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.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
St Michaels
TRUE IN-TOWN ST MICHAELS 6 ACRE WATERFRONT - Heated Pool
Paper towel and Toilet paper are provided to get our guests started. Guests will need to bring additional supply for their stay.
Important information
You need to know
Property # 3485896vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
St. Michaels
Located in St. Michaels, this holiday 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.
Chesapeake Bay Maritime Museum - 5 min drive - 4.8 km
St. Michaels Winery - 6 min drive - 5.5 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 25 min drive
Restaurants
Foxy's Harbor Grille - 7 min drive
The Crab Claw - 6 min drive
Chesapeake Landing - 18 min walk
Ava's Pizzeria & Wine Bar - St Michaels - 6 min drive
t at The General Store - 13 min drive
Frequently asked questions
Does St. Michaels Escape | Pool, Hot Tub & Fire Pit have a pool?
Yes, this property has a pool.
How much does it cost to stay at St. Michaels Escape | Pool, Hot Tub & Fire Pit?
As of 9 May, 2026, prices found for a 1-night stay for 2 adults at St. Michaels Escape | Pool, Hot Tub & Fire Pit on 30 May, 2026 start from S$912, 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.
Is St. Michaels Escape | Pool, Hot Tub & Fire Pit pet-friendly?
No, only service animals are welcome at the property.
How much is parking at St. Michaels Escape | Pool, Hot Tub & Fire Pit?
On-site 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?
Checkout is at 10:00 AM.
Where is St. Michaels Escape | Pool, Hot Tub & Fire Pit located?
Situated on the waterfront, this holiday home is within 3 miles (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 miles (5 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!
Jill C.
Stayed 7 nights in Jul 2024
About the host
Hosted by Jennifer Brown
Languages:
English
Premier Host
They consistently provide great experiences for their guests