Summary: Stay in the heart of St. Michaels at this stylish 3-bedroom retreat, just steps from boutique shops, waterfront dining, and historic charm. Relax on the private porch, enjoy a spacious open layout, and bring your pup along — dogs are welcome here! Whether it’s a romantic getaway, friends’ weekend, or family trip, this walkable downtown escape blends modern comfort with small-town charm for an unforgettable stay on Maryland’s Eastern Shore.
The Space: Welcome to your St. Michaels getaway, a thoughtfully designed 3-bedroom apartment where comfort meets convenience. Situated right in the heart of downtown, this retreat allows you to park once and explore everything on foot. Inside, you’ll find a bright, open-concept living room with cozy seating and abundant natural light, a fully equipped kitchen with modern appliances and all the essentials for cooking or entertaining, and three spacious bedrooms featuring plush bedding and carefully curated décor for restful nights. The full bathroom is stocked with fresh towels, and the private porch offers the perfect spot for morning coffee or unwinding with a glass of wine after dinner in town. Whether visiting for a long weekend or an extended stay, this apartment is designed to feel like home while giving you the best of downtown living.
What you'll bring: - Walk to waterfront restaurants, boutique shops, and historic attractions. - Dog-friendly (with pet fee) — bring your pup along! - Private porch for coffee or cocktails, - Central downtown location, yet peaceful and welcoming. - Stylish interiors with modern comfort.
Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your hosts.
Guest Access: This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.
The Neighborhood: St. Michaels is known for its charming harbor, local wineries, sailing excursions, and boutique shopping. From this home, you’re just steps away from the best restaurants, galleries, and waterfront spots. Spend the day exploring town, book a boat tour, or simply relax on the porch and enjoy the small-town vibe.
Getting Around: Walk everywhere in town, or rent a bike for a scenic ride. Free private parking makes exploring the Eastern Shore a breeze.
Other Things to Note: There is stairs to enter the apartment. We offer a starter supply of toilet paper and paper towel, we recommend bringing more for longer stays. We can welcome your furry friend for a nonrefundable pet fee of $200.
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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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
St. Michaels
Located in St. Michaels, this apartment is in the city centre. St. Michaels Museum and Avalon Theatre are local landmarks, and some of the area's activities can be experienced at Higgins Yacht Yard and Marina and St. Michaels Marina. Chesapeake Bay Maritime Museum and Easton Cycle and Sport are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Chesapeake Bay Maritime Museum - 6 min walk - 0.6 km
1879 Hooper Straight Lighthouse - 6 min walk - 0.6 km
St. Michaels Winery - 9 min walk - 0.8 km
Getting around
Cambridge Station - 41 min drive
Easton, MD (ESN-Easton - Newnam) - 22 min drive
Restaurants
Foxy's Harbor Grille - 5 min walk
The Crab Claw - 5 min walk
Chesapeake Landing - 5 min drive
Carroll's Market - 12 min drive
Ava's Pizzeria & Wine Bar - St Michaels - 5 min walk
Frequently asked questions
Is Downtown St. Michaels | Porch + Pet-Friendly pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Downtown St. Michaels | Porch + Pet-Friendly?
As of 10 May, 2026, prices found for a 1-night stay for 2 adults at Downtown St. Michaels | Porch + Pet-Friendly on 17 May, 2026 start from S$1,235, 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 Downtown St. Michaels | Porch + Pet-Friendly?
On-site parking is available at the property.
What time is check-in at Downtown St. Michaels | Porch + Pet-Friendly?
Check-in begins at 4:00 PM.
What time is check-out at Downtown St. Michaels | Porch + Pet-Friendly?
Checkout is at 10:00 AM.
Where is Downtown St. Michaels | Porch + Pet-Friendly located?
Located in Downtown St. Michaels, this apartment building is within a 5-minute walk of Higgins Yacht Yard and Marina, Muskrat Park and St. Michaels Marina. Saint Michaels Town Hall and Clint S. Bradley Park are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This rental is AMAZING! The walkability alone gives this place five stars. But it’s not just the ability to walk to the town-the space is stunning, beyond clean and inviting. The deck is great for relaxing and the decor is so stylish and fun. I would definitely recommend! The property manager was also so responsive when we had any questions. Book this for your next stay!
Allison Z.
Stayed 2 nights in Apr 2026
Response from VrboOwner on 23 Apr, 2026
Allison,
Thank you for such a fantastic review!
It was a pleasure to have you join us and remember returning guests are VIP in our book, so a special rate is always waiting for you.
Jennifer
Flaneur, the vacation rental co.
The host was extremely communicative and helpful. The apartment was beautiful and new, and perfectly located for enjoying St. Michaels!
Joseph R.
Stayed 3 nights in Jan 2026
Response from VrboOwner on 23 Apr, 2026
Hi Joseph,
The weather is warming up, and we would love to host you again. This time be sure to enjoy the porch overlooking Talbot St.
Jennifr
Flaneur, the vacation rental co.
Our family had a great stay at this property over New Years Eve. Location was perfect for walking to restaurants, shops and waterfront. We also enjoyed the coffee shop across the street for breakfast. The unit was clean and as advertised. Only negatives - the bunk bed in the one bedroom isn’t the greatest - very creaky and mattresses are uncomfortable/ could use replacement. It was also much hotter in that bedroom than the rest of the unit. Additionally, it was a bit noisy at night (dumpsters were emptied outside unit around 3am the first night we were there, which was odd). All in all though, we enjoyed our stay. The unit would be even better during warmer months when the patio space can be enjoyed.
Linette P.
Stayed 2 nights in Dec 2025
Response from VrboOwner on 15 Jan, 2026
Linette,
We are so glad you all enjoyed your stay. Thank you for the feedback on the bunkroom, as that is a first for us. We will pass along to the owners to address. Unfortunately, not sure about dumpster issue. Most likely they were on holiday schedule. Properties in the heart of commercial district will sometimes hear things at different times. Please do visit when you can enjoy the outdoor space.
Jennifer
Flaneur, the vacation rental co.
We had an amazing girls weekend. The place was in a great location, clean, and our host was very responsive
Kristen M.
Stayed 2 nights in Apr 2026
Response from VrboOwner on 4 May, 2026
Kristen,
We are so glad you had a great girl's weekend.
We look forward to you heading to St Michaels for some fun again soon.
Jennifer
Flaneur, the vacation rental co.
About the host
Hosted by Jennifer Brown
Languages:
English
Premier Host
They consistently provide great experiences for their guests