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Upscale Condo in Annapolis

Condo near U.S. Naval Academy in Annapolis

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Photo gallery for Upscale Condo in Annapolis

Interior
Terrace/patio
Exterior
Fridge, microwave, oven, stovetop
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms2 bathrooms983 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Parking available

Explore the area

View in a map
Annapolis, MD
  • Place, Maryland State House
    ‪10 min walk‬
  • Place, U.S. Naval Academy
    ‪12 min walk‬
  • Place, Annapolis City Dock
    ‪13 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪31 min drive‬

Room options

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About the neighborhood

Annapolis

Historic District stay.With a stay at this Historic District condo, you'll be steps from Annapolis Civil Rights Plaque and Asbury United Methodist Church. First Baptist Church and ARTFX Gallery of Fine Crafts and Arts are also within half a mile (1 km).
View more Condo Rentals in AnnapolisOpens in a new window

What's nearby

  • Thurgood Marshall Memorial - 8 min walk - 0.5 miles
  • Maryland State House - 10 min walk - 0.5 miles
  • U.S. Naval Academy - 12 min walk - 0.7 miles
  • Annapolis City Dock - 13 min walk - 0.7 miles
  • Navy-Marine Corps Memorial Stadium - 14 min walk - 0.8 miles

Getting around

  • Odenton Station - 21 min drive
  • Fort Meade, MD (FME-Tipton) - 34 min drive

Restaurants

  • ‪Rams Head Tavern - ‬5 min walk
  • ‪LeveL: a small plates lounge - ‬3 min walk
  • ‪Miss Shirley's Cafe - ‬7 min walk
  • ‪Kitchen on West St - ‬5 min walk
  • ‪Curate - ‬1 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Upscale Condo in Annapolis

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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Property amenities

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Wheelchair-accessible parking available
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • Area rugs in public areas
  • Elevator
  • Hardwood flooring in public areas
  • Smooth flooring in public areas
  • Stair-free path to entrance
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the marina

Things to do

  • Kayaking nearby
  • Motor boating nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock

General

  • Unit size: 983 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a smoke detector, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Upscale Condo in Annapolis to the airport?

This condo is 20.5 mi (34-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

How much does it cost to stay at Upscale Condo in Annapolis?

As of Jan 18, 2026, prices found for a 1-night stay for 2 adults at Upscale Condo in Annapolis on Jan 26, 2026 start from $195.48, excluding 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.

Does Upscale Condo in Annapolis have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Upscale Condo in Annapolis to the beach?

This condo is 4.2 mi (10-min drive) from Carrs Beach and 4.2 mi (15-min drive) from Sparrows Beach. Don't forget your sunscreen!

Does Upscale Condo in Annapolis offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Upscale Condo in Annapolis?

No, there is no casino at this condo.

What time is check-in at Upscale Condo in Annapolis?

Check-in begins at 4:00 PM.

Is there free parking at Upscale Condo in Annapolis?

Free parking is not available at this condo.

Does Upscale Condo in Annapolis have a pool?

This condo does not have a pool.

Does Upscale Condo in Annapolis have a spa?

There are no spa services available at this condo.

How close is Upscale Condo in Annapolis to downtown Annapolis?

This condo is 0.3 mi away from Annapolis.

Upscale Condo in Annapolis Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Scott P.

Liked: Cleanliness
Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back.
Stayed 4 nights in Dec 2025

10/10 Excellent

Jennifer H.

Liked: Cleanliness
The host family was incredible to work with. Patient with details. Easy location walking distance to USNA and the stadium.
Stayed 3 nights in Oct 2025