St. Michaels Escape | Pool, Hot Tub & Fire Pit

Saint Michaels, Maryland
$1107 avg/night Minimum Stay 3 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 3 nights

Min Stay

Summary:

Welcome to The Kipsy, your private waterfront oasis on Porters Creek, just minutes from charming St. Michaels. With a pool, hot tub, fire pit, and private dock, this home is the perfect balance of relaxation and adventure for families and groups.



Talbot County Licensure: STRN-24-49



The Space:

Inside, The Kipsy features an open, light-filled layout with modern furnishings and panoramic creek views. The gourmet kitchen is fully equipped for entertaining, while the large dining area and cozy living room invite family meals and movie nights. Three comfortable bedrooms provide restful retreats. With multiple indoor and outdoor spaces, the home easily accommodates families, friends, or groups celebrating special occasions.



The Kipsy is tucked away in a quiet setting, yet only minutes to St. Michaels. Explore award-winning restaurants, boutique shops, museums, and harbor cruises. It’s the perfect home base for weddings, family reunions, or a peaceful Eastern Shore getaway.



What you'll love:

- Sparkling private pool with sun loungers

- Hot tub overlooking the creek for year-round relaxation

- Evening gatherings around the fire pit under the stars

- Private dock ideal for fishing, crabbing, or launching kayaks

- Spacious, open-concept living areas with water views

- Just minutes to St. Michaels restaurants, shops, and harbor



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 waterfront 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:

The Kipsy is tucked away in a quiet setting, yet only minutes to St. Michaels. Explore award-winning restaurants, boutique shops, museums, and harbor cruises. It’s the perfect home base for family reunions, or a peaceful Eastern Shore getaway.



Other Things to Note:

We provide a starter supply of toilet paper and paper towels, although we recommend bringing extra for longer stays.



The private pool is scheduled to open for the season on April 15, 2026.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden
  • POOL/SPA

    Hot Tub Private Pool Shared/communal Pool
  • BATHROOMS

    2.5 Bathrooms Hair Dryer Shower Towels Provided
  • WORKSPACES

    Desk Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Boat On Site Cycling Nearby Fishing Nearby Golf Privileges Kayak On Site
  • ENTERTAINMENT

    Games TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    On The River On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 05:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Tracey W.

    Submitted Sep 18, 2025

    Stayed Sep 12, 2025

    Great home and outdoor living space

  • Kristen K.

    Submitted Aug 8, 2025

    Stayed Aug 3, 2025

    Amazing home with an outstanding water view and access. Extremely quiet and peaceful. Plenty of bald eagles to watch

  • Markus E.

    Submitted Mar 29, 2025

    Stayed Mar 22, 2025

    Great place

  • Larry I.

    Submitted Oct 23, 2024

    Stayed Sep 27, 2024

    Nice property. Great views. Superb management team!!!! Thanks Emma and Jennifer.

  • Jill C.

    Submitted Aug 4, 2024

    Stayed Jul 27, 2024

    Lovely house on a five going right to the Miles River. We caught crabs galore and ate them all week. Great location close to town. Rode bikes, walked. Just beautiful!

Your dates are Available!

Total

Includes taxes and fees
$1,107+
View details