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St. Michaels Stay | Walkable 3 Bedroom Retreat

Holiday home in St. Michaels with kitchen and balcony

Photo gallery for St. Michaels Stay | Walkable 3 Bedroom Retreat

Charming cottage located minutes from downtown St. Michaels.
Bright and comfortable living area, perfect for relaxing after exploring town.
Living area
Living area
Fully equipped kitchen with everything you need for meals at home.

Reviews

10 out of 10
Exceptional
3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Saint Michaels, MD
  • Place, St. Michaels Marina
    ‪5 min walk‬
  • Place, St. Michaels Winery
    ‪6 min walk‬
  • Place, Chesapeake Bay Maritime Museum
    ‪13 min walk‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪19 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

1 bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden
Dining area

About this property

St. Michaels Stay | Walkable 3 Bedroom Retreat

Summary:

Stay close to everything St. Michaels has to offer. This charming 3-bedroom cottage is within easy walking or biking distance to shops, restaurants, museums, and the waterfront. A comfortable and well-appointed home ideal for families, couples, or friends exploring Maryland’s Eastern Shore.



Talbot County Licensure: STN-25-7



The Space:

Unwind in this charming 3-bedroom cottage located just a short walk or bike ride from historic downtown St. Michaels. Designed for comfort and relaxation, the home offers a warm and inviting atmosphere whether you're here for a family getaway, a couple’s retreat, or a weekend escape with friends.



Leave the car parked, everything you need is close by. Spend your days exploring boutiques, enjoying waterfront dining, visiting local wineries and museums, or strolling the marina. After a day out, return to a peaceful home where you can relax, reconnect, and enjoy the quiet beauty of the Eastern Shore.



Your peace and privacy are always respected, and Flaneur is here to enhance your stay whenever you need us—from insider recommendations to ensuring every detail feels just right.



Guest Access:

This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.



The Neighborhood:

Lovely quiet local neighborhood.



Getting Around:

Walk, bike or drive to town.



Other Things to Note:

Pets are permitted on a case by case basis. There is a $200 non refundable pet fee. No Cats. Please note that we provide a starter supply of toilet paper and paper towels to start your vacation. We recommend bringing additional supplies for your personal use.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 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 less than 23 kg per pet (limit one pet total)
Charge may apply
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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
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
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property # 4568570vb

About the area

St. Michaels

Located in St. Michaels, this holiday home is in the city centre. Windon Distilling and St. Michaels Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Saint Marys Square and Church Cove Park. Chesapeake Bay Maritime Museum and Easton Cycle and Sport are also worth visiting. Discover the area's water adventures with nearby fishing, or enjoy the great outdoors with cycling.
Map
Saint Michaels, MD

What's nearby

  • St. Michaels Marina - 5 min walk - 0.4 km
  • St. Michaels Winery - 6 min walk - 0.6 km
  • Higgins Yacht Yard and Marina - 9 min walk - 0.8 km
  • Chesapeake Bay Maritime Museum - 13 min walk - 1.1 km
  • 1879 Hooper Straight Lighthouse - 13 min walk - 1.1 km

Getting around

  • Cambridge Station - 40 min drive
  • Easton, MD (ESN-Easton - Newnam) - 20 min drive

Restaurants

  • ‪Stars - ‬3 min drive
  • ‪Foxy's Harbor Grille - ‬13 min walk
  • ‪The Crab Claw - ‬17 min walk
  • ‪Carpenter Street Saloon - ‬13 min walk
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬10 min walk

Frequently asked questions

Is St. Michaels Stay | Walkable 3 Bedroom Retreat pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at St. Michaels Stay | Walkable 3 Bedroom Retreat?

On-site parking is available at the property.

What time is check-in at St. Michaels Stay | Walkable 3 Bedroom Retreat?

Check-in begins at 4:00 PM.

What time is check-out at St. Michaels Stay | Walkable 3 Bedroom Retreat?

Checkout is at 10:00 AM.

Where is St. Michaels Stay | Walkable 3 Bedroom Retreat located?

Located in Downtown St. Michaels, this holiday home is within a 10-minute walk of Classic Motor Museum, Windon Distilling and St. Michaels Winery. St. Michaels Museum and Saint Marys Square are also within 10 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. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

9.4/10

Check-in

9.4/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Michael P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well equipped kitchen, everything you would need during your stay.
Stayed 4 nights in Nov 2025

10/10 Excellent

Ben P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house, perfect for our weekend away.
Stayed 4 nights in Sep 2025

10/10 Excellent

Randy I.

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

Perfect House in St Michaels

House was clean and bright with everything that we needed. Comfy living room with a nice sofa, two chairs and large TV. Kitchen was very well equipped with anything you would need to cook a meal. Also a grill that we didn’t use as the weather was so hot! We used the master bedroom with a great king bed. The closet had hangers and a small plastic drawer set. Plenty of outlets for charging devices.The bath was small but had everything needed, including nice towels.Parking was covered to keep the car cool in the shade.The neighborhood was lovely, quiet and an easy walk to town.Would definitely recommend.
Stayed 4 nights in Jun 2025

About the host

Hosted by Jennifer Brown

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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