2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free provides amenities, such as a firepit and laundry facilities. Guests can connect to free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
2 bedrooms2 bathrooms1500 sq ft
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Air-conditioning
Add dates for prices
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
Property amenities
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Dining
Dining table
Bedrooms
2 bedrooms
Bathroom
1.5 bathrooms
Bathtub or shower
Hair dryer
Shampoo
Living spaces
Dining table
Living room
Entertainment
TV
Outdoor areas
Balcony
Firepit
Gas grill
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Things to do
Bicycle parking
Bicycle storage
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
General
Bicycle parking
Bicycle storage
Recycling
Unit size: 1,500 square feet
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You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
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 Kunta Kinte Plaque & Alex Haley Memorial and John Smith House. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Visit our Annapolis travel guide
Is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free pet-friendly?
Yes, pets are allowed at this property.
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).
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2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Sean was great and did everything to may our week stay very comfortable.
Paul R.
Stayed 16 nights in Jun 2025
From a partner site
10/10 Excellent
Sarah A.
8 Jun 2025
Amazing stay
We loved our stay, the house is so clean and beautifully decorated, the backyard is gorgeous!!! So easy to walk everywhere and the great added benefit of parking!
We loved our stay at this well located ‘walkable’ home. 5 stars all the way. Bed was comfortable, house was clean and well maintained. Would def book again.