House in Annapolis, MD
6 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
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 king. 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.
Other Things to Note:
Self check-in with a door code, sent on your day of arrival. Dogs are welcome as long as they're approved before check-in. Quiet hours are 10pm–8am. No smoking anywhere on the property, no parties, and all guests must be 21+. Exterior security cameras are in place for everyone's safety. Please do not use the indoor fireplace.
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.
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 king. 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.
Other Things to Note:
Self check-in with a door code, sent on your day of arrival. Dogs are welcome as long as they're approved before check-in. Quiet hours are 10pm–8am. No smoking anywhere on the property, no parties, and all guests must be 21+. Exterior security cameras are in place for everyone's safety. Please do not use the indoor fireplace.
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.
Amenities at Hidden Wine Cellar Eastport Retreat
Non-smoking
Pets allowed
Family friendly
Map of Annapolis, MD
Ratings and reviews
10 / 10Outstanding·Jun 2026
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!
10 / 10Outstanding·Dec 2025
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!
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Top rated by guests
10Outstanding
(2 Ratings)
"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 neigh..."
Elizabeth C.Don't miss out! Price and availability may change
