Search Condo Rentals in Western Shore of Maryland

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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 38 Condo Rentals in Western Shore of Maryland with updated reviews, rates, and availability.

Romantic Two Bedroom Condo
Fridge, microwave, oven, stovetop

Romantic Two Bedroom Condo

10.0 out of 10, Exceptional, (68)
"The condo was just as pictured and advertised. Great location and clean and quiet. Will definitely be coming back here just as long as my Son and family are in Crofton"
Romantic Two Bedroom Condo
Downtown Annapolis Condo w/ Free Parking + Coffee
Property grounds

Downtown Annapolis Condo w/ Free Parking + Coffee

10.0 out of 10, Exceptional, (19)
"Great condominium at a great location. Reserved parking. We were impressed with the owners’ approach—a lot of very nice small details. Beautifully decorated. "
Downtown Annapolis Condo w/ Free Parking + Coffee
Annapolis Condominium in the heart of the historic center
Terrace/patio

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (269)
"This property is just steps from Main Street. It was the perfect location for exploring town and enjoying all that Annapolis had to offer during the holiday season. "
Annapolis Condominium in the heart of the historic center
Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking
Point of interest

Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking

10.0 out of 10, Exceptional, (14)
"The property was outstanding in proximity to the USNA and downtown Annapolis. We were able to walk to a fabulous bakery and good restaurants. The apartment was well appointed. The King-sized bed was exceptionally comfortable. We will return to this location!"
Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking
Beautiful Condo - Water View Near City Dock
Outdoor dining

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (140)
"I currently live in this complex, and I rented this condo for my parents to come stay a few days while I recovered from surgery. Joe and Beth were extremely accommodating and kept communication with my parents while they stayed (but also didn't bug them!). I was thankful to have such an easy process for my older parents and they are already talking about coming back down again because they enjoyed their stay so much!"
Beautiful Condo - Water View Near City Dock
Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!
Pool

Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!

10.0 out of 10, Exceptional, (9)
"We enjoyed our visit with our son at USNA. Easy walk to DTA and great restaurants in Eastport. View from rooftop was spectacular!! Beds were comfortable."
Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!
Chic Condo w/ Balcony in the Heart of Annapolis!
Interior

Chic Condo w/ Balcony in the Heart of Annapolis!

9.8 out of 10, Exceptional, (55)
"We have stayed in this building 3 times, and the location and the set up of the units are excellent. The complex is safe, quiet and is in a great location. It also is very accessible for handicap and having a secure parking spot is advantageous. "
Chic Condo w/ Balcony in the Heart of Annapolis!
90 DAY MINIMUM STAY - Spacious Cyberpunk Themed Downtown Loft
Interior

90 DAY MINIMUM STAY - Spacious Cyberpunk Themed Downtown Loft

10.0 out of 10, Exceptional, (8)
"I had a wonderful stay at this place! It is SUPER clean and close to lots of things; easy to get to where you want to go from there. I was staying in town for a conference, and it’s a 5-7 minute walk to the convention center. The owners have thought of everything-so many cute little touches in the loft. It’s a whole vibe in there! Great experience and I would definitely stay there again!"
90 DAY MINIMUM STAY - Spacious Cyberpunk Themed Downtown Loft
Downtown Loft & Close to EVERYTHING!
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Downtown Loft & Close to EVERYTHING!

6.0 out of 10, (2)
"Nice place, but not for the older people like us. Central location to everything the harbor, bars and shopping."
Downtown Loft & Close to EVERYTHING!
Unbelievable beach views for 6
Property grounds

Unbelievable beach views for 6

2.0 star property
10.0 out of 10, Exceptional, (6)
"This was our 5th trip to North Beach and our 4th time at a condo in Southwinds, and we have never been disappointed. Jenn and Mike, our hosts this time, provided all the information we needed to feel comfortable in their home. We found it exactly as pictured. NB has 5 good restaurants within walking distance and at least 2 more within a 5 minute drive. The boardwalk is great for walking at anytime of day. The new library is a jewel with special sections for all ages and a “makers” room. Teens...
Unbelievable beach views for 6
Perfect Location: Fully Furnish Elegant One Bedroom Condo at the Harborview
Miscellaneous

Perfect Location: Fully Furnish Elegant One Bedroom Condo at the Harborview

Perfect Location: Fully Furnish Elegant One Bedroom Condo at the Harborview
Chic Downtown Studio! 4 Min Walk to Waterfront!
Point of interest

Chic Downtown Studio! 4 Min Walk to Waterfront!

