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Private yard and screened porch at Historic happy home, steps to Main Street, parking

Photo gallery for Private yard and screened porch at Historic happy home, steps to Main Street, parking

Welcome to the historic Happy Hours!
Gather around the sunken den located between the kitchen and screened-in porch.
Enjoy the view of the private backyard from the screened-in porch.
The sunny King bedroom on the 2nd floor overlooks the front of the house.
The open kitchen overlooks the sunken den.

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 8

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen
  • Parking available
  • Outdoor space

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪7 min walk‬
  • U.S. Naval Academy
    ‪13 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Annapolis, MD (ANP-Lee)
    ‪20 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

2nd Floor Full

1 Double Bed

2nd Floor King

1 King Bed

3rd Floor Suite

1 Queen Bed

Living Room

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Main Floor Powder Room

Toilet

Second Floor Hall

Bathtub · Toilet · Shower only

Third Floor Queen

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden

About this property

Private yard and screened porch at Historic happy home, steps to Main Street, parking

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 is not on premises!! A dedicated parking spot at NEARBY GARAGE (10 minute walk) is provided. Please contact us for 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

Property manager

iTrip Vacations Annapolis - Sean Degnan
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
Safety features at this property include a fire extinguisher

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Annapolis Harbor and Ego Alley are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Jonas Green State Park and Sandy Point State Park. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with cycling and hiking.
Map
Annapolis, MD

What's nearby

  • Maryland State House - 5 min walk - 0.5 km
  • Annapolis City Dock - 7 min walk - 0.6 km
  • William Paca House - 8 min walk - 0.7 km
  • U.S. Naval Academy - 13 min walk - 1.2 km
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 2.2 km

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 33 min drive

Restaurants

  • ‪The Choptank - ‬7 min walk
  • ‪Starbucks - ‬5 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬5 min walk
  • ‪Chick & Ruth's Delly - ‬3 min walk
  • ‪Chipotle Mexican Grill - ‬6 min walk

Frequently asked questions

Is Private yard and screened porch at Historic happy home, steps to Main Street, parking pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Private yard and screened porch at Historic happy home, steps to Main Street, parking?

Check-in begins at 4:00 PM.

What time is check-out at Private yard and screened porch at Historic happy home, steps to Main Street, parking?

Checkout is at 11:00 AM.

Where is Private yard and screened porch at Historic happy home, steps to Main Street, parking located?

Located in Historic District, this holiday home is within a 15-minute walk of Maynard-Burgess House and U.S. Naval Academy. Spa Creek and Maryland Federation of Art are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 28 out of 28 reviews
Rating 8 - Good. 0 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Dana D.

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

Great Annapolis Location

Great place and location.
Stayed 3 nights in Sep 2024

10/10 Excellent

Elizabeth M.

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

Great trip

Fantastic property and location
Stayed 4 nights in Oct 2024

10/10 Excellent

shannon r.

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

Great location and cute property

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.
Stayed 2 nights in Dec 2024

10/10 Excellent

Colleen M.

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

Charming house with great location

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.
Stayed 3 nights in Nov 2024

10/10 Excellent

Nancy W.

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

60th birthday celebration weekend

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.
Stayed 2 nights in Nov 2024

10/10 Excellent

Catherine W.

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

Wedding house rental

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!!
Stayed 4 nights in Nov 2024

10/10 Excellent

Skyler G.

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

Perfect Stay

From the moment we reserved this location to the time we checked out we could not be happier with the entire experience. I highly recommend this location and want to thank those involved for making this a five star experience.
Stayed 3 nights in Jun 2024

10/10 Excellent

Verified traveller

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

Great location!

Wonderful neighborhood & walkable to everything! Thank you for the great stay!
Stayed 3 nights in Jun 2023

10/10 Excellent

William E.

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

Perfect for USNA Visit

We stayed here for Parents weekend at USNA. The location was ideal so close to everything. The screened in porch was great as well and different spaces for privacy for our plebe. Plenty of space for the family. 5 Stars for sure.
Stayed 4 nights in Aug 2024

10/10 Excellent

Lisa R.

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

Awesome stay!

Great place! Wonderful location. We loved the quaintness of the house, The screened in patio was amazing! Would love to stay there again while visiting our daughter at USNA!
Stayed 4 nights in Aug 2023

10/10 Excellent

Kathy C.

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

Cute, Historical and Convenient

Cute place on a quiet and convenient street. Wonderful stroll to breakfast places and shopping and waterfront. Very clean and great support and communication from the operating team. Glad we stayed.
Stayed 2 nights in Jun 2024

10/10 Excellent

Donald E.

