Eastern Maryland Vacation Homes
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Our top choices for Eastern Maryland vacation homes

Small House on Gentleman’s Farm

Bel Air

10.0 out of 10, Exceptional, (13)

10/10

Exceptional

(13)

"Great little getaway, very clean, and the bedding was so comfy! "

Joan F.

The price is AED 468

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

Cambridge

9.6 out of 10, Exceptional, (20)

9.6/10

Exceptional

(20)

"In town for a family wedding. This worked out perfectly. Would stay there again "

Barbara V.

The price is AED 533

AED 533

AED 1,296 total

includes taxes & fees

15 Dec - 16 Dec

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

3 bedrooms, desk, iron/ironing board, travel crib

Salisbury Cottage

Salisbury

10.0 out of 10, Exceptional, (34)

10/10

Exceptional

(34)

"Very clean, great communication and fabulous location close to SU!"

Anne M.

The price is AED 466

AED 466

AED 1,226 total

includes taxes & fees

15 Dec - 16 Dec

Salisbury Cottage

1 bedroom, WiFi, bed sheets, wheelchair access

Restful Non-Shared Basement Suite In Harford MD

Bel Air

10.0 out of 10, Exceptional, (2)

10/10

Exceptional

(2)

"Check in was quick and easy, property was exactly as I thought it would be and amenities were great."

Joseph N.

The price is AED 202

AED 202

AED 409 total

includes taxes & fees

18 Dec - 19 Dec

Restful Non-Shared Basement Suite In Harford MD

Cottage near the Bay

Crisfield

8.8 out of 10, Excellent, (52)

8.8/10

Excellent

(52)

"Srea was quiet, peaceful, plenty of information provided about the area restaurants, grocery stores, etc. Enjoyed our stay."

Darla J M.

The price is AED 297

AED 297

AED 685 total

includes taxes & fees

20 Dec - 21 Dec

Cottage near the Bay

2 bedrooms, desk, iron/ironing board, travel crib

Salisbury Hideaway

Salisbury

10.0 out of 10, Exceptional, (19)

10/10

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. "

Lisa H.

The price is AED 420

AED 420

AED 1,170 total

includes taxes & fees

15 Dec - 16 Dec

Salisbury Hideaway

Beautiful Waterfront Retreat in Cambridge!

Cambridge

10.0 out of 10, Exceptional, (50)

10/10

Exceptional

(50)

"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"

Karen L.

The price is AED 595

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

Elkton

9.6 out of 10, Exceptional, (5)

9.6/10

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."

Rees L.

The price is AED 283

AED 283

AED 581 total

includes taxes & fees

7 Jan - 8 January 2026

Summer Rustic Camping with AC and King Bed

2 bedrooms, desk, iron/ironing board, free WiFi

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

Queen Anne

10.0 out of 10, Exceptional, (26)

10/10

Exceptional

(26)

"Quiet, quaint....perfect"

Catherine M.

The price is AED 694

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

Elkton

8.2 out of 10, Very Good, (12)

8.2/10

Very Good

(12)

"Nice and quiet place to stay"

Gary M.

The price is AED 496

AED 496

AED 1,043 total

includes taxes & fees

15 Dec - 16 Dec

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

Fridge, microwave, dishwasher, coffee/tea maker

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

Centreville

10.0 out of 10, Exceptional, (8)

10/10

Exceptional

(8)

"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"

Renee P.

The price is AED 724

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!!

Downtown Ocean City

10.0 out of 10, Exceptional, (17)

10/10

Exceptional

(17)

"Fantastic clean rental. Great location!"

Jeremy & Karen W.

The price is AED 180

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

Elkton

10.0 out of 10, Exceptional, (1)

10/10

Exceptional

(1)

"The house was clean and a nice place. The kitchen was nice. "

Anthony C.

The price is AED 496

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.

Grasonville

9.6 out of 10, Exceptional, (12)

9.6/10

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. "

Joe C.

The price is AED 918

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

9.8 out of 10, Exceptional, (10)

9.8/10

Exceptional

(10)

"Everything was wonderful. House was clean and comfortable. Perfect place for our family reunion. Would definitely book this house again! "

Jenni D.

The price is AED 411

AED 411

AED 2,609 total

includes taxes & fees

22 Dec - 23 Dec

Ocean Pines Chalet !

Hobbit House one of a kind home

Bel Air

10.0 out of 10, Exceptional, (8)

10/10

Exceptional

(8)

"We had a great stay! "

Courtney H.

The price is AED 436

AED 436

AED 1,104 total

includes taxes & fees

13 Jan - 14 January 2026

Hobbit House one of a kind home

BAYSIDE BUNGALOW

Rock Hall

10.0 out of 10, Exceptional, (52)

10/10

Exceptional

(52)

"Very quaint and quiet place to stay. Very relaxing."

Roger

The price is AED 735

AED 735

AED 1,110 total

includes taxes & fees

1 Jan - 2 January 2026

BAYSIDE BUNGALOW

Turnbridge Manor

Denton

9.8 out of 10, Exceptional, (12)

9.8/10

Exceptional

(12)

"Really nice place and you can walk to everything.Will stay again!"

Glenn S.

The price is AED 1,469

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

2.0 star property

Elkton

The price is AED 261

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.

Deal Island Historic District

The price is AED 349

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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