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

Top rated by guests
Living Area
Bathroom
Bathroom
Bathroom
Bedroom
review stars
9.8Outstanding
(55 Ratings)
"Communication with the host was excellent!"
Dana D.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(55 Ratings)

House in St Michaels, MD

6 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

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 /

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

Non-smoking
Pets allowed
Family friendly

Map of St Michaels, MD

city location on map

Ratings and reviews

9.8 / 10
Outstanding(55 Ratings)
10 / 10Outstanding·Jun 2026
Communication with the host was excellent!
10 / 10Outstanding·May 2026
The house was in a super convenient place. There was plenty of parking. It fit all of our needs.
8 / 10Excellent·Apr 2026
This was our second time staying at this property! Still a good experience but a few things were broken (exhaust fan, shower door) which was disappointing and the property smelled a bit musty in some spots. The backyard is great for a dog which was the biggest draw and we love the central location!
10 / 10Outstanding·Feb 2026
Great location and helpful team

$$$$
expedia logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.