Annapolis, Maryland

Eastport 3 bedroom Cottage: Walk to Downtown

3 bedrooms4 beds2 baths8 guests5.0 (3)

About the property

Discover Annapolis from our charming Eastport cottage! This updated home comfortably sleeps 8 and is perfect for USNA events or a relaxing getaway. Enjoy a fully equipped kitchen, spacious backyard and a prime location just a 15-minute walk from Downtown Annapolis. Experience the best of historic Eastport with its marinas, waterfront dining, and local shops right at your doorstep. Your ideal family or group retreat awaits!

Welcome to our charming and updated cottage home, your perfect base for exploring all that Annapolis has to offer! Nestled in the historic Eastport neighborhood, this home is ideal for families and friends.

Step inside and you'll be greeted by a bright, inviting living area filled with ample natural light. The home offers several comfortable spaces to unwind, including a sun-filled sitting room and an additional living area on the lower level.

Key Features:
Fully equipped kitchen with modern stainless steel appliances and a breakfast bar.
Adjacent dining area for enjoying home-cooked meals.
Two full bathrooms with contemporary fixtures and complimentary toiletries.
Spacious and private backyard area, ideal for relaxing and outdoor entertaining.

Sleeping Arrangements:
Master Bedroom: One plush Queen size bed
Second Bedroom: One cozy Full size bed
Third Bedroom: Two Double beds

For your security and peace of mind, please be aware that exterior security cameras are present on the property. These cameras monitor the exterior of the home only and do not have views of any interior spaces.

City of Annapolis Rental License: RENT-000027-2026

We respect our guests' privacy and offer a self-check-in process for your convenience. While we will not be present during your stay, we are always available via the messaging app or phone if you have any questions or need assistance.

Discover Annapolis from our charming Eastport cottage! This updated home comfortably sleeps 8 and is perfect for USNA events or a relaxing getaway. Enjoy a fully equipped kitchen, spacious backyard and a prime location just a 15-minute walk from Downtown Annapolis. Experience the best of historic Eastport with its marinas, waterfront dining, and local shops right at your doorstep. Your ideal family or group retreat awaits!

Welcome to our charming and updated cottage home, your perfect base for exploring all that Annapolis has to offer! Nestled in the historic Eastport neighborhood, this home is ideal for families and friends.

Step inside and you'll be greeted by a bright, inviting living area filled with ample natural light. The home offers several comfortable spaces to unwind, including a sun-filled sitting room and an additional living area on the lower level.

Key Features:
Fully equipped kitchen with modern stainless steel appliances and a breakfast bar.
Adjacent dining area for enjoying home-cooked meals.
Two full bathrooms with contemporary fixtures and complimentary toiletries.
Spacious and private backyard area, ideal for relaxing and outdoor entertaining.

Sleeping Arrangements:
Master Bedroom: One plush Queen size bed
Second Bedroom: One cozy Full size bed
Third Bedroom: Two Double beds

For your security and peace of mind, please be aware that exterior security cameras are present on the property. These cameras monitor the exterior of the home only and do not have views of any interior spaces.

