Entire home
New home in historic Eastport! Steps from restaurants, retail, and more.
Family-friendly holiday home in Annapolis with a fitness centre
Photo gallery for New home in historic Eastport! Steps from restaurants, retail, and more.





Reviews
10 out of 10
Exceptional
4 bedrooms 4 bathrooms Sleeps 10 3700 sq ft
Popular amenities
Explore the area
Annapolis, MD
- Place, Annapolis City Dock15 min walk
- Place, U.S. Naval Academy19 min walk
- Place, Navy-Marine Corps Memorial Stadium4 min drive
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)35 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
Bedroom 4
1 Queen Bed
Living Room 1
1 Double Sofa Bed
4 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 4
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Kitchen
Separate dining area
Dining area
About this property
New home in historic Eastport! Steps from restaurants, retail, and more.
Virtual tour: https://cquh.short.gy/eastportretreat
Welcome to our charming Eastport retreat in Annapolis, Maryland – where historic charm meets modern comfort! Nestled in the heart of the maritime district, our VRBO promises an unforgettable stay surrounded by nautical vibes, vibrant culture, and a welcoming community. Situated just steps away from the scenic shores of the Chesapeake Bay, stroll into downtown Annapolis, where you'll discover renowned restaurants, quaint boutiques, and historic landmarks like the U.S. Naval Academy.
Step into our thoughtfully decorated space that seamlessly combines contemporary amenities with coastal-inspired decor. The cozy living area invites you to unwind after a day of exploration, complete with plush furnishings and maritime accents. The fully equipped kitchen beckons culinary enthusiasts to whip up a delicious meal using local ingredients or simply enjoy a morning coffee in the private backyard.
The bedrooms boast comfortable beds dressed in crisp linens, ensuring a restful night's sleep. Immerse yourself in the coastal ambiance of the tastefully decorated space.
Explore Eastport's unique character by taking a leisurely stroll along the waterfront, where sailboats sway in the gentle breeze. Indulge in the culinary scene with a variety of seafood restaurants, local pubs, and charming cafes, each offering a taste of the Chesapeake Bay's bounty. Just steps to Boatyard Bar & Grill, Forward Brewing, O'Learys Seafood, Lewnes Steakhouse, Chart House, Ruth's Chris, Annapolis Canoe and Kayak Rentals, Annapolis Pirate Adventures, and more!
For history buffs, the historic district of Annapolis is a short walk away, showcasing colonial architecture, museums, and the iconic Naval Academy. Don't miss the opportunity to take a boat tour or catch a water taxi to experience the city from a different perspective.
Welcome to our charming Eastport retreat in Annapolis, Maryland – where historic charm meets modern comfort! Nestled in the heart of the maritime district, our VRBO promises an unforgettable stay surrounded by nautical vibes, vibrant culture, and a welcoming community. Situated just steps away from the scenic shores of the Chesapeake Bay, stroll into downtown Annapolis, where you'll discover renowned restaurants, quaint boutiques, and historic landmarks like the U.S. Naval Academy.
Step into our thoughtfully decorated space that seamlessly combines contemporary amenities with coastal-inspired decor. The cozy living area invites you to unwind after a day of exploration, complete with plush furnishings and maritime accents. The fully equipped kitchen beckons culinary enthusiasts to whip up a delicious meal using local ingredients or simply enjoy a morning coffee in the private backyard.
The bedrooms boast comfortable beds dressed in crisp linens, ensuring a restful night's sleep. Immerse yourself in the coastal ambiance of the tastefully decorated space.
Explore Eastport's unique character by taking a leisurely stroll along the waterfront, where sailboats sway in the gentle breeze. Indulge in the culinary scene with a variety of seafood restaurants, local pubs, and charming cafes, each offering a taste of the Chesapeake Bay's bounty. Just steps to Boatyard Bar & Grill, Forward Brewing, O'Learys Seafood, Lewnes Steakhouse, Chart House, Ruth's Chris, Annapolis Canoe and Kayak Rentals, Annapolis Pirate Adventures, and more!
For history buffs, the historic district of Annapolis is a short walk away, showcasing colonial architecture, museums, and the iconic Naval Academy. Don't miss the opportunity to take a boat tour or catch a water taxi to experience the city from a different perspective.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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10.0 out of 10, (161 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: limit 2 total
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
This property uses eco-friendly cleaning products
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
About the area
Annapolis
Eastport, a neighbourhood in Annapolis, is home to this holiday home. Kunta Kinte Plaque & Alex Haley Memorial and John Smith House are local landmarks, and travellers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Travelling with kids? Consider Annapolis Maritime Museum, or check out an event or a game at Tose Family Tennis Center.
