Western Shore of Maryland Vacation Rentals

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Vacation Rentals in Western Shore of Maryland

Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (3)
"Wonderful place to stay and Erin was great. Asked about a Grill on the property and the next day we had a grill. The young adults loved the pool and water activities while the older adults enjoyed sitting on the docks watching the sunrise with a cuppa coffee. Would highly recommend this property."
The price is ¥97,218
per night
Jun 4 - Jun 5
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"This home is a charming and cozy historic property with a private courtyard in back with garden lights. The location is perfect right across from the Naval Academy and a couple blocks walk to the waterfront and center of town."
Directly Across from Gate One & Steps from the Waterfront
Exterior
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (186)
"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
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Exterior
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (264)
"Cute little cottage with a beautiful view! Forgot to account for the mini fridge with the food we brought, but besides that, everything went great for our short stay."
The Heron's Nest at Atlantic Marina
Smart TV, stereo
Rooftop Deck Escape! Free Parking!
10.0 out of 10, Exceptional, (3)
"Myself and a few friends were down for a conference, The location was perfect especially for a group of guys. Easy to walk to the convention center or to Camden yards or m&t bank. Plenty of local restaurants and bars. Great communication by the host."
The price is ¥17,002
per night
May 19 - May 20
Rooftop Deck Escape! Free Parking!
Beach nearby, sun loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (38)
"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"
The Blue Crab Beach House - Free beach passes
Exterior
Cozy townhome near Stadium/ Camden Yards/Inner Harbor
10.0 out of 10, Exceptional, (11)
"It was a short trip but our stay was great. Place was exactly as noted in listing. Even though it snowed and was vey cold our stay was good."
Cozy townhome near Stadium/ Camden Yards/Inner Harbor
Fridge, microwave, oven, stovetop
Modern Oasis - Close to M&T Stadium, John Hopkins & Downtown
10.0 out of 10, Exceptional, (14)
"The space was perfect and very clean. The plug-ins were a little intense for me and gave me a headache. Once I unplugged them and aired out the space, I was fine."
Modern Oasis - Close to M&T Stadium, John Hopkins & Downtown
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (28)
"The house was great and nice area!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Outdoor spa tub
Bay View Studio Apartment
10.0 out of 10, Exceptional, (25)
"If you are looking for a very spacious well-appointed one bedroom apt. style accommodation in a residential setting with lovely waterfront bay views, I highly recommend this place!"
Bay View Studio Apartment
Terrace/patio
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
10.0 out of 10, Exceptional, (18)
"What a lovely spot! Super clean and cute apartment with very nice entrance through a lovely backyard area. Location is ideal for any Navy events, especially stadium events! Hosts were very accommodating and great communicators. Will definitely stay here again!"
The price is ¥61,794
per night
May 25 - May 26
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Smart TV, Netflix, DVD player, streaming services
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (65)
"Extremely responsive host and beautiful cottage. Incredible location with tranquil views of the water. 5 minute walk to ice cream and nice restaurants. Easy walk (20-25 mins) otherwise into more bustling downtown Annapolis."
Amazing views, short walks to great dining!
Property grounds
Luxe Houseboat: Breathtaking Skyline 360 Views
10.0 out of 10, Exceptional, (9)
"This is a must try experience. So much different than a "normal" VRBO. Great sites and views."
The price is ¥64,915
per night
May 19 - May 20
Luxe Houseboat: Breathtaking Skyline 360 Views
Property grounds
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
10.0 out of 10, Exceptional, (5)
"Perched on the furthest point of the marina you will feel like you are safely in a nest - especially on the roof top deck. The views of water birds, ships, sailboats and kayaks will entertain and relax you for hours. Feeling hungry? The marina has three great choices all with lovely views too. A great place to relax and recharge. The wonderful memories far outweigh the money spent. So worth it!"
The price is ¥51,121
per night
May 29 - May 30
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Smart TV, offices
2BR Luxury Apartment Rooftop Pool & Gym
10.0 out of 10, Exceptional, (13)
"An extremely clean, well-kept apartment close to the good stuff downtown (ballparks, theatres, Inner Harbor). I needed a walkable place close to UMMC, and it's an easy walk. The building is gorgeous, and the apartment has pretty much everything you need. When I'm back in Baltimore, I'll stay there!"
2BR Luxury Apartment Rooftop Pool & Gym
Fridge, microwave, oven, stovetop
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
9.8 out of 10, Exceptional, (6)
"Sky was a wonderful host. Was always checking to make sure we were good and if we needed anything. The house definitely exceeded our expectations. I stayed at this property for a staycation and the next time I want to do another one Sky’s property will be my number one choice. Thank you for a wonderful experience."
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Property grounds
Charming Annapolis WaterVIEW Home
9.8 out of 10, Exceptional, (41)
"We were friends gathering for a visit to relax and catch up and the house was perfect for that! It was very comfortable, in a quiet neighborhood, but close to enjoy going to local restaurants and shopping. We loved the large windows that looked out over the Bay! The decor was unique interesting touches."
The price is ¥51,005
per night
May 20 - May 21
Charming Annapolis WaterVIEW Home
'At Fells Point' CitySide - 'Tons better than a hotel!'
9.8 out of 10, Exceptional, (158)
"Spent three nights to experience Fells Point. Was comfortable and clean. Will have to come back when there is better weather."
The price is ¥14,683
per night
May 28 - May 29
'At Fells Point' CitySide - 'Tons better than a hotel!'
Exterior
💎 Sanitized*LUXURY* Relaxing*MODERN APT In the HEART OF DOWNTOWN
9.8 out of 10, Exceptional, (12)
"The apt was gorgeous! Building too! Great location to walk and attend cheer comp at convention center and also Oriole baseball game. Would love to stay here again."
The price is ¥15,920
per night
Jun 3 - Jun 4
💎 Sanitized*LUXURY* Relaxing*MODERN APT In the HEART OF DOWNTOWN
Rooftop terrace
ROOST Baltimore
4.5 star property
9.6 out of 10, Exceptional, (131)
"Large rooms. Nice appliances. "
The price is ¥31,399
per night
May 23 - May 24
ROOST Baltimore
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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.

Other types of properties in Western Shore of Maryland you may be interested in

Exterior
Renaissance Baltimore Harborplace Hotel
4.0 star property
8.4 out of 10, Very Good, (2081)
"I loved the staff. Very friendly. I didn't like how far I had to walk from the elevators to my room. It was the longest walk I think I have ever had in one hotel ever."
The price is ¥29,212
per night
Jun 16 - Jun 17
Renaissance Baltimore Harborplace Hotel
Rooftop terrace
Hyatt Regency Baltimore Inner Harbor
4.0 star property
8.4 out of 10, Very Good, (1743)
"Friendly staff, very convenient location for a concert. Room was very clean and comfortable, somewhat dated but everything was nice. "
The price is ¥29,212
per night
May 20 - May 21
Hyatt Regency Baltimore Inner Harbor
Exterior
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
2.5 star property
8.2 out of 10, Very Good, (2595)
"Excellent i recommended "
The price is ¥12,087
per night
May 27 - May 28
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
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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