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.

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, (4)
"Great location! Lots of extra items . "
Waterfront 2-Bedroom Condo on Spa Creek
Romantic Two Bedroom Condo
Living room
Romantic Two Bedroom Condo
10.0 out of 10, Exceptional, (61)
"Short drive to historic Annapolis and the renaissance faire. Very nice place. Comfortable bed. "
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, (264)
"Great location, clean, excellent communication with owner. Everything we needed for a perfect trip to Annapolis."
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!
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!"
The price is AED 437
AED 1,193 total
includes taxes & fees
14 Nov - 15 Nov
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 942 total
includes taxes & fees
10 Nov - 11 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, (136)
"The location was great with lots of restaurants and bars within walking distance. We came to see the Halloween concert at USNA and the condo is in the best location to walk Eastport and old town Annapolis. I chose this condo because of the rooftop (although we didn't take advantage of it) and the easy parking. I would recommend this property."
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, (48)
"Our accommodations were very clean. We’re 4 Senior Citizens using canes so we were thankful for the elevator and the parking spot in the garage. We did feel that the bathrooms were lacking in facilities to hang robes, clothing and wet towels and wash cloths. In the second bathroom it was difficult to get into the tub to shower because there were no safety rails. The beds were very comfortable and we made good use of the ceiling fans. The entrance into and out of the garage was difficulty...
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 1,570 total
includes taxes & fees
10 Nov - 11 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

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, (19)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
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, (200)
"Incredible location! The process was easy and the house completely suited our needs! We would definitely stay again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Rooftop Deck Escape! Free Parking!
Terrace/patio
Rooftop Deck Escape! Free Parking!
9.2 out of 10, Wonderful, (22)
"Good location, close to Light Street. House was nice, enjoyed the rooftop deck with fire table. "
The price is AED 364
AED 955 total
includes taxes & fees
2 Dec - 3 Dec
Rooftop Deck Escape! Free Parking!
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?
Western Shore of Maryland offers multiple condos with a total average guest review rating of 8.6. Planning to travel to Washington? Put your bags down at Comfortable Club Wyndham National Harbor, a popular 3.5-star option with a swimming pool and a spa tub. Another highly rated pick is Stunning High - End Georgetown Condo. It has a 3-star rating and amenities including a king bed and a barbecue grill.
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.