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Downtown Retreat with Bikes, Fire Pit & Kayaks

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First Floor queen
Fully stocked kitchen with island seating.
Bright, open-concept living designed for gathering and relaxation.
Cook, share meals, and connect in the fully equipped kitchen with seating for everyone.
Living area

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Saint Michaels, MD
  • Place, St. Michaels Marina
    ‪16 min walk‬
  • Place, St. Michaels Winery
    ‪17 min walk‬
  • Place, Chesapeake Bay Maritime Museum
    ‪4 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪19 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom

Toilet · Shower only

Bathroom #2

Toilet · Shower only

Spaces

Kitchen
Office
Garden
Dining area

About this property

Downtown Retreat with Bikes, Fire Pit & Kayaks

Summary:

Just minutes from downtown St. Michaels, this stylish 2-bedroom retreat combines modern design with thoughtful amenities to make your stay unforgettable. Ride into town on complimentary bikes, launch into the water with kayaks, or gather around the fire pit for evenings under the stars. Perfect for families, couples, or friends looking for both relaxation and adventure.



Talbot County Licensure: STRN-24-55



The Space:

On the main level, you’ll find a spacious bedroom, a full bathroom with a walk-in shower, and a fully equipped kitchen that flows into the dining and living areas. A washer and dryer make longer stays convenient. Upstairs, a second bedroom offers a dedicated desk and chair, perfect for remote work. The loft overlooks the treetops and includes a gaming table and yoga mat. A second full bath with a tub/shower combo completes the floor. The outdoor spaces invite you to slow down and enjoy Eastern Shore life. Cruise into town on bikes, take the kayaks out for a paddle, or cook dinner on the grill before gathering around the fire pit to share stories late into the night.



What you'll love:

- 2 kayaks for water adventures

- Cozy fire pit + BBQ grill for outdoor evenings

- Open-concept living with modern, stylish décor

- Spacious bedrooms with full baths on each floor

- Dedicated desk + chair for remote work or study

- Peaceful treetop views, just minutes from bustling Main Street



The home is minutes from downtown, where you’ll discover charming shops, family-friendly restaurants, breweries, wineries, and waterfront trails. Seasonal festivals bring even more to enjoy throughout the year.



Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your hosts.



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:

Located just minutes from the heart of town! Stroll through local shops, breweries, and distilleries, or head out on the water with kayak rentals and boat charters. Enjoy nearby wineries, biking and nature trails, and year-round festivals that make our quaint town so special.



Getting Around:

Walking, biking or by car.



Other Things to Note:

Pet-friendly with a $200 fee per dog. Starter supply of toilet paper and paper towels provided; please bring extras for longer stays
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
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
Charge may apply
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Smoking

Smoking is not permitted
House rules are included in an additional lease guests will need to review and sign. They are also posted in the home.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

St. Michaels

St. Michaels is home to this vacation home. Classic Motor Museum and St. Michaels Museum are cultural highlights, and some of the area's attractions include Chesapeake Bay Maritime Museum and Easton Cycle and Sport. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with cycling.
View more Vacation Homes in St. MichaelsOpens in a new window
Map
Saint Michaels, MD

What's nearby

  • St. Michaels Marina - 16 min walk - 1.4 km
  • St. Michaels Winery - 17 min walk - 1.5 km
  • St. Michaels Museum - 17 min walk - 1.5 km
  • Saint Michaels Village - 2 min drive - 1.1 km
  • Chesapeake Bay Maritime Museum - 4 min drive - 2.1 km

Getting around

  • Cambridge Station - 41 min drive
  • Easton, MD (ESN-Easton - Newnam) - 21 min drive

Restaurants

  • ‪The Crab Claw - ‬5 min drive
  • ‪Foxy's Harbor Grille - ‬3 min drive
  • ‪t at The General Store - ‬8 min drive
  • ‪Carpenter Street Saloon - ‬4 min drive
  • ‪Chesapeake Landing - ‬9 min drive

Frequently asked questions

Is Downtown Retreat with Bikes, Fire Pit & Kayaks pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Downtown Retreat with Bikes, Fire Pit & Kayaks?

As of Apr 13, 2026, prices found for a 1-night stay for 2 adults at Downtown Retreat with Bikes, Fire Pit & Kayaks on May 11, 2026 start from $378, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Downtown Retreat with Bikes, Fire Pit & Kayaks?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Retreat with Bikes, Fire Pit & Kayaks?

Check-out is at 10:00 AM.

Where is Downtown Retreat with Bikes, Fire Pit & Kayaks located?

Situated in St. Michaels, this vacation home is within 1 mi (2 km) of Classic Motor Museum, Windon Distilling, and St. Michaels Winery. St. Michaels Museum and Saint Marys Square are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 22 out of 23 reviews
Rating 8 - Good. 1 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Nila B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We spent a lovely 4 days in this beautifully appointed home. The beds were comfortable, location very convenient, and it was very quiet at night. The property being so nice and also dog-friendly was such a change from the norm. We would recommend without reservation for couples or families with dogs!
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Michelle B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully decorated, renovated cozy home. Well equipped and easy check in process.
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Denise K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is charmingly decorated. We appreciated being able to walk into town to enjoy all that St. Michaels has to offer. The host was very responsive.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Max M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Jennifer was an amazing host. The property was very well maintained, super clean, and had everything we needed. Such a cool little town, and we will definitely be back.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Robert P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an excellent experience from booking the property all the way thru checkout. The property was very clean, well decorated and in an excellent location. Communication with the owner was also excellent. We have been to St. Michaels numerous times. Having this great property to return to after dinners, shopping etc really enhanced our enjoyment of the trip. We look forward to staying there next year.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Kathy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable and clean. Easy to walk or bike to local restaurants and shops! Definitely recommend enjoying Easton also-Sunflowers and Greens and Agave Juice!
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Brooke M.

