Search Vacation Homes in Western Shore of 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
  • 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

Vacation Homes in Western Shore of Maryland

Vacation Home in North Beach

10.0 out of 10, Exceptional, (16)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is SAR 397
SAR 1,330 total
includes taxes & fees
4 Dec - 5 Dec
Walk to Beach! King Bed & Free Beach Passes

Vacation Home in Bel Air

10.0 out of 10, Exceptional, (12)
"Wonderful property located in a peaceful setting. This is our next stay at the Gentlemen’s Farm. Pastoral location that is convenient to Bel Air. House is so clean and well maintained. We had everything available that we needed. Tracey is so responsive in providing information that makes the stay even better. We will stay here again when in the area visiting family."
United States
Jim S.
The price is SAR 497
SAR 1,223 total
includes taxes & fees
18 Dec - 19 Dec
Small House on Gentleman’s Farm

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
5 Dec - 6 Dec
Restful Non-Shared Basement Suite In Harford MD

Vacation Home in Prince Frederick

9.6 out of 10, Exceptional, (4)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is SAR 676
SAR 1,369 total
includes taxes & fees
4 Dec - 5 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Shipley Hill

2.0 star property
4.0 out of 10, (1)
"The host was not attentive at all. I couldn’t access the unit for about 4 hours after my check in time because the lock box was hard to get into. The host wanted me to drive to some unknown neighborhood to pick up a spare key. The furniture had stains on it. The walls had holes in them. The back yard was a disaster. The ceilings had water damage to them. The heat didn’t work and we didn’t have access to the WiFi so we couldn’t watch tv. I reached out to the host several times about all my...
United States
Michelle S.
The price is SAR 261
SAR 583 total
includes taxes & fees
7 Dec - 8 Dec
3-bedroom townhome in superb Baltimore with AC

Vacation Home in Belair - Edison

2.0 star property
Townhouse Room A

Vacation Home in North Beach

10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is SAR 369
SAR 1,526 total
includes taxes & fees
4 Dec - 5 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Vacation Home in Odenton

2.0 star property
9.4 out of 10, Exceptional, (6)
"My family and I stayed here over the weekend while visiting Gambrills and really enjoyed our stay. The hosts were very responsive and accommodating. It was exactly the type of space we needed. The apartment was clean and nicely furnished. Very comfortable! We would definitely stay again."
United States
Dorina I.
The price is SAR 484
SAR 1,215 total
includes taxes & fees
31 Dec - 1 January 2026
Charming Home Away From Home

Vacation Home in Annapolis

10.0 out of 10, Exceptional, (6)
"The property provided the space I needed for my family. It is located in a cute neighborhood. The property was clean and the owner was very responsive to any questions that I had. I really enjoyed staying here."
United States
Kristina
The price is SAR 881
SAR 2,112 total
includes taxes & fees
15 Dec - 16 Dec
Charming Pet-Friendly Stay - Near Bay & Beaches.

Vacation Home in Annapolis

9.2 out of 10, Wonderful, (15)
"Great location, cozy cottage, good for dogs, lots to do in and around Annapolis. "
United States
Mike F.
The price is SAR 773
SAR 1,544 total
includes taxes & fees
2 Jan - 3 January 2026
Wright's Cottage- Pet's Welcome & EV Charging

Vacation Home in Cape Saint Claire

9.8 out of 10, Exceptional, (11)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
United States
Lisa S.
The price is SAR 582
SAR 1,893 total
includes taxes & fees
4 Dec - 5 Dec
Neptune by the Water - Pet Friendly Fenced Yard

Vacation Home in Lutherville-Timonium

10.0 out of 10, Exceptional, (61)
"The apartment was well furnished, clean and quiet. The in-unit laundry was a nice feature. On-street parking was no problem to find close to the unit, and it is located in a safe neighborhood. The hosts are excellent. I will definitely stay here again the next time I am in Baltimore."
United States
MPPP N.
The price is SAR 559
SAR 997 total
includes taxes & fees
10 Dec - 11 Dec
* Lovely Gem w/ Perfect Combo of Flair & Class *

Vacation Home in Lutherville-Timonium

9.8 out of 10, Exceptional, (46)
"Great property and value. Will be first choice on future stays in the area."
United States
Richard G.
The price is SAR 357
SAR 715 total
includes taxes & fees
7 Dec - 8 Dec
* Beautiful Oasis w/ No Detail Spared *

Vacation Home in Pasadena

7.0 out of 10, Good, (2)
"Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! "
United States
Brittnie A.
Modern New Suite Close to US Capital and BWI Airport

Vacation Home in Fells Point

9.6 out of 10, Exceptional, (91)
"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities. Highly recommend!"
United States
Edward J.
The price is SAR 221
SAR 754 total
includes taxes & fees
7 Dec - 8 Dec
Hidden Fells Point Gem / Private Courtyard Patio

Vacation Home in Berea

2.0 star property
9.6 out of 10, Exceptional, (4)
"Everything was great, easy check in and simple and clean space!!! Amazing thank you"
United States
michael t.
The price is SAR 514
SAR 967 total
includes taxes & fees
19 Dec - 20 Dec
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

Vacation Home in Point Lookout

9.6 out of 10, Exceptional, (155)
"Nice place to stay and very enjoyable environment. Management team is excellent to handle the property. "
United States
william s.
The price is SAR 683
SAR 1,274 total
includes taxes & fees
4 Dec - 5 Dec
Kentigern Shed at Scotland Yards

Vacation Home in Lutherville-Timonium

9.8 out of 10, Exceptional, (104)
"A perfect home while we were in town visiting family. Everything was so clean (you could smell the freshness of the pillows when you slept) and the hosts were so communicative and helpful. Overall, a wonderful location and property. Would absolutely stay here again. "
United States
Alyssa K.
The price is SAR 563
SAR 1,027 total
includes taxes & fees
9 Dec - 10 Dec
* Stunning New Bungalow Perfect for Everyone *

Vacation Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is SAR 540
SAR 1,609 total
includes taxes & fees
4 Dec - 5 Dec
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Catonsville

10.0 out of 10, Exceptional, (51)
"Great place to stay. "
United States
Kim P.
The price is SAR 563
SAR 1,130 total
includes taxes & fees
4 Dec - 5 Dec
Fox Cottage *Pet Friendly*
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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Western Shore of Maryland Hotel Reviews