Skip to main content
Entire home

Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking

Photo gallery for Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking

Unclassified image, 1 of 50, button - Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking (Annapolis)
Unclassified image, 2 of 50, button - Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking (Annapolis)
Unclassified image, 3 of 50, button - Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking (Annapolis)
Unclassified image, 4 of 50, button - Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking (Annapolis)
Unclassified image, 5 of 50, button - Historic Downtown Annapolis Gem Steps to USNA and Main St with Private Patio and Parking (Annapolis)
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

10 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

Laundry facilities and barbecues are available at this smoke-free holiday home. The holiday home has 3 bedrooms and offers free WiFi and a sofa bed. Guests can enjoy a fireplace, and other amenities include a kitchen with a fridge and an oven.
Air-conditioned accommodation at this holiday home offers fireplaces and coffee/tea makers. Rooms open to balconies. This accommodation is furnished with sofa beds, desks and dining tables. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils. Bathrooms include baths or showers and hairdryers.

Guests can surf the web using complimentary wireless Internet access. Smart televisions are featured in guestrooms.

The recreational activities listed below are available either on-site or nearby; fees may apply.

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

Similar properties

Meeting facility
Historic Inns of Annapolis
  • Pet-friendly
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
9.0 out of 10, Wonderful, 1,890 reviews
Historic Inns of Annapolis
Compare similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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 are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Events

No events 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
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 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

Property is also known as

10555

About the area

Located in Annapolis, this holiday home is in the city centre. Jonas Green State Park and Sandy Point 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. Looking to get your feet wet? Water tubing, power boating and sailing adventures can be found near the property. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • Hammond-Harwood House
    Hammond-Harwood House
    2 min walk - 0.2 km
  • U.S. Naval Academy featuring military items, heritage architecture and interior views
    U.S. Naval Academy
    3 min walk - 0.3 km
  • Maryland State House
    Maryland State House
    3 min walk - 0.3 km
  • William Paca House
    William Paca House
    3 min walk - 0.3 km
  • Annapolis City Dock
    5 min walk - 0.4 km

Getting around

  • Odenton Station
    21 min drive
  • Fort Meade, MD (FME-Tipton)
    25 min drive

Restaurants

  • Starbucks
    6 min walk
  • O'Brien's Oyster Bar & Seafood Tavern
    7 min walk
  • Buddy's Crabs & Ribs
    7 min walk
  • Annapolis Market House
    6 min walk
  • Chick & Ruth's Delly
    5 min walk

Frequently asked questions

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.

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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

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.
More informationOpens in a new window
Rating 10 - Excellent. 23 out of 25 reviews
Rating 8 - Good. 2 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

10

Cleanliness

10

Location

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jessica C.

Great house!

Perfect house for your family! Great location, cozy, and comfortable. Would definitely stay here again!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jessica C.

Great house!

Perfect house for your family! Great location, cozy, and comfortable. Would definitely stay here again!

8/10 Good

Jennifer Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Safe and charming rental

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!
Stayed 2 nights in Jun 2024

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

USNA

Great property! All the amenities and comforts of home. Great location to USNA and Main Street. Highly recommend and I am confident we will be back.
Stayed 5 nights in Jun 2024

10/10 Excellent

Michelle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Downtown

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
Stayed 2 nights in Mar 2025

10/10 Excellent

Molly P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Blast

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.
Stayed 2 nights in Jun 2024

10/10 Excellent

Anna S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!!

This beautiful home is on a beautiful DTA street! Everything you could want; excellent communication, pristine home in the most convenient location in Annapolis.
Stayed 3 nights in Oct 2023

10/10 Excellent

ana c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanksgiving with our"Mid"

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👍👍👍
Stayed 4 nights in Nov 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Visit to our Son

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.
Stayed 4 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

rebecca c.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jessica C.

Great house!

Perfect house for your family! Great location, cozy, and comfortable. Would definitely stay here again!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jessica C.

Great house!

Perfect house for your family! Great location, cozy, and comfortable. Would definitely stay here again!

10/10 Excellent

Kirsten L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice family accommodations

Location and charm of this place was enjoyable, feel lucky to have found it!
Stayed 4 nights in Sep 2022

10/10 Excellent

Sierra M.

Liked: Cleanliness, check-in, communication, location

Great location

Great location if you want to be close downtown
Stayed 3 nights in Oct 2022

10/10 Excellent

Dan V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Weekend House

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!
Stayed 2 nights in Jul 2025

10/10 Excellent

Jamie E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent proximity to USNA!

Roomy. Great outdoor spaces. Perfect location
Stayed 3 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael R.

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

10/10 Excellent

Susan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Wedding Staycation

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!
Stayed 4 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tobias G.

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.
Stayed 3 nights in Jun 2023

10/10 Excellent

Dirk M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

This property is exactly as described and incredibly convenient to all nearby attractions. We'll be back for sure! -DM
Stayed 4 nights in Sep 2022

10/10 Excellent

Edward F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

As advertised

Great location. Very nice, clean home.
Stayed 2 nights in Dec 2022

10/10 Excellent

James F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property, great location

as advertised. great attentiveness by Cathy (prop manager).
Stayed 4 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sheila A., Castle Rock, CO

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.
Stayed 3 nights in Jul 2023

10/10 Excellent

James V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house for USNA Reunion Weekend

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.
Stayed 3 nights in Oct 2022

8/10 Good

Nancy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Oct 2024