Entire home
Stunning Waterfront Cottage in the Sailing Capital of the World!
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms1 bathroomSleeps 6750 sq ft
Popular amenities
Rooms & beds
2 bedrooms (sleeps 6)
The Captain's Room
1 King Bed
The First Mate's Room
1 Double Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Garden
Dining area
About this property
Stunning Waterfront Cottage in the Sailing Capital of the World!
Experience an exceptional waterfront setting in the Sailing Capital of the World. This upgraded 2‑bedroom, 1‑bath cottage sleeps 4–6 guests and offers a thoughtful blend of charm and modern comfort.
The open floor plan features hardwood floors, custom cabinetry, and granite countertops. The fully equipped kitchen includes new appliances—stove, microwave, side‑by‑side refrigerator, dishwasher, and coffee maker—and comes stocked with all essential cookware, dishes, and utensils.
The marble‑tiled bathroom includes a spacious shower, vanity, and all the necessities for a comfortable stay. The living room offers a sleeper sofa, two plush chairs, and a large flat‑screen TV with cable. A bright dining area with seating for four provides an ideal spot for morning coffee or an intimate meal.
Double French doors open onto a deck with seating overlooking Back Creek and the expansive backyard. Guests are welcome to relax with waterfront views or enjoy the provided kayaks.
Conveniently located just minutes from Historic Downtown Annapolis, the property offers easy access to the Chesapeake Bay. Grocery stores, pharmacies, liquor stores, and excellent restaurants are all within two miles.
As part of the marina community, guests enjoy access to seasonal pool use, a fitness center, Wi‑Fi, bicycles, and a water taxi stop just steps from the cottage. Black Market Bakers is also nearby and highly recommended for breakfast, lunch, or a sweet treat.
The open floor plan features hardwood floors, custom cabinetry, and granite countertops. The fully equipped kitchen includes new appliances—stove, microwave, side‑by‑side refrigerator, dishwasher, and coffee maker—and comes stocked with all essential cookware, dishes, and utensils.
The marble‑tiled bathroom includes a spacious shower, vanity, and all the necessities for a comfortable stay. The living room offers a sleeper sofa, two plush chairs, and a large flat‑screen TV with cable. A bright dining area with seating for four provides an ideal spot for morning coffee or an intimate meal.
Double French doors open onto a deck with seating overlooking Back Creek and the expansive backyard. Guests are welcome to relax with waterfront views or enjoy the provided kayaks.
Conveniently located just minutes from Historic Downtown Annapolis, the property offers easy access to the Chesapeake Bay. Grocery stores, pharmacies, liquor stores, and excellent restaurants are all within two miles.
As part of the marina community, guests enjoy access to seasonal pool use, a fitness center, Wi‑Fi, bicycles, and a water taxi stop just steps from the cottage. Black Market Bakers is also nearby and highly recommended for breakfast, lunch, or a sweet treat.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Gym
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- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (2 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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, a first aid kit and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Annapolis
Located in Annapolis, this holiday home is on the waterfront. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travellers looking to shop may want to visit Bay Bridge Market Place Shopping Center and Annapolis City Dock. Wild Bird Center and Annapolis Maritime Museum are also worth visiting. Discover the area's water adventures with sailing and fishing nearby, or enjoy the great outdoors with ecotours and horse riding.

Annapolis, MD
What's nearby
- Annapolis Landing Marina - 3 min walk - 0.3 km
- Annapolis Maritime Museum - 8 min walk - 0.7 km
- U.S. Naval Academy - 3 min drive - 2.4 km
- Annapolis City Dock - 3 min drive - 2.4 km
- Maryland State House - 4 min drive - 2.4 km
Getting around
Restaurants
- The Choptank - 9 min drive
- Carrol's Creek Cafe - 9 min drive
- Boatyard Bar & Grill - 9 min drive
- O'Brien's Oyster Bar & Seafood Tavern - 10 min drive
- Sammy's Italian Pizza Kitchen - 7 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
9.8/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
16 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Nov 2025
10/10 Excellent
Shearerie W.
3 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Shearerie W.
Stayed 2 nights in Sep 2025
10/10 Excellent
Grace R.
21 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Grace R.
Stayed 4 nights in Aug 2025
10/10 Excellent
Lindsey G.
15 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lindsey G.
Stayed 3 nights in Oct 2025
10/10 Excellent
Stephanie G.
15 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stephanie G.
Stayed 5 nights in Aug 2025
10/10 Excellent
Marianne B.
17 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Marianne B.
Stayed 3 nights in Sep 2025
10/10 Excellent
Diana C.
16 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Diana C.
Stayed 5 nights in Jul 2025
10/10 Excellent
Cherie M.
24 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Cherie M.
Stayed 3 nights in Aug 2025
10/10 Excellent
Sam G.
10 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sam G.
Stayed 3 nights in Oct 2025
10/10 Excellent
Kelly C.
22 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Long Weekend
Kelly C.
Stayed 3 nights in Jun 2025
10/10 Excellent
Kathy T.
8 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Kathy T.
Stayed 2 nights in May 2025
10/10 Excellent
Dirk W.
5 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Stay
Dirk W.
Stayed 4 nights in Sep 2023
10/10 Excellent
Jennifer B.
8 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!!
Jennifer B.
Stayed 3 nights in May 2025
10/10 Excellent
Beth B.
6 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you!
Beth B.
Stayed 2 nights in Apr 2025
10/10 Excellent
Christina M.
27 Jun, 2025
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Lovely little cottage
Christina M.
Stayed 3 nights in Jun 2025
10/10 Excellent
Deanne R.
2 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Visiting my midshipmen!

Deanne R.
Stayed 3 nights in Apr 2025
10/10 Excellent
Martha D.
1 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Views
Martha D.
Stayed 4 nights in Oct 2024
10/10 Excellent
Teresa G.
4 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay
Teresa G.
Stayed 3 nights in Sep 2023
10/10 Excellent
Melinda A.
23 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Waterfront Captains Cottage
Melinda A.
Stayed 3 nights in Mar 2025
10/10 Excellent
Xavier F.
26 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great waterfront cottage
Xavier F.
Stayed 3 nights in Jan 2025
10/10 Excellent
Robert S.
18 Sept, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Favorite Annapolis Stay
Robert S.
Stayed 3 nights in Sep 2019
10/10 Excellent
Pam B.
12 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Location
Pam B.
Stayed 4 nights in Sep 2024
10/10 Excellent
Pete S.
19 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stunning Marina Views and Perfect Annapolis Location!
Pete S.
Stayed 3 nights in Sep 2024
10/10 Excellent
Verified traveller
19 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot right on the water!
Verified traveller
Stayed 2 nights in Oct 2023
10/10 Excellent
Annie C., Minneapolis, MN/ USA
6 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Cottage
Annie C.
Stayed 3 nights in Jun 2023
About the host
Hosted by Scott Tinkler
Languages:
English
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