Skip to main content
Entire home

Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown!

Photo gallery for Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown!

A calm waterfront with docked boats, a marina, and buildings along the shore. - Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! (St. Michaels)
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and white chairs. - Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! (St. Michaels)
A backyard with a house, a wooden fence, and outdoor furniture including two blue Adirondack chairs and a table. - Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! (St. Michaels)
A single-story house with a porch, a covered entryway, and a small front yard with a tree. - Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! (St. Michaels)
A living room with a sofa, armchairs, a dining table, and a clock on the wall. - Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! (St. Michaels)
Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! provides amenities, such as a firepit and laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

1 bedroom2 bathroomsSleeps 284 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

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.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift (single-level property)
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near the marina

Things to do

  • Fishing nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Wildlife walks nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Property does not allow children
  • Unit size: 900 square feet

Similar properties

Meeting facility
Historic Inns of Annapolis
Historic District
  • Pet-friendly
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
9.0 out of 10, Wonderful, 1,943 reviews
The price is AU$196
includes taxes & fees
25 Aug - 26 Aug
Historic Inns of Annapolis
Compare similar properties

Policies

Check-in

Check-in time starts at 10:00 AM
Minimum check-in age - 25

Check-out

Check-out before 12:00 PM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed
Note from host: There is an additional pet fee to cover cleaning

Children and extra beds

This property does not allow children

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

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. Visit our St. Michaels travel guide
View more Cottages in St. Michaels
Map
St. Michaels, MD

What's nearby

  • A marina with several sailboats docked in calm waters.
    St. Michaels Marina
    5 min walk - 0.4 km
  • A lighthouse on stilts with a green roof, surrounded by water and greenery.
    Chesapeake Bay Maritime Museum
    8 min walk - 0.7 km
  • Saint Michaels Town Hall
    5 min walk - 0.4 km
  • St. Michaels Winery
    8 min walk - 0.7 km
  • 1879 Hooper Straight Lighthouse
    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
  • Rise Up Coffee
    4 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 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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Charming Intown Cottage – The Ultimate Walkable Getaway steps from Downtown! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 51 out of 60 reviews
Rating 8 - Good. 6 out of 60 reviews
Rating 6 - Okay. 3 out of 60 reviews
Rating 4 - Poor. 0 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

10

Cleanliness

10

Location

Reviews

Verified review

8/10 Good

Mike F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was as described and the location is excellent for downtown activities.Our only real issue was with the bed. Not terribly comforatble for us, and we expected a larger bed.If you sleep with more than one pillow, bring your own.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

kiki C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Cottage and Location

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.
Stayed 4 nights in Jul 2022
Verified review

6/10 Okay

Emily P.

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.
Stayed 3 nights in Jun 2022
Verified review

10/10 Excellent

Lisa T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect

this house was in a perfect location . so quiet and close to everything.
Stayed 2 nights in Jun 2022
Verified review

10/10 Excellent

Amorita F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely property located in the heart of St. Michaels.

We travel to St. Michaels every year for the wine festival. This was the perfect location to enjoy all that downtown St. Michaels has to offer.
Stayed 2 nights in Apr 2022
Verified review

10/10 Excellent

Carol F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place to stay in St Michael's.

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.
Stayed 2 nights in Nov 2021
Verified review

10/10 Excellent

Kate F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location & property

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.
Stayed 2 nights in Oct 2021
Verified review

10/10 Excellent

Sarah C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay, super close to heart of St. Michaels

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.
Stayed 2 nights in Oct 2021
Verified review

10/10 Excellent

Avery B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location, Comfortable Accommodation

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.
Stayed 3 nights in Aug 2021
Verified review

10/10 Excellent

Keri A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

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!
Stayed 2 nights in Aug 2021
Verified review

10/10 Excellent

Danielle D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Weekend!

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!
Stayed 2 nights in Jul 2021
Verified review

8/10 Good

Elizabeth W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Jun 2021
Verified review

10/10 Excellent

Amie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Loved everything about it and enjoyed some firepit fun in the evenings.
Stayed 6 nights in Jun 2021
Verified review

10/10 Excellent

Chris J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

Easy check in and out. No issues and a great spot to stay. Super clean
Stayed 2 nights in May 2021
Verified review

10/10 Excellent

Mark D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic house in perfect location

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!
Stayed 3 nights in Jun 2021
Verified review

10/10 Excellent

Dana B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

FamJam 2021

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!
Stayed 4 nights in May 2021
Verified review

10/10 Excellent

Linda t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls getaway

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.
Stayed 2 nights in May 2021
Verified review

10/10 Excellent

Michelle V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

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 2 nights in Apr 2021
Verified review

10/10 Excellent

Michael H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

St Michaels

Loved this place. Will want to stay here when we visit again. So much space
Verified review

10/10 Excellent

Andrew D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very pleasant stay in Saint Michael’s

Two thumbs up… Have stayed here several times before in the past… Always an easy process in dealing with the homeowner. Thanks again Vince!
Stayed 2 nights in May 2020
Verified review

10/10 Excellent

Ryan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding Weekend Stay

Had a great weekend staying at this house. In town for a wedding and this was a great, close in place to stay. House was very clean and very nice!
Stayed 3 nights in Sep 2019
Verified review

10/10 Excellent

Deborah B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful home!

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.
Stayed 2 nights in Aug 2019
Verified review

10/10 Excellent

Katherine O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, cute house

The location is impeccable, walking distance to everything in town and the house is adorable! Had everything we needed for our weekend away!
Stayed 2 nights in Aug 2019
Verified review

10/10 Excellent

Gary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

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.
Stayed 5 nights in Aug 2019
Verified review

10/10 Excellent

Lauren C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful St. Michael’s House

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!
Stayed 2 nights in Jul 2019