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Eastport 3 bedroom Cottage: Walk to Downtown - Image 1
Eastport 3 bedroom Cottage: Walk to Downtown - Image 2
Eastport 3 bedroom Cottage: Walk to Downtown - Image 3
Eastport 3 bedroom Cottage: Walk to Downtown - Image 4
Eastport 3 bedroom Cottage: Walk to Downtown - Image 5

Annapolis, Maryland

Eastport 3 bedroom Cottage: Walk to Downtown

3 bedrooms4 beds2 baths8 guests

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

You will have private and exclusive access to the entire home throughout your stay. This includes all interior spaces—bedrooms, bathrooms, kitchen, and living areas—as well as the private backyard. Enjoy the comfort and privacy of having the whole space to yourselves.

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

Property License: RENT-000027-2026

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 (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 5, 2026$243Not Available1
Nov 6, 2026$363Not Available2
Nov 7, 2026$390Not Available2
Nov 8, 2026$243Available1
Nov 9, 2026$243Available1
Nov 10, 2026$243Available1
Nov 11, 2026$243Available1
Nov 12, 2026$252Available1
Nov 13, 2026$302Available2
Nov 14, 2026$315Available2
Nov 15, 2026$256Not Available1
Nov 16, 2026$262Not Available1
Nov 17, 2026$264Not Available1
Nov 18, 2026$264Not Available1
Nov 19, 2026$292Not Available1
Nov 20, 2026$410Not Available2
Nov 21, 2026$388Not Available2
Nov 22, 2026$325Not Available1
Nov 23, 2026$340Not Available1
Nov 24, 2026$405Not Available1
Nov 25, 2026$450Not Available1
Nov 26, 2026$450Not Available1
Nov 27, 2026$450Not Available2
Nov 28, 2026$373Not Available2
Nov 29, 2026$270Not Available1
Nov 30, 2026$251Not Available1
Dec 1, 2026$275Available1
Dec 2, 2026$299Available1
Dec 3, 2026$353Available1
Dec 4, 2026$445Available2
Dec 5, 2026$332Available2
Dec 6, 2026$243Available1
Dec 7, 2026$243Available1
Dec 8, 2026$243Available1
Dec 9, 2026$243Available1
Dec 10, 2026$262Available1
Dec 11, 2026$347Available2
Dec 12, 2026$346Available2
Dec 13, 2026$243Available1
Dec 14, 2026$243Available1
Dec 15, 2026$243Available1
Dec 16, 2026$243Available1
Dec 17, 2026$260Available1
Dec 18, 2026$335Available2
Dec 19, 2026$320Available2
Dec 20, 2026$260Available1
Dec 21, 2026$288Available2
Dec 22, 2026$315Available2
Dec 23, 2026$336Available2
Dec 24, 2026$337Available2
Dec 25, 2026$325Available2
Dec 26, 2026$315Available2
Dec 27, 2026$310Available2
Dec 28, 2026$299Available2
Dec 29, 2026$290Available2
Dec 30, 2026$339Available2
Dec 31, 2026$343Available2
Jan 1, 2027$346Available2
Jan 2, 2027$350Available2
Jan 3, 2027$243Available2
Jan 4, 2027$243Available2
Jan 5, 2027$245Available2
Jan 6, 2027$256Available2
Jan 7, 2027$281Available2
Jan 8, 2027$324Available2
Jan 9, 2027$305Available2
Jan 10, 2027$259Available2
Jan 11, 2027$243Available2
Jan 12, 2027$275Available2
Jan 13, 2027$275Available2
Jan 14, 2027$278Available2
Jan 15, 2027$307Available2
Jan 16, 2027$302Available2
Jan 17, 2027$300Available2
Jan 18, 2027$283Available2
Jan 19, 2027$243Available2
Jan 20, 2027$245Available2
Jan 21, 2027$281Available2
Jan 22, 2027$298Available2
Jan 23, 2027$297Available2
Jan 24, 2027$273Available2
Jan 25, 2027$254Available2
Jan 26, 2027$283Available2
Jan 27, 2027$277Available2
Jan 28, 2027$275Available2
Jan 29, 2027$347Available2
Jan 30, 2027$335Available2
Jan 31, 2027$297Available2
Feb 1, 2027$274Available2
Feb 2, 2027$281Available2
Feb 3, 2027$283Available2
