Search Condo Rentals in Western Shore of Maryland

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Compare 34 Condo Rentals in Western Shore of Maryland with updated reviews, rates, and availability.

Romantic Two Bedroom Condo
Living room

Romantic Two Bedroom Condo

10.0 out of 10, Exceptional, (62)
"Our family enjoyed our stay here. The home had everything we needed and was conveniently located. We would definitely stay again if in the area. "
Romantic Two Bedroom Condo
Annapolis Condominium in the heart of the historic center
Deck view

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (265)
"Great location. Clean and very roomy!"
Annapolis Condominium in the heart of the historic center
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
Colorful nautical decor and comfy sofa bed. Unit is not water view.

Eastport Condo in Building with Rooftop 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."
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
Waterfront 2-Bedroom Condo on Spa Creek
Brand new kitchen combines white and color for a fun vibe

Waterfront 2-Bedroom Condo on Spa Creek

10.0 out of 10, Exceptional, (5)
"Our unit was comfortable and clean with all the amenities. We loved the outside space overlooking the Bay Area. It was only a very short drive or 15 min walk to all the restaurants and shops. We will return!"
Waterfront 2-Bedroom Condo on Spa Creek
Downtown Annapolis Condo w/ Free Parking + Coffee
Living area

Downtown Annapolis Condo w/ Free Parking + Coffee

10.0 out of 10, Exceptional, (16)
"Very nice location and nice apartment!"
Downtown Annapolis Condo w/ Free Parking + Coffee
90 DAY MINIMUM STAY - Spacious Cyberpunk Themed Downtown Loft

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!
Interior

Downtown Loft & Close to EVERYTHING!

6.0 out of 10, (2)
"There was so much that was wrong with our stay. First, it was not the apt as shown in the pictures. The lighting was dreary —only one overhead light in the bedroom and living room. The front door didn’t lock and the rugs on the stairs and in the living room were disgustingly dirty. The walls were dingy and showed signs of being painted over in spots in a haphazard way. there were picture frames on the walls with no pictures and broken glass. There was a grimy feel to the whole place except the...
The price is AED 364
AED 959 total
includes taxes & fees
27 Nov - 28 Nov
Downtown Loft & Close to EVERYTHING!
Walk to Main Street from Waterfront Condo w Pool and Parking
Gather around the living with views of the water at Liberty Lookout.

Walk to Main Street 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!"
Walk to Main Street from Waterfront Condo w Pool and Parking
Beautiful Condo - Water View Near City Dock
Front gate of building

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (137)
"I’ve stayed at several places around Annapolis and Eastport. This is on the top of my list to return. Great location to walk into DTA and Eastport. Just a five minute walk to the market. 7 minute walk to davis pub! Exactly as advertised, ample parking. Great communication. "
Beautiful Condo - Water View Near City Dock
Chic Condo w/ Balcony in the Heart of Annapolis!
Annapolis Vacation Rental | 2BR | 2BA | 991 Sq Ft | Step-Free Access

Chic Condo w/ Balcony in the Heart of Annapolis!

9.8 out of 10, Exceptional, (49)
"I love the location of the condo. It was in the downtown district of Annapolis. It can be a bit noisy, especially when you’re trying to sleep. If you like quietness while sleeping, this is not the place for you. I’m a city girl so I’m used to the noise. There are lots of coffee shops, bars and restaurants you can go to within walking distance. The condo was clean had everything I needed and the perk was a garage. Yes, I would definitely stay there again.."
Chic Condo w/ Balcony in the Heart of Annapolis!
Spacious Home by the Water in Fells Point
Living area

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
Chic Downtown Studio! 4 Min Walk to Waterfront!
Open floor plan with lots of natural light. Beautiful Hardwood floors.

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 1,582 total
includes taxes & fees
27 Nov - 28 Nov
Chic Downtown Studio! 4 Min Walk to Waterfront!
Comfy 1 Bedroom Condo- Peaceful area w/Parking Pad
Welcome home! Comfort and style combined with rustic charm & open floor plan.

Comfy 1 Bedroom Condo- Peaceful area w/Parking Pad

9.4 out of 10, Exceptional, (11)
"This property is beautiful. I genuinely have no complaints other than the parking. The alley could be labeled better to find it and the space is super small, maybe even reserving a street spot for this property would be my only suggestion. Definitely would stay again!"
Comfy 1 Bedroom Condo- Peaceful area w/Parking Pad
Quiet Fells Point Home Just off the Main Street
Interior

Quiet Fells Point Home Just off the Main Street

2.0 out of 10, (1)
Quiet Fells Point Home Just off the Main Street
Water-view condo with rooftop pool & balcony - minutes from downtown

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
Inner Harbor Gem
Entry (Family Room)

Inner Harbor Gem

Inner Harbor Gem
Delightful little Historic District gem - for the antique lover and history buff.
View from entrance into living room and kitchen

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
Interior

Luxury Condo Penthouse in Owing mills/Pikesville

Luxury Condo Penthouse in Owing mills/Pikesville
Unbelievable beach views for 6
You can't get much closer to the Chesapeake Bay than this 2-bed/1-bath gem that sleeps 6!

Unbelievable beach views for 6

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very nice place in a great location!!!"
Unbelievable beach views for 6
Fells Point - Close to Attractions
Interior

Fells Point - Close to Attractions

10.0 out of 10, Exceptional, (1)
"Such a great experience and the host was amazing. Definitely recommend."
Fells Point - Close to Attractions
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

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Interior overview

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

10.0 out of 10, Exceptional, (16)
"Perfect place for Ravens Game. Walking distance to stadium. Super clean. Nice neighbors. Responsive host. "
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Private rear courtyard

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

10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Miscellaneous

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

10.0 out of 10, Exceptional, (20)
"Wonderful serene location on a tributary to the Bay. Beautiful water views with its own dock and kayaks. 15 minutes to Annapolis. House is very comfortable, freshly and attractively decorated, and well stocked. Manager was extraordinarily helpful. Nine of us had a perfect relaxing long weekend. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
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 364 to AED 841 per night for condos in Western Shore of Maryland. No matter your budget, you’ll find the perfect stay 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.
What are the best condos in Western Shore of Maryland?
There are multiple condos in Western Shore of Maryland with a total average guest review rating of 8.6, so you’re sure to snag a place that checks all your boxes. If you’re headed to Washington, take a look at Comfortable Club Wyndham National Harbor. This popular 3.5-star condo features a swimming pool and a spa tub. Another highly recommended option is Stunning High-End Georgetown Condo. This 3-star Washington escape features a barbecue grill and a king bed.
How many condos are there in Western Shore of Maryland?
Western Shore of Maryland has 34 condos to pick from. Enter your destination and dates and organize your next escape today.
Why book your condo in Western Shore of Maryland with Expedia?
Booking a condo in Western Shore of Maryland is as simple as clicking on your travel dates and choosing an option that suits your style. Looking for something upscale or budget friendly, or a stay that also features a pool and a hot tub? Use Expedia’s search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Western Shore of Maryland?
The quickest way to uncover cheap condos in Western Shore of Maryland is with Expedia’s handy filter tool. Narrow your search results by budget, star rating and amenities to nab awesome bargains in a couple of clicks.