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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Washer
Dryer
Air conditioning
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Property # 4701144
About the neighborhood
Annapolis
Historic District, a neighborhood in Annapolis, is home to this condo. Stanton School & Community Center and Maynard-Burgess House are local landmarks, and travelers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. French Soldiers Monument and Helen Avalynne Tawes Garden are also worth visiting.
Annapolis, MD
What's nearby
Thurgood Marshall Memorial - 8 min walk - 0.7 km
Maryland State House - 10 min walk - 0.8 km
U.S. Naval Academy - 12 min walk - 1.1 km
Annapolis City Dock - 13 min walk - 1.1 km
Navy-Marine Corps Memorial Stadium - 14 min walk - 1.2 km
Getting around
Odenton Station - 21 min drive
Fort Meade, MD (FME-Tipton) - 34 min drive
Restaurants
Rams Head Tavern - 5 min walk
Miss Shirley's Cafe - 7 min walk
LeveL: a small plates lounge - 3 min walk
Curate - 1 min walk
Kitchen on West St - 5 min walk
Frequently asked questions
Is Upscale Condo in Annapolis pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Upscale Condo in Annapolis?
As of Dec 25, 2025, prices found for a 1-night stay for 2 adults at Upscale Condo in Annapolis on Jan 1, 2026 start from $540.06, 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.
What time is check-in at Upscale Condo in Annapolis?
Check-in begins at 4:00 PM.
What time is check-out at Upscale Condo in Annapolis?
Check-out is at 11:00 AM.
Where is Upscale Condo in Annapolis located?
Located in Historic District, this condo building is within 1 mi (2 km) of Annapolis Civil Rights Plaque and U.S. Naval Academy. Asbury United Methodist Church and First Baptist Church are also within 5 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.