Annapolis, MD
What's nearby
- Annapolis Maritime Museum - 5 min walk - 0.4 km
- Annapolis City Dock - 15 min walk - 1.3 km
- Maryland State House - 19 min walk - 1.6 km
- U.S. Naval Academy - 19 min walk - 1.6 km
- Navy-Marine Corps Memorial Stadium - 4 min drive - 3.5 km
Getting around
Restaurants
- The Choptank - 16 min walk
- Boatyard Bar & Grill - 4 min walk
- Carrol's Creek Cafe - 6 min walk
- Annapolis Market House - 18 min walk
- Bitty & Beau’s Coffee - 18 min walk
Frequently asked questions
About the host
Your host

Welcome to our slice of paradise! We take immense pride and joy in welcoming guests to our cherished retreat. There's something truly magical about sharing our space with travelers from around the world, and we want to give you a glimpse into why hosting on VRBO has become such a rewarding and fulfilling experience for us.
First and foremost, hosting on VRBO allows us to open our doors to a diverse array of guests, each with their unique stories and backgrounds. The connections we've made with people from different corners of the globe have enriched our lives in ways we could have never imagined. From sharing local tips to learning about traditions and customs from our guests, the cultural exchange is a constant source of inspiration and a reminder of the beautiful tapestry that is the global community.
One of the key reasons we choose VRBO is the platform's commitment to providing a home away from home for travelers. As hosts, we share this ethos wholeheartedly. Our goal is to create a space where guests feel not only comfortable but also a sense of belonging. From the carefully curated decor to the thoughtful amenities, we strive to make our property a haven for those seeking refuge from the demands of daily life.
First and foremost, hosting on VRBO allows us to open our doors to a diverse array of guests, each with their unique stories and backgrounds. The connections we've made with people from different corners of the globe have enriched our lives in ways we could have never imagined. From sharing local tips to learning about traditions and customs from our guests, the cultural exchange is a constant source of inspiration and a reminder of the beautiful tapestry that is the global community.
One of the key reasons we choose VRBO is the platform's commitment to providing a home away from home for travelers. As hosts, we share this ethos wholeheartedly. Our goal is to create a space where guests feel not only comfortable but also a sense of belonging. From the carefully curated decor to the thoughtful amenities, we strive to make our property a haven for those seeking refuge from the demands of daily life.
Why they chose this property
Explore Eastport's unique character by taking a leisurely stroll along the waterfront, where sailboats sway in the gentle breeze. Indulge in the culinary scene with a variety of seafood restaurants, local pubs, and charming cafes, each offering a taste of the Chesapeake Bay's bounty.
For history buffs, the historic district of Annapolis is a short walk away, showcasing colonial architecture, museums, and the iconic Naval Academy. Don't miss the opportunity to take a boat tour or catch a water taxi to experience the city from a different perspective.
For history buffs, the historic district of Annapolis is a short walk away, showcasing colonial architecture, museums, and the iconic Naval Academy. Don't miss the opportunity to take a boat tour or catch a water taxi to experience the city from a different perspective.
What makes this property unique
Step into our thoughtfully decorated space that seamlessly combines contemporary amenities with coastal-inspired decor. The cozy living area invites you to unwind after a day of exploration, complete with plush furnishings and maritime accents. The fully equipped kitchen beckons culinary enthusiasts to whip up a delicious meal using local ingredients or simply enjoy a morning coffee in the private backyard.
The bedrooms boast comfortable beds dressed in crisp linens, ensuring a restful night's sleep. Immerse yourself in the coastal ambiance of the tastefully decorated space.
Just a short walk to Boatyard Bar & Grill, Forward Brewing, O'Learys Seafood, Lewnes Steakhouse, Chart House, Ruth's Chris, Annapolis Canoe and Kayak Rentals, Annapolis Pirate Adventures, and more!
The bedrooms boast comfortable beds dressed in crisp linens, ensuring a restful night's sleep. Immerse yourself in the coastal ambiance of the tastefully decorated space.
Just a short walk to Boatyard Bar & Grill, Forward Brewing, O'Learys Seafood, Lewnes Steakhouse, Chart House, Ruth's Chris, Annapolis Canoe and Kayak Rentals, Annapolis Pirate Adventures, and more!
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