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





5 bedrooms 5 bathrooms Sleeps 10
Popular amenities
Explore the area

Saint Michaels, Maryland
- St. Michaels Winery8 min drive
- St. Michaels Marina8 min drive
- Chesapeake Bay Maritime Museum8 min drive
- Easton, MD (ESN-Easton - Newnam)31 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Queen Beds
Bedroom 4
1 King Bed
Bedroom 5
2 Single Beds
5 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Garden
Dining area
About this property
Waterfront Retreat wth Pool | Perfect for Late Summer & Fall Getaways
Summary:
End your summer in style and welcome fall on Maryland’s Eastern Shore. 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.
End your summer in style and welcome fall on Maryland’s Eastern Shore. 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.
Our prices include all fees. No hidden fees.
Protect your payment — always book on Vrbo
If someone asks you to book through them or pay them directly before you book on Vrbo, report it.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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House Rules
Check in after 4:00 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
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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. Easton Cycle and Sport and Phillips Wharf Environmental Center are also worth visiting.

Saint Michaels, Maryland
What's nearby
- St. Michaels Winery - 8 min drive - 3.5 km
- St. Michaels Marina - 8 min drive - 3.5 km
- Chesapeake Bay Maritime Museum - 8 min drive - 4.2 km
- 1879 Hooper Straight Lighthouse - 8 min drive - 4.2 km
- Saint Michaels Village - 9 min drive - 4.9 km
Getting around
Restaurants
- Carpenter Street Saloon - 8 min drive
- Foxy's Harbor Grille - 9 min drive
- Gina’s @ The Bridge - 28 min drive
- Chesapeake Landing - 12 min drive
- Rise Up Coffee - 11 min drive
Frequently asked questions
Reviews
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About the host
Hosted by Jennifer Brown

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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