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

Riverfront vacation home with private pool and kitchen

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Interior - St. Michaels Escape | Pool, Hot Tub & Fire Pit (Saint Michaels)
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

10 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.

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)
  • Fire extinguisher

General

  • Bicycles
  • Garden

Similar properties

Exterior
Minutes from Downtown St. Michaels | Pool | Dock
  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 1 review
Minutes from Downtown St. Michaels | Pool | Dock

Policies

Check-in

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

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

Property is also known as

6499a4693484cc002bcce013

About the neighborhood

Map
Saint Michaels, MD

What's nearby

  • Perry Cabin Park - 4 min drive - 3.8 km
  • 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 - 6 min drive - 5.5 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 25 min drive

Restaurants

  • ‪Stars - ‬6 min drive
  • ‪The Crab Claw - ‬6 min drive
  • ‪Carpenter Street Saloon - ‬6 min drive
  • ‪Foxy's Harbor Grille - ‬7 min drive
  • ‪Chesapeake Landing - ‬18 min walk

Frequently asked questions

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.
Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Markus E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun and relaxing

Great place
Stayed 7 nights in Mar 2025

10/10 Excellent

Tracey W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home and outdoor living space
Stayed 3 nights in Sep 2025

10/10 Excellent

Kristen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful Vacation

Amazing home with an outstanding water view and access. Extremely quiet and peaceful. Plenty of bald eagles to watch
A sunset view of the cove
Stayed 4 nights in Aug 2025

10/10 Excellent

Larry I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short retreat

Nice property. Great views. Superb management team!!!! Thanks Emma and Jennifer.
Stayed 3 nights in Sep 2024

10/10 Excellent

Jill C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

ST. Michaels annual family vacation

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!
Stayed 7 nights in Jul 2024