Feb 4, 2027$296Available2
Feb 5, 2027$342Available2
Feb 6, 2027$334Available2
Feb 7, 2027$305Available2
Feb 8, 2027$272Available2
Feb 9, 2027$249Available2
Feb 10, 2027$257Available2
Feb 11, 2027$295Available2
Feb 12, 2027$363Available2
Feb 13, 2027$357Available2
Feb 14, 2027$335Available2
Feb 15, 2027$314Available2
Feb 16, 2027$301Available2
Feb 17, 2027$246Available2
Feb 18, 2027$285Available2
Feb 19, 2027$366Available2
Feb 20, 2027$355Available2
Feb 21, 2027$311Available2
Feb 22, 2027$269Available2
Feb 23, 2027$264Available2
Feb 24, 2027$276Available2
Feb 25, 2027$304Available2
Feb 26, 2027$343Available2
Feb 27, 2027$347Available2
Feb 28, 2027$301Available2
Mar 1, 2027$265Available2
Mar 2, 2027$279Available2
Mar 3, 2027$271Available2
Mar 4, 2027$300Available2
Mar 5, 2027$336Available2
Mar 6, 2027$345Available2
Mar 7, 2027$295Available2
Mar 8, 2027$250Available2
Mar 9, 2027$299Available2
Mar 10, 2027$305Available2
Mar 11, 2027$308Available2
Mar 12, 2027$382Available2
Mar 13, 2027$377Available2
Mar 14, 2027$306Available2
Mar 15, 2027$309Available2
Mar 16, 2027$298Available2
Mar 17, 2027$320Available2
Mar 18, 2027$337Available2
Mar 19, 2027$388Available2
Mar 20, 2027$382Available2
Mar 21, 2027$305Available2
Mar 22, 2027$317Available2
Mar 23, 2027$324Available2
Mar 24, 2027$285Available2
Mar 25, 2027$341Available2
Mar 26, 2027$450Available2
Mar 27, 2027$450Available2
Mar 28, 2027$450Available2
Mar 29, 2027$285Available2
Mar 30, 2027$296Available2
Mar 31, 2027$333Available2
Apr 1, 2027$392Available2
Apr 2, 2027$450Available2
Apr 3, 2027$450Available2
Apr 4, 2027$371Available2
Apr 5, 2027$321Available2
Apr 6, 2027$326Available2
Apr 7, 2027$356Available2
Apr 8, 2027$404Available2
Apr 9, 2027$450Available2
Apr 10, 2027$450Available2
Apr 11, 2027$384Available2
Apr 12, 2027$351Available2
Apr 13, 2027$367Available2
Apr 14, 2027$381Available2
Apr 15, 2027$450Available2
Apr 16, 2027$450Available2
Apr 17, 2027$450Available2
Apr 18, 2027$386Available2
Apr 19, 2027$395Available2
Apr 20, 2027$396Available2
Apr 21, 2027$398Available2
Apr 22, 2027$416Available2
Apr 23, 2027$450Available2
Apr 24, 2027$450Available2
Apr 25, 2027$399Available2
Apr 26, 2027$360Available2
Apr 27, 2027$450Available2
Apr 28, 2027$450Available2
Apr 29, 2027$450Available2
Apr 30, 2027$450Available2
May 1, 2027$450Available2
May 2, 2027$450Available2
May 3, 2027$439Available3
May 4, 2027$446Available3
May 5, 2027$450Available3
May 6, 2027$450Available3
May 7, 2027$450Available3
May 8, 2027$450Available3
May 9, 2027$450Available3
May 10, 2027$421Available3
May 11, 2027$450Available3
May 12, 2027$448Available3
May 13, 2027$450Available3
May 14, 2027$450Available3
May 15, 2027$450Available3
May 16, 2027$450Available3
May 17, 2027$450Available3
May 18, 2027$450Not Available3
May 19, 2027$450Not Available3
May 20, 2027$450Not Available3
May 21, 2027$450Available3
May 22, 2027$450Available3
May 23, 2027$450Available3
May 24, 2027$450Not Available3
May 25, 2027$450Not Available3
May 26, 2027$547Not Available3
May 27, 2027$547Not Available3
May 28, 2027$450Not Available3
May 29, 2027$450Not Available3
May 30, 2027$450Available3
May 31, 2027$406Available3
Jun 1, 2027$407Available3
Jun 2, 2027$450Available3
Jun 3, 2027$450Available3
Jun 4, 2027$450Available3
Jun 5, 2027$450Available3
Jun 6, 2027$450Available3
Jun 7, 2027$437Available3
Jun 8, 2027$450Available3
Jun 9, 2027$452Available3
Jun 10, 2027$450Available3
Jun 11, 2027$450Available3
