Entire home

Upscale Downtown | Loft & Walk to DTA

Photo gallery for Upscale Downtown | Loft & Walk to DTA

Living area
Exterior
Room
Outdoor dining
Dining

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Barbecue grill

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Living Room 1

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Number of living rooms
Garden
Dining area

About this property

Upscale Downtown | Loft & Walk to DTA

Summary:

Walk out the door and you're in the center of Annapolis. This updated 2-bedroom downtown home has 2.5 baths, two separate living rooms, and a newly renovated kitchen with stainless steel appliances. The primary suite has an ensuite bath, the second bedroom has a king, and the pullout queen in the living room sleeps extra guests. Walk to the Naval Academy, City Dock restaurants, and Main Street shops without touching your car keys. Two Roku TVs, high-speed WiFi, and central AC throughout.



The Space:

BEDROOMS

Two bedrooms on the upper level. The primary suite has a queen bed with an ensuite full bathroom. The second bedroom has a spacious king bed. A queen pullout in the living room provides additional sleeping.

BATHROOMS

2.5 bathrooms — two full baths upstairs near the bedrooms, one half bath on the main level for guests.

KITCHEN

Newly renovated with brand-new stainless steel appliances, cookware, dishes, utensils, and all the basics for cooking at home.

LIVING AREAS

Two separate living rooms give your group space to spread out. The main living room has a Roku TV and a queen pullout couch. The dining room also has a Roku TV, making it a flexible space for meals and entertainment.

OUTDOOR LIVING

Private outdoor space for relaxing — a nice retreat in the middle of downtown.

PARKING

No dedicated parking. Overnight parking available in the Hillman Garage on Main St.

LOCATION

This is as downtown as it gets. Walk to the Naval Academy, City Dock, Main Street shops, and dozens of restaurants. You're in the historic district — everything Annapolis is known for is outside your door.



GOOD TO KNOW



Check-in: 3:00 PM / Checkout: 11:00 AM

Self check-in with smart lock

No parking included



Guest Access:

Entire house



Interaction with Guests:

Text, call, email, or message in the app.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
- Do not lock bottom lock on front door - Do not try to unlock the 2 locked owners closets in the unit

Important information

You need to know

Property # 4599678
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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Annapolis

Located in Annapolis, this vacation home is in the city center. Chesapeake Bay Bridge and William Paca House are local landmarks, and some of the area's activities can be experienced at Tose Family Tennis Center and Annapolis Harbor. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium.
Map
Annapolis, MD

What's nearby

  • William Paca House - 1 min walk - 0.0 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • U.S. Naval Academy - 2 min walk - 0.2 km
  • Maryland State House - 3 min walk - 0.3 km
  • Hammond-Harwood House - 3 min walk - 0.3 km

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 32 min drive

Restaurants

  • ‪Starbucks - ‬4 min walk
  • ‪The Choptank - ‬4 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬4 min walk
  • ‪Annapolis Market House - ‬2 min walk
  • ‪Chick & Ruth's Delly - ‬6 min walk

Frequently asked questions

Is Upscale Downtown | Loft & Walk to DTA pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Upscale Downtown | Loft & Walk to DTA?

As of May 11, 2026, prices found for a 1-night stay for 2 adults at Upscale Downtown | Loft & Walk to DTA on Jun 3, 2026 start from $391, 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 Downtown | Loft & Walk to DTA?

Check-in begins at 3:00 PM.

What time is check-out at Upscale Downtown | Loft & Walk to DTA?

Check-out is at 11:00 AM.

Where is Upscale Downtown | Loft & Walk to DTA located?

Located in Historic District, this vacation home is within a 10-minute walk of Annapolis City Dock and U.S. Naval Academy. John Smith House and 14 Fleet Street are just steps away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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