Entire home
New! All Star Annapolis Retreat - Walk to Stadium
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Reviews
10 out of 10
Exceptional
3 bedrooms 3+ bathrooms Sleeps 10
Popular amenities
Explore the area

Annapolis, MD
- Navy-Marine Corps Memorial Stadium11 min walk
- U.S. Naval Academy3 min drive
- Annapolis City Dock4 min drive
- Annapolis, MD (ANP-Lee)16 min drive
Rooms & beds
3 bedrooms (sleeps 10)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Living Room 1
1 Double Bed and 1 Queen Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet
Spaces
Deck or patio
Kitchen
Office
Balcony
Dining area
About this property
New! All Star Annapolis Retreat - Walk to Stadium
Summary:
Welcome to our Town- House in Annapolis Maryland. This charming 1.5-story retreat offers 2,400 square feet of thoughtfully designed space, perfect for family gatherings or a relaxing escape. Located just a few minutes' walk from the stadium, you'll have easy access to exciting events while still enjoying a peaceful and comfortable stay. The spacious layout features cozy living areas, well-appointed bedroom, and all the amenities you need to feel at home.
The Space:
Step into this beautifully designed home, where comfort and style blend seamlessly. The entryway welcomes you with a cozy seating area that flows into a spacious, open-concept living area—perfect for both relaxation and entertaining. Just off the kitchen, you'll find a charming enclosed living room with a comfortable sectional and TV, ideal for cozy evenings or casual gatherings.
The chef’s kitchen is a standout, featuring top-of-the-line GE Café appliances, a large quartz island, and sleek white shaker cabinetry. Unique clam shell chandeliers add a coastal touch, casting a warm, inviting glow over the kitchen and dining area, enhancing the space's modern elegance.
As you ascend the stairway to the second floor, you'll be greeted by the expansive master suite. This luxurious retreat boasts soaring ceilings, generous closet space, and a spa-like bathroom with marble tiles and a 72-inch vanity. The master also includes a desk and chair, providing a quiet nook for work or relaxation.
Two additional queen bedrooms are also located on the second floor, each thoughtfully furnished for comfort and privacy, perfect for additional guests or family members.
The fully finished 930 sq ft basement offers even more space to unwind, with a cozy living area, a table for board games, and extra sleeping arrangements with a queen and full bed—providing flexibility for larger groups or those in need of additional accommodations.
With 2,400 sq ft of luxurious living space, this home offers plenty of room to relax, entertain, and enjoy quality time together. Located in a prime area, it combines luxury, comfort, and convenience—book now for an unforgettable stay!
Guest Access:
Guests will have access to the home by keypad entry. The code changes with every guest.
The Neighborhood:
With the Naval Academy only 2 miles away and Navy Stadium just a short stroll from your door, you'll be at the center of the action! Plus, enjoy access to a community pool and the serene surroundings of Heineman Park and Harts Cove. With privacy and direct water access for kayaking or paddle boarding, this home is your gateway to an unforgettable stay.
Getting Around:
Public Bus Service:
Annapolis Transit:
Route 70: This route connects Annapolis to nearby areas, including Eastport and Edgewater. It can be convenient for getting to downtown Annapolis, the Annapolis Mall, and City Dock.
Route 91: A local route connecting Annapolis to the neighborhoods of Edgewater, providing access to various parts of the city.
Free Shuttle Loop: A free shuttle that operates within downtown Annapolis, stopping near popular spots like the City Dock, the State House, and Historic District. It's great for visitors who want to explore the downtown area without worrying about parking.
Purple Shuttle:
The Purple Shuttle is a free service that connects major parking areas in Annapolis to popular downtown destinations. While it doesn’t directly serve Dewey Drive, it's a useful option once you’re in the downtown area for getting around between parking areas and key locations.
MTA Commuter Bus Service:
Route 920 (Annapolis to Washington, D.C.): If you need to travel further, the Maryland Transit Administration (MTA) operates commuter buses to Washington, D.C., from the Annapolis Park & Ride station. These buses run during peak commuting hours and provide a quick way to access D.C. from Annapolis.
Route 301 (Annapolis to Baltimore): This service connects Annapolis to Baltimore, making it an option for getting to and from the city. Buses are typically available during business hours.
Ride-Sharing (Uber/Lyft):
Both Uber and Lyft are readily available in Annapolis, especially in the downtown area. You can use either service to get around the city or travel to nearby regions like Washington, D.C., or Baltimore. These rides are generally affordable and can be a quick option when you need to travel short distances.