City of Annapolis Rental License: RENT-000027-2026

We respect our guests' privacy and offer a self-check-in process for your convenience. While we will not be present during your stay, we are always available via the messaging app or phone if you have any questions or need assistance.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 17, 2026$285Not Available2
Jul 18, 2026$285Not Available2
Jul 19, 2026$285Available1
Jul 20, 2026$285Available1
Jul 21, 2026$285Available1
Jul 22, 2026$285Available1
Jul 23, 2026$285Not Available2
Jul 24, 2026$331Not Available2
Jul 25, 2026$340Not Available2
Jul 26, 2026$285Available2
Jul 27, 2026$307Available2
Jul 28, 2026$297Available2
Jul 29, 2026$285Available2
Jul 30, 2026$313Available2
Jul 31, 2026$388Available2
Aug 1, 2026$450Available2
Aug 2, 2026$344Available1
Aug 3, 2026$356Available1
Aug 4, 2026$368Available1
Aug 5, 2026$437Available1
Aug 6, 2026$450Available1
Aug 7, 2026$450Available2
Aug 8, 2026$450Not Available2
Aug 9, 2026$450Not Available1
Aug 10, 2026$325Not Available1
Aug 11, 2026$310Not Available1
Aug 12, 2026$317Not Available1
Aug 13, 2026$371Not Available1
Aug 14, 2026$450Not Available2
Aug 15, 2026$431Available2
Aug 16, 2026$285Available2
Aug 17, 2026$285Available2
Aug 18, 2026$285Available2
Aug 19, 2026$285Available2
Aug 20, 2026$312Available2
Aug 21, 2026$396Available2
Aug 22, 2026$374Available2
Aug 23, 2026$294Available2
Aug 24, 2026$285Available2
Aug 25, 2026$285Available2
Aug 26, 2026$285Available2
Aug 27, 2026$319Available2
Aug 28, 2026$404Available2
Aug 29, 2026$432Available2
Aug 30, 2026$300Not Available2
Aug 31, 2026$285Available2
Sep 1, 2026$285Available1
Sep 2, 2026$323Available1
Sep 3, 2026$450Not Available1
Sep 4, 2026$450Not Available2
Sep 5, 2026$450Not Available2
Sep 6, 2026$450Not Available1
Sep 7, 2026$363Available1
Sep 8, 2026$310Available1
Sep 9, 2026$285Available1
Sep 10, 2026$342Available1
Sep 11, 2026$425Available2
Sep 12, 2026$447Available2
Sep 13, 2026$292Available1
Sep 14, 2026$285Available1
Sep 15, 2026$285Not Available1
Sep 16, 2026$402Not Available1
Sep 17, 2026$450Not Available1
Sep 18, 2026$450Available2
Sep 19, 2026$450Available2
Sep 20, 2026$410Available1
Sep 21, 2026$285Available1
Sep 22, 2026$292Available1
Sep 23, 2026$328Available1
Sep 24, 2026$450Available1
Sep 25, 2026$450Available2
Sep 26, 2026$450Available2
Sep 27, 2026$381Available1
Sep 28, 2026$401Available1
Sep 29, 2026$327Available1
Sep 30, 2026$382Available1
Oct 1, 2026$450Available2
Oct 2, 2026$450Available2
Oct 3, 2026$450Available2
Oct 4, 2026$387Available2
Oct 5, 2026$344Available2
Oct 6, 2026$450Available2
Oct 7, 2026$450Available2
Oct 8, 2026$450Available2
Oct 9, 2026$450Not Available2
Oct 10, 2026$450Not Available2
Oct 11, 2026$450Available2
Oct 12, 2026$450Available2
Oct 13, 2026$450Available2
Oct 14, 2026$450Not Available2
Oct 15, 2026$450Not Available2

Amenities

Air conditioning
Carbon monoxide detector
Washer
Dryer
Fire extinguisher
Free parking
Hot water
Bathtub

5.0 · 3 reviews

H
Happy Guest
2 days ago

Enjoyed my long weekend - house is just as described. Nice neighborhood for walking. I walked to downtown Annapolis a few times. A little bit of a longer walk- maybe 25 mins to get downtown. But so much easier than driving. Cute neighborhood- lots of dog walkers :) Traveled solo on this trip and felt safe in my surroundings. Would definitely stay here again on the next trip.

H
Happy Guest
3 weeks ago

Danielle was great with communication and made sure everything was fine for our stay!

H
Happy Guest
June 2026

Great place only a short walk from downtown and busy Eastport bars and restaurants. As a solo traveller on business it worked really well and I’d definitely stay again.

Where you'll be

Annapolis, Maryland, 21403, United States of America

Immerse yourself in the maritime heritage and political history of Annapolis, where cobblestone streets lead to the vibrant Annapolis City Dock and the historic Maryland State House. Explore a wealth of cultural treasures nearby, including the prestigious U.S. Naval Academy Museum and the artistic performances at Maryland Hall. Discover the natural beauty of Quiet Waters Park, located close to the property, or visit the Armel-

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 3:00 PM.
Check-out before 11:00 AM.
Maximum 8 guests.