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Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Vacation home perfectly located for exploring Downtown St. Michaels

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Photo gallery for Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

TV
Exterior detail
3 bedrooms, free WiFi, bed sheets
3 bedrooms, free WiFi, bed sheets
TV

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 6119 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
St. Michaels, MD
  • Place, St. Michaels Marina
    ‪3 min walk‬
  • Place, Chesapeake Bay Maritime Museum
    ‪6 min walk‬
  • Place, St. Michaels Winery
    ‪8 min walk‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪21 min drive‬

Room options

About the area

St. Michaels

Downtown St. Michaels stay.A stay at this Downtown St. Michaels vacation home places you steps from Muskrat Park and within a 5-minute walk of Higgins Yacht Yard and Marina. St. Michaels Marina and Saint Marys Square Museum are also within half a mile (1 km).
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What's nearby

  • St. Michaels Marina - 3 min walk - 0.3 km
  • St. Michaels Museum - 5 min walk - 0.4 km
  • Chesapeake Bay Maritime Museum - 6 min walk - 0.6 km
  • 1879 Hooper Straight Lighthouse - 6 min walk - 0.6 km
  • St. Michaels Winery - 8 min walk - 0.7 km

Getting around

  • Cambridge Station - 33 min drive
  • Easton, MD (ESN-Easton - Newnam) - 20 min drive

Restaurants

  • ‪Foxy's Harbor Grille - ‬4 min walk
  • ‪The Crab Claw - ‬6 min walk
  • ‪Chesapeake Landing - ‬5 min drive
  • ‪Carroll's Market - ‬12 min drive
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬4 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Cottage in Center of Historic St. Michaels

This lovely in-town cottage is close to all the amenities and charms of historic St. Michaels. Enjoy outstanding restaurants and boutiques, ice cream parlors, coffee shops, art galleries and more, all within a few steps of this beautiful home! Try the local winery, distillery, and brewery for tastings of hand-crafted spirits (no driving required!).

Head toward the Miles River waterfront for freshly caught and steamed crabs. If you want to venture farther, within just a couple of blocks you can easily rent bikes, kayaks, or paddleboards and let your adventurous side soar. Offering modern conveniences in a quintessential Eastern Shore village, Carpenter Alley Cottage is a fabulous place to stay!

PROPERTY FEATURES:

Pet Policy: This is a pet friendly rental.
Grill: Propane grill. Propane is provided.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

Bunk Bed - Single over Single - 1 / Queen - 1 / Queen - 1 / Queen - 1 /

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall

Things to do

  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Unit size: 1,280 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

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 are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

Vrbo Property
18

Frequently asked questions

How close is Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife to the airport?

This vacation home is 12.6 mi (20-min drive) away from the Easton, MD (ESN-Easton - Newnam) airport, the closest popular airport to the property.

Does Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife?

No, there is no casino at this vacation home.

What time is check-in at Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife?

Check-in begins at 4:00 PM.

Is there free parking at Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife?

Free parking is not available at this vacation home.

Does Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife have a pool?

This vacation home does not have a pool.

Does Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife have a spa?

There are no spa services available at this vacation home.

How close is Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife to downtown St. Michaels?

This vacation home is 0.1 mi away from St. Michaels.

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 45 out of 51 reviews
Rating 8 - Good. 5 out of 51 reviews
Rating 6 - Okay. 1 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

9.8/10

Cleanliness

Reviews

Verified

10/10 Excellent

Gerard K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and helpful team
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Cathy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Jennifer E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Conveniently located!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Sydney S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home in excellent location!!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Alicia A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was in a perfect location. Loved having a fenced yard for my dog to roam. The bed was comfortable as was the sofas. I asked to extend my stay and they took care of everything. Having separate sitting areas would be great for larger families or groups.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Jerome K.

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

Nice house perfectly located

Good location, clean house, easy check in and check out process.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Glen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, everything as advertised. Highly recommend
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Lanise M.

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

Great location and great house

Property was perfect for our family stay. House was clean and well stocked.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Davinia W.

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

Amazing location

Great location with two parking spots and a small yard. Great for family vacation.
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Josh M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and modern house in excellent location in downtown St. Michael’s. Very comfortable and included convenient parking.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Katie m.

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

Perfect location

The house was beautiful and location perfect. Would definitely stay again!
Stayed 2 nights in May 2023
Verified

10/10 Excellent

Sarah G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really liked this house and the location! The host was very responsive and helpful before, during, and after our stay. We had a minor issue with a backed up drain that they quickly resolved and they also promptly sent me back things we accidentally left behind. It was clean and comfortable. Loved the fenced in yard and gas grill. We already booked again for next year!
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Rennie M.

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

Girls Trip

Perfect for a 3 day visit!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Cindi W.

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

Girls’ Weekend

We had a wonderful weekend in St. Michaels and our stay at ur Carpenter Alley address was clean, nicely decorated, and the location was perfect for our group!
Stayed 2 nights in May 2025
Verified

8/10 Good

Ferne D.

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

St. Michaels

Very clean, great location
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Audra B.

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

Awesome girls weekend!

This cottage is adorable. Great amenities and great location. We thoroughly enjoyed our time in St Michael’s.
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Karen L.

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

Perfect place!

The house was perfect for our needs. It has a cute, fenced in yard so our 2 dogs could hang outside. It had everything we needed for a wonderful weekend birthday celebration!
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Brett H.

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

Perfect Location to Downtown St. Michael's

The stay was a perfect location for doing things in downtown St. Michael's, everything is within walking distance. The property managers were prompt with all communications and pleasant to work with on a few questions I had.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Saum S.

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

St. Michael's

Amazing location in the middle of everything
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Mark C.

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

Bright space in a great location

If you you want to spend time walking around St. Michaels, this is the perfect spot, right in the middle of town. The three bedrooms are all comfortable, and the kitchen/living room is a nice place to hang out.
Stayed 5 nights in Dec 2022
Verified

10/10 Excellent

Justin D.

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

Great House/Great Location!

Our family really enjoyed our time. The location of the house could not be better, just a few steps off of the main street! The house was very nice. Would definitely return!
Stayed 3 nights in Mar 2023
Verified

8/10 Good

Karen E.

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

Location, location, location

We were able to walk to most places we wanted to go in town. The house was a little small but everything we needed was there and the property managers were easy to reach. We had a great time!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Amy B.

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

Perfect House

This was the perfect house in the perfect location for our visit to St. Michael’s. The house was very clean and having a bedroom on the first floor was wonderful for our older guests. Hope to return.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Vicki P.

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

Great choice.

Loved the house. It was clean and pretty. Fabulous location.
Stayed 3 nights in Jun 2019
Verified

10/10 Excellent

Sarah Z.

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

Waterfowl

We had a great stay at this property this year. Great location in town, and wonderful outdoor space for our dog as well. Very clean and ESVR provided all the items you need for the stay. Everyone had a good time for our long weekend stay for the Waterfowl festival.
Stayed 3 nights in Nov 2023