Top-rated for creating memorable stays with your pets.
Arcade/game room
A rare find - fun for all ages with on-site arcade and game room.
Walkable and wonderful
Guests love the walkable location for its easy access on foot.
Discover nearby landmarks
Walk to Spa Creek
2 bedrooms1 bathroomSleeps 6
Popular amenities
Onsite parking available
Pet-friendly
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Annapolis, MD
Annapolis Maritime Museum
Place, Annapolis Maritime Museum
4 min drive
U.S. Naval Academy
Place, U.S. Naval Academy
5 min drive
Annapolis City Dock
Place, Annapolis City Dock
6 min drive
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
42 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Living Room 1
1 Double Sofa Bed
1 bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Number of living rooms
Garden
About this property
Hidden Wine Cellar | Eastport Retreat
Summary:
There's a secret downstairs - a hidden wine cellar tucked beneath this Eastport home. Upstairs you'll find 2 bedrooms, a screened porch for lazy mornings, and a full kitchen with gas stove. Out back: a fire pit, cabana, and fenced outdoor space. The basement lounge has a pullout queen, Fire TV, and laundry. You're under a mile from Eastport's restaurants, 1.3 miles from Downtown Annapolis, and 2.3 miles from USNA. Pet-friendly. Free parking under the carport. Water taxi at the nearby dock.
The Space:
BEDROOMS
Two bedrooms on the main level. The primary bedroom has a queen bed, and the second bedroom has a double. The basement lounge adds a pullout queen for extra guests. Fresh linens provided.
BATHROOMS
One full bathroom on the main level with fresh towels, soap, shampoo, and a hair dryer.
KITCHEN
Fully equipped with a gas stove, oven, microwave, dishwasher, Keurig, cookware, dishes, utensils, and everything you need to cook for your group.
LIVING AREAS
The main living room has a Roku TV and comfortable seating. Downstairs, the basement lounge is a second hangout space with a large couch, pullout queen, another TV with Fire TV, and full laundry - washer and dryer.
OUTDOOR LIVING
Start your morning on the screened porch with coffee, then spend the evening around the fire pit out back. The cabana and outdoor seating area make this backyard feel like your own private retreat. Fenced and pet-friendly - your dog will love it here.
PARKING
Free parking under the carport for 2 cars plus street parking available right outside.
LOCATION
Under 1 mile to Downtown Eastport - walk to Boatyard Bar & Grill, Davis' Pub, and Eastport's best restaurants. 1.3 miles to Downtown Annapolis and City Dock. 2.3 miles to the Naval Academy. About 3 miles to Navy-Marine Corps Stadium. Water taxi pickup at the nearby dock gets you downtown without driving.
GOOD TO KNOW
Check-in: 3:00 PM / Checkout: 11:00 AM
Self check-in with smart lock
Pets welcome
Guests have access to the entire home including basement lounge
Note: During extremely cold winter nights, the basement may be cooler - extra blankets and space heaters provided
Guest Access:
Private entrance. Smart lock at front door and side door
The Neighborhood:
Dock at the end of Springdale Ave with access to the water taxi!
Getting Around:
Neighborhood is walkable and easily accessible via vehicle. There is parking under the carport out back or right out front.
Interaction with Guests:
Reach out either in the app or by text message. My cell will be given out prior to arrival through the app.
Our prices include all fees. No hidden fees.
Add dates for prices
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- If pets are present, please clean up after them in the yard
- Do not use the bottom locks on either doors. Only use the deadbolts/keypads
- DO N...
Important information
You need to know
Property # 4599680
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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Annapolis
Eastport, a neighborhood in Annapolis, is home to this vacation home. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's landmarks include Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial. Wild Bird Center and French Soldiers Monument are also worth visiting. Take an opportunity to explore the area for outdoor excitement like cycling.
Is Hidden Wine Cellar | Eastport Retreat pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Hidden Wine Cellar | Eastport Retreat?
As of Jun 28, 2026, prices found for a 1-night stay for 2 adults at Hidden Wine Cellar | Eastport Retreat on Oct 26, 2026 start from $399, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Hidden Wine Cellar | Eastport Retreat?
Check-in begins at 3:00 PM.
What time is check-out at Hidden Wine Cellar | Eastport Retreat?
Check-out is at 11:00 AM.
Where is Hidden Wine Cellar | Eastport Retreat located?
Located in Eastport, this vacation home is 0.6 mi (0.9 km) from Historical Society of Talbot County and 1.8 mi (2.8 km) from U.S. Naval Academy. Historic Mount Moriah AME Church and Spa Creek are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
A lovely home. Clean, neat and perfect for our needs. Just minutes from Main Street and our favorite restaurants!The owner kept in touch to ensure our stay went well. Thank you!
The host is an absolute standout when it comes to communication: responsive, warm, and on top of everything. I enjoyed my stay so much I added another week, which really says it all.The Eastport neighborhood gave me one of the friendliest welcomes to Annapolis I could have imagined. I loved walking my dog down to the neighborhood marina to watch osprey dive for fish, and the backyard is a gem for morning coffee or evening wind-downs. Just down the street is Bakery & Co., one of the best bakeries around. So cozy, so good. Quiet Waters park is also a 3 min drive & the best dog-friendly park.The location is also incredibly convenient for just getting around and exploring everything Annapolis has to offer. Highly recommend this property!