Historic Happy Home Steps from Main Street w Private Yard, Screened-In Porch & Parking

Annapolis, Maryland
$576 avg/night
Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 2 nights

Min Stay

Experience the Difference: Professionally Managed by iTrip Annapolis

Enjoy a piece of Annapolis history! Nestled at the end of a row, this circa 1879 home has the perfect blend of historic cedar shake charm on the outside combined with a surprisingly modern interior. The renovated kitchen with its exposed brick chimney, beautiful cabinets, granite countertops and breakfast bar overlooks the sunken great room with walls of windows and cathedral ceilings. Celebrate your Happy Hours on the spacious screened porch overlooking the private backyard. Back inside is a dining room with seating for 8 and bright living room in the front of the home with a new Queen sleeper sofa. There is also a powder room and full laundry room located on the main floor.



Head upstairs to the 3 oversized bedrooms and 2 bathrooms. The 2 guest bedrooms on the 2nd floor share the unique full bath in the hall, with separate shower/bath and double vanity/toilet rooms. The third-floor suite has a Queen bed, its own private full bath and even a delightful peek-a-boo view of the Maryland State House. Located one block to the quiet waters of Spa Creek and 2 blocks to Main Street, this home is just steps away from downtown shopping, restaurants, parks and historical sites, the Naval Academy and the Maryland State House.



*Parking: No on-site parking. One dedicated space is provided in a nearby garage (10-minute walk). The garage charges a one-time $5 per vehicle service fee. Please contact us for parking details.



SLEEPING ARRANGEMENTS 3 BR / 2.5 BA / Sleeps 8:

3rd Floor Suite:

- Queen Bed

- Full ensuite bath with stand-up shower



King Bedroom:

- 2nd Floor

- King Bed

- Full bath in the hall with standup shower and soaking tub, double vanity



Full Bedroom:

- 2nd Floor

- Full Bed

- Full bath in the hall with standup shower and soaking tub, double vanity



Living Room

- Main Floor

- Queen sleeper sofa

- Half bath on the main floor; shared full bath in the hall on the 2nd floor



HIGHLIGHTS:

- Large Kitchen overlooking the sunny sunken den

- Breakfast bar in kitchen seats 2

- Dining room table seats 8

- Large screened-in porch

- Private backyard

- WiFi

- Big Screen Smart TV's

- 2 bicycles for guest use

- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

- Keurig and coffee pot with starter coffee and creamers

- Washer & dryer located inside the home

- Elderly and guests with mobility issues may want to inquire about the steep staircase and/or may want to consider other accommodations.

- Keyless entry. Drive straight to your rental home and enter the code for the electronic lock on the front door.



Property Distance to:

- U.S. Naval Academy – 5 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/no pets. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind.

Check-in time: 4:00 pm

Check-out time: 11:00 am

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets 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: 2550 Sq Ft (237 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Outdoor Furniture Patio
  • BATHROOMS

    2.5 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    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

  • Cheryl B.

    Submitted May 31, 2026

    Stayed May 17, 2026

    Happy Hours was a perfect house for our family during Commissioning week. ITrip provided starter items for bathrooms, kitchen and laundry which came in handy. The home was clean and well stocked with extra bedding and towels. There is an open bar, which was fun to see when we walked in. We used some liquor and left some behind for the next guests. Since Commissioning was a rainy cold day, we were not able to have our celebration outside, which was OK. All the food, beverages and cake was served from the screened in porch. We moved furniture from the porch to inside the house for extra seating and then put 3, 6' tables and an 8' round table in the porch area. The home flowed nicely for our group to gather and chat. Could not have asked for a better lay out. Plus there is a parking garage a block or so away which worked well for our guests. Conduit Street is a great location. Quite and well cared for neighborhood within walking distance to all things Academy and DTA. We were able to park close by the house with blinkers on for loading and unloading vehicles and disabled guests. My husband and I would definitely recommend Happy Hours! Cathy, at iTrip, was very responsive, even on the weekend. Overall we had a fabulous experience, even in the rain.

  • Jill W.

    Submitted Apr 19, 2026

    Stayed Apr 17, 2026

    Great location and lovely home.

  • Erin B.

    Submitted Apr 12, 2026

    Stayed Apr 10, 2026

    This property’s location cannot be beaten. Easy walks to historic Annapolis and across the bridge to Eastport. The house is charming with a wonderful screened in porch and cute backyard. The house is very well appointed and had everything we needed. Communication with the host was perfect. I highly recommend this property.

  • Julie M.

    Submitted Oct 14, 2025

    Stayed Oct 10, 2025

    Wonderful home. Would stay again in a minute.

  • James M.

    Submitted Sep 5, 2025

    Stayed Aug 29, 2025

    Great Location and house worked perfectly for 4 adults. Parking needs to be addressed with possibly a closer parking deck being an option.

  • shannon r.

    Submitted Dec 25, 2024

    Stayed Dec 13, 2024

    The house was perfect for us and would be amazing in Spring or Summer with the back porch and yard. Very well laid out and convenient to everything in Annapolis.

  • Colleen M.

    Submitted Dec 2, 2024

    Stayed Nov 27, 2024

    A perfect stay for our family within walking distance of all the shops and restaurants. We loved the TV room in the back of the house with plenty of couch seating for all. Great communication from the house management co. during our stay too.

  • Catherine W.

    Submitted Nov 22, 2024

    Stayed Nov 14, 2024

    The location and size of the house couldn’t have been better for our family to rent for our son’s wedding. Lots of character, great porch, nice kitchen!!

  • Nancy W.

    Submitted Nov 12, 2024

    Stayed Nov 1, 2024

    We had an amazing stay in this beautiful home in the heart of the city dock. It was easy access to everything and the host was easy to reach and helpful with changes to check in times. Will definitely consider staying here again.

  • Susan H.

    Submitted Nov 1, 2024

    Stayed Dec 31, 1969

    The Happy Hours House at 117 Conduit was the perfect home for our group. With three couples, the accommodations were ideal with plenty of room for the time we spent at the home. The location could not have been more ideal as it is nestled on a quiet street just two blocks from Main Street and the path to anything you would want to do in Annapolis. Provided for us were all of the amenities that one would need such as dishwasher pods, two types of coffee, pots, and a tea kettle. The sheets and towels were up the highest quality and the staff from ITrip Responded over the weekend to questions we had. (Thank you Melissa). The description of the home is accurate so do keep in mind this home is a historic district so embrace the charm of the age of the home, but enjoy the updates to make your stay a pleasant one.

  • Elizabeth M.

    Submitted Oct 6, 2024

    Stayed Oct 2, 2024

    Fantastic property and location

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Total

Includes taxes and fees
$576+
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