West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Annapolis, Maryland
$282 avg/night
Minimum Stay 2 Nights
Bed 2

Bed

Bath 1

Bath

Home Guest House

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

Quaint 2 BR 1 BA Guest House nestled in the trees by USNA stadium. Enjoy Annapolis historic charm in this rare 2 BR 1 BA guest house w/ second story balcony. Equipped with a fully furnished kitchen to host the perfect weekend or extended stay. Walking distance to the Naval Academy Stadium and Upper West Street. 1 mile to downtown and the Naval Academy. Plenty of outdoor space for celebrating or enjoying a getaway. 2 free off-street parking spots. Sleeps 7 guests comfortably.

The Space:
First Floor entry has seating and small storage for extra bags/luggage. Up the stairs to the second floor leads to the kitchen with all amenities of home, breakfast nook seating for up to 7.

Off the kitchen is a covered back porch with lounge seating and string lighting.

Living room has large sectional sofa, TV, and table seating for guests comfort and enjoyment. Rollout bed is available in back bedroom closet, and living room couch folds out into a full size bed.

Each bedroom has a king size bed and television. These bedrooms share a large oversized bathroom with double vanity. Stackable washer dryer also located in bathroom.

Outdoor includes covered second story deck with lounge seating, fans, and string lighting. Covered backyard patio area with large dining table with seating for 6 and outdoor tv for watching the game. Half charcoal, half propane grill available for guest use outside of the apartment.

Please realize that this property is a 2 on 1 - it shares the outdoor area with another unit - a single family home that is attached to this unit. While this property does have a private entrance, there is the possibility that other guests will be present on site during your stay.

Guest Access
Two parking spaces on site with free street parking on adjacent streets. Driveway and paths are lit. Guests will receive unique private code prior to check-in for use on their private entrance. Guests are able to access both upper and lower patio and backyard spaces.

Other Things to Note
We charge for additional guests above a fixed amount. This amount and additional charge varies by unit type, size, and configuration. If you input the correct guest count when you make your reservation the amount the booking site indicated as the total cost will not change (due to guest count). We ask for confirmation of guest count after you complete your booking. If you need to increase your guest count after booking confirmation due to a booking error, this could result in a price increase. Finally, we verify guest count via external cameras located on our properties. In the event that we notice a guest count at the property that is higher than reported, we reserve the right to ask for additional guest fees that would be double the amount we would have charged prior to check-in.

***Smoking is strictly forbidden anywhere on the property - the house, front porch, back deck, or front or back yard***

***If we find cigar/cigarette butts of any kind on the property or evidence of smoking (ash on porch, deck, empty cigarette packs, etc.) We assess a $500 cleaning fee in addition to the regular cleaning fee***

Check-in: 1600
Check-out: 1100

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

Feature Features

  • MORE

    Local Artist Showcase Smoke-free Property Stereo Computer Monitor Desk Desk Chair Dryer Iron/ironing Board Recycling
  • OUTDOOR

    BBQ Grill(s) Firepit Garden Outdoor Furniture
  • PARKING

    Onsite Parking Includes Off-street Options
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access In-room WiFi Speed: 500+ Mbps (good For 6+ People Or 10+ Devices)
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bike Parking Playground
  • GUEST SERVICES

    Laundry Facilities
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Toys Dining Table Highchair Kitchen Laundry Facilities Microwave Playground Refrigerator Sofa Bed
  • ACTIVITIES NEARBY

    Basketball Cycling Fishing Fitness Center Access Golfing Health/beauty Spa Ice Skating Jet Skiing Kayaking Marina Motor Boating Mountain Biking Parasailing Sailing Swimming Water Skiing Water Tubing
  • BEDROOM

    Air Conditioning Bed Sheets Heating Sofa Bed
  • BATHROOM

    Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels
  • ENTERTAINMENT

    Smart TV
  • OUTDOOR SPACE

    Balcony Fenced Yard
  • FOOD AND DRINK

    Blender Coffee/tea Maker Cookware/dishes/utensils Dining Table Dishwasher Kitchen Microwave Oven Paper Towels Refrigerator Spices Stovetop Toaster

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Donna P.

    Submitted Apr 13, 2026

    Stayed Apr 10, 2026

    This was an amazing property! Ideal location, super hosts! My family and I had a great time. Fully equipped with everything you need. It was like being at a Marriott hotel with all the comforts of home. I would give this property and its hosts a 10 out of 10 rating! We will definitely be back. Thank you so much Jordan and Caitlin!!! GO NAVY!!!

  • Larry

    Submitted Apr 2, 2026

    Stayed Mar 26, 2026

    This is an exceptional property. The large 2-bedroom apartment is spacious, welcoming, and filled with light. The open kitchen had everything we could possibly need. The sofa and king-sized bed were super comfortable. The unit is located over a garage, away from the main road, so very quiet. Parking was a breeze. The kitchen opens onto a nice deck over a big yard. Definitely family friendly. There are 3 TV's (Roku), one in each of the bedrooms and another in the living room. We had a little trouble with the keypad getting into the unit but it was no problem after we got the hang of it (the host was very helpful). The location was wonderful, close to the historic district (I walked there everyday while my wife read or knitted), but easy access to other points of interest, like Sandy Beach, Quiet Waters State Park, and the Eastern Shore. We enjoyed the Keurig coffee maker in the kitchen, as well as trying out nearby coffee houses. Great place to stay while visiting Annapolis.

  • Jordan B.

    Submitted Mar 13, 2026

    Stayed Mar 6, 2026

    Very clean, nice area and very convenient to where we needed to be

  • Gail C.

    Submitted Mar 11, 2026

    Stayed Mar 2, 2026

    The host was so responsive and had all the amenities anyone would need! The entire home is a lovely, refurbished older home, and has so much character and charm! So comfortable I would have stayed longer if I could! We’ll be back I’m sure!

  • Joan S.

    Submitted Aug 19, 2025

    Stayed Aug 13, 2025

    Came to the DC area to visit children and grandchildren transitioning back from overseas duty assignments. This was the perfect location for watching the grands while their parents managed moving into the new house etc. Great location, nice sized yard for outdoor play, Library 2 blocks away, and enough indoor for the kids to have their own play spaces and naps. Host were wonderful, clear, and prompt with communication. Would definitely stay here again!

  • Ashley L.

    Submitted Jul 20, 2025

    Stayed Jul 14, 2025

    Came up to drop my son off at camp and spend a couple of days with a long time friend. We loved Caitlin’s place. Will definitely be back!

  • Wanda S.

    Submitted Jul 10, 2025

    Stayed Jul 7, 2025

    Amazing! Loved the cleanliness! Felt like home! Thank you for everything as well as the prompt communication!!. I’m sorry that I forgot to write in the journal…..

  • Megan T.

    Submitted Jun 26, 2025

    Stayed Jun 23, 2025

    Stayed with my daughters and couldn’t have been more comfortable. Home is conveniently located and as described. Owners were quick to respond and very friendly. Would definitely stay here again!

  • Susan Y.

    Submitted Jan 20, 2025

    Stayed Jan 15, 2025

    Very convenient! We really enjoyed our stay and the hosts were very accommodating!

  • Brad M.

    Submitted Dec 29, 2024

    Stayed Dec 17, 2024

    We had a great time. Everything was just as advertised. Beds were very comfortable. Communication with the owner was outstanding. The only problem we had was figuring out that the water temperature setting on the washing machine was reversed - cold setting gave you hot water and hot setting gave you cold.

Your dates are Available!

Total

Includes taxes and fees
$282+
View details