Annapolis, Maryland
Eastport 3 bedroom Cottage: Walk to Downtown
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.
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.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 17, 2026 | $285 | Not Available | 2 |
| Jul 18, 2026 | $285 | Not Available | 2 |
| Jul 19, 2026 | $285 | Available | 1 |
| Jul 20, 2026 | $285 | Available | 1 |
| Jul 21, 2026 | $285 | Available | 1 |
| Jul 22, 2026 | $285 | Available | 1 |
| Jul 23, 2026 | $285 | Not Available | 2 |
| Jul 24, 2026 | $331 | Not Available | 2 |
| Jul 25, 2026 | $340 | Not Available | 2 |
| Jul 26, 2026 | $285 | Available | 2 |
| Jul 27, 2026 | $307 | Available | 2 |
| Jul 28, 2026 | $297 | Available | 2 |
| Jul 29, 2026 | $285 | Available | 2 |
| Jul 30, 2026 | $313 | Available | 2 |
| Jul 31, 2026 | $388 | Available | 2 |
| Aug 1, 2026 | $450 | Available | 2 |
| Aug 2, 2026 | $344 | Available | 1 |
| Aug 3, 2026 | $356 | Available | 1 |
| Aug 4, 2026 | $368 | Available | 1 |
| Aug 5, 2026 | $437 | Available | 1 |
| Aug 6, 2026 | $450 | Available | 1 |
| Aug 7, 2026 | $450 | Available | 2 |
| Aug 8, 2026 | $450 | Not Available | 2 |
| Aug 9, 2026 | $450 | Not Available | 1 |
| Aug 10, 2026 | $325 | Not Available | 1 |
| Aug 11, 2026 | $310 | Not Available | 1 |
| Aug 12, 2026 | $317 | Not Available | 1 |
| Aug 13, 2026 | $371 | Not Available | 1 |
| Aug 14, 2026 | $450 | Not Available | 2 |
| Aug 15, 2026 | $431 | Available | 2 |
| Aug 16, 2026 | $285 | Available | 2 |
| Aug 17, 2026 | $285 | Available | 2 |
| Aug 18, 2026 | $285 | Available | 2 |
| Aug 19, 2026 | $285 | Available | 2 |
| Aug 20, 2026 | $312 | Available | 2 |
| Aug 21, 2026 | $396 | Available | 2 |
| Aug 22, 2026 | $374 | Available | 2 |
| Aug 23, 2026 | $294 | Available | 2 |
| Aug 24, 2026 | $285 | Available | 2 |
| Aug 25, 2026 | $285 | Available | 2 |
| Aug 26, 2026 | $285 | Available | 2 |
| Aug 27, 2026 | $319 | Available | 2 |
| Aug 28, 2026 | $404 | Available | 2 |
| Aug 29, 2026 | $432 | Available | 2 |
| Aug 30, 2026 | $300 | Not Available | 2 |
| Aug 31, 2026 | $285 | Available | 2 |
| Sep 1, 2026 | $285 | Available | 1 |
| Sep 2, 2026 | $323 | Available | 1 |
| Sep 3, 2026 | $450 | Not Available | 1 |
| Sep 4, 2026 | $450 | Not Available | 2 |
| Sep 5, 2026 | $450 | Not Available | 2 |
| Sep 6, 2026 | $450 | Not Available | 1 |
| Sep 7, 2026 | $363 | Available | 1 |
| Sep 8, 2026 | $310 | Available | 1 |
| Sep 9, 2026 | $285 | Available | 1 |
| Sep 10, 2026 | $342 | Available | 1 |
| Sep 11, 2026 | $425 | Available | 2 |
| Sep 12, 2026 | $447 | Available | 2 |
| Sep 13, 2026 | $292 | Available | 1 |
| Sep 14, 2026 | $285 | Available | 1 |
| Sep 15, 2026 | $285 | Not Available | 1 |
| Sep 16, 2026 | $402 | Not Available | 1 |
| Sep 17, 2026 | $450 | Not Available | 1 |
| Sep 18, 2026 | $450 | Available | 2 |
| Sep 19, 2026 | $450 | Available | 2 |
| Sep 20, 2026 | $410 | Available | 1 |
| Sep 21, 2026 | $285 | Available | 1 |
| Sep 22, 2026 | $292 | Available | 1 |
| Sep 23, 2026 | $328 | Available | 1 |
| Sep 24, 2026 | $450 | Available | 1 |
| Sep 25, 2026 | $450 | Available | 2 |
| Sep 26, 2026 | $450 | Available | 2 |
| Sep 27, 2026 | $381 | Available | 1 |
| Sep 28, 2026 | $401 | Available | 1 |
| Sep 29, 2026 | $327 | Available | 1 |
| Sep 30, 2026 | $382 | Available | 1 |
| Oct 1, 2026 | $450 | Available | 2 |
| Oct 2, 2026 | $450 | Available | 2 |
| Oct 3, 2026 | $450 | Available | 2 |
| Oct 4, 2026 | $387 | Available | 2 |
| Oct 5, 2026 | $344 | Available | 2 |
| Oct 6, 2026 | $450 | Available | 2 |
| Oct 7, 2026 | $450 | Available | 2 |
| Oct 8, 2026 | $450 | Available | 2 |
| Oct 9, 2026 | $450 | Not Available | 2 |
| Oct 10, 2026 | $450 | Not Available | 2 |
| Oct 11, 2026 | $450 | Available | 2 |
| Oct 12, 2026 | $450 | Available | 2 |
| Oct 13, 2026 | $450 | Available | 2 |
| Oct 14, 2026 | $450 | Not Available | 2 |
| Oct 15, 2026 | $450 | Not Available | 2 |
Amenities
5.0 · 3 reviews
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.
Danielle was great with communication and made sure everything was fine for our stay!
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-
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
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
