Entire home

Historic Annapolis Charmer <1Mile to NMC Stadium

Photo gallery for Historic Annapolis Charmer <1Mile to NMC Stadium

Exterior
Living area
Interior
Dining
Dining

Reviews

9.8 out of 10

Exceptional

5 bedrooms3+ bathroomsSleeps 16464.5 sq m

Popular amenities

  • Washer
    Washer
  • Barbecue grill
    Barbecue grill
  • Parking available
    Parking available
  • Outdoor space
    Outdoor space
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Annapolis, MD
  • Maryland Hall for Creative Arts
    19 min walk
  • Navy-Marine Corps Memorial Stadium
    3 min drive
  • Anne Arundel Medical Center
    3 min drive
  • Annapolis, MD (ANP-Lee)
    13 min drive

Rooms & beds

5 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds and 1 Queen Bed

Bedroom 5

1 King Bed

Living Room 1

1 Queen Bed

Living Room 2

1 King Bed

Living Room 3

1 Double Bed

Office 1

1 Queen Bed

Office 2

1 King Bed

3 bathrooms, 2 half bathrooms

Guest Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Guest House Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Main House Basement Half Bath

Soap · Towels provided · Toilet

Main House First Floor Half Bath

Soap · Towels provided · Toilet

Master Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining Area

About this property

Historic Annapolis Charmer <1Mile to NMC Stadium

IMMACULATE SPACE AND RARE FIND IN DOWNTOWN ANNAPOLIS SLEEPING UP TO 21! Beautifully maintained 1930's home in the middle of Annapolis. Right outside of the hustle and bustle but walking distance to everything. Added bonus of parking for 5+ on site.

This is a split unit with 4BR 3 BA 1 Half Bath in the Main House and 2BR 1 BA in the Carriage House. Perfect for Wedding Parties, multi-family stays, the holidays. THE PERFECT SETUP for Commissioning Week or Reunion Weekends.*NEW* PLAN YOUR NEXT BIRTHDAY GET TOGETHER, WEDDING REHEARSAL DINNER, REUNION, HOLIDAY FUNCTION, OR NAVAL ACADEMY FOOTBALL OR ALUMNI FUNCTION AT THE CHARMER! WILL NOT FIND A PLACE THIS SIZE OR THIS IMMACULATE IN AND AROUND DOWNTON ANNAPOLIS!

This beautiful early 1900’s home is the unique space to host a myriad of different events. Boasting 6 bedrooms spanned across the Main House (4 BR 2 BA 2 Half Bath) and Guest House (2 BR 1 BA) sleeping up to 21! You will not find a space this large and this immaculate in and around Downtown Annapolis!!!

Charming Main house - a 10-15 min walk to Navy Marine Corps Stadium / a 5 min drive from the Naval Academy and Downtown Annapolis! Perfect for families with MIDN at USNA or alums in town for a football game or reunion event. There is also ample off street parking (driveway easily fits 5 cars) at the property as well as free on street parking for large groups. Multiple level sleeping makes it great for multi-generations traveling together.

The first floor has a living room and sun room, a half bath, and kitchen with a large dining space to comfortably seat 10 people. Sun room couch converts into a full size sleeper sofa.

The second floor has 4 bedrooms - a master bedroom suite with ensuite bathroom. The other three bedrooms share a full non-master bathroom.

Finished basement is perfect for lounging and can be a separate sleeping space (sofa and keg size day bed) with half bath.

Outdoor includes front porch with lounge seating, covered back porch with lounge seating and string lighting perfect for dining. Propane gas grill available at the main house.

Quaint Guest House - First Floor entry has seating and small storage for extra bags/luggage. Up the stairs to the second floor leads to the kitchen with all amenities of home, breakfast nook seating for up to 7.

Off the kitchen is a covered back porch with lounge seating and string lighting.

Living room has large sectional sofa, TV, and table seating for guests comfort and enjoyment. Rollout bed is available in back bedroom closet, and living room couch folds out into a full size bed.

