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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.
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.
$795 nightly
The price is $840
$840 total
Nov 9 - Nov 10
Total with taxes and fees
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.
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.
$168 nightly
The price is $181
$181 total
Nov 29 - Nov 30
Total with taxes and fees
5. Spacious Bethany Beach Retreat Pool Pickle Ball
Spacious Bethany Beach Retreat Pool Pickle BallBethany Beach
$355 nightly
The price is $369
$369 total
Nov 9 - Nov 10
Total with taxes and fees
6. Beach Front Villa in Dewey Beach
Beach Front Villa in Dewey Beach4.0 star property
Rehoboth by the Sea
$2,824 nightly
The price is $2,824
$2,824 total
Nov 9 - Nov 10
Total with taxes and fees
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
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
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
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
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
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
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
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
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
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
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
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
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
Home2 Suites by Hilton Ocean City - Bayside, MD
Home2 Suites by Hilton Ocean City - Bayside, MDNorth Ocean City
10/10 Excellent
I had a complaint in regards of the service and supplies provided. I did travel with my Pet and understand is hard for the room service to come in when the pet is inside the room, but when we will leave the dirty towels out there were no replacements left, and we had to keep calling the front for new towels and the front staff were not always helpful.
I had a complaint in regards of the service and supplies provided. I did travel with my Pet and understand is hard for the room service to come in when the pet is inside the room, but when we will leave the dirty towels out there were no replacements left, and we had to keep calling the front for new towels and the front staff were not always helpful.
Sofia
DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown Ocean City
10/10 Excellent
Highly recommend staying here again on next family vacation
Highly recommend staying here again on next family vacation
Desera
Frequently Asked Questions
How much do villas in Eastern Shore cost?
Rates for villas in Eastern Shore range between $181 and $2,824 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.
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.