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

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

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

Fridge, microwave, oven, stovetop
Property grounds
Exterior
3 bedrooms, free WiFi, bed sheets
TV

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

Reviews
9.8

Exceptional

Popular amenities

  • Pet-friendlyPet-friendlyPet-friendly
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher
  • DryerDryerDryer

Check out the area

Map
St. Michaels, MD
  • Popular LocationSt. Michaels Museum6 min walk
  • Popular LocationChesapeake Bay Maritime Museum6 min walk
  • Popular LocationSt. Michaels Winery7 min walk
  • AirportSalisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)70 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Recently renovated and newly furnished, 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 manager

Eastern Shore Vacation Rentals

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • On-site parking

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Cookware/dishes/utensils

Dining

  • Dining table

Bedrooms

  • Bed sheets provided

Bathroom

  • 3 bathrooms
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV

Outdoor areas

  • Fenced garden
  • Barbecue
  • Garden

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near a health or beauty spa
  • Near a hospital
  • Near outlet shopping
  • In a village

Things to do

  • Sailing nearby
  • Golf nearby
  • Swimming nearby
  • Winery tours nearby
  • Power boating nearby
  • Fishing nearby
  • Wildlife and game walks nearby
  • Kayaking nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 1280 sq ft (119 sq m)

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Vrbo Property
18

About the area

St. Michaels

This vacation home is located in St. Michaels. St. Michaels Museum and Chesapeake Bay Maritime Museum are cultural highlights, and some of the area's attractions include Easton Cycle and Sport and Phillips Wharf Environmental Center. With kayaking, motor boating, and sailing nearby, you'll find plenty of adventures in the water.
Visit our St. Michaels travel guideOpens in a new window
View more Holiday homes in St. MichaelsOpens in a new window

What's nearby

  • St. Michaels Museum - 6 min walk
  • Chesapeake Bay Maritime Museum - 6 min walk
  • St. Michaels Winery - 7 min walk
  • Avalon Theatre - 18 min drive
  • U.S. Naval Academy - 72 min drive

Getting around

  • Cambridge Station - 33 min drive
  • Easton, MD (ESN-Easton - Newnam) - 20 min drive

Restaurants

  • Chesapeake Landing Restaurant - 5 min drive
  • Foxy's - 4 min walk
  • Carpenter Street Saloon - 1 min walk
  • Rusticana - 3 min drive
  • Harbour Lights - 14 min walk

Frequently asked questions

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

Yes, pets are allowed at this property.

Reviews

9.8

Exceptional

Rating 10 - Excellent. 23 out of 25 reviews" "
Rating 8 - Good. 1 out of 25 reviews" "
Rating 6 - Okay. 1 out of 25 reviews" "
Rating 4 - Poor. 0 out of 25 reviews" "
Rating 2 - Terrible. 0 out of 25 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Cathleen G.

Liked: Cleanliness
Amazing location!
My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller, older house so if you have people who are taller than 6'0 they might find themselves ducking to not hit the ceiling fan or doorways!)
Stayed 2 nights in Apr 2024

10/10 Excellent

Sarah Z.

Liked: Cleanliness
Waterfowl
We had a great stay at this property this year. Great location in town, and wonderful outdoor space for our dog as well. Very clean and ESVR provided all the items you need for the stay. Everyone had a good time for our long weekend stay for the Waterfowl festival.
Stayed 3 nights in Nov 2023

10/10 Excellent

Amy B., Pineville USA

Liked: Cleanliness
Perfect House
This was the perfect house in the perfect location for our visit to St. Michael’s. The house was very clean and having a bedroom on the first floor was wonderful for our older guests. Hope to return.
Stayed 2 nights in Oct 2023

10/10 Excellent

Carolyn E., Potomac, Md

Liked: Cleanliness
St Michaels
My daughter and I come to St Michaels for long weekend get always…walk, eat, shop and rest. I e love the town and its history, the restaurant on the water and the museum! The house was perfect for us. Maybe install screens for cooler weather? But we enjoyed the property and ease to everything in town!
Stayed 3 nights in Oct 2023

10/10 Excellent

Saum S.

Liked: Cleanliness
St. Michael's
Amazing location in the middle of everything
Stayed 3 nights in Aug 2023

10/10 Excellent

Marta B.

Liked: Cleanliness
Birthday Getaway
We stayed at the Carpenter Ally Cottage for a quick escape to St. Michaels for a birthday celebration. It was such a lovely way to spend a few days before heading back to the busy life of work and school. The home was located perfectly in town. We walked everywhere. The home was comfortable and clean and felt as though we were staying with relatives. Well done! It's a great home for spending time historic St. Michaels. Limoncello is in your backyard and one of the best restaurants in town. There are coffee shops surrounding the home and antique shopping just down the street. The Village Shop was amazing for a "cook in" night. The water is just down the street and walk down at dusk after dinner was a perfect end to the day. We really enjoyed our stay and appreciate the efforts of the homeowners to make our stay comfortable. Check in and check out was easy as well. We highly recommend.
Stayed 3 nights in Jul 2023

10/10 Excellent

Katie m.

Liked: Cleanliness
Perfect location
The house was beautiful and location perfect. Would definitely stay again!
Stayed 2 nights in May 2023

10/10 Excellent

Wes T., Annapolis, MD

Liked: Cleanliness
Great location!
House was very clean, comfortable and well laid out. The location is fantastic! Perfect for being immersed in downtown Saint Michael’s. We’re able to walk to everything. Have the dog with us what a nice bonus.
Stayed 2 nights in May 2023

10/10 Excellent

Justin D.

Liked: Cleanliness
Great House/Great Location!
Our family really enjoyed our time. The location of the house could not be better, just a few steps off of the main street! The house was very nice. Would definitely return!
Stayed 3 nights in Mar 2023

10/10 Excellent

Audra B.

Liked: Cleanliness
Awesome girls weekend!
This cottage is adorable. Great amenities and great location. We thoroughly enjoyed our time in St Michael’s.
Stayed 2 nights in Jan 2023