Jun 12, 2027$450Available3
Jun 13, 2027$450Available3
Jun 14, 2027$452Available3
Jun 15, 2027$452Available3
Jun 16, 2027$452Available3
Jun 17, 2027$452Available3
Jun 18, 2027$452Available3
Jun 19, 2027$452Available3
Jun 20, 2027$450Available3
Jun 21, 2027$450Available3
Jun 22, 2027$450Available3
Jun 23, 2027$450Available3
Jun 24, 2027$450Available3
Jun 25, 2027$450Available3
Jun 26, 2027$450Available3
Jun 27, 2027$450Available3
Jun 28, 2027$450Available3
Jun 29, 2027$450Available3
Jun 30, 2027$450Available3
Jul 1, 2027$450Available3
Jul 2, 2027$450Available3
Jul 3, 2027$450Available3
Jul 4, 2027$450Available3
Jul 5, 2027$446Available3
Jul 6, 2027$450Available3
Jul 7, 2027$450Available3
Jul 8, 2027$450Available3
Jul 9, 2027$450Available3
Jul 10, 2027$450Available3
Jul 11, 2027$450Available3
Jul 12, 2027$417Available3
Jul 13, 2027$444Available3
Jul 14, 2027$450Available3
Jul 15, 2027$450Available3
Jul 16, 2027$450Available3
Jul 17, 2027$450Available3
Jul 18, 2027$429Available3
Jul 19, 2027$407Available3
Jul 20, 2027$422Available3
Jul 21, 2027$419Available3
Jul 22, 2027$450Available3
Jul 23, 2027$450Available3
Jul 24, 2027$450Available3
Jul 25, 2027$399Available3
Jul 26, 2027$395Available3
Jul 27, 2027$414Available3
Jul 28, 2027$450Available3
Jul 29, 2027$450Available3
Jul 30, 2027$450Available3
Jul 31, 2027$450Available3
Aug 1, 2027$450Available2
Aug 2, 2027$438Available2
Aug 3, 2027$438Available2
Aug 4, 2027$450Available2
Aug 5, 2027$450Available2
Aug 6, 2027$450Available3
Aug 7, 2027$450Available3
Aug 8, 2027$450Available2
Aug 9, 2027$450Available2
Aug 10, 2027$450Available2
Aug 11, 2027$438Available2
Aug 12, 2027$450Available2
Aug 13, 2027$450Available3
Aug 14, 2027$450Available3
Aug 15, 2027$450Available2
Aug 16, 2027$450Available2
Aug 17, 2027$450Available2
Aug 18, 2027$438Available2
Aug 19, 2027$443Available2
Aug 20, 2027$450Available3
Aug 21, 2027$450Available3
Aug 22, 2027$398Available2
Aug 23, 2027$368Available2
Aug 24, 2027$372Available2
Aug 25, 2027$387Available2
Aug 26, 2027$572Available2
Aug 27, 2027$572Available3
Aug 28, 2027$572Available3
Aug 29, 2027$572Available2
Aug 30, 2027$359Available2
Aug 31, 2027$331Available2
Sep 1, 2027$450Available2
Sep 2, 2027$572Available2
Sep 3, 2027$572Available3
Sep 4, 2027$572Available3
Sep 5, 2027$572Available2
Sep 6, 2027$450Available2
Sep 7, 2027$480Available2
Sep 8, 2027$480Available2
Sep 9, 2027$526Available2
Sep 10, 2027$543Available3
Sep 11, 2027$450Available3
Sep 12, 2027$450Available2
Sep 13, 2027$386Available2
Sep 14, 2027$480Available2
Sep 15, 2027$480Available2
Sep 16, 2027$480Available2
Sep 17, 2027$515Available3
Sep 18, 2027$450Available3
Sep 19, 2027$447Available2
Sep 20, 2027$388Available2
Sep 21, 2027$480Available2
Sep 22, 2027$480Available2
Sep 23, 2027$480Available2
Sep 24, 2027$514Available3
Sep 25, 2027$514Available3
Sep 26, 2027$450Available2
Sep 27, 2027$376Available2
Sep 28, 2027$450Available2
Sep 29, 2027$450Available2
Sep 30, 2027$450Available2
Oct 1, 2027$572Available3
Oct 2, 2027$450Available3
Oct 3, 2027$450Available3
Oct 4, 2027$450Available3
Oct 5, 2027$450Available3
Oct 6, 2027$520Available3
Oct 7, 2027$520Available3
Oct 8, 2027$519Available3
Oct 9, 2027$519Available3
Oct 10, 2027$520Available3
Oct 11, 2027$450Available3
Oct 12, 2027$450Available3
Oct 13, 2027$520Available3
Oct 14, 2027$540Available3
Oct 15, 2027$530Available3
Oct 16, 2027$530Available3
Oct 17, 2027$450Available3
Oct 18, 2027$426Available3
Oct 19, 2027$420Available3