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

Great long weekend

Such a cute property on a peaceful street right near the heart of St Michaels. We enjoyed our stay and look forward to going back in the future. Perfect spot for a long weekend getaway with our small family
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Melanie T.

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

memorable and magical stay

My husband and I had an incredible weekend here. The home was wonderfully decorated and extra cozy for the holiday season. The proximity to town was wonderful and we loved how tucked away this space was. We felt perfectly at home and comfortable.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Kristin A.

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

Happy Hideaway

The house was perfect for our family. We loved how it was decorated! The host provided ample amenities and supplies for a comfortable stay.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

McKenzie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was clean, just like the photos! In a great part of town and easy to get to everything! My only small “complaint” was the fan didn’t work in the downstairs bedroom, other than that it was everything we needed and more! The perfect space. Next time we’re in St. Michaels, we would come to stay again!!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Chelsea H.

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

Nauti is so very nice!

A clean, quiet, well appointed home with artistic touches, this hideaway was the perfect spot for our long weekend at the shore. We enjoyed the close proximity to “town” and even more the opportunity to break away when quieter times were desired.Communication with the host was easy and exceptional. Looking forward to visiting again in the future!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Jan W.

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

Eastern Shore comfort

Home away from home. Supplied with everything you need and located at end of quiet street short distance from Talbot Street. Serene setting with woods on side and back. Definitely recommend and would stay here again.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Natalie L.

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

Girls 4 day get away

Perfect perfect perfect! Great neighborhood, walkable to everything and fully stocked home.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Michelle B.

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

Adorable getaway!

This house is THE best place to stay for a St. Michaels weekend getaway. Its only a 15 minute walk to main street and its on a quiet street so youre not dealing with loud visitors and tourist traffic. Decorating was tastefully nautical and the host was always available to tend to our needs. The kids are already asking when they can go back and i hope to make it very soon!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Lori L.

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

Gorgeous Home

We had never been to St Michael’s and loved the location of the house. The interior is immaculate and the location is ideal! We ended up staying with family for my nephew’s Bradshaw wedding at the Oaks which was beyond lovely.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

lisa s.

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

St. Michael’s Stay

Great getaway for our annual Thanksgiving in Easton Maryland. We were only 15 minutes away from our daughter’s house so it was so convenient. This house is charming and cozy on a quiet street. We were able to access the local YMCA, so helpful after all that turkey.
Stayed 6 nights in Nov 2024
Verified

10/10 Excellent

Michael P.

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

The Perfect Rental

Everything about this property was wonderful! Great location - a quick bike ride or walk to town. In a quiet neighborhood with friendly neighbors. The house is relatively new, nicely decorated, well stocked, and very comfortable. It even came with bikes and kayaks!
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Heather B.

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

Anniversary weekend

My husband and I stayed at this property for our wedding anniversary. It was a a lovely home in a quiet neighborhood close to restaurants etc. We also took advantage of the bikes that were at the property. Jennifer was quick to respond to all of our questions. It was a wonderful getaway
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Julie K.

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

Perfect for a Relaxing Getaway

We found everything we needed for a relaxing getaway and totally enjoyed our time at this lovely home. Quiet neighborhood yet walkable to town and close to the water. Loads of natural light, comfy beds and furniture, super clean, great amenities. Loved the outdoor fire pit and chairs! The only suggestion I'd make is add a little more to the information sheets for guests, such where the keys to the shed are (to access bikes), the different thermostats for upstairs and down (we didn't even notice the upstairs thermostat till our last day), and if it's ok to use the front door with keypad rather than carry the key for the side door. Thanks for a great stay!
Stayed 3 nights in Aug 2024
Verified

8/10 Good

Andrea C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My daughter and I thoroughly enjoyed our stay at this property. The home was quite lovely, and the communication exceptional. However, the battery on the keypad died a day into our stay and was never replaced therefore having to use a spare key. Both bathroom sinks were slow to drain, I had to reach out about the key for the shed, which should’ve been more readily available so that I wouldn’t have had to do that. Lastly, the fan in the bedroom downstairs did not work.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Reese N.

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

Cozy cottage tucked away

This cute little house at the end of a wooded street is just right for three people, four max. Well equipped and clean, well stocked, although we would have liked two more towels for bathing. Both queen beds were comfy. There are kayaks although you’ll need an suv to get the to the river. And there are bikes (manual tire inflation). The grill is great, right off the kitchen and there’s a firepit (it was too hot out for that tho!). Jennifer is great for communication, very responsive. Explore the town and eat some crabs or great food at the many delicious restaurants.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Shirley M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes we loved the location peace and quiet as advertisednicely appointed house. We’ll be back maybe in November our daughter has moved nearby toSt Michael’s S&C
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Mike C.

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