Arundel on the Bay, a neighbourhood in Annapolis, is home to this guesthouse. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travellers looking to shop may want to visit Bay Bridge Market Place Shopping Center and Annapolis City Dock. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall.
Bay Bridge Market Place Shopping Center - 5 min drive - 4.5 km
Historical Society of Talbot County - 7 min drive - 5.2 km
Bay Ridge Beach - 8 min drive - 7.3 km
Carrs Beach - 10 min drive - 7.3 km
Getting around
Odenton Station - 27 min drive
Fort Meade, MD (FME-Tipton) - 36 min drive
Restaurants
McDonald's - 5 min drive
Sammy's Italian Pizza Kitchen - 8 min drive
Starbucks - 5 min drive
Oscar’s Coffee - 10 min drive
Grump's Cafe - 6 min drive
About this property
Summer on the Bay | Near USNA | Private Retreat
Welcome to our charming Annapolis retreat! Nestled in a quiet community on the Chesapeake bay, Barefoot Cottage offers a perfect blend of comfort and convenience. Enjoy a stroll around iconic landmarks, savor local cuisine, or unwind with a walk on the beach. Thoughtful interiors and modern amenities, Barefoot Cottage promises a memorable stay for your solo trip, couples romantic getaway, sailing enthusiasts or USNA visitor. Book now for an unforgettable experience in this historic maritime city!
Your home in Annapolis! Barefoot Cottage is a 1-bedroom apartment nestled along the shores of the Chesapeake Bay, perfect for a solo quiet retreat, couples retreat, and anyone visiting the fun events happening in and around town! As you step inside, you'll be greeted by a charming interior adorned with coastal decor and soothing hues reminiscent of the nearby waters. The bedroom features a plush queen-sized bed, promising restful nights after days of exploration. The living area offers a choice of comfortable seating to unwind with a glass of wine, watch a movie or cozy into the corner lounge chair with a good book. Laundry area is tucked away under a handmade live edge wood and epoxy countertop. Whip up a delicious meal in the fully-equipped kitchen, complete with all the essentials for a delightful cooking experience.
With access to a private beach close by, you can spend your days lounging in the sun, enjoying a picnic lunch or strolling along the bay. Feeling outdoorsy? Included with your stay you will find 2 folding bicycles and 2 inflatable paddle boards!
Whether you're seeking relaxation or adventure, our Chesapeake Bay retreat offers the perfect haven for a memorable visit to Annapolis's rich maritime history and vibrant culture.
**There is a steep staircase with 13 stairs leading up to the second floor**
Our cleaners take every precaution when cleaning Barefoot Cottage. All high touch surfaces are thoroughly disinfected (including light switches, knobs, handles, remotes etc.) using Seventh Generation cleaning products. All throw pillows have removable covers and are washed after every guest. All Free and Clear laundry detergent for our towels and bedding which are washed on the Bedding/Hygiene cycle in our HE washer and dryer. Guests have self check-in with no physical interaction with anyone.
SLEEPING ARRANGEMENTS 1BR/1BA/Sleeper Sofa comfortably sleeps 2 adults, 2 adults/2 children or up to 3 adults:
Primary Suite - Queen Bed - Sitting Area - Flat-screen t.v.
Living Room - Full sleeper sofa - Flat screen t.v. - Reading nook
HIGHLIGHTS Private entrance and parking for one vehicle High Speed Internet and WI-FI Full-size washer and dryer Eat in kitchen Chesapeake Bay oriented community with private beach and park Non-smoking Service animals welcome Pets welcome Keyless entry with personal lock code for the duration of your stay.
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Distance to local attractions:
Water Taxi - 3 miles
Downtown Annapolis - 4 miles
U.S. Naval Academy - 5 miles
Washington, DC - 35 miles
Baltimore, MD - 20 miles
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House Rules
Check-in 4:00 p.m. Check-out 11:00 a.m.
Parking for ONE vehicle only!
License Number 000618
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children
Children allowed: ages 3–17
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Events
No events allowed
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Pets
Pets allowed: dogs and cats less than 23 kg per pet (limit one pet total)
Pets are allowed at this property
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Smoking
Smoking is not permitted
No smoking allowed at this property
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
Leave all used towels in the bathtub.
Failure to complete these may result in a negative review from the host.
NO PARTIES OR EVENTS. THE NUMBER OF GUESTS BOOKED ON THE RESERVATION ARE THE MAXIMUM ALLOWED AT THE PROPERTY AT ANY TIME.
NO SMOKING, VAPING OR E-CIGARETTES OF ANY KIND ANYWHERE ON THE PROPERTY. - Check-in and check-out times are strictly enforced.
- We are happy to extend check out times in 1 hour increments up to 12:00 pm for an additional fee per hour.
Important information
You need to know
Property Registration Number STR00618
Property # 4934643vb
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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit
Frequently asked questions
Is Summer on the Bay | Near USNA | Private Retreat pet-friendly?
Yes, this guest house allows cats and dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Summer on the Bay | Near USNA | Private Retreat?
As of 3 June 2026, prices found for a 1-night stay for 2 adults at Summer on the Bay | Near USNA | Private Retreat on 20 July 2026 start from AU$354, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Summer on the Bay | Near USNA | Private Retreat?
On-site parking is available at the property.
What time is check-in at Summer on the Bay | Near USNA | Private Retreat?
Check-in begins at 4:00 PM.
What time is check-out at Summer on the Bay | Near USNA | Private Retreat?
Checkout is at 10:00 AM.
Where is Summer on the Bay | Near USNA | Private Retreat located?
Located in Arundel on the Bay, this guesthouse is within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center and Historic Mount Moriah AME Church are also within 3 miles (5 km).
Summer on the Bay | Near USNA | Private Retreat Reviews
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a wonderful stay here. It was perfect for our trip and in a great location. I have no complaints and would stay here again if we visited this area!
Kristin H.
Stayed 4 nights in May 2026
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