Search Vacation Homes in Eastern Maryland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Vacation Homes in Eastern Maryland

Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Vacation Home in 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 SAR 525
SAR 1,300 total
includes taxes & fees
8 Dec - 9 Dec
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
1 bedroom, WiFi, bed sheets, wheelchair access
Restful Non-Shared Basement Suite In Harford MD

Vacation Home in 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 SAR 206
SAR 418 total
includes taxes & fees
3 Dec - 4 Dec
Restful Non-Shared Basement Suite In Harford MD
Fridge, microwave, oven, stovetop
Salisbury Cottage

Vacation Home in Salisbury

10.0 out of 10, Exceptional, (32)
"Very clean, great communication and fabulous location close to SU!"
United States
Anne M.
The price is SAR 463
SAR 1,237 total
includes taxes & fees
8 Dec - 9 Dec
Salisbury Cottage
Dining
Cottage near the Bay

Vacation Home in Crisfield

8.8 out of 10, Excellent, (52)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
The price is SAR 304
SAR 708 total
includes taxes & fees
3 Dec - 4 Dec
Cottage near the Bay
Exterior detail
Salisbury Hideaway

Vacation Home in 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 SAR 422
SAR 1,184 total
includes taxes & fees
8 Dec - 9 Dec
Salisbury Hideaway
1 bedroom
Summer Rustic Camping with AC and King Bed

Vacation Home in 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 SAR 259
SAR 564 total
includes taxes & fees
3 Dec - 4 Dec
Summer Rustic Camping with AC and King Bed
Terrace/patio
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Vacation Home in 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 SAR 739
SAR 1,671 total
includes taxes & fees
15 Dec - 16 Dec
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Property grounds
Hobbit House one of a kind home

Vacation Home in Bel Air

10.0 out of 10, Exceptional, (7)
"We had a great stay! "
United States
Courtney H.
The price is SAR 403
SAR 1,113 total
includes taxes & fees
3 Dec - 4 Dec
Hobbit House one of a kind home
Interior
Beautiful Waterfront Retreat in Cambridge!

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Just what we were looking for. Appreciated the little touches such as already baited crab traps and the complimentary smores kit. "
United States
Dan K.
The price is SAR 608
SAR 1,420 total
includes taxes & fees
4 Dec - 5 Dec
Beautiful Waterfront Retreat in Cambridge!
Exterior
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Vacation Home in 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 SAR 938
SAR 1,571 total
includes taxes & fees
3 Dec - 4 Dec
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Property grounds
Turnbridge Manor

Vacation Home in 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 SAR 1,351
SAR 2,287 total
includes taxes & fees
3 Dec - 4 Dec
Turnbridge Manor
Terrace/patio
High Tide Haven Suite

Vacation Home in Kent County

The price is SAR 650
SAR 749 total
includes taxes & fees
3 Dec - 4 Dec
High Tide Haven Suite
Property grounds
Sunset Breezes - quiet waterfront retreat

Vacation Home in Dorchester County

10.0 out of 10, Exceptional, (41)
"Good time with my friends "
United Kingdom
Oleg L.
The price is SAR 990
SAR 1,235 total
includes taxes & fees
23 Dec - 24 Dec
Sunset Breezes - quiet waterfront retreat
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Vacation Home in 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 SAR 506
SAR 1,281 total
includes taxes & fees
3 Dec - 4 Dec
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Coffee/tea maker
Newly Remodeled Condo - Steps to Beach & Boardwalk

Vacation Home in Downtown Ocean City

9.8 out of 10, Exceptional, (9)
"Beautiful condo and so close to the beach!"
United States
Kathryn L.
The price is SAR 390
SAR 1,815 total
includes taxes & fees
1 Jan - 2 January 2026
Newly Remodeled Condo - Steps to Beach & Boardwalk
Property grounds
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Vacation Home in Berlin

9.8 out of 10, Exceptional, (100)
"Even tho we didn’t eat in. The kitchen was awesome!"
United States
Chris S.
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Beach
Tangier Escape, great place get away from it all on Deal Island, MD.

Vacation Home in Deal Island Historic District

The price is SAR 356
SAR 772 total
includes taxes & fees
9 Dec - 10 Dec
Tangier Escape, great place get away from it all on Deal Island, MD.
Private kitchen
Room #2 in Elkton, MD – Easy Access to I-95

Vacation Home in Elkton

2.0 star property
The price is SAR 296
SAR 433 total
includes taxes & fees
3 Dec - 4 Dec
Room #2 in Elkton, MD – Easy Access to I-95
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Vacation Home in Elkton

8.0 out of 10, Very Good, (9)
"Nice and quiet place to stay"
United States
Gary M.
The price is SAR 506
SAR 1,054 total
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Fridge, microwave, oven, stovetop
Abingdon Haven Hideaway

Vacation Home in Abingdon

7.0 out of 10, Good, (2)
"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."
United States
Pam L.
The price is SAR 439
SAR 1,436 total
includes taxes & fees
3 Dec - 4 Dec
Abingdon Haven Hideaway
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Maryland Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Beautiful, clean hotel. Pleasant staff"
Sharon 2-night trip
Posted 2 days ago
Grand Hotel Ocean City Oceanfront

Explore a world of travel with Expedia