Historic District Rentals USA Maryland Annapolis Historic District

Secluded Cozy Cottage in Historic Downtown | Cottage in Annapolis

9.6 (14 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  8 Guests
Historic District Cottage | Secluded Cozy Cottage in Historic Downtown

2 Bedroom Cottage in Historic District, Annapolis

Beautifully restored 1930s cottage w/ open floor plan & vaulted ceilings provide a homey vibe
Enjoy having Historic Annapolis Towncenter in your backyard
Jack & Jill bath separates queen bedrooms
Hardwood floors adorn common areas
Gourmet kitchen w/ extensive granite countertops, breakfast bar & amenities
Dining table & chairs, extra-large comfy couch nestled between 2 chaise lounge chairs, 55" Roku tv, full daybed, electric FP, towels, linens, pvt laundry, and more!
The space
Pvt entrance leads through a brick terrace to your hidden cottage retreat. Personal keypad entry.
Open floor plan & cathedral ceilings provide an abundance of natural light & space.
Guest access
Guests have exclusive cottage access and shared access to the back patio amenities including a complimentary BBQ.
Other things to note
Friendly, well trained Dogs are welcome: $50 weekly pet fee/per dog.
Offsite parking …
There are several public garages within a 5min walk
If you’re visiting during a weekend or federal holiday, Calvert Garage is an easy walk & parking’s FREE! :)
Complimentary parking is available after 6pm Fri through 6am Monday and during federal holidays.
(DIRECTIONS TO CALVERT GARAGE)
-From 50 E take exit 24 towards Historic Annapolis/70S/Rowe Blvd, (1.3mi)
-Turn left on Calvert Street (last light before the State House)
-Turn left on St. John's Street.
- Garage is on the left.
St. John's Street also offers 9hr free Street parking.
All street parking is free 10pm-8am.
(WALKING DIRECTIONS TO CORNHILL FROM ST JOHNS ST)
-Walk toward the State House
-Cross College Avenue onto North St (cedar shake home on L.)
-N. Street leads to State Circle.
-Take a left on the circle.
-Walk past Marland Ave (boutique shops) Harry Browns restaurant (EXCELLENT!) & The Historic Maryland Inn.
-Turn left on Cornhill Street.
-53 is the 3rd house down on the Right.
It’s roughly a 10-minute walk.
Many Guests have also found Gotts garage to be easy & affordable. $15-$20/day
City Authorities recommend Park Place Garage (discounted through the Noah Hillman Garage rebuild). Easy walk or take the shuttle. Running every 8-10 minutes.
There’s also a free on-demand service for those arriving or departing after shuttle hours. M-S 7a-11p / Sun 8a-8p
See the attached map to help.
You’re welcome to quickly drop your bags before parking.
Cornhill’s a fairly narrow one-way street. If there is no place to pull over, please be sure a driver remains with the vehicle so you don't block traffic.
Let me know if you have any questions and/or if there's anything I can do to make your stay better.
Look forward to hosting you.
Jennifer

Secluded Cozy Cottage in Historic Downtown is located in Historic District. Secluded Cozy Cottage in Historic Downtown provides accommodation, featuring Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, among other amenities. This Cottage features Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, to make your stay a comfortable one.

Secluded Cozy Cottage in Historic Downtown has 2 Bedrooms , 1 Bathroom, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Historic District has interesting places to visit. If you want to learn more about the Cottage in Historic District, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy Events allowed: family gatherings, birthday parties, weddings;maximum event attendees: 20;quiet hours 10p & 8a are strictly enforced.
Check-in Check-in time starts at 2:00 pm minimum check-in age: 21
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy 2 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome note from host: quiet hours 10p & 8a are strictly enforced. parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 20 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Annapolis, 21401, USA

What Our Guests say 500 + Reviews

Jun 9, 2025 02:01:48 AM
Summary: We brought a friend from Arizona to experience Annapolis. The location of this property is perfect. We were able to walk to the Naval Academy and tour it. We also walked to all the great stores, restaurants and bars. The weather was perfect. The cottage was the perfect size and super cute and comfortable.
Jun 1, 2025 09:12:28 PM
Summary: The listing states that there is an office with a double bed and a twin bed. The owner took eight hours to get back to me when I asked about it when we entered. Unfortunately, there is no Office. She told me that the couch can sleep two people. It is not a pullout couch. She meant the actual couch was for adults to sleep on. And, there’s a daybed in the middle of the living room that she’s calling an office. If you only have four people and a small child, this house is great. It’s cute, has a nice patio, and is in a great location.
Melanie B. Melanie B.
Apr 22, 2025 01:00:01 AM
Summary: We had a very lovely stay . This is an excellent location .
Kimberly B. Kimberly B.
Feb 24, 2025 03:39:49 AM
Summary: Perfect location for family visit at USNA! House was super clean and cozy with easy access to all downtown and academy events.
Honoria A. Honoria A.
Dec 17, 2024 04:33:22 AM
Summary: Such a wonderful experience staying in this poperty for a couple of days. Walking distance to everything. Jennifer was a pleasure and very responsive. May make this an annual visit! Loved Annapolis!
Wendy Z. Wendy Z.
Dec 9, 2024 04:32:03 AM
Summary: Just left this wonderful guest house in Annapolis. The home was extremely comfortable and cozy for the four adults in our group. Jennifer was incredibly helpful with the area, things to do, and local advice. Once the car was conveniently parked in a deck right around the corner, we didn't need it again. Delightful town, host, and stay!
Steve S. Steve S.
Dec 5, 2024 11:45:06 AM
Summary: This little cottage was in an extremely convenient location. All needs within walking distance. Parking wasn’t bad - quick walk from garage. Overall would consider again!!
Gina G. Gina G.
Nov 30, 2024 08:31:54 AM
Summary: Perfect little cottage for 4 adults and an infant. Loved its location!
Peggy K. Peggy K.
Nov 19, 2024 03:44:40 AM
Summary: We stayed at this gem with family for a auSNA event. The cottage was clean, well appointed and a perfect location. Jennifer was responsive and helpful throughout. We loved our stay!
Kendall C. Kendall C.
Jul 16, 2024 09:56:37 PM
Summary: We had a great time. Easy walk to everything. House was perfect and clean. The whole process was easy.
Chris M. Chris M.

FAQ's

Is this Historic District cottage pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Historic District cottage have a swimming pool?

No, this Historic District cottage does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Historic District cottage?

Best-rates for the Historic District cottage starts from $814 per night with includes Pet Friendly, Sports/Activities, Child Friendly, Air Conditioner, Parking, Entertainment, Security/Safety, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, TV, Balcony/Terrace, Accessibility, Guest Services, Kitchen, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Historic District cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Historic District cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Historic District cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Historic District cottage?

Based on the information reported by the owner or manager, the Historic District cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Historic District cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Historic District cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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