Each bedroom has a king size bed and television. These bedrooms share a large oversized bathroom with double vanity. Stackable washer dryer also located in bathroom.

Outdoor space is PERFECT for lounging, hosting a bbq or dinner (two separate gas grills), or having a private event. Large driveway and oversized backyard which includes covered second story deck with lounge seating, fans, and string lighting. Covered backyard patio area with large dining table with seating for 6 and outdoor tv for watching the game. Another uncovered concrete patio with table seating for 6, as well as a propane fire pit with lounge seating for 6 around it as well along with automatic outdoor landscape lighting to keep the event going after the sun goes down!

5+ parking spaces on site with free street parking on adjacent streets. Driveway and paths are lit. Guests will receive unique private code prior to check-in for use on their front and rear private entrances. Guests are able to access both front and rear porches and backyard spaces.

Each door is equipped with a keypad. The code will be provided day of check-in. Lighted driveway and pathways for ease of entry

We charge for additional guests above a fixed amount. This amount and additional charge varies by unit type, size, and configuration. If you input the correct guest count when you make your reservation the amount the booking site indicated as the total cost will not change (due to guest count). We ask for confirmation of guest count after you complete your booking. If you need to increase your guest count after booking confirmation due to a booking error, this could result in a price increase. Finally, we verify guest count via external cameras located on our properties. In the event that we notice a guest count at the property that is higher than reported, we reserve the right to ask for additional guest fees that would be double the amount we would have charged prior to check-in.

The following additional charges may apply to late check outs/early arrivals, assuming I can offer this at all (I often can’t so please never assume this will be allowed):

1 hr or less early arrival or late departure: $100
1-2 hr early arrival/late departure: $200
2-3 hr early arrival/late departure: $300
3+ hr early arrival/late departure: $100/hr or the cost of an additional night’s stay, whichever is more

These fees are primarily in place to highly discourage late checkouts/early arrivals since this causes my cleaning service undue stress to prep the unit prior to your or the next set of guest’s arrival. This also increases the need for them to rush/cut corners, increasing the likelihood of them not cleaning the unit to the high standard which I hold them to.

***Smoking is strictly forbidden anywhere on the property - the house, front porch, back deck, or front or back yard***

***If we find cigar/cigarette butts of any kind on the property or evidence of smoking (ash on porch, deck, empty cigarette packs, etc.) We assess a $500 cleaning fee in addition to the regular cleaning fee***

We are here to assist should you have questions. Feel free to message us!

Property manager

Jordan and Caitlin Young
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

Similar properties

House Rules

Children

Children allowed: ages 0–17

Events

Events allowed: family gatherings and birthday parties

Pets

No pets 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
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 50
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 fire extinguisher, a first aid kit and a deadlock

About the area

Annapolis

Annapolis is home to this holiday home. Ego Alley and Great Frogs Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Helen Avalynne Tawes Garden and French Soldiers Monument. Travelling with kids? Consider Wild Bird Center and Annapolis Bowl. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and hiking/biking trails nearby.
Map
Annapolis, MD

What's nearby

  • Navy-Marine Corps Memorial Stadium - 3 min drive
  • Anne Arundel Medical Center - 3 min drive
  • U.S. Naval Academy - 4 min drive
  • Westfield Annapolis Mall - 4 min drive
  • Annapolis City Dock - 4 min drive

Getting around

  • Odenton Station - 19 min drive
  • Fort Meade, MD (FME-Tipton) - 26 min drive

Restaurants

  • ‪Chick-fil-A - ‬3 min drive
  • ‪McDonald's - ‬14 min walk
  • ‪Taco Bell - ‬5 min walk
  • ‪Double T Diner - ‬2 min drive
  • ‪Burger King - ‬14 min walk

Frequently asked questions

Is Historic Annapolis Charmer <1Mile to NMC Stadium pet-friendly?

No, pets are not allowed at this property.

Where is Historic Annapolis Charmer <1Mile to NMC Stadium located?

