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
9.6 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 61176 sq ft
Popular amenities
Explore the area

Annapolis, MD
- Place, Annapolis Maritime Museum6 min walk
- Place, U.S. Naval Academy12 min walk
- Place, Annapolis City Dock14 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)34 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Front Queen Bedroom
1 Queen Bed
Garden-facing Bedroom
1 Queen Bed
Living Room
1 Queen Sofa Bed
1 bathroom, 1 half bathroom
2nd Floor Full Bath
Toilet · Shower only
Main Floor Powder Room
Toilet
Spaces
Deck or patio
Kitchen
About this property
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Experience the Difference: Professionally Managed by iTrip Annapolis
Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Historic Annapolis
This beautiful home is located in Eastport, just across the Spa Bridge from Historic Annapolis. Enjoy the convenience of walking to marinas, yacht clubs, restaurants, shops, and the new Eastport Brewpub. Take a stroll along the waterfront or use the water taxi to explore the harbor.
Interior Features:
Living Room: Relax in the comfortable living room with hardwood floors and a flat-screen TV.
Kitchen & Dining: The recently renovated open kitchen features a breakfast bar, adjacent dining area, and sliding glass doors leading to a large deck.
Outdoor Space: Enjoy the manicured backyard, complete with a private deck, patio, firepit, and cornhole set.
Bedrooms:
Two Queen Bedrooms, each Sleeps 2, on the second floor with luxury bedding, sharing the full bath.
Additional Sleeping Arrangements: Queen sleeper sofa in Living room
Highlights:
Private fenced backyard, patio deck and covered front porch
Firepit with Adirondack chairs and cornhole
Gas grill (propane included)
Stainless-steel appliances including beverage fridge
WiFi, big-screen TV, and luxury linens
Dedicated work space
Starter pack of toiletries, cleaning supplies, and essentials
Washer & dryer
U.S. Naval Academy: 1.5 miles
Washington, D.C.: 30 miles
Baltimore: 25 miles
House Rules:
No smoking, parties, pets or events
Must be 25+ to book
Check-in: 4:00 pm | Check-out: 11:00 am
Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Historic Annapolis
This beautiful home is located in Eastport, just across the Spa Bridge from Historic Annapolis. Enjoy the convenience of walking to marinas, yacht clubs, restaurants, shops, and the new Eastport Brewpub. Take a stroll along the waterfront or use the water taxi to explore the harbor.
Interior Features:
Living Room: Relax in the comfortable living room with hardwood floors and a flat-screen TV.
Kitchen & Dining: The recently renovated open kitchen features a breakfast bar, adjacent dining area, and sliding glass doors leading to a large deck.
Outdoor Space: Enjoy the manicured backyard, complete with a private deck, patio, firepit, and cornhole set.
Bedrooms:
Two Queen Bedrooms, each Sleeps 2, on the second floor with luxury bedding, sharing the full bath.
Additional Sleeping Arrangements: Queen sleeper sofa in Living room
Highlights:
Private fenced backyard, patio deck and covered front porch
Firepit with Adirondack chairs and cornhole
Gas grill (propane included)
Stainless-steel appliances including beverage fridge
WiFi, big-screen TV, and luxury linens
Dedicated work space
Starter pack of toiletries, cleaning supplies, and essentials
Washer & dryer
U.S. Naval Academy: 1.5 miles
Washington, D.C.: 30 miles
Baltimore: 25 miles
House Rules:
No smoking, parties, pets or events
Must be 25+ to book
Check-in: 4:00 pm | Check-out: 11:00 am
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
Have a question?
Get instant answers with AI powered search of property information and reviews.
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
No pets allowed, service animals permitted
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
About the area
Annapolis
Eastport, a neighbourhood in Annapolis, is home to this holiday home. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while Annapolis Maritime Museum and The Colonial Players are cultural highlights. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting.

Annapolis, MD
What's nearby
- Annapolis Harbor - 2 min walk - 0.2 km
- Annapolis Maritime Museum - 6 min walk - 0.6 km
- U.S. Naval Academy - 12 min walk - 1.1 km
- Annapolis City Dock - 14 min walk - 1.2 km
- Maryland State House - 17 min walk - 1.5 km
Getting around
Restaurants
- The Choptank - 15 min walk
- Carrol's Creek Cafe - 4 min walk
- Boatyard Bar & Grill - 3 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 16 min walk
- Buddy's Crabs & Ribs - 16 min walk
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window8.8/10
Cleanliness
9.4/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
13 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Mar 2026
Verified
10/10 Excellent
Talya M.
27 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
great stay
Talya M.
Stayed 2 nights in Nov 2024
Verified
8/10 Good
Jeannie M.
6 Jan, 2025
Liked: Check-in, communication, location, listing accuracy
Eastport Property
Jeannie M.
Stayed 3 nights in Dec 2024
From a partner site
10/10 Excellent
14 Oct, 2025
Great Stay
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan
Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback