Entire home

Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways

Waterfront holiday home with private pool and kitchen

Photo gallery for Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways

TV
TV
Terrace/patio
Pool
Fridge, microwave, oven, stovetop

Entire home

5 bedrooms5 bathrooms

Popular amenities

  • Parking available
  • Kitchen
  • Pool
  • Barbecue grill
  • Outdoor space
  • Dryer

Explore the area

View map
Saint Michaels, MD
  • Place, St. Michaels Winery
    ‪7 min drive‬
  • Place, St. Michaels Marina
    ‪7 min drive‬
  • Place, Chesapeake Bay Maritime Museum
    ‪7 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪25 min drive‬

Room options

About the area

St. Michaels

At this holiday home you'll be 3.1 km (1.9 mi) from St Michaels Nature Trail and 3.4 km (2.1 mi) from Clint S. Bradley Park. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features 5 bathrooms, a balcony and a TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .This smoke-free holiday home offers a garden and barbecues. .With a stay at this St. Michaels holiday home, you'll be 3.7 km (2.3 mi) from Back Creek Park and 3.8 km (2.3 mi) from Higgins Yacht Yard and Marina.

What's nearby

  • St. Michaels Winery - 7 min drive - 3.5 km
  • St. Michaels Marina - 7 min drive - 3.5 km
  • Chesapeake Bay Maritime Museum - 7 min drive - 4.2 km
  • 1879 Hooper Straight Lighthouse - 7 min drive - 4.2 km
  • Saint Michaels Village - 8 min drive - 4.9 km

Getting around

  • Cambridge Station - 48 min drive
  • Easton, MD (ESN-Easton - Newnam) - 28 min drive

Restaurants

  • ‪Stars - ‬9 min drive
  • ‪Foxy's Harbor Grille - ‬9 min drive
  • ‪Carpenter Street Saloon - ‬8 min drive
  • ‪Chesapeake Landing - ‬12 min drive
  • ‪Purser's Pub - ‬9 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.

Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways

Summary:
At Eventide Farm, the seasons unfold beautifully — from sun-soaked afternoons by the pool to crisp evenings spent watching sunsets over the water. Just minutes from downtown St. Michaels, this five-bedroom retreat blends luxury and comfort for unforgettable family vacations, couples’ escapes, or group gatherings.

Talbot County Licensure: STRN- 24-38

The Space:
From the moment you arrive at Eventide Farm, the rhythm of life slows. The home is designed to draw you toward the water — with panoramic views from nearly every room and gentle breezes that flow through open French doors.
The living room is a sun-drenched gathering place, anchored by plush seating, a warm color palette, and windows framing the pool and shoreline. It’s the heart of the home, perfect for late-night board games, coffee at sunrise, or curling up with a book after exploring town. The kitchen is both a chef’s dream and a family hub — featuring high-end appliances, generous counter space, and an oversized island for casual dining or wine tastings. Step outside to discover multiple terraces and patios — each with its own mood. Sunbathe by the pool, sip cocktails in the shaded garden lounge, or dine al fresco as the sky turns gold at sunset. For restful nights, the first-floor primary suite offers private pool access and spa-like amenities. Upstairs, four additional bedrooms are designed for tranquility — each thoughtfully decorated with soft linens, cozy textures, and serene lighting.

What you'll love:
- Unmatched sunset views over the private pool.
- Spacious open-plan design that flows effortlessly outdoors.
- Multiple lounge areas for cocktails, coffee, or simply watching the tide.
- Luxury bedrooms with plush bedding and curated décor.
- Proximity to St. Michaels — a charming harbor town full of dining, boutiques, and history.

Whether you’re here for intimate family time, a friends’ getaway, or a quiet retreat, every inch of Eventide Farm invites you to live slowly, connect deeply, and savor every season.

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:
Located just minutes from St. Michaels — renowned for its historic waterfront, boutique shops, and acclaimed restaurants. Whether sailing, antiquing, or simply strolling, you’ll find a perfect mix of activity and relaxation.

Other Things to Note:
Starter paper goods provided; please bring any additional supplies you may need.

Similar properties

Property amenities

Pool/Spa

  • Communal pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

Things to do

  • Bicycles

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)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Garden

Policies

Check-in

Check-in time starts at 4:00 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

Pets

  • No pets allowed

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
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
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
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 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.

Property is also known as

6893d92bdc40000012d30c1a

Frequently asked questions

Does Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways have a pool?

Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways has a pool and a communal pool.

Is there a private hot tub at Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways?

No, but there is a private pool.

Is there a free airport shuttle available at Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways?

No, Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways does not offer an airport shuttle service.

What time are check-in & check-out at Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways?

No, pets are not allowed.

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