Water Taxis:
Water Taxis operate throughout the Annapolis Harbor, providing a scenic and fun way to travel between waterfront destinations. These taxis stop at key locations like City Dock, Eastport, and nearby marinas, allowing visitors to see Annapolis from the water. It’s a unique way to travel, especially during the warmer months.
Metro and Rail (for longer trips):
New Carrollton Metro Station: About 30 minutes by car from 311 Dewey Drive, the New Carrollton Metro Station is a major transit hub for Metrorail (serving the Orange, Green, and Yellow Lines) and Amtrak trains. It provides easy access to Washington, D.C. and beyond.
BWI Airport: About 30 minutes by car, BWI Airport is another great option for traveling outside the Annapolis area. You can access Amtrak or MARC commuter trains from BWI to reach Washington, D.C., Baltimore, or other parts of the region.
Parking in Downtown Annapolis:
If you plan to drive, there are multiple parking garages and street parking options in downtown Annapolis, especially near the City Dock and other key attractions. The Park Annapolis garage is one of the larger parking facilities in the downtown area, located near the City Dock, making it an ideal option for those visiting the waterfront or historic districts.
Other Things to Note:
**Early Check-In & Late Check-Out Policy**
We offer early check-in and late check-out upon request, subject to availability.
One hour is complimentary
However, a fee applies as follows:
• Early Check-In before 3pm for an additional fee of $50 to be paid before check -in
• Late Check-Out after 12pm for an additional fee of $50 to be paid before check-out
Please request in advance so we can confirm availability. Thank you!
Interaction with Guests:
Upon arrival, enjoy a smooth contactless check-in experience. While we’re not available 24/7, we’re here to assist you virtually through the app you used to book your stay. Feel free to reach out with any questions or needs—we’ll respond as quickly as we can!
Welcome to our Town- House in Annapolis Maryland. This charming 1.5-story retreat offers 2,400 square feet of thoughtfully designed space, perfect for family gatherings or a relaxing escape. Located just a few minutes' walk from the stadium, you'll have easy access to exciting events while still enjoying a peaceful and comfortable stay. The spacious layout features cozy living areas, well-appointed bedroom, and all the amenities you need to feel at home.
The Space:
Step into this beautifully designed home, where comfort and style blend seamlessly. The entryway welcomes you with a cozy seating area that flows into a spacious, open-concept living area—perfect for both relaxation and entertaining. Just off the kitchen, you'll find a charming enclosed living room with a comfortable sectional and TV, ideal for cozy evenings or casual gatherings.
The chef’s kitchen is a standout, featuring top-of-the-line GE Café appliances, a large quartz island, and sleek white shaker cabinetry. Unique clam shell chandeliers add a coastal touch, casting a warm, inviting glow over the kitchen and dining area, enhancing the space's modern elegance.
As you ascend the stairway to the second floor, you'll be greeted by the expansive master suite. This luxurious retreat boasts soaring ceilings, generous closet space, and a spa-like bathroom with marble tiles and a 72-inch vanity. The master also includes a desk and chair, providing a quiet nook for work or relaxation.
Two additional queen bedrooms are also located on the second floor, each thoughtfully furnished for comfort and privacy, perfect for additional guests or family members.
The fully finished 930 sq ft basement offers even more space to unwind, with a cozy living area, a table for board games, and extra sleeping arrangements with a queen and full bed—providing flexibility for larger groups or those in need of additional accommodations.
With 2,400 sq ft of luxurious living space, this home offers plenty of room to relax, entertain, and enjoy quality time together. Located in a prime area, it combines luxury, comfort, and convenience—book now for an unforgettable stay!
Guest Access:
Guests will have access to the home by keypad entry. The code changes with every guest.
The Neighborhood:
With the Naval Academy only 2 miles away and Navy Stadium just a short stroll from your door, you'll be at the center of the action! Plus, enjoy access to a community pool and the serene surroundings of Heineman Park and Harts Cove. With privacy and direct water access for kayaking or paddle boarding, this home is your gateway to an unforgettable stay.
Getting Around:
Public Bus Service:
Annapolis Transit:
Route 70: This route connects Annapolis to nearby areas, including Eastport and Edgewater. It can be convenient for getting to downtown Annapolis, the Annapolis Mall, and City Dock.
