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Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

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A two-story house with a swimming pool, surrounded by trees and a well-lit patio area.
A spacious kitchen with wooden cabinets, a large island, and a view to the backyard.
A spacious living area with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A covered outdoor dining area with a table set for six, surrounded by wooden chairs with green cushions.
A residential property with a swimming pool, a covered patio, and a view of a lake during sunset.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Easton, MD
  • Place, Saint Michaels Village
    ‪15 min drive‬
  • Place, St. Michaels Winery
    ‪16 min drive‬
  • Place, Chesapeake Bay Maritime Museum
    ‪18 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪24 min drive‬

Room options

About the neighborhood

Easton

This vacation home is located 6.6 mi (10.7 km) from Saint Michaels Village and 7.3 mi (11.7 km) from St. Michaels Winery. The vacation home includes a private pool, a kitchen, and a fireplace.
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What's nearby

  • Saint Michaels Village - 15 min drive - 8.3 miles
  • St. Michaels Winery - 16 min drive - 9.2 miles
  • St. Michaels Marina - 17 min drive - 9.6 miles
  • Chesapeake Bay Maritime Museum - 18 min drive - 10.0 miles
  • 1879 Hooper Straight Lighthouse - 18 min drive - 10.0 miles

Getting around

  • Cambridge Station - 32 min drive
  • Easton, MD (ESN-Easton - Newnam) - 17 min drive

Restaurants

  • ‪Foxy's Harbor Grille - ‬18 min drive
  • ‪The Crab Claw - ‬19 min drive
  • ‪Doc's Sunset Grille - ‬34 min drive
  • ‪Rise Up Coffee - ‬15 min drive
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬17 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.

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

Talbot County Rental License STRN-23-19

Stunning 22 acre property in prime location on the Tred Avon situated between St Michaels and Easton. Offering complete privacy, spectacular 1500 foot waterfront views and access, and all the luxuries of modern living within a carefully updated historic property, this home is large enough to comfortably accommodate multiple families. Considerable amenities are available for your outdoor enjoyment including the oversized pool, hot tub, beach and expansive yard. Pool House with updated covered outdoor lounging area with TV and bath. 5 Bedrooms 3.5 baths. Multiple indoor and covered outdoor seating and eating spaces. Gourmet Kitchen and Wet-bar. Amazing views and sunsets. All within 5 miles of high quality groceries, shops and restaurants. Have bikes, kayaks, etc delivered for your enjoyment while at Woodwind.
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a patio. There's space to spread out with 5 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fireplace.

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Property amenities

Beach

  • On the beach

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Bicycles
  • Foosball table
  • Golf
  • Kayak
  • Table tennis
  • Water sports equipment
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours 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

  • At least 80% organic food
  • Bicycles
  • Electric car charging station
  • Garden
  • Locally sourced food prioritized
  • Vegan dining options
  • Vegetarian dining options

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
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights
Close all windows and doors
Leave all used towels including pool towels on bathroom or laundry room floor
Safe travels
Failure to complete these may result in a negative review from the host.

Rules

Speed limit on driveway of 10 MPH 5 car maximum on property
Please do not set air conditioning thermostats below 70 degrees
This property has 2 exterior security cameras located at the front door and the laundry room door for security purposes.

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Frequently asked questions

What is there to do around this vacation home?

This vacation home is located in Easton, close to Oxford Museum, Saint Michaels Village, and St. Michaels Winery. You'll also find St. Michaels Marina and 1879 Hooper Straight Lighthouse nearby.

Is parking available on site at Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.?

Yes, there is an electric car charging station available.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

What amenities will couples enjoy at Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.?

At this beachfront vacation home, there are many amenities for couples, including a private pool and a fireplace in each house, and some feature beach view.

Does Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

Does Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Easton, MD (ESN-Easton - Newnam), which is 10.5 mi away (17 minutes by car).

Are there rooms with balconies that I can book at Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.?

Yes, every house at Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. comes with a patio and some offer beach views.

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property for a family summer vacation and to just relax by the pool, kayak, fish off the dock, and head to town for ice cream or crabs.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Pam B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I can't believe we found this gem for our family vacation! The house is gorgeous and full of charm. It was well stocked and impeccably kept. A great week spent fishing, crabbing, kayaking, exploring and swimming. Looking forward to future visits!
Beautiful sunsets
Huge property
Lovely pool and pool house.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Nina P.

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

August 25

We had a wonderful stay at this beautiful and peaceful home. Rich, the caretaker, is awesome! We hope to return one day!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Vanessa D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is beautifully situated on a picturesque part of Maryland. The house was super spacious for our large party or nine and we never once felt on top of one another. The pool and hot tub are amazing and the pool house was a nice bonus area for the kids. The house manager was also very helpful and the host was super quick to respond. The decor style is old farmhouse and we would definitely come back.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Samantha E.

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

5oth birthday

Amazing
Stayed 8 nights in Jun 2025
Verified

10/10 Excellent

Verified traveler

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

Loved it again!

