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Historic Eastport! Steps from restaurants, retail, and more.

Photo gallery for Historic Eastport! Steps from restaurants, retail, and more.

Your home away from home!
A chef's dream, complete with stainless steel appliances and quartz countertops.
Welcome to our open floor plan, where every space flows effortlessly
Living room french doors open to fully fenced, private, backyard oasis.
Gather, relax, and let the warmth of this home embrace you.

Reviews

10 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin 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

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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM

Minimum age to rent: 18

Check out before 11:00 AM

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Children

Children allowed: ages 0-17

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Events

No events allowed

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Pets

Pets allowed: limit 2 total

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Smoking

Smoking is not permitted

No bachelor or bachelorette parties.

No guns, drugs, or illegal substances. No smoking on the property.

Quiet hours: 9pm-8am

Important information

You need to know

Property # 3795169
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
This property uses eco-friendly cleaning products
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Annapolis

Eastport, a neighborhood in Annapolis, is home to this vacation home. Chesapeake Bay Bridge and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travelers looking to shop may want to visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Traveling with kids? Consider Annapolis Maritime Museum, or check out an event or a game at Tose Family Tennis Center.
View more Vacation Homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • Annapolis Harbor - 3 min walk - 0.3 km
  • Annapolis Maritime Museum - 6 min walk - 0.6 km
  • Annapolis City Dock - 18 min walk - 1.6 km
  • U.S. Naval Academy - 1 min drive - 0.7 km
  • Maryland State House - 2 min drive - 1.4 km

Getting around

  • Odenton Station - 24 min drive
  • Fort Meade, MD (FME-Tipton) - 32 min drive

Restaurants

  • ‪Carrol's Creek Cafe - ‬6 min walk
  • ‪The Choptank - ‬16 min walk
  • ‪Boatyard Bar & Grill - ‬4 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬18 min walk
  • ‪Annapolis Market House - ‬18 min walk

Frequently asked questions

Is Historic Eastport! Steps from restaurants, retail, and more. pet-friendly?

Yes, this property allows pets (limit 2 total).

How much does it cost to stay at Historic Eastport! Steps from restaurants, retail, and more.?

As of May 13, 2026, prices found for a 1-night stay for 2 adults at Historic Eastport! Steps from restaurants, retail, and more. on Dec 31, 2026 start from $919, 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 Historic Eastport! Steps from restaurants, retail, and more.?

Check-in begins at 3:00 PM.

What time is check-out at Historic Eastport! Steps from restaurants, retail, and more.?

Check-out is at 11:00 AM.

Where is Historic Eastport! Steps from restaurants, retail, and more. located?

Located in Eastport, this family-friendly Annapolis vacation home is within a 10-minute walk of Annapolis Harbor, Annapolis Maritime Museum, and Spa Creek. Annapolis City Dock and Susan Campbell Park are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Caroline J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great location

We really enjoyed our stay here. We were in town for our daughter's wedding at the Maritime Museum. The house and its location were perfect.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great accomodation

This is a wonderful home with all the amenities you can imagine. I would highly recommend this property for a great stay.
Stayed 6 nights in Apr 2024
Verified

10/10 Excellent

Gosia H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family reunion

Great location, beautiful home, and easy communication with the owners. Highly recommend.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Wayne F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent House

Location and house were super nice. Clean and updated. Great neighborhood. Owner was fantastic to work with. Highly recommend.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Jeffrey G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

USNA Baseball Weekend

We really enjoyed our stay and the house was perfect for our family. All the amenities we needed were available and the hosts were very helpful and prompt when we had a question about the TV. We would definitely return in the future
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

Colleen O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is clean and well stocked. Beds clean and comfy. The kitchen is nice and has all you need to cook. Enough bedrooms to have privacy. Do not park in front of red lines on curb.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Keith Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cal 25 Nationals

Could not say enough on how ell we were taken care of nad every thing at the home was perfect
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Rhonda H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Feeling the Love at The Love Shack

Our family enjoyed our stay during our 5 day visit to Annapolis. We used all of the amenities and all of the spaces in this beautiful, well maintained and fully equipped home designed and dedicated to making guests feel welcome. ❤️
Stayed 4 nights in May 2024

About the host

Hosted by Connor Bell

Host profile image

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.

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.

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!
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