Row Wrapper 2

Elegant Eastport Dream House

Capacity

4 Bedrooms
2 Bath, 1 HF Bath
Sleeps 8

Search Availability

About

PLEASE NOTE: IF YOU REQUEST TO BOOK THIS PROPERTY, YOU WILL BE CONTACTED BY ANNAPOLIS ACCOMMODATIONS TO FINALIZE YOUR RESERVATION. Welcome to your coastal oasis in Eastport, Maryland, a charming waterfront community just a stone's throw from the Chesapeake Bay. This exquisite vacation rental exudes nautical charm and modern comfort, making it the perfect retreat for those seeking a taste of the coastal life. Located in Annapolis, it's a short walk to the Naval Academy and historic downtown, ensuring a delightful blend of history and maritime adventure.

As you step into this elegant single-family home on Second Street, you'll be immediately enveloped in the soothing ambiance of nautical decor. The maritime-inspired interior transports you to the world of sailing and boating, with subtle reminders of the nearby Naval Academy and the enchanting Chesapeake Bay.

With a spacious layout, this home offers three bedrooms in the main house and an additional bedroom in the detached cottage. The cottage is a cozy haven, complete with heating and air conditioning, allowing you to enjoy it year-round. Each room is thoughtfully designed, with modern furnishings that create an atmosphere of relaxation and serenity.

The main floor features a living room, dining room, fully equipped kitchen and a cozy dark blue den. The comfortable seating and an open-concept design make it ideal for socializing and entertaining. The decor is infused with coastal hues and elements, reminiscent of the ever-present blue crabs and seafaring culture of the region.

When it's time to unwind outdoors, you'll find a beautiful entertainment area that includes a covered back porch with heat lamps and a TV for relaxing evenings. Step outside to the grassy backyard, a perfect spot for a leisurely afternoon, and gather around on the patio for cozy gatherings.

One of the highlights of this vacation rental is the pool, available for your use during Commissioning Week. Dive in and enjoy the refreshing waters, creating cherished memories with family and friends in a private and tranquil setting.

For those looking to savor the local cuisine, the location is truly unbeatable. You're just a block away from the renowned Charthouse restaurant and water-taxi pickup. Wander around the corner to Third Street, where you'll discover an array of charming pubs and restaurants, including Ruth's Chris steakhouse, Forward Brewery, and Davis' Pub.

With ample street parking and four parking spots in a private driveway, your stay here is made even more convenient. Eastport, Maryland, with its rich maritime history and coastal allure, invites you to embark on an unforgettable vacation experience. This vacation rental is the perfect choice for those who wish to embrace the Chesapeake Bay lifestyle and create lasting memories in a haven of comfort and style. PLEASE NOTE: Available for Commissioning Week and Boat Shows only. Gatherings limited to 15 guests. Firepit not for guest use. Property is owner occupied when not rented. Owners have a dog. This should be noted for guests with allergies.

Features

Amenities

  • Grill
  • Pet Friendly
  • High Speed Internet Available
  • Microwave
  • TVs
  • Toaster
  • Dishwasher
  • Pool
  • Pets Considered

Events

  • Commissioning Week
  • Annapolis Sailboat Show
  • Annapolis Power Boat Show

Area

  • Eastport

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
May 2024
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
$1,645 /nt
16
$1,645 /nt
17
$1,645 /nt
18
$1,645 /nt
19
$1,645 /nt
20
$1,645 /nt
21
$1,645 /nt
22
$1,645 /nt
23
$1,645 /nt
24
$1,645 /nt
25
$1,645 /nt
26
$1,645 /nt
27
$1,645 /nt
28
$1,645 /nt
29
$1,645 /nt
30
$1,645 /nt
31
$1,645 /nt
 
June 2024
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
 
July 2024
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
31
 
 
August 2024
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
31
 
September 2024
SuMoTuWeThFrSa
1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
 
October 2024
SuMoTuWeThFrSa
 1
 
2
$1,750 /nt
3
$1,750 /nt
4
$1,750 /nt
5
$1,750 /nt
6
$1,750 /nt
7
$1,750 /nt
8
$1,750 /nt
9
$1,750 /nt
10
$1,750 /nt
11
$1,750 /nt
12
$1,750 /nt
13
$1,750 /nt
14
$1,750 /nt
15
$1,750 /nt
16
$1,750 /nt
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
31
 
 
November 2024
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
December 2024
SuMoTuWeThFrSa
1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
31
 
 
January 2025
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
31
 
 
February 2025
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
 
March 2025
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
31
 
 
April 2025
SuMoTuWeThFrSa
 1
 
2
 
3
 
4
 
5
 
6
 
7
 
8
 
9
 
10
 
11
 
12
 
13
 
14
 
15
 
16
 
17
 
18
 
19
 
20
 
21
 
22
 
23
 
24
 
25
 
26
 
27
 
28
 
29
 
30
 
 

Rates

DatesNightlyWeekly
05/15/2024 - 05/31/2024$1,645$11,500
10/02/2024 - 10/20/2024$1,750$12,250
05/15/2025 - 05/31/2025$2,020$12,500
10/02/2025 - 10/20/2025$1,750$12,250

Map