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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Charming Historic Annapolis Home - Superior Downtown Location!!!

Bedrooms 2
Half Baths1
Property type townhome
Minimum Stay 2 - 8 nights


About the property

A touch of Manhattan meets Annapolis! Beautiful, completely renovated, historic home in the heart of Annapolis! Walk up one of the most photographed streets in Annapolis known for the “Painted houses of Pinkney”. Step off the old cobblestones and into this sleek, newly furnished home. This historic house is a true beauty and comes with all the convenience of being downtown; with less than a 1 minute walk to the United States Naval Academy’ Gate 1 entrance, Main St, and Ego Alley where you can watch the boats dock and enjoy the sunset. Dine at some of the finest restaurants in Maryland or find a quaint pub with great seafood as they are all within walking distance. This convenient location gives you instant access to sightseeing, shopping, boat cruises, and more. You can even walk or catch a local trolley to the Navy stadium in a matter of minutes to watch the game!

35 Pinkney was originally built in 1900 and the new hardwood floors throughout the house reflect the time along with the original wood beam ceilings. Tradition gives way to modern architecture as you enter the kitchen with its granite topped counters and contemporary styled appliances with every convenience provided to make you feel at home. This charming home sleeps up to 6 with 2 bedrooms with queen size beds on the upper floors, and a choice of the loft or plush queen size pullout sofa sleeper to accommodate two more guests.

The Lofted bedroom is accessed from the Master bedroom and is a fun room that is ideal for the kids to enjoy. The loft holds one more special feature for you. After a long day of taking in all the charm Annapolis has to offer, step outside to the rooftop deck where you can relax to the soft breezes and stars or wake up to the morning sun with a cup of coffee. From this vantage point, the only sounds you hear are the occasional boat horns from the bay or the bells from the church.

Historic downtown Annapolis is the ideal location for attending Naval Academy activities and games (Go NAVY!), St. Johns College events, boat shows, sailing regattas, weddings, reunions and romantic couple getaways. The Maryland State House located 2 blocks away is the oldest state capitol in continuous legislative use, dating to 1772. If your adventurous spirit desires more, Washington DC and Baltimore’s Inner Harbor are only a short drive away.

Available Commissioning Week 2018, 2019

The house is a certified rental property through the City of Annapolis.

More Details

Property Manager
Michelle DePew
Member since: 2014
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
September 23, 2018


Historic District Townhome Accommodation and Amenities

Property Type:
  • townhome
  • Guests provide their own meals
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 6
  • Max. adults: 6
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • No check in past 10 p.m. No loud house parties allowed.
Location Type:
  • Downtown
  • Family
  • Historic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 - toilet , tub , Double Vanity Bathroom with full Shower
    Bathroom 2 - toilet , Main Floor Powder room
  • The Main floor has an updated powder room and the upstairs has a full bathtub and shower with updated double vanity. The Washer and Dryer are also located here.
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen , Guest Bedroom with a closet and dresser
    Bedroom 2 - 1 queen , Master Bedroom with walk-in closet, vanity and television
    Bedroom 3 - 1 king , Loft with daybed that pulls out into king size bed/ dresser
  • The house sleeps 6. There are two bedrooms on the upper floor. There is a choice of the sleeper sofa or the loft that will accommodate two other guests.
  • Satellite / Cable ...
  • Television
  • Balcony ...
  • Deck / Patio ...
  • wheelchair inaccessible
  • churches
  • live theater
  • marina
  • museums
  • restaurants
Leisure Activities:
  • boating
  • gambling casinos
  • outlet shopping
  • paddle boating
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • fitness center
  • groceries
  • hospital
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • sailing
  • swimming
  • tennis
  • water skiing


Exceptional! 5/5 -
(57 traveler reviews)

96% Complete
3% Complete
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Charming Historic Annapolis Home - Superior Downtown Location!!!
average rating of 4.9649124 based on 57 reviews

Very comfortable and in a great location.

  • 5 of 5

The house is nicely appointed and very comfortable for our group of four. We parked the car and walked everywhere we wanted to go. We had a very nice visit to Annapolis and will definitely consider staying here again.

  • Submitted: Sep 3, 2018
  • Stayed: August 2018
  • Source: VRBO, from HomeAway
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A+ location

  • 5 of 5

Excellent location, nicely decorated and equipped, great property manager

  • Submitted: Sep 3, 2018
  • Stayed: August 2018
  • Source: VRBO, from HomeAway
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Greenwich, CT

Location, Location, Location!!!

  • 5 of 5

We spent 5 nights in the condo. Excellent Location! Kitchen was outfitted with everything we needed to cook meals. The condo is nicely maintained and updated. The beds were super comfy! Our son loved the loft bedroom! We hope to return soon.

  • Submitted: Aug 20, 2018
  • Stayed: August 2018
  • Source: VRBO, from HomeAway
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A+ property perfectly located in the best part of Annapolis.

  • 5 of 5

I have two kids and my GF has two kids which means when we look for a vacation stay we try to find something less like a cold an impersonal hotel room, and more like a home away from home. Michelle's place in Annapolis clicked off just about all the boxes on our list. Not only was it historic on the outside (the house appears in a local magazine's list of places to see!) but it was super clean and perfectly detailed and beautifully appointed on the inside. Plenty of space for the six of us, one of the upstairs rooms even had it's own TV.

Within a two minute walk was downtown Annapolis with excellent food, shops, ice cream, people watching and access to the harbor cruises and outside dining/drinking. While close to all of the action, the home was insulated from street noise and was perfectly quiet. On nicer nights you can head out to the patio on the ground floor, or to the deck off the loft room where you can enjoy the cool night breezes. Thankfully, the building has central air and we never had an issue with the place being too hot or stuffy.

Just over 20 minutes to the Metro station and another 30 to DC, not much father to Baltimore and about 30 minutes or so to the BWI airport. There is no parking in front of the property, but it wasn't too hard to find a spot to park during the week days. On weekends it was a bit more difficult but the walk was never more than a quarter mile and most of the time much less.

I really don't think it gets much better for a group of 6 looking for a place to stay in downtown Annapolis. We would definitely stay here again and hope to do so soon. Thanks Michelle!

  • Submitted: Aug 7, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for the lovely review, we hope to have you stay at our home again!
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Perfect home and location for a family!

  • 5 of 5

The property was perfect for our family of 5. We loved the location and the home had everything we needed to make it a comfortable stay.

  • Submitted: Jul 17, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
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Amazing convenient location

  • 5 of 5

Stocked with everything you could possibly need

  • Submitted: Jul 8, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
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Nearest Airport
24.4 Miles
Baltimore Washington International


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $150
Refundable Damage Deposit $500

Rates are subject to change until confirmed
Pets not allowed exceptions will be made for service dogs, Families welcome, Non smoking only
Commissioning week and Boat show have different cancellation policies, please inquire.
No check in past 10 p.m.
No loud parties or groups.

Manager's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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