2.0 out of 10, (2)
"We drove 10 hrs to take my father to an Orioles game to full fill his bucket list to find out after the game and checking into our condo someone was already in there staying because it was already booked out for the weekend. I had to call and talk to someone for over an hour to find out that they couldn’t help but tell me I should be getting a refund. They said I had to find my own stay somewhere else at 10:20pm. Closest place open was an hour away and had to drive there to check in. My father...
The price is AED 841
AED 1,570 total
includes taxes & fees
3 Apr - 4 Apr
Chic Downtown Studio! 4 Min Walk to Waterfront!
Spacious Home by the Water in Fells Point
Fridge, microwave, oven, stovetop

Spacious Home by the Water in Fells Point

10.0 out of 10, Exceptional, (5)
"Great location … close to harbor, restaurants and shops. Charming neighborhood … fun to just walk around. Apartment was spacious, well equipped and comfortable in every way. We had a couple of things we needed help with, and Shea, host, responded immediately and took care of the issue. We had a fabulous time because we were so comfortable with this place!"
Spacious Home by the Water in Fells Point
Quiet Fells Point Home Just off the Main Street
Fridge, microwave, oven, stovetop

Quiet Fells Point Home Just off the Main Street

2.0 out of 10, (1)
Quiet Fells Point Home Just off the Main Street
Waterfront 2-Bedroom Condo on Spa Creek
Interior

Waterfront 2-Bedroom Condo on Spa Creek

10.0 out of 10, Exceptional, (7)
"This is a great location. Walking distance to everything. Near all the sailing clubs! Property manager was the best we have ever experienced."
Waterfront 2-Bedroom Condo on Spa Creek
Delightful little Historic District gem - for the antique lover and history buff.
Fridge, microwave, oven, stovetop

Delightful little Historic District gem - for the antique lover and history buff.

9.0 out of 10, Wonderful, (4)
"Excellent location for all things USNA and downtown Annapolis. We walked everywhere. The second bedroom was a little warm but it was unseasonably hot while we were there. There is a K cup coffeemaker but you’ll need to bring everything to enjoy a cup. Would definitely stay again!"
Delightful little Historic District gem - for the antique lover and history buff.
Luxury Condo Penthouse in Owing mills/Pikesville
Private kitchen

Luxury Condo Penthouse in Owing mills/Pikesville

Luxury Condo Penthouse in Owing mills/Pikesville
Cozy 1-bedroom condo with AC, WiFi in welcoming Towson
Smart TV

Cozy 1-bedroom condo with AC, WiFi in welcoming Towson

The price is AED 551
AED 1,196 total
includes taxes & fees
3 Apr - 4 Apr
Cozy 1-bedroom condo with AC, WiFi in welcoming Towson
Waterfront oasis near the Inner Harbor
Exterior

Waterfront oasis near the Inner Harbor

Waterfront oasis near the Inner Harbor
Waterfront property in Harborview
Outdoor pool

Waterfront property in Harborview

Waterfront property in Harborview
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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Other property types in Western Shore of Maryland

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

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

10.0 out of 10, Exceptional, (209)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Cozy and blocks from M&T Stadium/Camden Yards
Interior

Cozy and blocks from M&T Stadium/Camden Yards

9.6 out of 10, Exceptional, (31)
"We needed a place to stay for a conference that was cheaper than the expensive hotel the conference was in. This place was perfect. Close location, clean, easy to book and access. Parking is expensive so be ready for that. Cheapest is 22/day. Still cheaper than the hotel by far. "
The price is AED 349
AED 921 total
includes taxes & fees
6 Apr - 7 Apr
Cozy and blocks from M&T Stadium/Camden Yards
Fantastic 2 bedrooms apt. Harbor
Lobby

Fantastic 2 bedrooms apt. Harbor

4.0 star property
10.0 out of 10, Exceptional, (1)
"It was a nice place"
Fantastic 2 bedrooms apt. Harbor
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.

Frequently asked questions

How much do condos in Western Shore of Maryland cost?
Prepare to pay from AED 551 to AED 841 per night for condos in Western Shore of Maryland. No matter your budget, the perfect stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Western Shore of Maryland?
Explore our 38 condos in Western Shore of Maryland and then select your favorite. Whether you’re off on a vacation with the whole fam or kicking back with your pals, with Expedia, your perfect stay is just clicks away.
Why book your condo in Western Shore of Maryland with Expedia?
Expedia makes it easy to find your dream condo in Western Shore of Maryland. After a luxury escape? Find your way to the filters to search for properties that have a 5-star rating. If you have a budget, choose how much you’re willing to spend and then browse our amazing options. We’ll help you find the right fit whatever your bank balance or plans.
How can I find cheap condos in Western Shore of Maryland?
An excellent way to get cheap condos in Western Shore of Maryland is with Expedia’s convenient filter tool. Fine-tune your search results by amenities, star rating and budget to land awesome rates in just a few keystrokes.