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Stunning Craftsman Steps to Downtown Annapolis & Spa Creek with Game Room, Parking and Backyard
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Reviews
10 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 123489 sq ft
Popular amenities
Explore the area

Annapolis, MD
- Place, Annapolis Maritime Museum5 min walk
- Place, U.S. Naval Academy14 min walk
- Place, Annapolis City Dock15 min walk
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)34 min drive
Rooms & beds
4 bedrooms (sleeps 12)
Bunk Room
1 Single Bed and 1 Queen Bed
King Suite
1 King Bed
Lower Level Queen Guest room
1 Queen Bed
Queen Guest room
1 Single Bed and 1 Queen Bed
Recreation Room
1 Queen Sofa Bed
3 bathrooms, 1 half bathroom
2nd Floor Buddy Bath
Bathtub or shower · Toilet
King En-suite Bath
Toilet · Shower only · Jetted bathtub
Lower Level Full Bathroom
Bathtub or shower · Toilet
Main Floor Powder Room
Toilet
Spaces
Deck or patio
Kitchen
Balcony
About this property
Stunning Craftsman Steps to Downtown Annapolis & Spa Creek with Game Room, Parking and Backyard
Experience the Difference: Professionally Managed by iTrip Annapolis
Walk to Everything Ideal for Families & Groups
Welcome to your Eastport escape! Stay in this stunning, professionally decorated Craftsman-style home just steps from the waterfront and all the shops, restaurants, and charm of downtown Annapolis. With three levels of beautifully appointed living space, this 4-bedroom, 3.5-bath home offers everything you need for a relaxing weekend getaway or an extended stay with family and friends.
Highlights
Fully-equipped Gourmet Kitchen with modern appliances, ample counter space, and seating for everyone:
Dining table seats 10
Kitchen table seats 5
Breakfast bar seats 4
Multiple Gathering Areas:
Main living room with gas fireplace & flatscreen TV
Lower-level rec room with 85" TV, bar seating, gas fireplace, arcade machine, foosball, board games, and Queen pull-out sofa
Cozy backyard with furnished deck, grill, and Solo Stove fire pit
Outdoor Spaces:
Covered front porch
Private balcony off King Suite, perfect for sipping your morning coffee
Fully-fenced yard with Adirondack chairs, dining table, with outdoor games and yard toys
Sleeping Arrangements (Sleeps 12):
King Suite (2nd Floor)
King bed, Private balcony, Flatscreen TV & electric fireplace
Walk-in closet
Spa-like ensuite with dual vanity, soaking tub & custom shower
Queen Bedroom (2nd Floor)
Queen bed + Twin trundle
Desk
Shares buddy bath with Bunk Room
Bunk Room (2nd Floor)
Twin over Queen bunk
Shares buddy bath
Queen Bedroom (Lower Level)
Queen bed
Adjacent full hall bath
Rec Room (Lower Level)
Queen sleeper sofa, Full bath access
Entertainment, Comfort & Work Stations:
3 Smart TVs | Strong WiFi throughout
3 Gas fireplaces
Wood-burning Solo Stove in backyard (BYO firewood & s’mores supplies)
Arcade machine, foosball table, and board games for family fun
Fast WiFi throughout the house, with cheerful work area in lower-level den and a desk in one of the upstairs bedrooms
Washer & dryer in-home
All bedrooms have individual charging stations
Professionally laundered linens and bath towels provided
Starter pack of toiletries & household essentials included
A portable crib and booster seat are also available for your littlest guests.
Walkable to:
Davis Park Dock – 0.1 mi
Eastport restaurants & shops – 0.2 mi
Downtown Annapolis – 0.7 mi
U.S. Naval Academy – 0.9 mi
Easy access to Washington, DC (30 mi) and Baltimore (25 mi)
House Rules:
No pets, parties, or smoking
Primary renter must be 25+ and present during stay
Exterior doorbell camera & legal decibel monitor for safety
Other things to note
Please note that we may collect additional information from you after confirming your booking (usually an email address) in order to comply with local regulations and to provide the best possible experience.
This home is the perfect blend of luxurious comfort and unbeatable location. Whether you’re planning a weekend filled with waterfront adventures, a midweek work-from-home escape, or a festive family gathering, you’ll love calling this Eastport gem your home base in Annapolis.
Walk to Everything Ideal for Families & Groups
Welcome to your Eastport escape! Stay in this stunning, professionally decorated Craftsman-style home just steps from the waterfront and all the shops, restaurants, and charm of downtown Annapolis. With three levels of beautifully appointed living space, this 4-bedroom, 3.5-bath home offers everything you need for a relaxing weekend getaway or an extended stay with family and friends.
