Arundel on the Bay, a neighborhood in Annapolis, is home to this guesthouse. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travelers 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
The Beacon Restaurant - 8 min drive
Sammy's Italian Pizza Kitchen - 8 min drive
Starbucks - 5 min drive
Oscar’s Coffee - 10 min drive
About this property
Stay Barefoot•Bikes•Kayaks•Bay Access•USNA
Welcome to Barefoot Cottage, a thoughtfully designed coastal retreat by Stay Barefoot Annapolis. Nestled in a quiet Chesapeake Bay community just minutes from Downtown Annapolis and the U.S. Naval Academy, Barefoot Cottage offers the perfect balance of comfort, convenience, and coastal charm.
Whether you're visiting for a romantic getaway, a Naval Academy event, a weekend on the water, or simply seeking a peaceful place to recharge, you'll find everything you need for a memorable stay.
The Space As you step inside, you'll be welcomed by calming coastal interiors, natural textures, and comfortable furnishings designed to help you unwind. The primary bedroom features a plush queen-sized bed and cozy sitting area, creating a restful retreat after a day exploring Annapolis.
The living room offers: • Comfortable seating for relaxing • Smart TV for streaming your favorite shows • Cozy reading nook • Full-size sleeper sofa for additional guests
The fully equipped kitchen includes everything needed to prepare meals at home, while the dining area provides a comfortable space to gather, dine, or plan your next adventure.
A full-size washer and dryer are conveniently tucked beneath a custom live-edge wood and epoxy countertop.
Sleeping Arrangements Primary Suite • Queen Bed • Sitting Area • Smart TV Living Room • Full Sleeper Sofa • Smart TV • Reading Nook Comfortably accommodates: • 2 adults • 2 adults and 2 children • Up to 3 adults
Outdoor Recreation As our guest, you'll have access to: • Two folding bicycles • Two kayaks with paddles + Life vests
The nearby community beach, waterfront park, and neighborhood streets provide wonderful opportunities for biking, kayaking, walking, and enjoying the Chesapeake Bay lifestyle.
Important Safety Notice Use of bicycles, kayaks, paddles, life vests, and any recreational equipment is entirely voluntary and at the guest's own risk. By choosing to use these amenities, guests acknowledge and agree that: • Stay Barefoot Annapolis and the property owners are not responsible for accidents, injuries, loss, damage, or death resulting from use of the equipment. • Guests assume all risks associated with cycling, kayaking, water activities, transportation, weather conditions, and equipment use. • Guests are responsible for determining their own abilities and exercising appropriate caution. • All recreational equipment is for use of adukts 18 years old and older • Guests agree to inspect equipment before use and discontinue use if any item appears unsafe or damaged.
Use of any recreational equipment constitutes acceptance of these terms.
Outdoor Areas Barefoot Cottage includes access to the outdoor dining table and chairs located adjacent to the cottage entrance, providing a pleasant space to enjoy morning coffee, outdoor meals, or an evening glass of wine.
Please note that the outdoor kitchen, grilling area, upper deck, and associated lounge spaces are reserved for the private use of the main house and are not included with Cottage reservations.
Thank you for helping us maintain a comfortable experience for everyone staying on the property.
Chesapeake Bay Community Guests enjoy access to a nearby private community beach and waterfront park where you can: • Relax by the water • Watch boats sail across the Bay • Enjoy a picnic • Launch a kayak • Experience stunning Chesapeake sunsets
Perfect For ✨ Couples seeking a romantic Chesapeake Bay getaway ✨ Solo travelers looking for a peaceful retreat ✨ Writers, creatives, and remote workers seeking inspiration and quiet ✨ Naval Academy families and visitors attending local events ✨ Guests exploring Annapolis's maritime history, waterfront dining, and vibrant culture Amenities
• Private entrance • Dedicated parking for one vehicle • High-speed Wi-Fi • Smart TVs • Fully equipped kitchen • Full-size washer and dryer • Keyless self check-in • Personal door code for your stay • Community beach access • Two folding bicycles • Two inflatable kayaks with paddles and life vests • Pet-friendly • Service animals welcome • Non-smoking property
Health & Cleanliness Our cleaning team takes exceptional care to prepare Barefoot Cottage for every guest. • High-touch surfaces are thoroughly disinfected • Bedding and towels are professionally laundered after every stay • Throw pillow covers are washed between guests • Fragrance-free detergent is used for linens • Convenient self check-in allows guests to arrive without physical interaction.
Please Note ⚠️ The cottage is located on the second floor and is accessed by a steep staircase with 13 steps. Guests with mobility concerns should consider this before booking. ⚠️ Parking is available for ONE vehicle only. ⚠️ No smoking or vaping anywhere on the property.
Distances to Popular Attractions • Community Beach – Short walk • Annapolis Water Taxi – 3 miles • Downtown Annapolis – 4 miles • U.S. Naval Academy – 5 miles • Baltimore – 20 miles • Washington, DC – 35 miles
Check-In & Check-Out Check-In: 4:00 PM Check-Out: 10:00 AM
House Rules • Maximum occupancy must not be exceeded. • Parking for ONE vehicle only. • No parties, events, or unauthorized gatherings. • Quiet hours are from 11:00 PM to 7:00 AM. • No smoking or vaping inside the cottage or on the property. • Pets are welcome but must be disclosed during booking and cleaned up after. • Guests are responsible for any damage caused during their stay. • Use of bicycles, kayaks, paddles, life vests, and other recreational equipment is entirely at the guest's own risk.
We look forward to welcoming you to Barefoot Cottage and helping you experience the relaxed coastal lifestyle that makes Annapolis so special.
License Number: 000618
Our prices include all fees. No hidden fees.
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 50 lbs 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 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 # 4934643
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
Onsite 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 50 lbs per pet.
How much does it cost to stay at Stay Barefoot•Bikes•Kayaks•Bay Access•USNA?
As of Jun 9, 2026, prices found for a 1-night stay for 2 adults at Stay Barefoot•Bikes•Kayaks•Bay Access•USNA on Jul 13, 2026 start from $227, 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?
Onsite 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?
Check-out 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 mi (5 km).
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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