A marina with numerous sailboats docked at wooden piers.

Search Vacation Homes in Eastern Maryland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Eastern Maryland vacation homes

1. 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.
The price is ¥27,073
¥61,232 total
includes taxes & fees
Sep 2 - Sep 3
Salisbury Hideaway

2. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (39 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is ¥27,230
¥61,398 total
includes taxes & fees
Sep 1 - Sep 2
Salisbury Cottage

3. 6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
The price is ¥14,638
¥42,926 total
includes taxes & fees
Aug 10 - Aug 11
6 Mi to Salisbury: Forest-View Sanctuary!

4. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (58 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is ¥12,749
¥29,698 total
includes taxes & fees
Aug 16 - Aug 17
Cottage near the Bay

5. Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (1 review)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is ¥17,314
¥38,708 total
includes taxes & fees
Aug 9 - Aug 10
Tangier Escape, great place get away from it all on Deal Island, MD.

6. Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is ¥19,691
¥39,860 total
includes taxes & fees
Aug 13 - Aug 14
Cozy Barn Loft: Country Views & Central to Beaches

7. 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 ¥10,861
¥19,855 total
includes taxes & fees
Aug 18 - Aug 19
Restful Non-Shared Basement Suite In Harford MD

8. 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, (24 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 ¥44,859
¥82,921 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9. 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, (110 reviews)
"Excellent pet friendly location close to the national seashore "
United States
Michael O.
The price is ¥39,350
¥70,515 total
includes taxes & fees
Aug 5 - Aug 6
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

10. 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 ¥11,333
¥15,350 total
includes taxes & fees
Aug 4 - Aug 5
Charming 2-bedroom house in Aberdeen with WiFi and AC

11. Spacious 5BR One Level Home Near Ocean City

Spacious 5BR One Level Home Near Ocean City
Berlin
9.0 out of 10, Wonderful, (2 reviews)
"My family loved this rental and I will likely be back. The house was very roomy and the host quickly answered questions. Great for big families. There’s a max capacity of 14 but the house could definitely hold more with ease, and the beds were listed as queens but were all fulls."
United States
Jake S.
Spacious 5BR One Level Home Near Ocean City

12. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
9.0 out of 10, Wonderful, (13 reviews)
"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "
United States
Mr.
The price is ¥54,383
¥103,862 total
includes taxes & fees
Aug 3 - Aug 4
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

13. 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, (5 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is ¥23,091
¥55,843 total
includes taxes & fees
Aug 3 - Aug 4
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

14. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
Port Deposit
10.0 out of 10, Exceptional, (2 reviews)
"Renee & Pat were excellent hosts and we will definitely try to book again when in the area. Everything was as advertised and much more. Being pet friendly was a plus. We enjoyed two restaurants in the area while there, Lee's Landing and Old South Smokehouse, highly recommend!"
United States
Don S.
The price is ¥25,971
¥29,475 total
includes taxes & fees
Aug 3 - Aug 4
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

15. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (61 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is ¥31,480
¥47,717 total
includes taxes & fees
Aug 3 - Aug 4
BAYSIDE BUNGALOW

16. Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
The price is ¥28,647
¥69,621 total
includes taxes & fees
Sep 1 - Sep 2
Bayside Resort -11282 Signature Blvd.

17. Pool, Trail Access! Dog-Friendly Ocean Pines Haven

Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Ocean Pines
9.6 out of 10, Exceptional, (23 reviews)
"We enjoyed our stay and the house was perfect for our family and my kids loved it. "
United States
Vannessa H.
Pool, Trail Access! Dog-Friendly Ocean Pines Haven

18. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (64 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is ¥36,202
¥42,545 total
includes taxes & fees
Aug 11 - Aug 12
Waterfront Getaway with Dock

19. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (14 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is ¥31,850
¥82,234 total
includes taxes & fees
Aug 10 - Aug 11
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

20. 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, (9 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.
The price is ¥22,666
¥27,363 total
includes taxes & fees
Aug 24 - Aug 25
Cozy 1-bedroom bungalow in quaint Darlington with AC
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Eastern Maryland Hotel Reviews

Find out more about Eastern Maryland

Eastern Maryland Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia