In the heart of Annapolis, this charming 1800s home offers a warm welcome with its cozy double-sided gas brick fireplace and gourmet kitchen. Unwind in the spacious living room or enjoy al fresco dining on the backyard patio surrounded by Adirondak chairs and a fire pit. With high-speed WiFi, luxury linens, and boutique-level service, this home is perfect for those seeking comfort and convenience.
Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms3 bathroomsSleeps 81700 sq ft
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Outdoor space
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking
Experience the Difference: Professionally Managed by iTrip Annapolis
Take a stroll along the brick-lined sidewalks of Prince George Street in the Historic District and to this fully-renovated late 1800s charmer with touches of historical elegance.
On the first level, relax in the large living room with a cozy double-sided gas brick fireplace that is open to the dining room. The upgraded kitchen with granite countertops and stainless steel appliances is fully-stocked for the gourmet chef. Cozy up in the back Den that doubles as a bedroom with a new pullout Queen sofa, a half-bath and a curtain to close for privacy.
Head upstairs to the 3 Queen bedrooms and 2.5 more baths. The en-suite Queen bedroom has a spa-like bathroom complete with a custom vanity and a relaxing steam shower. The second bedroom converts between a Full bed and a desk with great natural lighting and leads to the balcony that overlooks the St. Johns College front lawn and the beautiful USNA chapel. The third level has another private suite with a Queen bed a private powder room.
But what's really breathtaking is the backyard retreat: enjoy sitting around the fire pit on the Adirondak chairs, grilling and eating al fresco around the dining table for 6 or lounge on the cozy outdoor love seats and sofa. The location of this home is prime as you are within walking distance to everything Downtown Annapolis has to offer from entertainment, and beautiful water views, Naval Academy, St. Johns College, and the state capital building.
**Parking is not on premises!! A dedicated parking spot at nearby garage (10/15-minute walk) is provided. Please contact us for details.
- Custom spa shower walk-in shower with steam shower
Convertible Full Bedroom with Balcony:
- Second Floor
- Full bed that converts to a desk
- Private Balcony
- Full Bath in the Hall
3rd Floor Loft:
- Queen Bed
- Powder Room
Den/Bedroom
- Main floor
- Flatscreen TV
- Sofa Queen Bed
- Powder room
- Privacy curtain
HIGHLIGHTS:
- Spacious gourmet kitchen
- Gas fireplace
- Dining room table seats 6
- Eat-in kitchen seats 2
- Spacious outdoor living, dining and fire pit area.
- High-speed WiFi
- Weber BBQ propane Grill
- Big Screen Smart TVs
- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
- Washer & dryer located inside the home
- One parking spot in off-site garage.
- Keyless entry. Drive straight to your rental home and enter the front door with an electronic lock code.
Property Distance to:
- U.S. Naval Academy – 3 blocks
- Washington, DC – 30 miles
- Baltimore - 25 miles
* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.
* All beds are ready made for you with freshly-laundered sheets & towels.
House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking or pets. Please respect the neighbors and neighborhood. No parties or events of any kind.
Check-in time: 4:00 pm
Check-out time: 11:00 am
Property amenities
Internet
Available in the house: Free WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Microwave
Oven
Paper towels
Refrigerator
Toaster
Dining
Dining table
Bedrooms
3 bedrooms
Bedsheets provided
Sofa bed
Bathroom
3 bathrooms
Bathtub or shower
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Fireplace
Living room
Entertainment
Smart TV
Outdoor areas
Balcony
Barbecue grill
Firepit
Outdoor furniture
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Service animals only (pets not allowed)
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
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)
General
Unit size: 1,700 square feet
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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 (service animals welcome)
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 professional host. The provision of housing is linked to their trade, business or profession.
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Located in Annapolis, this holiday home is in the city centre. Chesapeake Bay and Jonas Green State Park reflect the area's natural beauty and area attractions include French Soldiers Monument and Helen Avalynne Tawes Garden. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Visit our Annapolis travel guide
Is Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking pet-friendly?
No, only service animals are welcome at the property.
How much is parking at Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking?
On-site parking is available at the property.
What time is check-in at Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking?
Check-in begins at 4:00 PM.
What time is check-out at Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking?
Checkout is at 11:00 AM.
Where is Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking located?
