Find Romantic Hotels in Eastern Shore, MD from $64

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Featured Eastern Shore Romantic Hotels

Amazing River House Waterfront Apartment on Choptank River on 18 Acre Farm
4.9/5 Exceptional! (19 reviews)
River House
"Fabulous place for a quiet stay, right on the Choptank river. Helen and Peter were wonderful hosts."

Reviewed on Oct 22, 2021

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Amazing River House Waterfront Apartment on Choptank River on 18 Acre Farm
Romantic Beach Getaway For 2 In Ocean City MD
Great for couples
4.9/5 Exceptional! (72 reviews)
Couples like: adults only property, fireplace
Home away from home
"Nothing could have been better. Felt so comfortable there. Loved it."

Reviewed on Oct 4, 2021

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Romantic Beach Getaway For 2 In Ocean City MD
Must See - Beautiful Oceanfront Condo On The Boardwalk - Private Balcony!
Great for couples
4.8/5 Exceptional! (111 reviews)
Couples like: on the beach, fireplace
Great!
"I loved my entire stay!!!!! Great owners and great site!!! Clean, well-equipped, and beautiful ocean sounds! Will go back for sure!"

Reviewed on Sep 17, 2021

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Must See - Beautiful Oceanfront Condo On The Boardwalk - Private Balcony!
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Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
4.8/5 Exceptional! (34 reviews)
Great place
"This house is amazing, comfy, great view"

Reviewed on Oct 4, 2021

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Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
4.8/5 Exceptional! (14 reviews)
Great location, perfect for us
"Everything was great! The bay side dock was perfect for sitting & relaxing. The welcome basket came in handy for snacks when we went kayaking or cycling - thanks for that! The area was perfect for what we were looking for & we utilized the water trails and cycling routes in and around Blackwater ..."

Reviewed on Aug 18, 2021

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360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
Affordable 2-Story Penthouse w/Panoramic Ocean And Bay Views
4.7/5 Exceptional! (51 reviews)
Absoltly stunning
"It was perfect for me and my boyfriend my 13 yr old son and my now 12 yr old daughter. We took her for her 12th bday the building had a lil arcade right on the beach we even got to watch a wedding at the building next door... Wide open windows for the views. It was really like our home for the 3 ..."

Reviewed on Oct 18, 2021

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Affordable 2-Story Penthouse w/Panoramic Ocean And Bay Views
Beautiful waterfront townhouse
4.7/5 Exceptional! (33 reviews)
Nice place Nice location
"Nice rental. Easy to deal with owner. Quick replies from owner. Everything we needed was available. Broken shower in main room was inconvenient but was identified before hand. Highly recommend. Will use again."

Reviewed on Sep 13, 2021

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Beautiful waterfront townhouse
Lighthouse Club Hotel
Great for couples
3 out of 5
200 56th Street, Ocean City, MD
4.7/5 Exceptional! (414 reviews)
Couples like: adults only property, bar
Travelers say...
"The property itself was beautiful! Our first nights stay, there was a problem with the air conditioner and we had to stay in another room. Not only did management comp us for the one night, but they upgraded our room for the same price, for the remaininder of our stay! We were more than satisfied ..."

Reviewed on Jul 20, 2021

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Lighthouse Club Hotel
Inn at Perry Cabin
Great for couples
5 out of 5
308 Watkins Ln, St. Michaels, MD
4.7/5 Exceptional! (265 reviews)
Couples like: full-service spa, restaurant with ocean view, hot tub
Travelers say...
"I have been to Inn at Perry Cabin Many times . Just love the place"

Reviewed on Mar 21, 2020

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Inn at Perry Cabin
Great Oak Manor
Great for couples
3.5 out of 5
10568 Cliff Rd, Chestertown, MD
The price is $199 per night from Nov 1 to Nov 1
4.7/5 Exceptional! (39 reviews)
Couples like: onsite spa services, on the beach
Travelers say...
"Very accommodating, quite, peaceful, very relaxing Just what we needed. Planning our next visit Highly Recomended Richard and Kathleen"

Reviewed on Oct 2, 2021

Great Oak Manor
Dunes Manor Hotel and Dunes Suites
Great for couples
3 out of 5
2800 Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is $80 per night from Nov 1 to Nov 1
4.4/5 Excellent! (1,119 reviews)
Couples like: beachfront dining, on the beach
Travelers say...
"There are three separate buildings, we stayed in two of them. The far south beach hotel, is right next to the end of the wooden boardwalk that goes 2.4 miles south from there. This hotel has ocean facing rooms,vwith a kitchenette, which is extremely handy. It had all the pots and pans and a toaster. ..."

Reviewed on Oct 23, 2021

Dunes Manor Hotel and Dunes Suites
Elk Forge B&B Inn & Day Spa
Great for couples
2.5 out of 5
807 Elk Mills Road, Elkton, MD
4.3/5 Excellent! (50 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
Travelers say...
"It was easy to find, a nice and wonderful trip and stay to get away from the city and the hustlte and bustle of it all. To be apart of nature was well worth it!"

Reviewed on Jul 7, 2020

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Elk Forge B&B Inn & Day Spa
Hyatt Regency Chesapeake Bay
Great for couples
4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is $199 per night from Nov 21 to Nov 21
4.3/5 Excellent! (836 reviews)
Couples like: full-service spa, couples spa treatments, restaurant with ocean view, hot tub
Travelers say...
"we loved everything about our stay. We were surprised that the outdoor pool area was still open in October. we lucked out with beautiful weather and i was so nice to be able to swim and relax outside. I prefer this time of year to go because a lot less crowded but all amenities still available to ..."

Reviewed on Oct 5, 2021

Hyatt Regency Chesapeake Bay
Atlantic Hotel
Great for couples
3.5 out of 5
2 North Main Street, Berlin, MD
4.2/5 Excellent! (179 reviews)
Couples like: adults only property, bar
Travelers say...
"Very nice..bathroom can use upgrade"

Reviewed on Jul 25, 2021

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Atlantic Hotel
Grand Hotel Ocean City Oceanfront
Great for couples
3 out of 5
2100 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is $64 per night from Oct 31 to Oct 31
4.2/5 Very Good! (1,858 reviews)
Couples like: beachfront dining, on the beach
Travelers say...
"Excellent location in Ocean city Maryland bed was comfortable kitchen area with coffee pot refrigerator microwave and bathroom area all great. Ocean front view pizza shop excellent"

Reviewed on Oct 23, 2021

Grand Hotel Ocean City Oceanfront
Harbour Club B16 2 Bedroom Condo
3 out of 5
201 South Heron Drive, Unit B16, Ocean City, MD
4/5 Very Good! (1 review)
"Nice place, great location close to everything you would need for an enjoyable stay. Only problem we had was deck lights and some of the interior lights needed bulbs changed as they did not work. Also if you plan to use the pool make sure you bring your own chairs as they removed all the table and ..."

Reviewed on Jul 5, 2020

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Harbour Club B16 2 Bedroom Condo
Bahia Vista I 403 3 Br condo by RedAwning
3.5 out of 5
1005 Edgewater Avenue, Ocean City, MD
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Bahia Vista I 403 3 Br condo by RedAwning
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.

Romantic Luxury Hotels

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.

Romantic Spa Hotels

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.

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