Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown!
Discover your home away from home in the heart of historic St. Michaels. Located on a peaceful residential street, this cottage offers a quiet sanctuary while putting the town’s best coffee shops, restaurants, and the harbor just steps from your front door.
The Space:
Effortless Main-Level Living: All guest spaces are on the first floor, featuring a bright, spacious bedroom, 1.5 baths, a fully equipped kitchen, and a cozy family room.
Outdoor Serenity: Sip your morning coffee on the quiet front porch or retreat to the privacy of the fenced backyard and airy enclosed back porch.
Exclusive Privacy: You have the entire first floor to yourself; the second floor is closed during stays to ensure a private, intimate experience.
Unbeatable Walkability: Leave the car keys on the counter—you are perfectly positioned to explore everything on foot or by bicycle:
Coffee & Pastries: Stroll just 2–3 blocks to local favorites like Blue Heron Coffee or Sprout for your morning fix.
Dining & Drinks: You’re minutes from the vibrant Talbot Street scene, including Bistro St. Michaels, Ava’s Pizzeria, and the legendary Carpenter Street Saloon.
The Harbor & Museum: A short, scenic walk leads you directly to the Chesapeake Bay Maritime Museum (CBMM) and the waterfront, where you can watch the skipjacks come in or catch a sunset cruise.
Location & Logistics: Park your car in the driveway and forget it! Whether you’re here for a festival weekend, a wedding, or a quiet escape, our cottage is the perfect "base camp" for experiencing the magic of the Eastern Shore.
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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 are no carbon monoxide detectors or gas appliances 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 cottage is in the city centre. St. Michaels Museum and Classic Motor Museum are cultural highlights, and some of the area's attractions include Chesapeake Bay Maritime Museum and Easton Cycle and Sport. Jet skiing, kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting nearby.
Chesapeake Bay Maritime Museum - 8 min walk - 0.7 km
Getting around
Cambridge Station - 41 min drive
Easton, MD (ESN-Easton - Newnam) - 17 min drive
Restaurants
Foxy's Harbor Grille - 6 min walk
The Crab Claw - 8 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 Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown!?
As of 7 May, 2026, prices found for a 1-night stay for 2 adults at Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! on 12 Aug, 2026 start from S$294, 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 Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown!?
On-site parking is available at the property.
What time is check-in at Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown!?
Check-in begins at 10:00 AM.
What time is check-out at Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown!?
Checkout is at 12:00 PM.
Where is Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! located?
Located in Downtown St. Michaels, this cottage is within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina. Saint Marys Square Museum and Saint Marys Square are also within 10 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
It's a very nice place and the location is great. Its not a professionally managed house which is fine, but we didn't know that going in. Everything is clean, but not professionally clean i.e. the sheets are clean but the mattress pad was not. I would stay there again.
Casey G.
Stayed 3 nights in Jul 2018
Response from VrboOwner on 3 Apr, 2020
We appreciate the feedback, however, we want to remind potential renters that we use VRBO because the service provides owners the ability to manage the property.
Our property listings are transparent and list the owner as the property manger.
We contract with a local cleaning service, we have local contractors maintain the yard and the repairs and upgrades to the house.
Additionally, many owners block time to use their property for themselves, friends, and family.
We continue to keep the linens, towels, furnishings, and kitchen supplies updated within reason.
My husband and I visited St. Michael’s for our 20th anniversary. This cottage was exactly what we were looking for. It is central located so we were able to walk everywhere. The cottage had everything you would need to have a fabulous stay. The town is charming and the people are just as charming and welcoming.
kiki C.
Stayed 4 nights in Jul 2022
Verified
6/10 Okay
Emily P.
14 Jun, 2022
Liked: Cleanliness, check-in, location
Needs More Attention to Detail
It’s a cute house in a good location. I got to check in early which was nice. Compared to other places I’ve stayed, it just didn’t feel as welcoming. There are a few nits: 1.) Listing says it comes with toilet paper but there was less than a half roll in each bathroom. Had to leave and go get more. 2.) I had expected to be able to watch live TV given the listing indicates cable but it was not functioning. I was there for a half Ironman so I wasn’t really in town to go out a lot and wanted to stay in and relax before the race. The owner contacted the provider but nothing materialized. So, 3 days no TV. 3.) At 6:45 a.m. the day I was departing the cleaning service showed up. It was kinda a bummer because I had done the race the day before and was enjoying a quiet/relaxing morning. I told her I would be gone in an hour or so but she still came in, stripped the beds and started doing laundry. At that point I just loaded my things and left. It was weird to have a stranger come in the house while I was still there, and I didn’t invite her in.
Property is absolutely gorgeous and the location was incredible for the seaglass festival. It is so close to all the restaurants and bars and of course the quaint little shops. I hope to stay there again.
Perfect spot to walk & enjoy town, with plenty of enough space to allow 2 couples to spread out. House layout is perfect for family or friend gatherings- especially open living room/kitchen and the with fenced in backyard with chairs, table and fire-pit.
We had an awesome stay with a group for a weekend wedding. Super close to farmers market and downtown amenities of St. Michaels. The property and the house were perfect for our stay. Great backyard sitting area. Would highly recommend for a family or small group.
We loved our stay at this home. The beds were comfortable, everything was immaculate and the location was perfect. We were walking distance to everything and will stay here again if we come back to St. Michael’s.
This clean and cute property is within walking distance (2 blocks) to the main downtown area of St. Michaels. We ran the half marathon during our stay, which ended on the street behind the house, and enjoyed the shops and restaurants during our stay. The owners were friendly and helpful, and all the check-out instructions were noted on the refriderator. Very easy and relaxing stay!
We were in town for a wedding and were so pleased with this rental! It was clean, looked just like photos and an ideal location to downtown. We definitely recommend this home in St. Michaels!
lovely home - owner could pay more attention to details
It was a lovely place to stay. The owners however, left absolutely no room in the refrigerator for food or storage room in at least one cabinet for dry food. The ice breaker was broken. I asked if they might send us some ice trays for us to use during our 5 day stay. Ice seems like a reasonable expectation for a rental house. We made 3 trips for ice to the local market. I did contact the owner about getting some ice trays but they never materialized.
This is a fantastic 3-br house, kept in immaculate condition and with great amenities, a handy kitchen, and an enjoyable backyard. The location is perfect, half a block from a coffee shop and 1 block from the main street with great restaurants and shopping. St. Michael's is a beautiful walking town. I highly recommend this property!
Beautiful home! We would definitely stay there again! Nice quiet street, but a close walk to shops and restaurants! The house had everything we needed and then some!
This property was exactly as seen in the pictures. VERY clean and neatly decorated. It was the perfect location to walk to everything. Shops, restaurants and marina. The owner was great to communicate with as well. Texted to let us know he was available for any questions and gave us great recommendations for the area. Would love to visit again.
So much space and great location! We loved the floor plan. House has everything you need. We also appreciated the early checkin and late checkout times.
Stayed in this delightful home for a short getaway with my elderly mother and 2 friends. The home is an estimate older home that has been thoroughly updated and decorated in a warm, inviting and comfortable style. Impossible to describe how nice it is and the pictures don’t capture the ambience. Vince was a great host. He was prompt with communicating the entry code and immediately responded to our one need (info on how to operate the TV - someone had removed the instructions). I would definitely stay here again.
The property is very tasteful furnished and decorated, it is also equipped with everything you need, the restaurants and marina are a block away it is great place to stay.
We had a wonderful stay in Vincent’s comfortable and spacious home just steps away from the main street of St. Michael’s. The house had everything we needed and was the perfect home base as we explored the area. Thank you for a great visit!