Located in Historic District, this holiday home is within a 5-minute walk of French Soldiers Monument and U.S. Naval Academy. St. John's College and Hammond-Harwood House are just steps away.
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Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking 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.
The location of this rental is pretty ideal (very close to the Naval Academy), and we felt very safe here. I loved the historic charm and would definitely book this rental again. Highly recommend!
We rented this beautiful place for a joint birthday weekend. The location is absolutely perfect for walking. Parking in a nearby garage was free over the weekend. The property is exactly as described and beyond charming!! We had a fabulous stay and will absolutely be back.
We had the most wonderful couple of days enjoying the Annapolis parade and visiting friends. The TH was well equiped and decorated very stately. Good conversation areas. We parked in front tempirarily and at a neaby garage
This beautiful home is on a beautiful DTA street! Everything you could want; excellent communication, pristine home in the most convenient location in Annapolis.
Location, Location, Location. Couldn't be any closer to EVERYTHING. Property was well maintained, with all the amenities (as advertised). Would love to rent it again👍👍👍
We traveled to meet up with our son and his girlfriend who recently relocated to Annapolis. We wanted a place large enough for all of us to stay together and experience the area. What a great spot! We loved the walkability of the house and the area had so much to do and see. We'll be back!
Thank you.
Verified traveller
Stayed 4 nights in Nov 2023
From a partner site
10/10 Excellent
rebecca c.
17 Feb 2025
Beautifully appointed and Oh! SO convenient!
Historic Hideaway is only a block away from Old Fox, the most charming book store and cafe- our favorite destination in Down Town Annapolis. It's also only blocks away from... absolutely everything. We've been able to visit and host our Midshipman, hang out with friends, wine, dine, shop, visit DC, park conveniently just blocks away for quick jaunts. Simply ideal. The kitchen and living spaces are modern and beautifully furnished. The master bed sleeps like a dream. The top floor sleeping space is absolutely brilliant. We've been so happy and cozy here. Top marks.
rebecca c.
From a partner site
10/10 Excellent
Jessica C.
3 Sept 2024
Great house!
Perfect house for your family! Great location, cozy, and comfortable. Would definitely stay here again!
Jessica C.
From a partner site
10/10 Excellent
Jessica C.
3 Sept 2024
Great house!
Perfect house for your family! Great location, cozy, and comfortable. Would definitely stay here again!
The house was everything we expected and needed. We were super close to town. Everything was a 5 min walk so no Ubers needed. The host was extremely helpful and responsive during our stay with any questions we had about the place. Would highly recommend and would stay again!
Dan V.
Stayed 2 nights in Jul 2025
From a partner site
10/10 Excellent
Michael R.
14 Jun 2025
Wonderful Stay!
This is an absolutely beautiful home in a perfect location. Couldn’t ask for anything else. It had everything we needed and was managed extremely well by iTrip Annapolis. We will not forget this memorable trip celebrating my Dad’s 80th birthday and Father’s Day! Thanks
Family and friends easily relaxed in this wonderful home away from home. Cathy from Itrip quickly answered all of our questions and ensured we had a wonderful weekend. Loved the house!
Susan C.
Stayed 4 nights in Sep 2023
From a partner site
10/10 Excellent
Tobias G.
3 Jul 2023
Perfect location for I Day
Our family greatly enjoyed staying at this home when visiting for I Day. The location can't be beat if you have come for a big event at USNA. The house is spacious, charming, and has everything you need, including great air conditioning when the weather is hot and muggy. We thoroughly enjoyed our stay and hope to stay again for future visits.
as advertised. great attentiveness by Cathy (prop manager).
James F.
Stayed 4 nights in Jul 2022
From a partner site
10/10 Excellent
Sheila A.
31 Jul 2023
Lovely Historic District Rental
Been traveling for two weeks visiting grandchildren. This VRBO home in the Historic District of Annapolis has provided us the perfect respite from our travels. The home is beautifully appointed with thoughtful individually packaged toiletry sets in each bath; the decor is homey and welcoming. History, shopping, and restaurants are within two blocks. Will return on future visits to this area.
Cathy who hosts the house is very communicative and made the stay seamless. We had some issues with house appliances during our stay but she was on it right away when we let her know, all you can ask in that situation. House is well kept and clean. Outdoor space is great, we utilized the outdoor fire pit during our stay.