Highlights
Fully-equipped Gourmet Kitchen with modern appliances, ample counter space, and seating for everyone:
Dining table seats 10
Kitchen table seats 5
Breakfast bar seats 4
Multiple Gathering Areas:
Main living room with gas fireplace & flatscreen TV
Lower-level rec room with 85" TV, bar seating, gas fireplace, arcade machine, foosball, board games, and Queen pull-out sofa
Cozy backyard with furnished deck, grill, and Solo Stove fire pit
Outdoor Spaces:
Covered front porch
Private balcony off King Suite, perfect for sipping your morning coffee
Fully-fenced yard with Adirondack chairs, dining table, with outdoor games and yard toys
Sleeping Arrangements (Sleeps 12):
King Suite (2nd Floor)
King bed, Private balcony, Flatscreen TV & electric fireplace
Walk-in closet
Spa-like ensuite with dual vanity, soaking tub & custom shower
Queen Bedroom (2nd Floor)
Queen bed + Twin trundle
Desk
Shares buddy bath with Bunk Room
Bunk Room (2nd Floor)
Twin over Queen bunk
Shares buddy bath
Queen Bedroom (Lower Level)
Queen bed
Adjacent full hall bath
Rec Room (Lower Level)
Queen sleeper sofa, Full bath access
Entertainment, Comfort & Work Stations:
3 Smart TVs | Strong WiFi throughout
3 Gas fireplaces
Wood-burning Solo Stove in backyard (BYO firewood & s’mores supplies)
Arcade machine, foosball table, and board games for family fun
Fast WiFi throughout the house, with cheerful work area in lower-level den and a desk in one of the upstairs bedrooms
Washer & dryer in-home
All bedrooms have individual charging stations
Professionally laundered linens and bath towels provided
Starter pack of toiletries & household essentials included
A portable crib and booster seat are also available for your littlest guests.
Walkable to:
Davis Park Dock – 0.1 mi
Eastport restaurants & shops – 0.2 mi
Downtown Annapolis – 0.7 mi
U.S. Naval Academy – 0.9 mi
Easy access to Washington, DC (30 mi) and Baltimore (25 mi)
House Rules:
No pets, parties, or smoking
Primary renter must be 25+ and present during stay
Exterior doorbell camera & legal decibel monitor for safety
Other things to note
Please note that we may collect additional information from you after confirming your booking (usually an email address) in order to comply with local regulations and to provide the best possible experience.
This home is the perfect blend of luxurious comfort and unbeatable location. Whether you’re planning a weekend filled with waterfront adventures, a midweek work-from-home escape, or a festive family gathering, you’ll love calling this Eastport gem your home base in Annapolis.
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- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
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
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 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. Maryland Hall for Creative Arts and Wild Bird Center are also worth visiting.

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 - 14 min walk - 1.2 km
- Annapolis City Dock - 15 min walk - 1.3 km
- Maryland State House - 18 min walk - 1.6 km
Getting around
Restaurants
- The Choptank - 14 min walk
- Carrol's Creek Cafe - 5 min walk
- Boatyard Bar & Grill - 5 min walk
- O'Brien's Oyster Bar & Seafood Tavern - 16 min walk
- Sammy's Italian Pizza Kitchen - 13 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
14 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Denise M.
2 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Denise M.
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Jean G.
15 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jean G.
Stayed 3 nights in Sep 2025
Verified
10/10 Excellent
Denise M.
1 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Christmas
Denise M.
Stayed 3 nights in Dec 2024
From a partner site
10/10 Excellent
Beth D.
22 Nov, 2024
Amazing house and location
Beth D.
Verified
10/10 Excellent
Jess B.
30 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and location
Jess B.
Stayed 3 nights in Jul 2024
Verified
10/10 Excellent
Jaime F.
13 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great weekend!
Jaime F.
Stayed 4 nights in May 2024
Verified
10/10 Excellent
Lisa S.
27 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Regatta house
Lisa S.
Stayed 7 nights in Oct 2024
Verified
10/10 Excellent
Ryan M.
23 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Navy Football Game Weekend
Ryan M.
Stayed 3 nights in Sep 2024
From a partner site
10/10 Excellent
Angela
10 Apr, 2024
Perfect Stay at The Lighthouse Inn 👍
Angela
Verified
10/10 Excellent
amy z.
30 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy in Eastport
amy z.
Stayed 3 nights in Jun 2024
Verified
10/10 Excellent
Matt L.
24 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend in Annapolis
Matt L.
Stayed 2 nights in Jul 2024
Verified
10/10 Excellent
Stephanie H.
14 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Spot in Eastport
Stephanie H.
Stayed 3 nights in Jul 2024
Verified
10/10 Excellent
LeRon H.
4 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fit for a king
LeRon H.
Stayed 2 nights in Mar 2024
Verified
10/10 Excellent
Erika M.
15 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location for a Bachelorette in Annapolis
Erika M.
Stayed 3 nights in Mar 2025
From a partner site
10/10 Excellent
David
29 May, 2024
Lighthouse Inn Annapolis
David
Verified
10/10 Excellent
Anna D.
16 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Family Experience - 3 Generations
Anna D.
Stayed 5 nights in Aug 2024
Verified
8/10 Good
Darren A.
31 Aug, 2025
Darren A.
Stayed 3 nights in Aug 2025
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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