Welcome to the West Street Hideaway. See the best of Annapolis effortlessly when you book this 2-bed, 2-bath vacation rental! Equipped with all the essentials, boasting its own private furnished balcony, and sporting a bright modern interior, this condo is the key to an unforgettable trip. Begin your morning with a waterfront walk at Annapolis City Marina with a cup of coffee. Later visit some must-see attractions like Maryland State House and the Annapolis City Dock to soak up some knowledge.
One parking spot will be provided in the private garage on the lower level of the building. The garage has a luggage trolley and direct access to the building elevator that takes you up to the condo floor for effortless unloading.
The building is secured by a main door that automatically locks. Guests will be provided with two key fobs to use during your stay to unlock the door.
The condo is equipped with a pull out bed that is located in the living room.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock
About the area
Annapolis
Historic District, a neighbourhood in Annapolis, is home to this condo. Chesapeake Bay Bridge and Stanton School & Community Center are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting. With kayaking and power boating nearby, you'll find plenty of adventures in the water.
Annapolis, MD
What's nearby
Spa Creek - 6 min walk - 0.6 km
Maryland State House - 10 min walk - 0.8 km
William Paca House - 13 min walk - 1.1 km
Annapolis City Dock - 13 min walk - 1.1 km
U.S. Naval Academy - 14 min walk - 1.2 km
Getting around
Odenton Station - 21 min drive
Fort Meade, MD (FME-Tipton) - 34 min drive
Restaurants
The Red Bean - 8 min walk
Leo - 6 min walk
Rams Head Tavern - 5 min walk
LeveL: a small plates lounge - 3 min walk
Seasalt - 7 min walk
Frequently asked questions
Is Upscale Condo in Annapolis w/Private Parking pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Upscale Condo in Annapolis w/Private Parking?
As of 16 July 2026, prices found for a 1-night stay for 2 adults at Upscale Condo in Annapolis w/Private Parking on 29 July 2026 start from AU$962, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Upscale Condo in Annapolis w/Private Parking?
On-site parking is available at the property.
What time is check-in at Upscale Condo in Annapolis w/Private Parking?
Check-in begins at 4:00 PM.
What time is check-out at Upscale Condo in Annapolis w/Private Parking?
Checkout is at 11:00 AM.
Where is Upscale Condo in Annapolis w/Private Parking located?
Located in Historic District, this condo building is within a 15-minute walk of Annapolis Civil Rights Plaque and Annapolis City Dock. U.S. Naval Academy is 0.9 mi (1.4 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Excellent location for everything Annapolis has to offer. Super clean! Excellent communication with the owner throughout our stay. Will definitely be back.
Scott P.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 7 Apr 2026
Scott, thank you for the kind review. Grateful to have you all stay at the condo again and can’t wait to have you back. Thank you for being such great guests!
A fantastic stay! The apartment was exactly as described, sparkling clean, and well-equipped with everything we needed. The check-in instructions were crystal clear, and the host was lightning-fast at responding to our messages. Highly recommended and would definitely stay again!