Cute-as-a-bugs ear West Annapolis guest cottage. In settled neighborhood just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Park 10 feet from your front door. There's only 1 step to enter. No stairs to negotiate while carrying luggage! Parking's plentiful.
15 minute walk to the Weems Creek drawbridge with scenic, serene waterviews. A few more minutes and you're at the charming boutiques of West Annapolis and local coffee shop Bean Rush Cafe.
The space: Cottage features a bedroom/sitting room, kitchen/dining area and bathroom with shower.
High-speed internet, 42" flat screenTV with fios cable. Kitchen equipped with two-burner cooktop, mini-fridge, and microwave.
Stacked washer and dryer for your convenience. Attached deck with wrought iron patio table and umbrella.
NOTE: The house is located next to Route 50. There is a sound wall but you will hear moderate road noise inside and more outside. Cottage is equipped with a soothing spa sound machine and free earplugs for nighttime silence.
Guest access: Entire cottage and yard. There is a fire pit in the backyard and firewood available on site.
Other things to note: There is a Calico kittie you may see out and about. She's quiet, shy and won't bother you but, if you can get close to her, likes to be petted. She does not enter the Guest House.
During your stay at this guesthouse, you'll be within walking distance of Helen Avalynne Tawes Garden. Laundry facilities are available.
Amenities include laundry facilities
Onsite recreation includes a playground
Just a 3-minute drive from U.S. Naval Academy and a few minutes from Navy-Marine Corps Memorial Stadium
As a guest of this guesthouse, you'll find a garden and laundry facilities. The front desk is open around the clock.
This Annapolis guesthouse is smoke free.
Property amenities
Internet
Available in all rooms: WiFi
Available in some public areas: Internet access
Things to do
Books
Playground
Conveniences
Laundry facilities
Outdoors
Firepit
Garden
On a river
Outdoor furniture
More
Smoke-free property
Room amenities
Bedroom
Bedsheets provided
Bathroom
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided
Entertainment
TV with cable/satellite channels
Food and drink
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dining table
Hob
Kitchenette
Microwave
Paper towels
Refrigerator
Toaster
More
Air conditioning
Dryer
Heating
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 20
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
No pets allowed
Children and extra beds
This property does not allow children.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property is also known as
Vrbo Property
Calico Guest House Annapolis
Calico Cottage Guest House Annapolis
Calico Cottage Guest House Guesthouse
Calico Cottage Guest House Guesthouse Annapolis
Calico Cottage Guest House Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
Rating 10 - Excellent. 9 out of 9 reviews
10 - Excellent
9
Rating 8 - Good. 0 out of 9 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 9 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 9 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 9 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Staff & service
10/10
Property conditions & facilities
10/10
Eco-friendliness
Reviews
10/10 Excellent
Britta G.
17 Sept 2025
Liked: Cleanliness
The guest house was perfect for my husband and I while we were in town for a wedding. Ann was communicative, kind and professional through all correspondences. If we are ever in the Annapolis area, we would stay here again in a heart beat!
Britta G.
Stayed 2 nights in Sep 2025
10/10 Excellent
Bonnie P., Austin, Texas
2 Jul 2023
Liked: Cleanliness
Peaceful
This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment.
Bonnie P.
Stayed 3 nights in Jun 2023
10/10 Excellent
Owen P.
31 Mar 2023
Liked: Cleanliness
Weekend Away
This space was perfect for our extended weekend in the Baltimore area. Ann’s property was in the perfect location to offer a quiet respite outside of Baltimore while still being close enough to make regular trips into the city. The binder with suggestions for local dining in/around Annapolis provided several nights of amazing meals. We would absolutely recommend this property for anyone looking to stay in Annapolis.
Owen P.
Stayed 3 nights in Mar 2023
10/10 Excellent
Thomas S.
23 Oct 2022
Liked: Cleanliness
Perfect reunion launching point
My wife and I were in town for a 25th reunion at USNA. This was a perfect location for us to relax between events and come rest at nights. Great location, easy to get to. Perfect for a a quick get away to Annapolis MD.
Thomas S.
Stayed 3 nights in Oct 2022
10/10 Excellent
Tracie A., Mooresville
10 Oct 2022
Liked: Cleanliness
Charming cottage in great location
Ann's cottage was perfect for our visit to Annapolis! We came to town to visit our son who lives nearby. Two adult children stayed with him; we stayed at Calico Cottage, but our family made use of the fire pit Friday evening and enjoyed the proximity of the cottage to Annapolis and our son's apartment. Ann was easy to communicate with. Would stay again!
Tracie A.
Stayed 3 nights in Oct 2022
10/10 Excellent
Steven L.
20 Sept 2022
Liked: Cleanliness
Cozy and cute
We made a quick trip to Annapolis to watch our relatives participate in the IRONMAN about an hour away. The cottage was sparkling clean, well appointed and the bed was soooo comfortable (very important after a long day .. 14 hours of spectating is exhausting 😉). We loved the clever use of space. Perfect couple accommodation for visiting Annapolis and the little towns along the Chesapeake Bay.
Steven L.
Stayed 2 nights in Sep 2022
10/10 Excellent
David S.
14 Sept 2022
Liked: Cleanliness
Great!
Perfect spot for a quiet couples getaway near Annapolis
This guest house was super cozy and was exactly what I needed. The bed is very comfortable and the mini-kitchen was perfect for my visit. The parking and location was great - close enough to USNA, but far enough from DTA to be a lot more relaxing.
Liza
Stayed 9 nights in May 2022
10/10 Excellent
Patricia H.
2 May 2022
Liked: Cleanliness
Darling little cottage
The cottage is perfect for a short stay. Fully equipped kitchen with frig and everything one could need. The bathroom is long and narrow and it could use slightly brighter lighting over the sink. Shower stall is lovely but a little tight...a small, non-slip shower mat would add to personal safety and security. Super Host Ann communicated quickly whenever I had a question or concern. This Vrbo was a delight and a small treasure in Annapolis. I did not have a car but if one needs to see Annapolis and surrounding sights, a car would be helpful and on site parking at this Vrbo is available.