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

St. Michaels vacation home with private pool

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Pool
Interior
TV, fireplace, offices
Interior
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathrooms

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Saint Michaels, MD
  • Place, Perry Cabin Park
    ‪4 min drive‬
  • Place, St. Michaels Marina
    ‪5 min drive‬
  • Place, Chesapeake Bay Maritime Museum
    ‪5 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪26 min drive‬

Room options

About the area

St. Michaels

On river.You'll find Perry Cabin Park and CL Open Field within 3 miles (5 km) of this vacation home. Higgins Yacht Yard and Marina and Saint Michaels Town Hall are also within 3 miles (5 km).
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What's nearby

  • Perry Cabin Park - 4 min drive - 3.8 km
  • Saint Michaels Town Hall - 5 min drive - 4.5 km
  • St. Michaels Marina - 5 min drive - 4.8 km
  • 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

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.

Similar properties

Breakfast, lunch, dinner and brunch served
Inn at Perry Cabin
Downtown St. Michaels
  • Pool
  • Hot tub
  • Spa
  • Pet friendly
4.8 out of 5, Exceptional, 387 reviews
The price is CA $833
CA $917 total
includes taxes & fees
Jun 21 - Jun 22
Inn at Perry Cabin

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

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

  • No pets allowed, but service animals are welcome

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property is also known as

6499a4693484cc002bcce013

Frequently asked questions

How close is St. Michaels Escape | Pool, Hot Tub & Fire Pit to the airport?

This vacation home is 15.5 mi (25-min drive) away from the Easton, MD (ESN-Easton - Newnam) airport, the closest popular airport to the property.

Does St. Michaels Escape | Pool, Hot Tub & Fire Pit have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does St. Michaels Escape | Pool, Hot Tub & Fire Pit offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at St. Michaels Escape | Pool, Hot Tub & Fire Pit?

No, there is no casino at this vacation home.

What time is check-in at St. Michaels Escape | Pool, Hot Tub & Fire Pit?

Check-in begins at 5:00 PM.

Is there free parking at St. Michaels Escape | Pool, Hot Tub & Fire Pit?

Free parking is not available at this vacation home.

Does St. Michaels Escape | Pool, Hot Tub & Fire Pit have a pool?

Yes, there's a private pool.

Does St. Michaels Escape | Pool, Hot Tub & Fire Pit have a spa?

There are no spa services available at this vacation home.

How close is St. Michaels Escape | Pool, Hot Tub & Fire Pit to downtown St. Michaels?

This vacation home is 2.2 mi away from St. Michaels.

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

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

10/10 Excellent

Greer G.

Liked: Cleanliness
Amazing stay at this beautiful property!
Stayed 3 nights in May 2026

10/10 Excellent

Tracey W.

Liked: Cleanliness
Great home and outdoor living space
Stayed 3 nights in Sep 2025

10/10 Excellent

Kristen K.

Liked: Cleanliness

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

Markus E.

Liked: Cleanliness

Fun and relaxing

Great place
Stayed 7 nights in Mar 2025

10/10 Excellent

Larry I.

Liked: Cleanliness

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

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

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