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Our top choices for Eastern Shore guest houses




1. West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown AnnapolisHomewood
10.0 out of 10, Exceptional, (30 reviews)
10/10
Exceptional
(30 reviews)
"Very clean, nice area and very convenient to where we needed to be "
"Very clean, nice area and very convenient to where we needed to be "Jordan B.
The price is ¥17,796
¥17,796
¥54,041 total
includes taxes & fees
Nov 9 - Nov 10




2. Palmer House King | Vaulted Ceilings & Deck
Palmer House King | Vaulted Ceilings & DeckSouth Rehoboth
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
"Location was excellent. The room was clean and as described. Great for a quick getaway weekend!"
"Location was excellent. The room was clean and as described. Great for a quick getaway weekend!"David C.
The price is ¥26,172
¥26,172
¥31,207 total
includes taxes & fees
Nov 16 - Nov 17




3. Farmette Guesthouse|Fire pit|Private|Creekside
Farmette Guesthouse|Fire pit|Private|CreeksideNew Providence
9.8 out of 10, Exceptional, (10 reviews)
9.8/10
Exceptional
(10 reviews)
"Clean, quiet and comfortable. Good communication with the host. We enjoyed our stay."
"Clean, quiet and comfortable. Good communication with the host. We enjoyed our stay."Christine O.
The price is ¥20,108
¥20,108
¥41,407 total
includes taxes & fees
Nov 8 - Nov 9




4. Ironmaster Mansion — 1700's historic stone guest house with creek view
Ironmaster Mansion — 1700's historic stone guest house with creek viewPequea
10.0 out of 10, Exceptional, (28 reviews)
10/10
Exceptional
(28 reviews)
"This historical property has been meticulously updated with modern conveniences and decorated in a charming and tasteful cottage style. The host was very positive and communicative and provided lovely fresh flowers and locally made sweet treats and an outstanding locally made chicken pot pie that were very much appreciated following a late arrival!"
"This historical property has been meticulously updated with modern conveniences and decorated in a charming and tasteful cottage style. The host was very positive and communicative and provided lovely fresh flowers and locally made sweet treats and an outstanding locally made chicken pot pie that were very much appreciated following a late arrival!"Deborah W.
The price is ¥43,080
¥43,080
¥70,785 total
includes taxes & fees
Nov 14 - Nov 15
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




Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
10/10 Excellent
Host is fantastic. Great room with garden view. Breakfast made to order. Beautiful art gallery.
Host is fantastic. Great room with garden view. Breakfast made to order. Beautiful art gallery.
Joe




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




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




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




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




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




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




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




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
