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Our top choices for Eastern Maryland vacation homes

Small House on Gentleman’s Farm

Small House on Gentleman’s Farm
Bel Air
10.0 out of 10, Exceptional, (13)
"Great little getaway, very clean, and the bedding was so comfy! "
United States
Joan F.
The price is AED 468
AED 1,175 total
includes taxes & fees
19 Dec - 20 Dec
Small House on Gentleman’s Farm

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.6 out of 10, Exceptional, (20)
"In town for a family wedding. This worked out perfectly. Would stay there again "
United States
Barbara V.
The price is AED 533
AED 1,296 total
includes taxes & fees
15 Dec - 16 Dec
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (34)
"Very clean, great communication and fabulous location close to SU!"
United States
Anne M.
The price is AED 466
AED 1,226 total
includes taxes & fees
15 Dec - 16 Dec
Salisbury Cottage

Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
10.0 out of 10, Exceptional, (2)
"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 AED 202
AED 409 total
includes taxes & fees
18 Dec - 19 Dec
Restful Non-Shared Basement Suite In Harford MD

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52)
"Srea was quiet, peaceful, plenty of information provided about the area restaurants, grocery stores, etc. Enjoyed our stay."
United States
Darla J M.
The price is AED 297
AED 685 total
includes taxes & fees
20 Dec - 21 Dec
Cottage near the Bay

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (19)
"This property was wonderful for our trip to Salisbury for my daughter's travel softball tournament. It was only 30-45 minutes from Ocean City (give or take traffic), and very close to many shopping areas and restaurants. The property itself was very clean and provided many necessities. "
United States
Lisa H.
The price is AED 420
AED 1,170 total
includes taxes & fees
15 Dec - 16 Dec
Salisbury Hideaway

Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!
Cambridge
10.0 out of 10, Exceptional, (50)
"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"
United States
Karen L.
The price is AED 595
AED 1,382 total
includes taxes & fees
16 Dec - 17 Dec
Beautiful Waterfront Retreat in Cambridge!

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is AED 283
AED 581 total
includes taxes & fees
7 Jan - 8 January 2026
Summer Rustic Camping with AC and King Bed

Adorable two-bedroom retreat close to Easton, Denton, Centreville

Adorable two-bedroom retreat close to Easton, Denton, Centreville
Queen Anne
10.0 out of 10, Exceptional, (26)
"Quiet, quaint....perfect"
United States
Catherine M.
The price is AED 694
AED 1,316 total
includes taxes & fees
22 Dec - 23 Dec
Adorable two-bedroom retreat close to Easton, Denton, Centreville

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.2 out of 10, Very Good, (12)
"Nice and quiet place to stay"
United States
Gary M.
The price is AED 496
AED 1,043 total
includes taxes & fees
15 Dec - 16 Dec
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville
10.0 out of 10, Exceptional, (8)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is AED 724
AED 1,612 total
includes taxes & fees
15 Dec - 16 Dec
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (17)
"Fantastic clean rental. Great location!"
United States
Jeremy & Karen W.
The price is AED 180
AED 1,129 total
includes taxes & fees
28 Dec - 29 Dec
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

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
10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is AED 496
AED 1,254 total
includes taxes & fees
15 Dec - 16 Dec
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is AED 918
AED 1,534 total
includes taxes & fees
15 Dec - 16 Dec
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Ocean Pines Chalet !

Ocean Pines Chalet !
Ocean Pines
9.8 out of 10, Exceptional, (10)
"Everything was wonderful. House was clean and comfortable. Perfect place for our family reunion. Would definitely book this house again! "
United States
Jenni D.
The price is AED 411
AED 2,609 total
includes taxes & fees
22 Dec - 23 Dec
Ocean Pines Chalet !

Hobbit House one of a kind home

Hobbit House one of a kind home
Bel Air
10.0 out of 10, Exceptional, (8)
"We had a great stay! "
United States
Courtney H.
The price is AED 436
AED 1,104 total
includes taxes & fees
13 Jan - 14 January 2026
Hobbit House one of a kind home

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is AED 735
AED 1,110 total
includes taxes & fees
1 Jan - 2 January 2026
BAYSIDE BUNGALOW

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is AED 1,469
AED 2,414 total
includes taxes & fees
29 Dec - 30 Dec
Turnbridge Manor

Room #2 in Elkton, MD – Easy Access to I-95

Room #2 in Elkton, MD – Easy Access to I-95
2.0 star property
Elkton
The price is AED 261
AED 394 total
includes taxes & fees
18 Dec - 19 Dec
Room #2 in Elkton, MD – Easy Access to I-95

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
The price is AED 349
AED 755 total
includes taxes & fees
6 Jan - 7 January 2026
Tangier Escape, great place get away from it all on Deal Island, MD.
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