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 CA $857
CA $1,930 total
includes taxes & fees
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)
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."
Directly Across from Gate One & Steps from the Waterfront
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
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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 CA $157
CA $386 total
includes taxes & fees
Jun 3 - Jun 4
Rooftop Deck Escape! Free Parking!
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
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
Terrace/patio
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
10.0 out of 10, Exceptional, (19)
"This place was quaint and quiet and exactly what we were looking for after a long day. Communication with the host was excellent and there were no surprises. Would 100% stay again."
The price is CA $538
CA $790 total
includes taxes & fees
May 25 - May 26
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Property grounds
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
10.0 out of 10, Exceptional, (60)
"The Firefly Cottage is a charming cottage ideally located in the community of St Cape Claire. Restaurants are close by and we highly recommend the Breakneck Grill. The cottage is well equipped and appointed. The backyard has has a hot tub and beautiful wild flower garden. Within walking distance is a park and beach area. We had a great time and found the location ideal to get to all the wedding festivities around Annapolis. Patricia is a terrific host and thinks of all the little things that...
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
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
Beach nearby, sun loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (39)
"It was clean and had everything we needed. We had a very comfortable stay. There are one or two steps between many of the rooms so keep that in mind."
The Blue Crab Beach House - Free beach passes
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
Fridge, microwave, oven, stovetop
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (79)
"Excellent stay."
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Fridge, microwave, oven, stovetop
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (44)
"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"
Recently Renovated Annapolis Home - Conveniently Located
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
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 CA $572
CA $1,068 total
includes taxes & fees
Jun 4 - Jun 5
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 CA $443
CA $895 total
includes taxes & fees
May 28 - May 29
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
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
Interior
Remodeled Enchanted Brick Tudor w/ a Designer Twist
9.8 out of 10, Exceptional, (9)
"Great birthday weekend I was able to keep in touch with the owner the entire weekend"
Remodeled Enchanted Brick Tudor w/ a Designer Twist
Rooftop terrace
ROOST Baltimore
4.5 star property
9.6 out of 10, Exceptional, (133)
"Dream hotel apartment"
The price is CA $254
CA $298 total
includes taxes & fees
May 27 - May 28
ROOST Baltimore
TV
Lovely colonial-style home with pool access, firepit & large yard - dog-friendly
9.6 out of 10, Exceptional, (34)
"This location was perfect for the many colleges in the area. I was visiting my college athlete at Morgan State. The house is very cozy and had everything we needed. I was able to cook a few nice meals while I was there. Our Host was very attentive and responded very quickly to the few questions I had. We will definitely look to reserve this property again."
Lovely colonial-style home with pool access, firepit & large yard - dog-friendly
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See all available properties in Western Shore of Maryland
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.

Western Shore of Maryland Vacation Rental Travel Info

Vacation rentals
68
Popular accommodation
Western Shore of Maryland private vacation homes
International airports
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) and Washington, DC (DCA-Ronald Reagan Washington National)

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, (2080)
"Thought there was breakfast included"
The price is CA $219
CA $257 total
includes taxes & fees
Jun 9 - Jun 10
Renaissance Baltimore Harborplace Hotel
Rooftop terrace
Hyatt Regency Baltimore Inner Harbor
4.0 star property
8.4 out of 10, Very good, (1725)
"Great location. Excellent staff"
The price is CA $219
CA $257 total
includes taxes & fees
Jun 5 - Jun 6
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, (2619)
"I enjoyed my stay.. The first room I got smelled like a bunch of dogs living in the room.. the lady at the desk was very helpful at accommodating me to another room on the second floor.. the breakfast was tasteful also."
The price is CA $108
CA $123 total
includes taxes & fees
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.

Everything you need to know about Western Shore of Maryland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Western Shore of Maryland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Western Shore of Maryland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Western Shore of Maryland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Western Shore of Maryland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Western Shore of Maryland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Western Shore of Maryland vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Western Shore of Maryland rentals

At Expedia, we put the best Western Shore of Maryland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Western Shore of Maryland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Western Shore of Maryland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Western Shore of Maryland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews of Western Shore of Maryland properties
Expedia verified reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

5/5 Excellent
"Great location, beautiful, historic building within walking distance of most sights, shops and restaurants. "
A verified traveller stayed at Historic Inns of Annapolis
Posted 1 day ago
Historic Inns of Annapolis