Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

Photo gallery for Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis

A bedroom with a large bed, a TV, and a balcony with a view of buildings and greenery.
A spacious living room with a brown leather ottoman, a blue armchair, a beige sofa with patterned cushions, and a dining area with a table and chairs.
A kitchen with granite countertops, a dining area with a round table and chairs, and a hallway leading to a door.
A bedroom with a bed, two bedside lamps, a ceiling fan, a window, and a door.
A two-story house with a front porch, a stone retaining wall, and a variety of shrubs and plants.

Reviews

10 out of 10
Exceptional

Highlights

  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Annapolis Maritime Museum

Popular amenities

  • Balcony
  • On-site fitness center
  • Barbecue grill
  • Air conditioning
  • Refrigerator
  • Internet

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis Harbor
    ‪2 min walk‬
  • Place, Annapolis Maritime Museum
    ‪8 min walk‬
  • Place, U.S. Naval Academy
    ‪1 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪40 min drive‬

Rooms & beds

3 bedrooms (sleeps 12)

Family Bedroom

2 Queen Beds and 2 Twin Beds

King Guest room

1 King Bed

King Suite

1 King Bed

Waterview Suite

1 King Bed

3 bathrooms, 1 half bathroom

Buddy Bath

Bathtub or shower · Toilet

King EnSuite

Bathtub or shower · Toilet

Main Floor Powder Room

Toilet

Waterview EnSuite

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Number of living rooms

Add dates for prices

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About the neighborhood

Annapolis

Eastport, a neighborhood in Annapolis, is home to this vacation home. Annapolis Maritime Museum and French Soldiers Monument are local attractions and those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Helen Avalynne Tawes Garden and Maryland Hall for Creative Arts are also worth visiting.
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Map
Annapolis, MD

What's nearby

  • Annapolis Harbor - 2 min walk - 0.2 km
  • Annapolis Maritime Museum - 8 min walk - 0.7 km
  • Spa Creek - 11 min walk - 1.0 km
  • U.S. Naval Academy - 1 min drive - 0.7 km
  • Annapolis City Dock - 3 min drive - 2.1 km

Getting around

  • Odenton Station - 25 min drive
  • Fort Meade, MD (FME-Tipton) - 36 min drive

Restaurants

  • ‪The Choptank - ‬17 min walk
  • ‪Royal Farms - ‬10 min walk
  • ‪Starbucks - ‬19 min walk
  • ‪Boatyard Bar & Grill - ‬5 min walk
  • ‪Iron Rooster - ‬19 min walk

Frequently asked questions

Is Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

As of Nov 9, 2026, prices found for a 1-night stay for 2 adults at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis on Nov 30, 2026 start from $779, 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 Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis?

Check-out is at 11:00 AM.

Where is Luxury Home w Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis located?

Located in Eastport, this vacation home is within a 5-minute walk of Annapolis Harbor and U.S. Naval Academy. Annapolis Maritime Museum and Spa Creek are also within 10 minutes.

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and located within minutes walking to anything we needed
Stayed 6 nights in Apr 2026
Response from VrboOwner on May 9, 2026
Thanks, Glenn! So glad you enjoyed your stay. We hope to host you again soon! Sean, iTrip Annapolis
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was pristine. Very comfortable space for a group. Great location. Very walkable.
Stayed 3 nights in Sep 2026
Response from VrboOwner on Sep 21, 2026
Thanks, Colleen! So glad you loved the home. Please come back and stay with us again any time.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house. Very clean, comfortable and very well equipped. The location is perfect…within walking distance to the downtown area. Loved loved this place.
Stayed 3 nights in Aug 2026
Response from VrboOwner on Aug 16, 2026
Thanks, Lily. We look forward to hosting you again soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Nicely spacious. A huge plus to have parkings
Stayed 6 nights in Aug 2026
Response from VrboOwner on Aug 14, 2026
Thanks, Robin! We hope we can host you again next time you’re back in town.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Walking distance to restaurants
Stayed 2 nights in Oct 2025
Response from VrboOwner on Nov 12, 2025
Thanks, Lyle! We’re delighted to hear that First Mate's location was convenient for walking to restaurants. We hope you enjoyed exploring the local dining options and had a fantastic stay. We look forward to welcoming you back for another visit!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean. On-site parking is a , as is the yard which includes a fire pit, grill, and outdoor seating!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy process. Superb property. Best location we could imagine. Incredible value. Loved everything about First Mate.
Stayed 4 nights in Apr 2026
Response from VrboOwner on Apr 13, 2026
Thank you, Franklin! Glad you enjoyed everything. We would love to host you again next time you’re coming to Annapolis! Sean, iTrip Annapolis
From a partner site

10/10 Excellent

Great Stay!

Nothing but great things to say about our stay at First Mate. From the initial experience with the team at iTrip to the property, A+. The location is terrific, not just for Eastport, but a simple walk to downtown Annapolis. The house was super clean, modern, parking for multiple cars, balconies overlooking the water, you name it! We wish we could have stayed longer to enjoy the full property (e.g. Firepit). We will certainly look to stay again, if it is ever available again!
Response from VrboOwner on Oct 21, 2025
Thanks, Rich! We’re thrilled to hear that First Mate impressed you with its terrific location, cleanliness, and modern amenities. It’s wonderful to know that you found the house perfect for your needs, with parking for multiple cars and balconies overlooking the water. We’re glad you had a great experience with our team at iTrip and that you enjoyed your stay in Eastport and downtown Annapolis. We hope to host you again next time you’re in town—hopefully, you’ll have more time to enjoy the firepit and everything else the property has to offer! Melissa~iTrip Annapolis
From a partner site

10/10 Excellent

A wonderful place to stay!

This property was truly a wonderful place to stay! It is beautiful, well-kept with great amenities (jacuzzi tub, barbecue pit, private driveway, etc.), and we were very cozy and comfortable. The view of the Chesapeake Bay from the primary bedroom is breathtaking! Also, the location in Eastport with its great restaurants which is within walking distance to Annapolis and the US Naval Academy is very convenient. We highly recommend staying at this property for a wonderful get away!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 4 nights in Sep 2026
Response from VrboOwner on Oct 13, 2026
Thanks, Julie! Please come back and stay with us again any time.
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