Search Vacation Homes in Western Shore of Maryland

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Vacation Homes in Western Shore of Maryland

Charming 2-bedroom townhome in Baltimore with WiFi, AC
Exterior

Charming 2-bedroom townhome in Baltimore with WiFi, AC

10.0 out of 10, Exceptional, (4)
"Had an amazing stay "
Charming 2-bedroom townhome in Baltimore with WiFi, AC
Affordable Luxury Town Home in Federal Hill Baltimore.
Fridge, microwave, oven, stovetop

Affordable Luxury Town Home in Federal Hill Baltimore.

9.4 out of 10, Exceptional, (60)
"The townhome was really nice and clean. We really enjoyed our stay."
Affordable Luxury Town Home in Federal Hill Baltimore.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (36)
"Fabulous place. We’ll be booking again next year. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Outdoor dining

Luxury Waterfront Executive Family Home Annapolis with All Amenities

7.4 out of 10, Good, (3)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
Luxury Waterfront Executive Family Home Annapolis with All Amenities
3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.
Outdoor dining

3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.

10.0 out of 10, Exceptional, (3)
"Perfect!! We enjoyed staying there and hope to come back next year. Thank you"
3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.
Charming Historic Townhouse Steps From USNA
Fridge, microwave, oven, stovetop

Charming Historic Townhouse Steps From USNA

10.0 out of 10, Exceptional, (30)
"It was great!"
Charming Historic Townhouse Steps From USNA
Rooftop Deck Escape! Free Parking!
Smart TV, stereo

Rooftop Deck Escape! Free Parking!

8.4 out of 10, Very Good, (32)
"Fun family stay"
The price is AED 354
AED 1,049 total
includes taxes & fees
6 Oct - 7 Oct
Rooftop Deck Escape! Free Parking!
Large 2 bedroom house with private parking in a nice neighborhood
Smart TV, books

Large 2 bedroom house with private parking in a nice neighborhood

9.4 out of 10, Exceptional, (28)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
The price is AED 477
AED 1,198 total
includes taxes & fees
3 Nov - 4 Nov
Large 2 bedroom house with private parking in a nice neighborhood
Riverfront Retreat 7mil from MD Renaissance Fest!
Exterior

Riverfront Retreat 7mil from MD Renaissance Fest!

9.2 out of 10, Wonderful, (17)
"It was a beautiful and private setting for a family reunion."
Riverfront Retreat 7mil from MD Renaissance Fest!
FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
Fridge, microwave, oven, stovetop

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

10.0 out of 10, Exceptional, (193)
"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "
FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Marina

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (234)
"This was a wonderful historic home to vacation in"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Orioles, Ravens, Baltimore Inner Harbor, Towson
Smart TV

Orioles, Ravens, Baltimore Inner Harbor, Towson

8.6 out of 10, Excellent, (12)
"very comfortable home, extra plus with an xbox included!"
Orioles, Ravens, Baltimore Inner Harbor, Towson
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!
Outdoor dining

Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (62)
"The wife and myself agreed this was a great place to stay with 2 French bulldogs fenced in yard and nice and cool and nice and clean"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!
Delightful 4-Bed Whole House with Easy Parking
Private kitchen

Delightful 4-Bed Whole House with Easy Parking

9.8 out of 10, Exceptional, (10)
"Came for my cousin's graduation. It was a short drive to the Harbour. Host was great and very friendly. House was as described. Would stay again. "
Delightful 4-Bed Whole House with Easy Parking
Cozy Home in Beautiful Annapolis
Exterior

Cozy Home in Beautiful Annapolis

10.0 out of 10, Exceptional, (13)
"Great property and very clean!"
Cozy Home in Beautiful Annapolis
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
Terrace/patio

Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.

10.0 out of 10, Exceptional, (8)
"Terrific location. Enough bedrooms to comfortably accommodate 3 generations worth of relatives. Wonderful roof deck."
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
Cozy 2br home w/ parking in downtown Annapolis
Marina

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (71)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
The price is AED 661
AED 1,436 total
includes taxes & fees
29 Oct - 30 Oct
Cozy 2br home w/ parking in downtown Annapolis
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Fridge, microwave, oven, stovetop

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

10.0 out of 10, Exceptional, (29)
"Great location for our team to stay during Annapolis sail show. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Beautiful 2-bedroom water view house in Annapolis
Fridge, microwave, oven, stovetop

Beautiful 2-bedroom water view house in Annapolis

10.0 out of 10, Exceptional, (2)
"Very nice rental. Very clean and easy to access"
Beautiful 2-bedroom water view house in Annapolis
Charming Annapolis Townhome
Outdoor dining

Charming Annapolis Townhome

10.0 out of 10, Exceptional, (2)
"Great and convenient property. The host was really responsive and helped with questions and recommendations. Easy walk to downtown, naval academy and the football stadium. Parking is one block away and a lot easier than many places in the old town. "
The price is AED 1,349
AED 2,598 total
includes taxes & fees
5 Oct - 6 Oct
Charming Annapolis Townhome
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 Western Shore of Maryland Hotel Reviews

Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

10/10 Excellent
"$35 valet FYI but otherwise good stay. "
Crystal 1-night trip
Posted 2 days ago
Hyatt Place Baltimore Inner Harbor

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