This family-friendly Annapolis holiday home is within 1 mi (2 km) of People's Brewer Hill Cemetery, Helen Avalynne Tawes Garden and Maryland Hall for Creative Arts. U.S. Naval Academy is 2 mi (3.3 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 5 out of 6 reviews" "
Rating 8 - Good. 1 out of 6 reviews" "
Rating 6 - Okay. 0 out of 6 reviews" "
Rating 4 - Poor. 0 out of 6 reviews" "
Rating 2 - Terrible. 0 out of 6 reviews" "

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Nancy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding Weekend for Our Daughter
We rented this property for three nights for our daughters wedding at CBF and related festivities in Annapolis Downtown. The property was extremely well located and it took minutes to get to and from any place that we needed to get to. It provided an adequate amount of space for all of our needs. Family time was our goal and this property made it possible to host them and have everyone feel comfortable and relax. The backyard space is amazing and I only wish we'd had more time to hang there. Thinking of renting this property again to bring family to such a fun town for a long weekend vacation. Thanks for your quick responses and for making our stay memorable!!
Stayed 3 nights in Sep 2024

8/10 Good

Annie O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Wedding
We chose the house because our pretty large family was coming in from across the country for a wedding. The house was as advertised, spacious with enough king beds to accommodate 4 adult couples and good TV connections to access movies for the young children. Communication with the hosts was clear, helpful and prompt. I would recommend renting this house.
Stayed 2 nights in Aug 2024

10/10 Excellent

Kathlyn F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay at 1603 West St
The home was beautiful and spacious. The host was wonderful and communicated with us very well. Would recommended for a large group!
Stayed 2 nights in Aug 2024

10/10 Excellent

Alison V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break Getaway
Our lacrosse team loved our recent stay! The host is amazing and their home is beautiful and comfortable. Great location close to Annapolis harbor and easy access to the highway. Zero complaints; we only wish we could have stayed longer!
Stayed 3 nights in Mar 2024

10/10 Excellent

Tina k.

Liked: Cleanliness, check-in, communication, location, listing accuracy
spacious and everything we needed!
Our whole family descended upon Annapolis for my son’s wedding week. We have five adult children - two that are married plus our siblings and their spouses. (17 total) We wanted to all stay together so that we could enjoy the festivities in a home setting instead of a hotel. This place worked perfectly! We were coming from Florida, Colorado, Missouri, Alabama, Kentucky, and Oklahoma. Our son graduated from the enable Academy in 2019 and they had a wedding ceremony on the yard. This place was conveniently located to the ceremony as well as different things we did in downtown Annapolis. With so many bedrooms, we were able to each spread out and have our individual time, but also gather together in the family areas or go for walks, or even eat meals together. Communication was excellent and we were provided with everything that we needed for our stay. I would highly recommend this place for your family gathering! Clean, beautifully decorated and provides lots of space even for four different rental cars.
Stayed 5 nights in Feb 2024

10/10 Excellent

Priscilla M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for large group
We had 11 people in our group and this house was the perfect size for gathering and sleeping comfortably. Great accommodations, easy to get downtown and around. Definitely recommend
Stayed 1 night in Feb 2024

About the host

Hosted by Jordan and Caitlin Young

Host profile image
We are an active duty Navy family (15 years so far) with a love and affinity for Annapolis, the Naval Academy, and Navy Football! 2008 Naval Academy Graduate, we want people to feel right at home in Annapolis when they stay at our property.

Why they chose this property

We chose to list our home because want people to enjoy Annapolis as much as we do. When traveling we often travel with children or other couples for a group getaway and like the ease of a home rental.

What makes this property unique

Guests will have access to private parking, short walk/uber/drive to Downtown Annapolis, Naval Academy, and Navy-MC Stadium and a quiet Guest House with own entry that will be the perfect Historic Annapolis get Aweigh spot. We have everything you need to have your home away from home, so pack light and enjoy your stay!

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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