This is such a special property. The house, the amenities and then the surprising foodie scene in Easton and St. Michael’s is within minutes. This is our second summer at this property and we are already starting to plan our third!
Stayed 8 nights in Jun 2024
Verified

10/10 Excellent

Richard N.

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

Peace, Tranquility, Comfort.....EVERYTHING!

Our family spent a week at Woodwind and absolutely loved every second of it. The property is amazing from the farmhouse, to the pool house and the river house there is plenty of room for everyone to spread out. The pool was just what we needed during a summer heat wave and the hot tub was perfect for unwinding late in the evenings. The kitchen had everything we needed to cook our own meals, the location was close to everything (including St. Michaels and Easton), and the river views were amazing. The property manager was outstanding. He was available for anything we needed and periodically checked-in to see if there was anything he could do to enhance our experience. I could write for days but suffice it to say this was the single most relaxing vacation our family has had in over 10 years and I hope to have the opportunity to visit again for years to come.
Stayed 8 nights in Jul 2024
Verified

10/10 Excellent

Katharina H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay at Woodwind! The house itself is beautiful, spacious, and perfect for gathering a large family. The pool and spa were just right, and the brand-new sauna in the pool house was a huge bonus.The grounds are absolutely stunning—expansive property with incredible water views. Each morning we loved having coffee outside while watching the workboats pulling up crabs and the Oxford-Bellevue ferry making its daily crossings. The kids were thrilled to catch crabs right off the dock, which made for unforgettable memories.Inside, the kitchen was well equipped for cooking and the beds were very comfortable. The sense of peace and privacy here is unmatched—you’re just a short drive from Easton, but once you’re at Woodwind, you feel completely secluded, with only the sounds of wildlife, the stars at night, and quiet all around.Rich, the property’s caretaker, really elevated our trip. He was attentive without ever being intrusive, answered all of our questions, and gave us great tips to make sure we were comfortable throughout the stay. His hospitality made a big difference.Many thanks to Hunter, Stephanie, and Rich—we’d love to stay at Woodwind again one day!
Stayed 10 nights in Sep 2025
Verified

10/10 Excellent

Talley F.

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

Home away from home

We were familiar with Woodwind from a previous stay and delighted to return to this restful spot to enjoy time with our family, friends and each other. The property is beautifully situated across the Tred Avon from Oxford and we enjoyed boating there for lunch or simply cruising around the local creeks. The house had everything we needed. I only wish we hadn't packed so much kitchenware because the kitchen was very well equipped for anything - right down to a garlic press! From sipping coffee as we watched the regattas on the river, to dinners enjoying fabulous sunsets and star gazing in the evening, our days were relaxed and peaceful. Hunter and Stephanie were easy to contact and the on-property manager Rich was helpful and responded to any questions we had very promptly. Having grown up sharing memorable family vacations in St. Michael's years ago, we are so thankful that Woodwind provided us with another perfect gathering place to reconnect with our family and friends.
Stayed 14 nights in Aug 2024
Verified

10/10 Excellent

Rich D.

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

Gorgeous Property

What an amazing property! Much more spectacular in person compared to the online photos. We thoroughly enjoyed our time at Woodwind. The main house is nicely appointed with everything we needed during our stay. We spent the majority of our time at the pool area/covered patio and we could watch TV and be in the pool at the same time with the gas grill nearby. The covered dock was a bonus feature that allowed us to crab/fish and take a break from the sun. The property’s caretaker Rich is in a separate residence on the property and was quick to respond with any questions we had or if we needed anything (and based on other properties we've vacationed at, his service is the best we've encountered). If you enjoy wildlife, there’s plenty of deer roaming the outer perimeter of the property and although the Woodwind is on the water, we didn’t have any issues with mosquitoes. If you want to wander into St Michael’s it’s a 15 minute drive. The Oxford Ferry is also nearby. Overall the Woodwind was one of our favorite family vacation retreats. Would love to come back.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Tressa W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Woodwind house is our absolute favorite home to stay in on the entire Eastern Shore area. We stayed in late August 2025, with family that included two elderly seniors and adults and teens, and two dogs. The check in process was smooth and exactly as described. This is our third time staying at The Woodwind, and since our last stay the pool house has been completely renovated. With a brand new bathroom and sauna as well! And with probably the best view in the house!The kitchen is well stocked with all the herbs and oils and cooking essentials that you would ever need, plenty of pots and pans and dishes and utensils. There is a beautiful dock with a cover for hot sunny days and plenty of crab traps of which we made full use. The fishing was also amazing.There is a caretaker named Rich who is on site and was extremely helpful and accessible. He made us feel welcome and made sure that we were comfortable, and answered our questions promptly. There is also an amazing fig tree, an organic garden with plenty of delicious tomatoes and herbs, and the lawn and property was as always, very well maintained. The property itself is much more impressive in person, as the pictures on the website don’t really do it justice. :). We highly recommend this home, and plan to return again in the futureThank you again!
Stayed 7 nights in Aug 2025