Anonymous traveler
Frequently Asked Questions
How much do villas in Eastern Shore cost?
Rates for villas in Eastern Shore range between AED 363 and AED 6,667 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 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 organizing a vacation 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.