Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Annapolis, Maryland
1
Bed
1
Bath
Cottage
Property Type
4
Max Sleeps
1 nights
Min Stay
(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early.
The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch.
We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.
The cottage is all yours, and its self check-in, but please reach out on
Features
Map
Availability
Review
Features
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PETS
No Pets Allowed -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
Bed Sheets Provided Sofa Bed -
GENERAL
Recycling Unit Size: 700 Sq Ft (65 Sq M) Uses Some LED Lighting -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Refrigerator Stovetop Toaster -
PARKING
Onsite Parking -
INTERNET
Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices) -
OUTDOORS
Barbecue Grill Dock Firepit Garden Picnic Area Porch Or Lanai -
BATHROOMS
1 Bathroom Hair Dryer Towels Provided -
WORKSPACES
Computer Monitor Office -
LANGS SPOKEN
English Italian Spanish -
ENTERTAINMENT
DVD Player Games Netflix Streaming Services Smart TV -
CLIMATE CONTROL
Air Conditioning Heating -
FAMILY FRIENDLY
Highchair Travel Crib -
LOCATION HIGHLIGHTS
On The River On The Waterfront -
SERVICES AND CONVENIENCES
Change Of Towels (on Request) Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Check-in : 04:00 PM
Check-out : 11:00 AM
No Wheelchair
No smoking
No pets
Children allowed
Max occupancy : 4
Map
Availability
Review
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Jennifer
Submitted Mar 7, 2023
Stayed Mar 3, 2023The cottage was so cozy with just the right amenities to have everything be comfortable. Very clean , wonderful view and having water access was great to walk around even though it was too cold to get in. We will definitely stay here again.
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Submitted Aug 16, 2021
Stayed Aug 13, 2021My husband and I booked this sweet cottage for a short weekend trip with our 5 month old son. We absolutely LOVED every aspect of this location and rental. Jim was the sweetest host and definitely made us feel like home. We would definitely (and cant wait to) book this location again for another Annapolis visit. It's super close to everything you need.
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Susan W.
Submitted Jun 13, 2026
Stayed Jun 8, 2026A very nice property in a great location close to historic Annapolis, the Navy stadium and West Annapolis shops and restaurants. Efficient use of space with all conveniences. The view was beautiful. Convenient off street parking. We did not use the outdoor amenities (fire pit, dock access, kayaks, etc.) but definitely are nice features and would explore next time. The host was super helpful and responsive.
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Anne P.
Submitted May 29, 2026
Stayed May 16, 2026This was the perfect spot- adorable home, waterfront, and close to downtown. We kayaked, enjoyed the firepit and Adirondack chairs every evening, and the host could not have been more helpful. Highly recommend.
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Jill R.
Submitted Mar 14, 2026
Stayed Mar 9, 2026Lovely location and Jim was very helpful all the way around!
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Whitney B.
Submitted Jan 7, 2026
Stayed Jan 4, 2026Wow wow wow! Stay here! Host was great- very communicative and friendly. The place is right on the water, beautiful views and a comfortable place to stay. I’m sitting in the airport on my way back to Texas and already missing my little cottage by the water.
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Jean J.
Submitted Oct 24, 2025
Stayed Oct 16, 2025Jim is great to deal with! Communicates by text which makes it easy. Very willing to help with anything yet not intrusive in any way. This is a unique spot which is close to downtown Annapolis and the US Naval Academy. With a quick drive we were to all attractions and downtown area. The place has everything one needs and is comfortable also!
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Kathleen R.
Submitted Aug 23, 2025
Stayed Aug 17, 2025The cottage was everything we’d hope for and more. And anything else you might want is right there - restaurants, a bakery (get a snickerdoodle!), shops and an excellent grocery store. We’ll be back sooner than later.
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Victoria G.
Submitted Aug 16, 2025
Stayed Aug 12, 2025The property was comfortable with amazing views! It was the perfect get away! Close to the Naval Acadeny and downtown. Everything needed was provided and well thought out. Even with a rain shower we were comfortable on the screened porch! Our host was attentive when needed and we wouldn’t hesitate to return. Thank you!
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Michael M.
Submitted Jul 21, 2025
Stayed Jul 13, 2025Great location and a beautiful place, thanks Jim.
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nicole k.
Submitted Jun 28, 2025
Stayed Jun 23, 2025We thoroughly enjoyed our stay and would return to stay again. The home offered privacy and a location that was tucked away from the hustle and bustle. The home was taken care of well, clean and offered all of the necessary amenities. The host was very responsive and was truly invested that our stay was comfortable. I highly recommend
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Brandon R.
Submitted May 18, 2025
Stayed May 16, 2025Our stay at Weems Creek Cottage in Annapolis was absolutely unforgettable. From the moment we booked through checkout, the owner’s communication was exceptional—timely, thoughtful, and helpful at every step. While the listing’s beautiful photos initially drew us in, they can’t fully capture the charm, warmth, and breathtaking waterfront views that define this cottage. The modern kitchen was fully stocked with every essential for a seamless weekend getaway, and the spacious living areas were both inviting and comfortable. The owner put great care into every detail, from clear instructions for check-in to tips on enjoying the fire pit, boat dock, paddle boards, and fishing gear. This is truly a must-stay experience—easily a 5 star visit and the best VRBO we’ve experienced to date.
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Melissa G.
Submitted May 11, 2025
Stayed May 5, 2025My husband I stayed at Weems Creek Cottage for a week for my daughter’s graduation from St. John’s College. It was perfect for us - an ample kitchen, comfortable bed, delightful waterfront location near the college and kind, accommodating hosts! We were able to host 3 of my daughter’s friends for a crab feast and later, a gathering of family the afternoon after graduation. We definitely recommend this cottage!
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Amy B.
Submitted Apr 7, 2025
Stayed Apr 4, 2025We had a wonderful stay! Very cozy with beautiful views. Our host was very helpful and made sure our stay was great! Will definitely be back!
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Ben D.
Submitted Mar 30, 2025
Stayed Mar 17, 2025Nice small property. Great for get aways and amazing service.
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Submitted Dec 1, 2024
Stayed Nov 13, 2024Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available.
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Matt B.
Submitted Nov 28, 2024
Stayed Nov 22, 2024Great spot, loved the place and the area. James was super helpful and seemed to want to do everything possible to make sure we had a great stay.
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Lisamarie W.
Submitted Nov 11, 2024
Stayed Nov 8, 2024Perfect for a romantic weekend away!
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Carol Y.
Submitted Oct 23, 2024
Stayed Oct 21, 2024The place is very comfortable and tucked away on the creek with nice water views. The host was accessible but I didn’t need a thing! The screened porch is a wonderful spot to enjoy my scone and tea fresh from the Great Harvest bakery just up the road. The golden sunset was a bonus each evening.
