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Grace Cottage, St Michaels Walk to everything!

Photo gallery for Grace Cottage, St Michaels Walk to everything!

Exterior
Exterior
Exterior
Exterior
Terrace/patio

Reviews

10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Internet

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet

About this property

Grace Cottage, St Michaels Walk to everything!

Welcome to Grace Street Cottage, a charming retreat in the heart of the historic district of St. Michaels. We are new owners of this lovely cottage and are committed to upholding the high standards set by the previous owners. Don't worry--if you have already booked through them, we saved your spot. If you are considering Grace cottage for the first time, we are thrilled to tell you that it is a "guest favorite" with a 4.99 rating.

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.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 3 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5093945vb
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 is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

St. Michaels

Located in St. Michaels, this holiday home is in the city centre. St. Michaels Museum and Classic Motor Museum are cultural highlights, and some of the area's landmarks include Avalon Theatre and Easton Rail Depot. Chesapeake Bay Maritime Museum and Easton Cycle and Sport are also worth visiting.
Map
Saint Michaels, MD

What's nearby

  • St. Michaels Museum - 3 min walk - 0.3 km
  • St. Michaels Marina - 3 min walk - 0.3 km
  • St. Michaels Winery - 5 min walk - 0.4 km
  • Chesapeake Bay Maritime Museum - 9 min walk - 0.8 km
  • 1879 Hooper Straight Lighthouse - 9 min walk - 0.8 km

Getting around

  • Cambridge Station - 40 min drive
  • Easton, MD (ESN-Easton - Newnam) - 16 min drive

Restaurants

  • ‪Foxy's Harbor Grille - ‬5 min walk
  • ‪The Crab Claw - ‬9 min walk
  • ‪Chesapeake Landing - ‬5 min drive
  • ‪Carroll's Market - ‬12 min drive
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬1 min walk

Frequently asked questions

Is Grace Cottage, St Michaels Walk to everything! pet-friendly?

Yes, this property allows dogs (limit 3 total).

How much is parking at Grace Cottage, St Michaels Walk to everything!?

On-site parking is available at the property.

What time is check-in at Grace Cottage, St Michaels Walk to everything!?

Check-in begins at 3:00 PM.

What time is check-out at Grace Cottage, St Michaels Walk to everything!?

Checkout is at 11:00 AM.

Where is Grace Cottage, St Michaels Walk to everything! located?

Located in Downtown St. Michaels, this holiday home is steps away from Muskrat Park, Saint Marys Square and Saint Marys Square Museum. St. Michaels Museum and St. Michaels Marina are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Melody E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the walkable nature of this property
Stayed 2 nights in Apr 2026
Response from VrboOwner on 23 Apr, 2026
Happy to hear you enjoyed the cottage. You were a great guest and we would welcome you back anytime!
Verified

10/10 Excellent

Tarah B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay here! The house was adorable, very clean, and perfectly located right in downtown, which made it so easy to walk to everything. It had everything we needed and felt very comfortable. We would absolutely stay here again!
Stayed 2 nights in Mar 2026
Response from VrboOwner on 23 Mar, 2026
Thank you for your kind words, Tarah. It was a pleasure having you at Grace Cottage. We would love to have you back anytime!
Verified

10/10 Excellent

Lauren W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
One of the best VRBO homes I have stayed in! PERFECT location. Beautiful home. Owner was great to work with! 10/10!
Stayed 2 nights in Apr 2026
Response from VrboOwner on 14 Apr, 2026
Thrilled that you enjoyed your stay at Grace Cottage. It was a pleasure to host you and I hope you will visit us again!
Verified

10/10 Excellent

Karen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a wonderful 2 night birthday getaway. The house is in a perfect location for walking to all the shops and restaurants. Had a slight glitch on arrival but Lisa immediately took care of it and we thoroughly enjoyed our stay. So nice to stay somewhere that welcomes our 2 dogs, who loved our daily walks around St Michaels.
Stayed 2 nights in Apr 2026
Response from VrboOwner on 14 Apr, 2026
I'm so glad you enjoyed your birthday getaway! You were a great guest--would love to have you return to the cottage anytime.
Verified

10/10 Excellent

Lanise M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Frances N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in May 2026
Response from VrboOwner on 8 May, 2026
I always love hearing that guests enjoyed their stay at Grace Cottage! My husband and I stay there often ourselves, and we try to keep it stocked with the little touches we appreciate during our own visits. St. Michaels is such a charming town, filled with friendly people—it truly helps us unwind the moment we arrive. It’s wonderful to know you had the same experience, Fran. You are always welcome here!

About the host

Hosted by Lisa Driscoll

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