Eastern Maryland Holiday Rentals

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Holiday Rentals in Eastern Maryland

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (199)
"These cottages were so cute and the area was nice we had everything we needed and it was very convenient getting to the ocean's calling festival we were going to. I would definitely recommend these cottages if you are headed out to Ocean City."
The price is AU$229
includes taxes & fees
26 Nov - 27 Nov
Shore Point Cottages

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments

Beachfront condo with private balcony & amazing views

9.2 out of 10, Wonderful, (20)
"Vrbo itself great! I like staying away from the boardwalk.I did reach out to the property manager 3 days ago about a non serious issue and still didn’t get a response. Vacasa can be better. There was left over coffee spilled and maybe lettuce dried up on the counter that could have been cleaned better. "
Beachfront condo with private balcony & amazing views

Coconut Malorie Resort Ocean City a Ramada by Wyndham

3.0 star property
7.4 out of 10, Good, (1236)
"A bit dated but still in good shape and decent value, big room. Water came in under the counter during heavy rain. Nevertheless, I'd stay again."
Coconut Malorie Resort Ocean City a Ramada by Wyndham

Near it all OC beaches,Assateague island.Family-friendly white horse park

10.0 out of 10, Exceptional, (26)
"My husband and I spent the weekend and the neighborhood as well as the neighbors were just lovely! John checked in to make sure we were ok and to reach out if we needed anything! We really enjoyed ourselves!"
Near it all OC beaches,Assateague island.Family-friendly white horse park

Dog-friendly 1st-floor end condo with beach entrance view - steps to the beach

8.4 out of 10, Very good, (22)
"The propery is very cozy and close to the beach entrance. Everything was very clean and organized."
Dog-friendly 1st-floor end condo with beach entrance view - steps to the beach

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

9.8 out of 10, Exceptional, (118)
"We were in Ocean City for our son's wedding. The condo fit our family and was in a great spot. We were able to walk up to the beach and take long walks on the beach. The condo was clean, large and had lots of parking. Convenient to the strip. Thank you!"
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool

7.6 out of 10, Good, (15)
"This condo was very comfortable for our family. The kitchen was equipped. It has 2 full bathrooms. Three beds, one sofa bed. Cable tv. Great location, beautifully decorated. The thermostat being in 72 all the time was an issue for us since the back bdrm was hot. The floor was a bit sandy when we arrived. However, it wasn't a big deal, we're at the beach! The vacasa team was helpful and polite. The condo is a gem. We loved it and we're planning to come back!"
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool

Fabulous Oceanfront Condo on the Boardwalk w/Private Balcony & Shared Pool

9.0 out of 10, Wonderful, (52)
"Stayed in this condo for a girls weekend and it was an awesome space! The condo is big and spacious with all the comforts of home! The view off of the balcony were breathtaking! Can’t wait to go back! "
Fabulous Oceanfront Condo on the Boardwalk w/Private Balcony & Shared Pool

Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC

9.4 out of 10, Exceptional, (24)
"Stayed for Country Calling festival and it was on shuttle drop off line after concert. Lots in walking distance! Condo was nicely decorated and comfortable for two people. We enjoyed the deck area very much!"
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC

Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties

9.2 out of 10, Wonderful, (30)
"The unit was really nice and everything went well. "
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties

#1 Rated Condo, Oceanfront, with Bay View Too

10.0 out of 10, Exceptional, (290)
"I enjoyed my stay, it was quite and relaxing. Great views of the ocean and the bay."
#1 Rated Condo, Oceanfront, with Bay View Too

Newly updated condo - less than a block to the beach

9.4 out of 10, Exceptional, (27)
"Probably will rent in may"
Newly updated condo - less than a block to the beach

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (75)
"EasyvPeasy place."
The price is AU$246
includes taxes & fees
27 Nov - 28 Nov
First Floor Studio Apartment in Historic Chestertown

Waterfront allergy-free home with 40-foot fishing dock, canoe, home theater

9.8 out of 10, Exceptional, (22)
"Beautiful home and location, loved the pond view from enclosed porch. Was very close to the zoo and family activities, shops and restaurants. If I had to point out a "bad" thing? Something that is not in the control of the owners....the driveway entrance is narrow, and takes some maneuvering, haha. But there is ample street parking, anyway. Enjoyed our stay! "
Waterfront allergy-free home with 40-foot fishing dock, canoe, home theater

Oceanfront Getaway w/ Free WiFi, a Private Washer/Dryer, Shared Pool, & Tennis

7.8 out of 10, Good, (43)
"The condo needs to address some maintenance issues. Left front stove burner does not work. Dried sprigs stuffed around kitchen sink faucet. We left them there for fear they were blocking water spray. A lot of spots on the carpet. Ad said there was WIFI. We couldn't get it."
Oceanfront Getaway w/ Free WiFi, a Private Washer/Dryer, Shared Pool, & Tennis

Ocean View Pet-Friendly Condo just steps from the Beach; Central Location

9.0 out of 10, Wonderful, (72)
"No elevator and we were on the 3rd floor. Difficult to move items up and down stairs. Otherwise it was acceptable."
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location

Gorgeous Beach Home in Bayside Resort! 3 Master suites!

10.0 out of 10, Exceptional, (118)
"The property is beautiful! Alan made the checkin so easy and was very helpful leading up to our trip. There were 3 families. 6 adults and 6 children. More than enough space for all of us to spread out. The kids loved the little hide away under the stairs. And the adults enjoyed the big kitchen and living room. We shared lots of memories! Will definitely come back! "
Gorgeous Beach Home in Bayside Resort! 3 Master suites!

Salisbury Riverfront Lofts

3.0 star property
9.2 out of 10, Wonderful, (20)
"Great spot and well appointed. Great communicator. HVAC loud and might consider brighter bulbs in lamps. "
The price is AU$396
includes taxes & fees
9 Dec - 10 Dec
Salisbury Riverfront Lofts

Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer

8.4 out of 10, Very good, (24)
"Great condo overlooking the ocean. Quiet, great location far away from crowds but close enough to all the attractions. Definitely will stay again."
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
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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Other types of properties in Eastern Maryland you may be interested in

Grand Hotel Ocean City Oceanfront

3.0 star property
9.0 out of 10, Wonderful, (2425)
"With 3 different restaurants and the amazing coffee shop you don’t ever have to leave the hotel…unless you want to. Access to the boardwalk right from the lobby..the beds are super comfy as well. "
The price is AU$148
includes taxes & fees
28 Nov - 29 Nov
Grand Hotel Ocean City Oceanfront

Fenwick Inn

2.0 star property
8.6 out of 10, Excellent, (1783)
"Very nice and very close to a lot of places"
The price is AU$150
includes taxes & fees
27 Nov - 28 Nov
Fenwick Inn

Holiday Inn & Suites Ocean City, an IHG Hotel

3.0 star property
9.6 out of 10, Exceptional, (1061)
"I had a good rest there. It was quite and peaceful. "
The price is AU$159
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn & Suites Ocean City, an IHG Hotel
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.
Beautiful view of the beach with palm trees

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