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3 Br Private Vacation Home Vacation Rental In Saint Michaels, Maryland

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

Type Private vacation home
Bedrooms 3
Bathrooms 2
House Rules
  • No pets allowed, service animals permitted
  • Children allowed: ages 0-17
  • Smoking is not permitted
  • No events allowed
Max Occupancy 6
Host Language English
Property Id 3485896
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.
Located in St. Michaels, this vacation home is on the waterfront. Chesapeake Bay Maritime Museum and Phillips Wharf Environmental Center are local attractions and those in the mood for shopping can visit Saint Michaels Village and Queenstown Premium Outlets. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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    Policy

    Pet policy

    • Pets not allowed (service animals are welcome, and are exempt from fees)

    Check out time

    • 10:00 AM

    Check in policy

    • Check-in time starts at 5:00 pm
    • Minimum check-in age: 25

    Payment policy

    • Localcurrency: USD

    Check out policy

    • Check-out before 10:00 am

    Check in start time

    • 5:00 PM

    Check in instructions

    • Information provided by the property may be translated using automated translation tools
    • You will receive an email from the host with check-in and check-out instructions

    Special instructions

    • 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
    • Host has indicated there is a carbon monoxide detector on the property
    • Host has indicated there is a smoke detector on the property
    • Onsite parties or group events are strictly prohibited
    • Safety features at this property include a fire extinguisher
    • Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
    • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
    • 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

    Children and extra bed policy

      • Children are welcome.
    Amenities

    Popular amenities

    • Ac
    • Balcony
    • Barbecue
    • Dryer
    • Fireplace
    • Free parking
    • Heater
    • Hot tub
    • Internet
    • Kitchen
    • Laundry
    • Microwave
    • No smoking
    • Outdoor space
    • Pool
    • Toys
    • Tv
    • Washer

    Property amenities

    • 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
 

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