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10/10 Excellent
Sarah A.
8 June 2025
Entire home
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Photo gallery for 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Reviews
1010 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 6
Popular amenities
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
- Free Wi-Fi
- Air-conditioning
Explore the area
Annapolis, MD
- Annapolis Maritime MuseumPlace, Annapolis Maritime Museum5 min walk
- Annapolis HarborPlace, Annapolis Harbor6 min walk
- U.S. Naval AcademyPlace, U.S. Naval Academy1 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)40 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Balcony King Bedroom
1 King Bed
Family room
1 Queen Sofa Bed
Front King Bedroom
1 King Bed
1 bathroom, 1 half bathroom
2nd Floor Hall Bath
Bathtub or shower · Toilet
Main Floor Powder Room
Toilet
Spaces
Deck or patio
Kitchen
Balcony
Number of living rooms
About this property
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Experience the Difference: Professionally Managed by iTrip Annapolis
Available for Commissioning Week 2025!
Charming 1905 Eastport Duplex: Historic Character Meets Modern Comfort
Step into a beautifully-preserved piece of history with this charming 1905 duplex in the heart of Eastport. Offering a seamless blend of old-world charm and modern amenities, this home is perfect for families, professionals, or anyone seeking a cozy, yet stylish getaway.
Main Floor: The spacious open layout on the main floor includes a large living area, a dedicated office/desk space, and a convenient powder room. The inviting dining area opens to a gourmet kitchen, fully equipped with stainless steel appliances, perfect for cooking up a feast. The main floor also features a private, fenced backyard, ideal for relaxing or entertaining.
Upstairs: Two generously-sized King bedrooms provide a restful retreat, complete with luxury linens and a shared full bath. One bedroom boasts a private balcony overlooking the serene backyard and the front King bedroom has its own flatscreen TV and desk space. A bonus loft space offers additional room for kids or younger families to relax and enjoy their own shows.
Additional Features:
Parking for up to 3 cars
Private fenced backyard with a patio deck and and gas fire pit
Covered front porch, perfect for enjoying the neighborhood
Gas grill (propane included)
High-speed WiFi and a big-screen TVs for entertainment
Dedicated workspaces on each level for remote work or study
Full washer & dryer for your convenience
Dog-friendly
Perfect Location: Situated just steps away from Eastport's vibrant cafes, restaurants, and bars, this home offers easy access to everything the neighborhood has to offer. Water access for paddle boarding and kayaking (BYO) is just a short stroll away.
Plus, you're only:
1.5 miles from the U.S. Naval Academy
30 miles from Washington, D.C.
25 miles from Baltimore
House Rules:
No smoking, parties or events
Dogs ok if $150/per pet fee paid prior to checkin
Must be 25+ to book
Check-in: 4:00 pm | Check-out: 11:00 am
Available for Commissioning Week 2025!
Charming 1905 Eastport Duplex: Historic Character Meets Modern Comfort
Step into a beautifully-preserved piece of history with this charming 1905 duplex in the heart of Eastport. Offering a seamless blend of old-world charm and modern amenities, this home is perfect for families, professionals, or anyone seeking a cozy, yet stylish getaway.
Main Floor: The spacious open layout on the main floor includes a large living area, a dedicated office/desk space, and a convenient powder room. The inviting dining area opens to a gourmet kitchen, fully equipped with stainless steel appliances, perfect for cooking up a feast. The main floor also features a private, fenced backyard, ideal for relaxing or entertaining.
Upstairs: Two generously-sized King bedrooms provide a restful retreat, complete with luxury linens and a shared full bath. One bedroom boasts a private balcony overlooking the serene backyard and the front King bedroom has its own flatscreen TV and desk space. A bonus loft space offers additional room for kids or younger families to relax and enjoy their own shows.
Additional Features:
Parking for up to 3 cars
Private fenced backyard with a patio deck and and gas fire pit
Covered front porch, perfect for enjoying the neighborhood
Gas grill (propane included)
High-speed WiFi and a big-screen TVs for entertainment
Dedicated workspaces on each level for remote work or study
Full washer & dryer for your convenience
Dog-friendly
Perfect Location: Situated just steps away from Eastport's vibrant cafes, restaurants, and bars, this home offers easy access to everything the neighborhood has to offer. Water access for paddle boarding and kayaking (BYO) is just a short stroll away.
Plus, you're only:
1.5 miles from the U.S. Naval Academy
30 miles from Washington, D.C.
25 miles from Baltimore
House Rules:
No smoking, parties or events
Dogs ok if $150/per pet fee paid prior to checkin
Must be 25+ to book
Check-in: 4:00 pm | Check-out: 11:00 am
Add dates for prices
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Annapolis
Eastport, a neighbourhood in Annapolis, is home to this holiday home. Annapolis Maritime Museum and The Colonial Players are cultural highlights, and some of the area's landmarks include Chesapeake Bay Bridge and Kunta Kinte Plaque & Alex Haley Memorial. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.
Annapolis, MD
What's nearby
- Annapolis Maritime Museum - 5 min walk - 0.4 km
- Annapolis Harbor - 6 min walk - 0.6 km
- U.S. Naval Academy - 1 min drive - 0.7 km
- Maryland State House - 2 min drive - 1.4 km
- Annapolis City Dock - 3 min drive - 1.8 km
Getting around
- Odenton Station - 24 min drive
- Fort Meade, MD (FME-Tipton) - 36 min drive
Restaurants
- Carrol's Creek Cafe - 7 min walk
- The Choptank - 18 min walk
- Boatyard Bar & Grill - 6 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 19 min walk
- Annapolis Market House - 19 min walk
Frequently asked questions
Is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?
As of 7 May 2026, prices found for a 1-night stay for 2 adults at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free on 5 Aug 2026 start from AU$712, 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 at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?
On-site parking is available at the property.
What time is check-in at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?
Check-in begins at 4:00 PM.
What time is check-out at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?
Checkout is at 11:00 AM.
Where is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free located?
Located in Eastport, this holiday home is within a 5-minute walk of Annapolis Maritime Museum and Annapolis Harbor. Spa Creek and Kunta Kinte Plaque & Alex Haley Memorial are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new windowRating 10 - Excellent. 2 out of 2 reviews
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10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Response from VrboOwner on 20 June 2025
Thanks, Sarah! We’re thrilled to hear you loved your stay at Leave of Absence and appreciated the clean and beautifully decorated house, as well as the gorgeous backyard. It sounds like the convenient location and parking made your visit even better. We’d love to host you again anytime you’re back in the area! Melissa~iTrip Annapolis
Verified
10/10 Excellent
Paul R.
25 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sean was great and did everything to may our week stay very comfortable.
Paul R.
Stayed 16 nights in Jun 2025
Response from VrboOwner on 3 Aug 2025
Thanks, Paul! We’re delighted to hear that Leave of Absence was comfortable for your week-long stay. Please come back and stay with us again next time you’re here.
Melissa~ iTrip Annapolis
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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