Entire home

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

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

A two-story house with a swimming pool, surrounded by trees and a well-lit patio area.
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.
A spacious living area with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A spacious kitchen with wooden cabinets, a large island, and a view to the backyard.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
5 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • On beach
  • Hot tub on site
  • Patio
  • Private pool
  • Dog-friendly
  • Barbecue grill

Explore the area

View in a map
Easton, MD
  • Place, Saint Michaels Village
    ‪15 min drive‬
  • Place, St. Michaels Winery
    ‪16 min drive‬
  • Place, St. Michaels Marina
    ‪17 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪24 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bunk Bedroom

2 Twin Bunk Beds

Front Bedroom

1 King Bed

Green Bedroom en-suite

1 Queen Bed

Master Bedroom

1 King Bed

Yellow Bedroom Ensuite

1 Queen Bed

3 bathrooms, 1 half bathroom

Bathroom 4

Soap · Towels provided · Toilet

En suite Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Master Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Shared Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 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

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted

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.
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.

Important information

You need to know

Property # 3740295
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

About the neighborhood

Easton

Located in Easton, this vacation home is in a rural area and on the beach. Classic Motor Museum and St. Michaels Museum are cultural highlights, and some of the area's landmarks include Avalon Theatre and Easton Rail Depot. Traveling with kids? Consider Chesapeake Bay Maritime Museum and Phillips Wharf Environmental Center. Looking to get your feet wet? Kayaking, water tubing and windsurfing adventures can be found near the property.
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Map
Easton, MD

What's nearby

  • Saint Michaels Village - 15 min drive - 13.4 km
  • St. Michaels Winery - 16 min drive - 14.8 km
  • St. Michaels Museum - 17 min drive - 15.1 km
  • St. Michaels Marina - 17 min drive - 15.4 km
  • Chesapeake Bay Maritime Museum - 18 min drive - 16.1 km

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
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬17 min drive
  • ‪Talbot St. Tavern - ‬18 min drive

Frequently asked questions

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

Yes, this property has an outdoor pool.

Is Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking?

Onsite parking is available at the property.

What time is check-in at Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.?

Check-in begins at 4:00 PM.

What time is check-out at Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.?

Check-out is at 10:00 AM.

Where is Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. located?

Nestled on the beach, this Easton vacation home is within 9 mi (15 km) of Saint Michaels Village, St. Michaels Marina, and Higgins Yacht Yard and Marina. Saint Marys Square and Back Creek Park are also within 9 mi (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
extremely idyllic and well loved property and grounds - we couldn’t have asked for a better experience!
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

5oth birthday

Amazing
Stayed 8 nights in Jun 2025
Verified review

10/10 Excellent

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
Response from VrboOwner on Jul 30, 2024
Thank you for the great review!
Verified review

10/10 Excellent

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
Response from VrboOwner on Jul 31, 2024
Thank you for the great review !
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on Jul 31, 2024
Thank you for the great review!
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an absolutely wonderful stay! The home and property are beautiful, and you can truly tell they are well loved and cared for by the family who owns them. It was the perfect place to make memories with our family.The pool was perfect, and the pool house was beautiful. Since the hot tub wasn’t heated for the season, our kids absolutely loved using it as their own little kiddie pool. The boathouse and dock were a highlight—we spent hours fishing and crabbing with our kids, making memories we’ll never forget.The screened-in porch was another favorite spot, and the mosquito control was so effective that bugs were hardly an issue.The home felt warm and welcoming. The beds were very comfortable, and we appreciated the high-quality linens and plentiful towels. The fully stocked kitchen, complete with cookware and dishes, made preparing family meals easy. We also had groceries delivered through Instacart after we arrived, and there was plenty of refrigerator, freezer, and pantry space for everything.The property maintenance manager was fantastic—responsive, easy to reach, and incredibly helpful.We couldn’t have asked for a better family vacation and would absolutely stay here again. We highly recommend this home to anyone looking for a peaceful waterfront getaway!
Stayed 7 nights in Jul 2026

About the host

Hosted by Stephanie Johnston

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