Western Shore of Maryland Vacation Rentals

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Browse Select Western Shore of Maryland Vacation Homes

Our top choices for Western Shore of Maryland vacation homes

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

10.0 out of 10, Exceptional, (32)
"We had 14 family members join us to celebrate my son’s graduation from the Naval Academy. The house is clean, the rooms were great, the property was beautiful, and it was close to USNA. Our family loved the open concept. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (52)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Affordable Luxury Town Home in Federal Hill Baltimore.

9.4 out of 10, Exceptional, (56)
"We stayed here for 2 nights. Place was as noted on VRBO site. It was clean and we slept well in the king bed. Just a suggestion to note on this property that the parking is street parking on your own. Also, not sure VRBO has this as a selection but to note if a place is ADA. The stairs in this place were a bit challenging for us. Others may not be so lucky. We managed but next time I will ask about this before booking. "
Affordable Luxury Town Home in Federal Hill Baltimore.

Rooftop Deck Escape! Free Parking!

8.6 out of 10, Excellent, (30)
"Fun family stay"
The price is CA $147
CA $389 total
includes taxes & fees
Sep 1 - Sep 2
Rooftop Deck Escape! Free Parking!

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

10.0 out of 10, Exceptional, (230)
"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

9.0 out of 10, Wonderful, (31)
"Nice place close to everything neighborhood decent for Baltimore. Would stay here with my family "
Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

Private Cottage on gated estate

10.0 out of 10, Exceptional, (29)
"Convenient and great price. If you have you have younger children they will love the play area."
Private Cottage on gated estate

Charming Baltimore Townhome w/ Scenic Views

9.0 out of 10, Wonderful, (9)
"Great neighborhood! Lots to walk to, friendly people everywhere!"
Charming Baltimore Townhome w/ Scenic Views

Luxury Federal Hill Home w/Rooftop & 4 Parking Spots

9.6 out of 10, Exceptional, (23)
"We had a great experience. Everything was as described. House was in a great, safe neighborhood. We felt very safe walking around. Very close to the inner harbor area. Lots of restaurants within a short walk. Uber could easily locate the house. The owner was very prompt in responding to our questions. The decor was nice. Great experience all around. "
The price is CA $507
CA $836 total
includes taxes & fees
Sep 8 - Sep 9
Luxury Federal Hill Home w/Rooftop & 4 Parking Spots

Charming Historic Townhouse Steps From USNA

10.0 out of 10, Exceptional, (27)
"It was great!"
Charming Historic Townhouse Steps From USNA

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

10.0 out of 10, Exceptional, (27)
"Great location for our team to stay during Annapolis sail show. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Charming 2-bedroom townhome in Baltimore with WiFi, AC

10.0 out of 10, Exceptional, (3)
"It was a 2 night stay for my daughter and a few friends- it was h"
Charming 2-bedroom townhome in Baltimore with WiFi, AC

Luxury Waterfront Executive Family Home Annapolis with All Amenities

10.0 out of 10, Exceptional, (2)
"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

Cozy Baltimore Townhome

9.6 out of 10, Exceptional, (14)
"Great Place"
The price is CA $154
CA $424 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Baltimore Townhome

Orioles, Ravens, Baltimore Inner Harbor, Towson

8.8 out of 10, Excellent, (9)
"very comfortable home, extra plus with an xbox included!"
Orioles, Ravens, Baltimore Inner Harbor, Towson

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (168)
"Rented the house to celebrate a graduation from St Mary’s College. It was perfect. "
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Annapolis Home: Fire Pit & Fishing Pier

9.2 out of 10, Wonderful, (38)
"Great location"
Waterfront Annapolis Home: Fire Pit & Fishing Pier

Annapolis Home Near Beach & Quiet Waters Park!

Annapolis Home Near Beach & Quiet Waters Park!

Historic Annapolis Home 1.5 blocks from center of town.

9.8 out of 10, Exceptional, (40)
"Perfect accommodations for girls weekend. Close to everything, very walkable. "
Historic Annapolis Home 1.5 blocks from center of town.

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

9.8 out of 10, Exceptional, (24)
"Beautiful historic downtown location. Easy walk to everything. Cleane wonderful, it's historic building. And our host was absolutely it's terrific."
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
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

Find out more about Western Shore of Maryland

Find out more about Western Shore of Maryland

Western Shore of Maryland Vacation Homes information

Number of reviews
Accommodation
884 Vacation Homes
Lowest Price
CA $147
Highest Price
CA $507

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