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Entire condo·Private host

Upscale Condo in Annapolis

Condo with kitchen, near U.S. Naval Academy

Photo gallery for Upscale Condo in Annapolis

Interior - Upscale Condo in Annapolis (Annapolis)
Exterior - Upscale Condo in Annapolis (Annapolis)
Fridge, microwave, oven, stovetop - Upscale Condo in Annapolis (Annapolis)
Terrace/patio - Upscale Condo in Annapolis (Annapolis)
2 bedrooms, iron/ironing board, free WiFi, bed sheets - Upscale Condo in Annapolis (Annapolis)
Close to U.S. Naval Academy, Upscale Condo in Annapolis provides amenities such as laundry facilities. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms2 bathrooms91 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
The current price is €535
includes taxes & fees
21 Jan - 22 Jan

Add dates for prices

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.

Property amenities

Internet

  • Available in the condo: Free WiFi

Parking and transport

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

Kitchen

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

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.
  • Accessible parking space
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • Lift
  • 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
  • Smoke-free property

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

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  • Washing machine
  • Dryer
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Policies

Check-in

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

Check-out

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

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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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

About the area

Historic District, a neighbourhood in Annapolis, is home to this condo. Stanton School & Community Center and Maynard-Burgess House 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 Helen Avalynne Tawes Garden are also worth visiting. With kayaking and power boating nearby, you'll find plenty of adventures in the water.
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Map
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
  • ‪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

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 14 Jan 2026, prices found for a 1-night stay for 2 adults at Upscale Condo in Annapolis on 21 Jan 2026 start from €535.13, 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?

On-site parking is available at the property.

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?

Checkout 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.

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Upscale Condo in Annapolis Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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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

Cleanliness

10

Location

Reviews

10/10 Excellent

Scott P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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, check-in, communication, location, listing accuracy
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