Search Condo Rentals in Western Shore of Maryland

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Compare 35 Condo Rentals in Western Shore of Maryland with updated reviews, rates, and availability.

Romantic Two Bedroom Condo

10.0 out of 10, Exceptional, (72)
"The home was warm, beautifully decorated and clean. Location was in a great neighborhood with easy parking. Beds and furniture were very comfortable. Communication was easy for check in and check out. We would book again for future visits."
Romantic Two Bedroom Condo

Downtown Annapolis Condo w/ Free Parking + Coffee

10.0 out of 10, Exceptional, (20)
"Clean, modern apartment walking distance from all of Annapolis harbor and restaurants. "
The price is AED 400
AED 1,131 total
includes taxes & fees
29 Apr - 30 Apr
Downtown Annapolis Condo w/ Free Parking + Coffee

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

10.0 out of 10, Exceptional, (15)
"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

9.6 out of 10, Exceptional, (144)
"This is a very small apartment, but that’s all I needed for the weekend. I’m a woman traveling alone and safety is a big factor for me. I felt very secure and comfortable in this home. The location is nice. My only complaint (minor) is that the refrigerator was very loud."
Beautiful Condo - Water View Near City Dock

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!

9.8 out of 10, Exceptional, (54)
"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

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

Water-view condo with rooftop pool & balcony - minutes from downtown

9.2 out of 10, Wonderful, (9)
"I recently stayed at the USNA Getaway in Annapolis, MD, and it was fantastic! The location is perfect, right near the Naval Academy and downtown Annapolis. The property is immaculate and beautifully furnished, with a cozy living area, fully equipped kitchen, and a lovely outdoor patio. The bedroom was spacious and super comfortable. The host was incredibly responsive and made sure I had everything I needed. Check-in and check-out were smooth and easy. I highly recommend the USNA Getaway for...
Water-view condo with rooftop pool & balcony - minutes from downtown

Downtown Loft & Close to EVERYTHING!

6.8 out of 10, (3)
"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

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

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

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
27 Apr - 28 Apr
Chic Downtown Studio! 4 Min Walk to Waterfront!

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

2.0 out of 10, (1)
Quiet Fells Point Home Just off the Main Street

Waterfront 2-Bedroom Condo on Spa Creek

10.0 out of 10, Exceptional, (8)
"Our family enjoyed this property. It is located in a small condo building with parking. The property is exactly as advertised, clean and well-maintained. We especially enjoyed the outdoor space and being on the water. The kitchen is spacious and well stocked, and the condo was definitely comfortable with four. It is quick walk to downtown Annapolis across the bridge and we walked back and forth several times during the weekend. The owner is communicative and responsive. Definitely recommend!"
Waterfront 2-Bedroom Condo on Spa Creek

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

Luxury Condo Penthouse in Owing mills/Pikesville

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

The price is AED 551
AED 1,196 total
includes taxes & fees
25 Apr - 26 Apr
Cozy 1-bedroom condo with AC, WiFi in welcoming Towson

Waterfront oasis near the Inner Harbor

Waterfront oasis near the Inner 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.
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Other property types in Western Shore of Maryland

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

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (23)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

One bedroom at Baltimore Covention Ctr

4.0 star property
One bedroom at Baltimore Covention Ctr
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 400 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 35 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.