Oct 20, 2027$520Available3
Oct 21, 2027$549Available3
Oct 22, 2027$549Available3
Oct 23, 2027$549Available3
Oct 24, 2027$450Available3
Oct 25, 2027$450Available3
Oct 26, 2027$450Available3
Oct 27, 2027$407Available3
Oct 28, 2027$568Available3
Oct 29, 2027$558Available3
Oct 30, 2027$558Available3
Oct 31, 2027$418Available3
Nov 1, 2027$333Available2
Nov 2, 2027$335Available2
Nov 3, 2027$353Available2
Nov 4, 2027$400Available2
Nov 5, 2027$547Not Available2
Nov 6, 2027$547Not Available2
Nov 7, 2027$368Not Available2
Nov 8, 2027$313Not Available2
Nov 9, 2027$315Not Available2
Nov 10, 2027$450Not Available2
Nov 11, 2027$450Not Available2
Nov 12, 2027$450Not Available2
Nov 13, 2027$450Not Available2
Nov 14, 2027$362Not Available2
Nov 15, 2027$315Not Available2
Nov 16, 2027$341Not Available2
Nov 17, 2027$378Not Available2
Nov 18, 2027$416Not Available2
Nov 19, 2027$450Not Available2
Nov 20, 2027$450Not Available2
Nov 21, 2027$345Not Available2
Nov 22, 2027$311Not Available2
Nov 23, 2027$338Not Available2
Nov 24, 2027$450Not Available2
Nov 25, 2027$450Not Available2
Nov 26, 2027$450Not Available2
Nov 27, 2027$450Not Available2
Nov 28, 2027$329Not Available2
Nov 29, 2027$297Not Available2
Nov 30, 2027$322Not Available2
Dec 1, 2027$353Not Available2
Dec 2, 2027$398Not Available2
Dec 3, 2027$450Not Available2
Dec 4, 2027$450Not Available2
Dec 5, 2027$312Not Available2
Dec 6, 2027$278Not Available2
Dec 7, 2027$285Not Available2
Dec 8, 2027$308Not Available2
Dec 9, 2027$360Not Available2
Dec 10, 2027$450Not Available2
Dec 11, 2027$450Not Available2
Dec 12, 2027$324Not Available2
Dec 13, 2027$304Not Available2
Dec 14, 2027$313Not Available2
Dec 15, 2027$346Not Available2
Dec 16, 2027$387Not Available2
Dec 17, 2027$450Not Available2
Dec 18, 2027$450Not Available2
Dec 19, 2027$358Not Available2
Dec 20, 2027$340Not Available2
Dec 21, 2027$395Not Available2
Dec 22, 2027$396Not Available2
Dec 23, 2027$450Not Available2
Dec 24, 2027$450Not Available2
Dec 25, 2027$450Not Available2
Dec 26, 2027$449Not Available3
Dec 27, 2027$449Not Available3
Dec 28, 2027$449Not Available3
Dec 29, 2027$450Not Available3
Dec 30, 2027$450Not Available2
Dec 31, 2027$450Not Available2
Jan 1, 2028$450Not Available2
Jan 2, 2028$334Not Available2
Jan 3, 2028$314Not Available2
Jan 4, 2028$299Not Available2
Jan 5, 2028$317Not Available2
Jan 6, 2028$342Not Available2
Jan 7, 2028$384Not Available2
Jan 8, 2028$368Not Available2
Jan 9, 2028$306Not Available2
Jan 10, 2028$283Not Available2
Jan 11, 2028$272Not Available2
Jan 12, 2028$298Not Available2
Jan 13, 2028$328Not Available2
Jan 14, 2028$414Not Available2
Jan 15, 2028$411Not Available2
Jan 16, 2028$409Not Available2
Jan 17, 2028$298Not Available2
Jan 18, 2028$284Not Available2
Jan 19, 2028$311Not Available2
Jan 20, 2028$326Not Available2
Jan 21, 2028$379Not Available2
Jan 22, 2028$375Not Available2
Jan 23, 2028$335Not Available2
Jan 24, 2028$300Not Available2
Jan 25, 2028$293Not Available2
Jan 26, 2028$311Not Available2
Jan 27, 2028$321Not Available2
Jan 28, 2028$378Not Available2
Jan 29, 2028$371Not Available2
Jan 30, 2028$330Not Available2
Jan 31, 2028$299Not Available2
Feb 1, 2028$296Not Available2
Feb 2, 2028$315Not Available2
Feb 3, 2028$323Not Available2
Feb 4, 2028$395Not Available2
Feb 5, 2028$381Not Available2
Feb 6, 2028$338Not Available2
Feb 7, 2028$299Not Available2
Feb 8, 2028$297Not Available2
Feb 9, 2028$304Not Available2
Feb 10, 2028$328Not Available2