Route 91: A local route connecting Annapolis to the neighborhoods of Edgewater, providing access to various parts of the city.
Free Shuttle Loop: A free shuttle that operates within downtown Annapolis, stopping near popular spots like the City Dock, the State House, and Historic District. It's great for visitors who want to explore the downtown area without worrying about parking.
Purple Shuttle:
The Purple Shuttle is a free service that connects major parking areas in Annapolis to popular downtown destinations. While it doesn’t directly serve Dewey Drive, it's a useful option once you’re in the downtown area for getting around between parking areas and key locations.
MTA Commuter Bus Service:
Route 920 (Annapolis to Washington, D.C.): If you need to travel further, the Maryland Transit Administration (MTA) operates commuter buses to Washington, D.C., from the Annapolis Park & Ride station. These buses run during peak commuting hours and provide a quick way to access D.C. from Annapolis.
Route 301 (Annapolis to Baltimore): This service connects Annapolis to Baltimore, making it an option for getting to and from the city. Buses are typically available during business hours.
Ride-Sharing (Uber/Lyft):
Both Uber and Lyft are readily available in Annapolis, especially in the downtown area. You can use either service to get around the city or travel to nearby regions like Washington, D.C., or Baltimore. These rides are generally affordable and can be a quick option when you need to travel short distances.
Water Taxis:
Water Taxis operate throughout the Annapolis Harbor, providing a scenic and fun way to travel between waterfront destinations. These taxis stop at key locations like City Dock, Eastport, and nearby marinas, allowing visitors to see Annapolis from the water. It’s a unique way to travel, especially during the warmer months.
Metro and Rail (for longer trips):
New Carrollton Metro Station: About 30 minutes by car from 311 Dewey Drive, the New Carrollton Metro Station is a major transit hub for Metrorail (serving the Orange, Green, and Yellow Lines) and Amtrak trains. It provides easy access to Washington, D.C. and beyond.
BWI Airport: About 30 minutes by car, BWI Airport is another great option for traveling outside the Annapolis area. You can access Amtrak or MARC commuter trains from BWI to reach Washington, D.C., Baltimore, or other parts of the region.
Parking in Downtown Annapolis:
If you plan to drive, there are multiple parking garages and street parking options in downtown Annapolis, especially near the City Dock and other key attractions. The Park Annapolis garage is one of the larger parking facilities in the downtown area, located near the City Dock, making it an ideal option for those visiting the waterfront or historic districts.
Other Things to Note:
**Early Check-In & Late Check-Out Policy**
We offer early check-in and late check-out upon request, subject to availability.
One hour is complimentary
However, a fee applies as follows:
• Early Check-In before 3pm for an additional fee of $50 to be paid before check -in
• Late Check-Out after 12pm for an additional fee of $50 to be paid before check-out
Please request in advance so we can confirm availability. Thank you!
Interaction with Guests:
Upon arrival, enjoy a smooth contactless check-in experience. While we’re not available 24/7, we’re here to assist you virtually through the app you used to book your stay. Feel free to reach out with any questions or needs—we’ll respond as quickly as we can!
Property manager
Sarah Skelly-Gee
Premier Host
Languages
English
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Outdoor space
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: less than 23 kg per pet (limit 2 pets total)
Charge may apply
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
On-site parties or group events are strictly prohibited
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 fire extinguisher and a first aid kit
About the area
Annapolis
Admiral Heights, a neighbourhood in Annapolis, is home to this holiday home. Stanton School & Community Center and Thurgood Marshall Memorial are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Annapolis Harbor Center Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Navy-Marine Corps Memorial Stadium or Alumni Hall.

Annapolis, MD
What's nearby
- Navy-Marine Corps Memorial Stadium - 11 min walk - 1.0 km
- U.S. Naval Academy - 3 min drive - 2.2 km
- Annapolis City Dock - 4 min drive - 3.2 km
- Anne Arundel Medical Center - 5 min drive - 4.3 km
- Westfield Annapolis Mall - 6 min drive - 4.9 km
Getting around
Restaurants
- McDonald's - 4 min drive
- Taco Bell - 19 min walk
- Burger King - 4 min drive
- Starbucks - 3 min drive
- Level Small Plates Lounge - 3 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
6 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
John P.
23 January 2025
Annapolis Retreat Stay
John P.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Derek R.
17 December 2024
All-Star Annapolis
Derek R.
About the host
Hosted by Sarah Skelly-Gee

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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