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

Fantastic location and house

I came in town from Charlotte, NC for best friends birthday. The house was excellent. Walking distance to everything. Experience from Initially booking to the end of our stay was tremendous
Stayed 2 nights in May 2024

10/10 Excellent

katherine w.

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

Had a great time!

We enjoyed the place very much! My son loved the backyard and toys and my 6 month old slept really well in the one of three bedrooms. Proximity to town was perfect as well for a family of four. Very happy with our stay and I'm sure we'll be back.
Stayed 2 nights in Sep 2023

10/10 Excellent

Gregory K.

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

Great house

The house had everything we needed and was in a great place.
Stayed 2 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kelly S.

Best Place to Stay in Annapolis!

Happy Hours is the perfect place to stay in Annapolis! The house is beautiful (especially loved relaxing on the back porch!) and the location is right downtown on a quiet street near the water. Everything was perfect, I lucked out in getting this place! Hope to return!

10/10 Excellent

Kelly J.

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

Historic and perfectly situated

Wonderful property situated right in the historic district of Annapolis. Walking distance to the waterfront and main Street shopping and restaurants. The rooms were very good size with plenty of updated amenities to make our stay comfortable and perfect. I wish the parking was a little closer but overall I couldn't have asked for a better stay in Annapolis.
Stayed 2 nights in Nov 2023

10/10 Excellent

Dean B.

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

Great property in Annapolis

We stayed here for our wedding weekend in town. We are very familiar with Annapolis and picked this house because the location is perfect and walkable to everything. The house itself was larger than expected with a great yard and porch. They even included special extras in the house when we arrived which was greatly appreciated. Everything was very smooth and professional. Would stay there again.
Stayed 3 nights in May 2024

10/10 Excellent

Karry G.

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

Location and comfort

Great location in historic Annapolis. It was raining for our stay so walk to parking felt more like 15 minutes but when the sun came out it was better. Great bed, bedding and towels! Lovely family room. Enjoyed our stay.
Stayed 2 nights in Mar 2023

10/10 Excellent

Alicia H.

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

Fall Weekend USNA

Wonderful place in superb location. Walking distance to downtown and beautiful neighborhood waterfront park. House had lovely open floor plan with homey living room, screened in area and beautifully kept backyard- greet gathering spot.
Stayed 2 nights in Oct 2023

10/10 Excellent

Jeff & Heather W., Mount Pleasant, SC

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

Will be back!!!

We’ve rented numerous houses in Annapolis over the years, and this one just moved into one of the top spots! Very spacious, very clean, great location, etc.
Stayed 3 nights in Sep 2023

10/10 Excellent

Russell P.

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

Exactly what you are looking for

Close to downtown, clean and comfy. Thank you
Stayed 2 nights in May 2023

10/10 Excellent

Denise M.

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

Conduit Street- Great location!

We loved our stay in Conduit Street. The house was charming with all the features of a home built in the 1800’s . The screened in porch and beautiful back yard added to the ambience. It was very hot during our stay making it a little hard to walk around town for extended periods. The location of the property made it easy to take a brake and relax. We will be back.
Stayed 3 nights in Jun 2024

10/10 Excellent

Ronda F.

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

This place is so homey! The little extras they add make you feel wanted!

The bar is a perfect complement! The cupcakes were delicious and the candy was a perfect snack at night! I would definitely rent this place again! Just be very careful on the top floor steps they are carpeting and a little slick but still an awesome place to stay!!
Stayed 7 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Phaedra L.

Great reunion weekend

We stayed at Happy Hours with 2 other couples for my husband’s 30th USNA reunion and the accommodations were perfect. We enjoyed the easy walk to downtown and the USNA Yard. Having a dedicated place to park in the parking garage during the boat show weekend was a nice benefit and was only a 10 minute walk from the house. Every part of the house was so comfortable to sit and visit and relax between reunion events. We would definitely recommend the house and will remember it in the future.

10/10 Excellent

Gordon R., Tehachapi, CA

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

Perfect Annapolis Property

We booked this property in order to attend our daughter's commissioning from the Naval Academy. The location is ideal, just two blocks from downtown Annapolis. The property is charming, a combination of modern amenities mixed with historical quirkiness. The house is fully stocked with the most utensils, dishes, pots and pans of any property we've ever stayed. Although our time staying in Annapolis is probably done, if we had occasion to travel there again this would be our first choice.
Stayed 10 nights in May 2023

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests