Search Vacation Homes in Western Shore of Maryland

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Vacation Homes in Western Shore of Maryland

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

10.0 out of 10, Exceptional, (31)
"Great place for gathering. Plenty of space to hang out. Kitchen is big, well stocked and great for a large crowd. "
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, (49)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Charming Historic Townhouse Steps From USNA

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

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

10.0 out of 10, Exceptional, (228)
"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!

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

9.6 out of 10, Exceptional, (59)
"Lovely location"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

1 Mi to Dtwn: Townhome w/ Patio in Baltimore!

8.6 out of 10, Excellent, (8)
"This place was very beautiful and I really enjoyed my stay. When they said first come, first serve for parking it was definitely true. For anyone who doesn’t know the area (like my family) there’s barely parking available as none of the cars moved the entire weekend. Once we found parking we spent a lot using the Lyft app to move around, if not we would not have found parking for blocks upon returning from some of the planned destinations of our trip. Other than that the stay really was...
1 Mi to Dtwn: Townhome w/ Patio in Baltimore!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

10.0 out of 10, Exceptional, (113)
"My friends and I were looking for a relaxing place to have a long weekend - this place was great! The location was wonderful and the house had everything we needed. The host was a fabulous communicator and helped us with everything we needed! Can’t wait to stay here again! "
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

9.0 out of 10, Wonderful, (29)
"Nice place close to everything neighborhood decent for Baltimore. Would stay here with my family "
Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

Rooftop Deck Escape! Free Parking!

8.6 out of 10, Excellent, (30)
"Fun family stay"
The price is AED 437
AED 1,078 total
includes taxes & fees
2 Sep - 3 Sep
Rooftop Deck Escape! Free Parking!

Charming townhome with AC and WiFi in delightful Annapolis

4.0 out of 10, (1)
"This is a room, property owner will be there during your stay. Mattress on The floor. Single pillow, comforter, no top sheet. No curtans, and in a mildly questionable part of town. Owner was very "
The price is AED 165
AED 272 total
includes taxes & fees
6 Sep - 7 Sep
Charming townhome with AC and WiFi in delightful Annapolis

Living in Luxury ..... Where Sophistication meets Elegance

2.0 star property
The price is AED 598
AED 1,497 total
includes taxes & fees
11 Aug - 12 Aug
Living in Luxury ..... Where Sophistication meets Elegance

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

2.5 star property
10.0 out of 10, Exceptional, (24)
"Wonderful location with walkable restaurant options. Property was cozy and very well appointed. Definitely a re visit."
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Cozy Baltimore Townhome

9.4 out of 10, Exceptional, (13)
"Great Place"
The price is AED 410
AED 1,135 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Baltimore Townhome

Hilltop Retreat w/ Pool, Games & Sunroom

7.0 out of 10, Good, (2)
"This property was amazing. I had 10 of my family members stay with me for my graduation and everyone was able to have their own bed and or space. No room felt too congested even when we all gathered in the living room. Everytime I called the host answered and got back to me in a timely fashion. After my graduation the host even allowed more of my out state family members to come over and enjoy dinner with no problems. This house is 100% a house you want to stay at!! The host provided the rooms...
The price is AED 2,149
AED 3,564 total
includes taxes & fees
21 Aug - 22 Aug
Hilltop Retreat w/ Pool, Games & Sunroom

Hidden Fells Point Gem / Private Courtyard Patio

9.6 out of 10, Exceptional, (87)
"Property is clean and efficiently designed, tastefully decorated and located in a safe, walkable area.I would recommend this location to anyone wanting to visitBaltimore."
The price is AED 228
AED 751 total
includes taxes & fees
25 Aug - 26 Aug
Hidden Fells Point Gem / Private Courtyard Patio

Rising Sun Bay View Cottage

10.0 out of 10, Exceptional, (1)
"What a great location for an awesome vacation rental. The three floors of the house is amazing and the views of the bay a huge added bonus. The house is well equipped, and you can tell that the owners stay there part time.The layout allows for socializing and fun on the middle level with a sitting areas and screened in porch while others can find some peace and quiet if needed on the upper or lower floorsThe private beach access is awesome and a true benefit. Will look to find this place again...
Rising Sun Bay View Cottage

Edgewater/Mayo Gateaway w/ Hot Tub

9.8 out of 10, Exceptional, (20)
"We had a very good time. Fenced backyard for the pet was a great added value. We could relax and visit the beach and the towns around. We really enjoyed our stay."
The price is AED 694
AED 2,081 total
includes taxes & fees
20 Aug - 21 Aug
Edgewater/Mayo Gateaway w/ Hot Tub

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (66)
"Came for a wedding at Herrington on the Bay which was only a 5 minute drive away. Short walk to the beach and many restaurants in North Beach. Great for 4 people."
The Blue Crab Beach House - Free beach passes

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

9.8 out of 10, Exceptional, (17)
"We wanted to celebrate Easter with our two daughters who go to Loyola in Baltimore so we decided to stay in Annapolis area. We absolutely loved the house. The location and view was amazing- right on the Chesapeake bay! The house was clean and welcoming. There were so many nice little touches that made us feel welcomed. We had a great weekend celebrating Easter with our two daughters and son. The house was the perfect size for the 5 of us. "
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (167)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River
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