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
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Eastern Maryland holiday rentals

Terrace/patio

Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
10.0 out of 10, Exceptional, (4 reviews)
"I had such a great stay! Perfect spot for an individual or couple. Clean, quiet, and private. Would definitely recommend!"
United States
Tyler P.
The price is HK$431
HK$872 total
includes taxes & fees
19 Jul - 20 Jul
Restful Non-Shared Basement Suite In Harford MD
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (25 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is HK$847
HK$2,185 total
includes taxes & fees
13 Jul - 14 Jul
Historic Chesapeake City Stay
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (118 reviews)
"Hosts were extremely friendly and helpful!Parking was within feet of entrance. Studio and bathroom were spotless. Nice touches like coffee and accoutrements in the shower. Beautiful surroundings, everything was in bloom and spring beauty was everywhere!Washer and dryer in studio with soap and softener. Charming location!"
United States
Rob C.
The price is HK$776
HK$1,245 total
includes taxes & fees
14 Jul - 15 Jul
First Floor Studio Apartment in Historic Chestertown
Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (43 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
The price is HK$549
HK$872 total
includes taxes & fees
20 Jul - 21 Jul
Country Get Away Studio Apartment
Beach

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (24 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is HK$972
HK$2,310 total
includes taxes & fees
17 Jul - 18 Jul
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
2 bedrooms, desk, iron/ironing board, travel cot

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Salisbury
9.8 out of 10, Exceptional, (21 reviews)
"Property was nice and clean"
United States
Luke S.
The price is HK$956
HK$1,931 total
includes taxes & fees
19 Jul - 20 Jul
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Exterior

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, (23 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
13 Jul - 14 Jul
Guest Suite for up to 2 in a Victorian on the Chester River
Interior

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is HK$635
HK$1,462 total
includes taxes & fees
26 Jul - 27 Jul
Cottage near the Bay
Terrace/patio

Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
6.0 out of 10, (409 reviews)
"I like that the hotel is located right in front of the beach and board walk, access to many shopping places, staff helpful, air conditioning great, the only think is that the hotel need upgrade inside furniture and room and bathroom."
United States
Alexandra
The price is HK$981
HK$1,138 total
includes taxes & fees
13 Jul - 14 Jul
Majestic Hotel & Apartments
2 bedrooms, individually decorated, individually furnished

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (26 reviews)
The price is HK$701
HK$2,154 total
includes taxes & fees
15 Jul - 16 Jul
Salisbury Riverfront Lofts
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (23 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
The price is HK$2,077
HK$3,939 total
includes taxes & fees
28 Jul - 29 Jul
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Exterior

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, (12 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
13 Jul - 14 Jul
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Exterior

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, (48 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is HK$1,376
HK$1,649 total
includes taxes & fees
19 Jul - 20 Jul
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Private kitchen

Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (36 reviews)
"Lovely place, huge rooms, definitely recommend it. "
United States
Lee P.
The price is HK$1,215
HK$1,994 total
includes taxes & fees
13 Jul - 14 Jul
Sailwinds Loft at Cambridge Creek
Beach nearby

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (36 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is HK$1,082
HK$2,406 total
includes taxes & fees
27 Jul - 28 Jul
On Main Street - Apartment C - Berlin, MD
TV

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.4 out of 10, Good, (18 reviews)
"Nice place"
United States
christine
The price is HK$529
HK$727 total
includes taxes & fees
19 Jul - 20 Jul
Charming 2-bedroom house in Aberdeen with WiFi and AC
Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is HK$1,122
HK$2,045 total
includes taxes & fees
15 Jul - 16 Jul
Deal Island Bay Cottage
Fridge, microwave, oven, stovetop

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.6 out of 10, Exceptional, (4 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is HK$1,058
HK$2,709 total
includes taxes & fees
13 Jul - 14 Jul
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Exterior

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, (5 reviews)
"The little cottage was great! It was beautifully decorated which gave it charm. The location was perfect for our adventures to Conowingo Dam, antiquing in Havre De Grace and tastings of various breweries. We slept comfortably at the warm, quiet, clean bungalow. Coral was a fantastic host making sure we had everything we needed. We would definitely like to return. "
United States
Beth S.
The price is HK$956
HK$1,180 total
includes taxes & fees
3 Aug - 4 Aug
Cozy 1-bedroom bungalow in quaint Darlington with AC
Outdoor dining

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (108 reviews)
The price is HK$1,960
HK$3,512 total
includes taxes & fees
28 Jul - 29 Jul
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"The hotel was very clean and you don’t really have to leave if you don’t want to because they have places to eat and shop right in their hotel. Their outdoor pool is amazing but the gym could be better. It’s very small and no free weights."
William 3-night trip
Posted less than an hour ago
Grand Hotel Ocean City Oceanfront

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