Feb 11, 2028$450Not Available2
Feb 12, 2028$450Not Available2
Feb 13, 2028$450Not Available2
Feb 14, 2028$292Not Available2
Feb 15, 2028$288Not Available2
Feb 16, 2028$297Not Available2
Feb 17, 2028$327Not Available2
Feb 18, 2028$450Not Available2
Feb 19, 2028$449Not Available2
Feb 20, 2028$447Not Available2
Feb 21, 2028$285Not Available2
Feb 22, 2028$290Not Available2
Feb 23, 2028$293Not Available2
Feb 24, 2028$330Not Available2
Feb 25, 2028$380Not Available2
Feb 26, 2028$382Not Available2
Feb 27, 2028$326Not Available2
Feb 28, 2028$285Not Available2
Feb 29, 2028$293Not Available2
Mar 1, 2028$303Not Available2
Mar 2, 2028$341Not Available2
Mar 3, 2028$396Not Available2
Mar 4, 2028$401Not Available2
Mar 5, 2028$330Not Available2
Mar 6, 2028$297Not Available2
Mar 7, 2028$300Not Available2
Mar 8, 2028$316Not Available2
Mar 9, 2028$364Not Available2
Mar 10, 2028$432Not Available2
Mar 11, 2028$432Not Available2
Mar 12, 2028$344Not Available2
Mar 13, 2028$305Not Available2
Mar 14, 2028$302Not Available2
Mar 15, 2028$320Not Available2
Mar 16, 2028$373Not Available2
Mar 17, 2028$450Not Available2
Mar 18, 2028$445Not Available2
Mar 19, 2028$353Not Available2
Mar 20, 2028$313Not Available2
Mar 21, 2028$306Not Available2
Mar 22, 2028$326Not Available2
Mar 23, 2028$383Not Available2
Mar 24, 2028$450Not Available2
Mar 25, 2028$450Not Available2
Mar 26, 2028$369Not Available2
Mar 27, 2028$321Not Available2
Mar 28, 2028$322Not Available2
Mar 29, 2028$336Not Available2
Mar 30, 2028$387Not Available2
Mar 31, 2028$450Not Available2
Apr 1, 2028$450Not Available2
Apr 2, 2028$382Not Available2
Apr 3, 2028$336Not Available2
Apr 4, 2028$342Not Available2
Apr 5, 2028$355Not Available2
Apr 6, 2028$411Not Available2
Apr 7, 2028$450Not Available2
Apr 8, 2028$450Not Available2
Apr 9, 2028$395Not Available2
Apr 10, 2028$359Not Available2
Apr 11, 2028$367Not Available2
Apr 12, 2028$379Not Available2
Apr 13, 2028$438Not Available2
Apr 14, 2028$450Not Available2
Apr 15, 2028$450Not Available2
Apr 16, 2028$450Not Available2
Apr 17, 2028$370Not Available2
Apr 18, 2028$374Not Available2
Apr 19, 2028$397Not Available2
Apr 20, 2028$450Not Available2
Apr 21, 2028$450Not Available2
Apr 22, 2028$450Not Available2
Apr 23, 2028$425Not Available2
Apr 24, 2028$387Not Available2
Apr 25, 2028$397Not Available2
Apr 26, 2028$418Not Available2
Apr 27, 2028$450Not Available2
Apr 28, 2028$317Not Available1
Apr 29, 2028$317Not Available1
Apr 30, 2028$240Not Available1
May 1, 2028$240Not Available1
May 2, 2028$240Not Available1
May 3, 2028$240Not Available1
May 4, 2028$240Not Available1
May 5, 2028$317Not Available1
May 6, 2028$317Not Available1
May 7, 2028$240Not Available1
May 8, 2028$240Not Available1

What this home offers

Air conditioning
Carbon monoxide detector
Washer
Dryer
Fire extinguisher

What our guests say

5.00

10 reviews

S
Steve B.
1 day ago

Terrific home in central Annapolis.

A
Alycia H.
October 2026

Great location for a family weekend getaway! We had a great time and enjoyed our stay :)

L
Libby H.
September 2026

My family and I had a great time. The house was perfect to hang out and catch up. Close to great restaurants and sailing.

Where you’ll be

Annapolis, Maryland, 21403, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 3:00 PM.

Check-out before 11:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 8 guests.

No pets allowed.

No parties or events.

Cancellation policy

For your selected dates, this trip is not refundable.