Historic Annapolis Hideaway Steps to USNA and Main St w Private Patio & Parking

Annapolis, Maryland
$666 avg/night
Minimum Stay 2 Nights
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 2 nights

Min Stay

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.



SLEEPING ARRANGEMENTS 3 BR / 2 Full/2 Half Baths / Sleeps 8:

Master Bedroom with En-Suite Full Bath:

- Second Floor

- Queen Bed

- 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

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1700 Sq Ft (158 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Outdoor Furniture
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Availability

Review Review

  • Kristin

    Submitted Apr 5, 2026

    Stayed Apr 2, 2026

    Clean, and lovely back yard

  • Dan V.

    Submitted Jul 18, 2025

    Stayed Jul 11, 2025

    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!

  • Michael R.

    Submitted Jun 14, 2025

    Stayed Jun 12, 2025

    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

  • Michelle R.

    Submitted Mar 10, 2025

    Stayed Mar 8, 2025

    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

  • rebecca c.

    Submitted Feb 17, 2025

    Stayed Feb 14, 2025

    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.

  • Jessica C.

    Submitted Sep 3, 2024

    Stayed Dec 31, 1969

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

  • Molly P.

    Submitted Jun 30, 2024

    Stayed Jun 21, 2024

    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.

  • Elizabeth M.

    Submitted Jun 30, 2024

    Stayed Jun 25, 2024

    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.

  • Jennifer Z.

    Submitted Jun 21, 2024

    Stayed Jun 16, 2024

    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!

  • ana c.

    Submitted Nov 26, 2023

    Stayed Nov 22, 2023

    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👍👍👍

  • Submitted Nov 21, 2023

    Stayed Nov 17, 2023

    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.

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Total

Includes taxes and fees
$666+
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