A marina with numerous sailboats docked at wooden piers.

Eastern Maryland Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Eastern Maryland holiday rentals

Room

1. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is HK$526
HK$1,957 total
includes taxes & fees
31 Aug - 1 Sept
Salisbury Riverfront Lofts
Exterior

2. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (27 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is HK$533
HK$980 total
includes taxes & fees
9 Sept - 10 Sept
Guest Suite for up to 2 in a Victorian on the Chester River
View from room

3. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.2 out of 10, Wonderful, (362 reviews)
"Good and cute environment"
United States
junghyun
The price is HK$698
HK$914 total
includes taxes & fees
13 Sept - 14 Sept
Shore Point Cottages
Private kitchen

4. Retro Hipster: Close to downtown, dining and fun

Retro Hipster: Close to downtown, dining and fun
Salisbury
9.0 out of 10, Wonderful, (18 reviews)
"Would definitely stay here again. "
United States
Darlene P.
The price is HK$549
HK$1,472 total
includes taxes & fees
1 Sept - 2 Sept
Retro Hipster: Close to downtown, dining and fun
Living area

5. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"The cottage was comfortable and met our expectations. We were in Salisbury to visit family and were familiar with the area since we had lived there for many years."
United States
Fred W.
The price is HK$1,293
HK$2,983 total
includes taxes & fees
1 Sept - 2 Sept
Salisbury Cottage
Front of property

6. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is HK$1,035
HK$2,125 total
includes taxes & fees
31 Aug - 1 Sept
6 Mi to Salisbury: Forest-view Sanctuary!
Terrace/patio

7. Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
9.8 out of 10, Exceptional, (6 reviews)
"Check in was quick and easy, property was exactly as I thought it would be and amenities were great."
United States
Joseph N.
The price is HK$388
HK$827 total
includes taxes & fees
8 Sept - 9 Sept
Restful Non-Shared Basement Suite In Harford MD
Property grounds

8. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (123 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is HK$776
HK$1,245 total
includes taxes & fees
7 Sept - 8 Sept
First Floor Studio Apartment in Historic Chestertown
Marina

9. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (28 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is HK$847
HK$2,218 total
includes taxes & fees
29 Aug - 30 Aug
Historic Chesapeake City Stay
Fitness facility

10. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,317 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
The price is HK$627
HK$702 total
includes taxes & fees
14 Sept - 15 Sept
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Exterior

11. Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is HK$941
HK$1,263 total
includes taxes & fees
28 Aug - 29 Aug
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Exterior

12. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
Salisbury Hideaway
Exterior

13. Cozy 1-bedroom bungalow in quaint Darlington with AC

Cozy 1-bedroom bungalow in quaint Darlington with AC
Darlington
10.0 out of 10, Exceptional, (11 reviews)
"very clean and cozy host was very nice . They had everything we needed for our stay. Very convenient to all local activities. Would stay there agin when in area."
United States
Jacquelyn O.
Cozy 1-bedroom bungalow in quaint Darlington with AC
Interior

14. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (61 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is HK$635
HK$1,487 total
includes taxes & fees
30 Aug - 31 Aug
Cottage near the Bay
Living area

15. Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.6 out of 10, Good, (19 reviews)
"Nice place"
United States
christine
The price is HK$600
HK$802 total
includes taxes & fees
31 Aug - 1 Sept
Charming 2-bedroom house in Aberdeen with WiFi and AC
Exterior

16. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (51 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
United States
Terry R S.
The price is HK$1,376
HK$1,666 total
includes taxes & fees
28 Aug - 29 Aug
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Living area

17. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveller
The price is HK$1,764
HK$2,768 total
includes taxes & fees
30 Aug - 31 Aug
Newly restored apartment in the heart of Chestertown
Exterior

18. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
The price is HK$2,851
HK$3,022 total
includes taxes & fees
9 Sept - 10 Sept
Bohemia Manor Farm
Terrace/patio

19. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (489 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is HK$628
HK$742 total
includes taxes & fees
1 Sept - 2 Sept
Majestic Hotel & Apartments
Exterior

20. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (47 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is HK$549
HK$872 total
includes taxes & fees
2 Sept - 3 Sept
Country Get Away Studio Apartment
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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Top Eastern Maryland Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"pool water was not as clear"
Gurpreet 3-night trip
Posted 1 hour ago
Princess Royale Oceanfront Resort

Find out more about Eastern Maryland

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