House in St Michaels, MD
4 guests · 2 bedrooms · 2 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
Welcome to Grace Street Cottage, a charming retreat in the heart of the historic district of St. Michaels.
Grace Cottage is a cozy home with a newly renovated kitchen in one of the most walkable locations in St. Michaels. Set on a large lot with a private yard at 100 Grace Street, you are moments from the heart of town—yet pleasantly set back from the main street for a calmer, more relaxed stay.
Spend your days strolling to local shops, restaurants, and waterfront charm, then come home to cozy evenings by one of the three fireplaces. Inside, you’ll find multiple living spaces—perfect for gathering with friends, spreading out with a book, or enjoying a quiet night in.
Outside, embrace effortless outdoor living on the Eastern Shore. Grill, dine, and unwind by the fire pit in your own private oasis. Surrounded by a high privacy fence, the oversized backyard offers total seclusion for stargazing and peaceful evenings.
You will have the entire house to yourself. There is one bedroom on the first floor and another on the second (each with its own bathroom). Although you are in the center of in town, where parking is challenging, there is a private driveway that easily accommodates two vehicles. Nearby restaurants are some of the best in the area, and there is a great market in town if you prefer to whip up something on your own. The house is stocked with everything you need from cooking supplies to bedding and toiletries.
With 2 bedrooms, 2.5 baths, beautiful character, and all the comforts you need for a getaway, Grace Street Cottage is an ideal home base for experiencing the very best of St. Michaels.
Grace Cottage is a cozy home with a newly renovated kitchen in one of the most walkable locations in St. Michaels. Set on a large lot with a private yard at 100 Grace Street, you are moments from the heart of town—yet pleasantly set back from the main street for a calmer, more relaxed stay.
Spend your days strolling to local shops, restaurants, and waterfront charm, then come home to cozy evenings by one of the three fireplaces. Inside, you’ll find multiple living spaces—perfect for gathering with friends, spreading out with a book, or enjoying a quiet night in.
Outside, embrace effortless outdoor living on the Eastern Shore. Grill, dine, and unwind by the fire pit in your own private oasis. Surrounded by a high privacy fence, the oversized backyard offers total seclusion for stargazing and peaceful evenings.
You will have the entire house to yourself. There is one bedroom on the first floor and another on the second (each with its own bathroom). Although you are in the center of in town, where parking is challenging, there is a private driveway that easily accommodates two vehicles. Nearby restaurants are some of the best in the area, and there is a great market in town if you prefer to whip up something on your own. The house is stocked with everything you need from cooking supplies to bedding and toiletries.
With 2 bedrooms, 2.5 baths, beautiful character, and all the comforts you need for a getaway, Grace Street Cottage is an ideal home base for experiencing the very best of St. Michaels.
Amenities at Grace Cottage, St Michaels Walk to everything!
Non-smoking
Pets allowed
Family friendly
Map of St Michaels, MD
Ratings and reviews
10 / 10Outstanding·May 2026
We had such a wonderful time staying at Grace Cottage. Lisa, the hostes, was very responsive and very, very kind. The cottage was right in the middle of all shopping and restaurants. It is beautifully decorated and is totally stocked with everything you would need. Thank you so much Lisa for making our visit to St. Michaels memorabke. We are hoping to visit the cottage again in the fall.
10 / 10Outstanding·Apr 2026
Beautiful house with all the amenities you could ever need located in the heart of St Michael’s. This home is pet friendly and is located on a dead end street that flows into the walking trail. Very clean, bed and pillows very comfortable. Host was very responsive.
10 / 10Outstanding·Apr 2026
Loved the walkable nature of this property
10 / 10Outstanding·Apr 2026
One of the best VRBO homes I have stayed in! PERFECT location. Beautiful home. Owner was great to work with! 10/10!
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Top rated by guests
10Outstanding
(11 Ratings)
"We had such a wonderful time staying at Grace Cottage. Lisa, the hostes, was very responsive and very, very kind. The cottage was right in the middle of all shopping and restaurants. It is beautifu..."
Frances N.Don't miss out! Price and availability may change
