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

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Beautiful waterfront home.
waterfront great room
Living area
Living area
Interior

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Toilet

Spaces

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.



The private pool is scheduled to open for the season on April 15, 2026.

Add dates for prices

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House Rules

Check in after 5:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted
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

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.
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Map
Saint Michaels, MD

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 - 6 min drive - 4.8 km
  • Chesapeake Bay Maritime Museum - 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

  • ‪The Crab Claw - ‬6 min drive
  • ‪Foxy's Harbor Grille - ‬7 min drive
  • ‪t at The General Store - ‬13 min drive
  • ‪Carpenter Street Saloon - ‬6 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.

How much does it cost to stay at St. Michaels Escape | Pool, Hot Tub & Fire Pit?

As of 2 May 2026, prices found for a 1-night stay for 2 adults at St. Michaels Escape | Pool, Hot Tub & Fire Pit on 8 June 2026 start from NZ$1,873, 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.
Learn moreOpens in a new window
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

10/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Markus E.

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

Fun and relaxing

Great place
Stayed 7 nights in Mar 2025
Verified

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
Verified

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
Verified

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
Verified

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

About the host

Hosted by Jennifer Brown

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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