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 /
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
Ratings and reviews
10 / 10Outstanding·Jan 2026
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.
10 / 10Outstanding·Dec 2025
Perfect location
10 / 10Outstanding·Nov 2025
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!
10 / 10Outstanding·Sep 2025
Conveniently located!
$$$$
Top rated by guests
9.8Outstanding
(50 Ratings)
"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 separat..."
Alicia A.Don't miss out! Price and availability may change
