Western Shore of Maryland Holiday Rentals

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Holiday Rentals in Western Shore of Maryland

Distinguished Apartment Rooftop Deck

3.5 star property
10.0 out of 10, Exceptional, (13)
"We had a great stay! A fantastic building in a very convenient area. "
The price is AU$1,128
includes taxes & fees
7 Sept - 8 Sept
Distinguished Apartment Rooftop Deck

1-BD Home near Stadiums Free Parking

3.0 star property
8.4 out of 10, Very good, (5)
"Great property. Loved coziness and location. Will book again in the future. Wish I could’ve had a broom available to clean better after myself. "
The price is AU$194
includes taxes & fees
9 Sept - 10 Sept
1-BD Home near Stadiums Free Parking

Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

10.0 out of 10, Exceptional, (2)
"Great location .. we walked to Camden Yards, coffee and lunch in Federal Hill and to inner Harbor. Nice street parking w your permits and very quiet. Would stay again for sure!"
The price is AU$519
includes taxes & fees
9 Sept - 10 Sept
Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

Cozy Modern Micro Apt in the Heart of Fells Point!

9.2 out of 10, Wonderful, (25)
"It was a very nice place, comfortable enjoyed our stay."
The price is AU$379
includes taxes & fees
7 Sept - 8 Sept
Cozy Modern Micro Apt in the Heart of Fells Point!

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

10.0 out of 10, Exceptional, (34)
"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

Cozy 2 Bedroom in Charles Village: Midnight Manor

10.0 out of 10, Exceptional, (3)
"It was really nice & clean. Owner was easy to get in touch with & helpful"
The price is AU$346
includes taxes & fees
8 Sept - 9 Sept
Cozy 2 Bedroom in Charles Village: Midnight Manor

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

9.8 out of 10, Exceptional, (64)
"Awesome place!"
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

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

New luxury apartment in Baltimore City near JHU and the heart of Hampden

10.0 out of 10, Exceptional, (13)
"This was a great quiet place to stay in Baltimore. Check in and check out were very easy."
New luxury apartment in Baltimore City near JHU and the heart of Hampden

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 AU$541
includes taxes & fees
1 Oct - 2 Oct
Large 2 bedroom house with private parking in a nice neighborhood

Rooftop Deck Escape! Free Parking!

8.4 out of 10, Very good, (31)
"Fun family stay"
The price is AU$457
includes taxes & fees
7 Sept - 8 Sept
Rooftop Deck Escape! Free Parking!

Charming Federal Hill! One Bedroom With Vibes

9.8 out of 10, Exceptional, (27)
"I was in town for work and couldn't have asked for a better home base for the week! Thanks for the hospitality! "
Charming Federal Hill! One Bedroom With Vibes

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (79)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is AU$765
includes taxes & fees
8 Sept - 9 Sept
Waterfront Oasis of Annapolis Star

Downtown Loft & Close to EVERYTHING!

6.8 out of 10, (6)
"Nice place, but not for the older people like us. Central location to everything the harbor, bars and shopping."
The price is AU$398
includes taxes & fees
5 Sept - 6 Sept
Downtown Loft & Close to EVERYTHING!

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.4 out of 10, Exceptional, (12)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is AU$2,267
includes taxes & fees
22 Sept - 23 Sept
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

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

9.6 out of 10, Exceptional, (62)
"Lovely location"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

Entire Unit-5min to M&TBank Camden Yards

3.0 star property
4.0 out of 10, (1)
"Not enough characters to submitt what I really wanna say. But will not refer to any1. ONLY GOOD THING IS THAT IT WAS CLOSE TO WERE WE ACTUALLY NEEDED TO BE"
The price is AU$636
includes taxes & fees
8 Sept - 9 Sept
Entire Unit-5min to M&TBank Camden Yards

Waterfront Getaway, Dock Your Boat & Play!

10.0 out of 10, Exceptional, (2)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
The price is AU$490
includes taxes & fees
9 Sept - 10 Sept
Waterfront Getaway, Dock Your Boat & Play!

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

10.0 out of 10, Exceptional, (231)
"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!
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

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Western Shore of Maryland holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Western Shore of Maryland holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Western Shore of Maryland holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Western Shore of Maryland holiday rentals we have selected for you start as low as AU$194 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Western Shore of Maryland rentals

At Expedia, we put the best Western Shore of Maryland holiday 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 holiday.

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.