Entire home
St. Michaels Escape | Pool, Hot Tub & Fire Pit
Riverside holiday home with private pool and kitchen
Photo gallery for St. Michaels Escape | Pool, Hot Tub & Fire Pit





Reviews
10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6
Popular amenities
Explore the area

- Place, St. Michaels Marina
- Place, Chesapeake Bay Maritime Museum
- Place, St. Michaels Winery
- Airport, Easton, MD (ESN-Easton - Newnam)
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Single Beds
2 bathrooms, 1 half bathroom
Bathroom
Bathtub · Toilet · Shower only
Bathroom #2
Toilet · Shower only
Bathroom #3
Toilet
Spaces
Deck or patio
Kitchen
Office
Balcony
Garden
Dining area
About this property
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.
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.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning
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House Rules
Check in after 5:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed, service animals permitted
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
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 and a first aid kit
About the area
St. Michaels
Located in St. Michaels, this holiday home is on the waterfront. Chesapeake Bay Maritime Museum and St. Michaels Museum are cultural highlights, and some of the area's activities can be experienced at Higgins Yacht Yard and Marina and St. Michaels Marina. Phillips Wharf Environmental Center and Easton Cycle and Sport are also worth visiting. Take the opportunity to explore the area for outdoor excitement like cycling.

Saint Michaels, MD
What's nearby
- St. Michaels Marina - 6 min drive - 4.8 km
- Chesapeake Bay Maritime Museum - 6 min drive - 4.8 km
- 1879 Hooper Straight Lighthouse - 6 min drive - 4.8 km
- St. Michaels Winery - 7 min drive - 5.5 km
- Saint Michaels Village - 9 min drive - 6.9 km
Getting around
Restaurants
- Stars - 6 min drive
- Foxy's Harbor Grille - 7 min drive
- Carpenter Street Saloon - 6 min drive
- Chesapeake Landing - 18 min walk
- Purser's Pub - 6 min drive
Frequently asked questions
About the host
Hosted by Jennifer Brown
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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