Nestled on a peaceful peninsula in Porters Creek, The Kipsy offers the ultimate waterfront retreat. Begin your day with coffee on the covered deck or unwind by the pool and spa overlooking tranquil waters. With an open floor plan perfect for entertaining, gourmet kitchen to try out new recipes and fire pit for evening gatherings, this home is ideal for making memories with family and friends.
Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms3 bathrooms
Popular amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
St. Michaels Escape | Pool, Hot Tub & Fire Pit
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.
Property amenities
Pool/Spa
Communal pool
Hot tub
Private pool
Internet
Available in the house: WiFi
Parking and transportation
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Microwave
Oven
Refrigerator
Stovetop
Toaster
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
2.5 bathrooms
Bathtub
Hair dryer
Shower
Towels provided
Living spaces
Fireplace
Entertainment
Games
TV
Outdoor areas
Balcony
Barbecue grill
Firepit
Garden
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Office
Comfort
Air conditioning
Heating
Pets
Service animals only (pets not allowed)
Suitability/Accessibility
Smoking not allowed
Services and conveniences
Iron/ironing board
Location highlights
On a river
On the waterfront
Things to do
Bicycles
Boat
Kayak
Optional golf privileges
Cycling nearby
Fishing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Paper towel and Toilet paper are provided to get our guests started. Guests will need to bring additional supply for their stay.
Pets
Pets not allowed (service animals are welcome, and are exempt from fees)
Children and extra beds
Children are welcome
Events
No events allowed
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
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
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
About the neighborhood
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. Visit our St. Michaels travel guide
Does St. Michaels Escape | Pool, Hot Tub & Fire Pit have a pool?
Yes, this property has a pool.
Is St. Michaels Escape | Pool, Hot Tub & Fire Pit pet-friendly?
No, only service animals are welcome at the property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at St. Michaels Escape | Pool, Hot Tub & Fire Pit?
Check-in begins at 5:00 PM.
What time is check-out at St. Michaels Escape | Pool, Hot Tub & Fire Pit?
Check-out is at 10:00 AM.
Where is St. Michaels Escape | Pool, Hot Tub & Fire Pit located?
Situated on the waterfront, this vacation home is within 3 mi (5 km) of Perry Cabin Park, CL Open Field, and Higgins Yacht Yard and Marina. Saint Michaels Town Hall and Muskrat Park are also within 3 mi (5 km).
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St. Michaels Escape | Pool, Hot Tub & Fire Pit Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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!