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

Family-friendly holiday home on the beach, with outdoor pool

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

Outdoor pool - Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. (Easton)
Fridge, microwave, oven, stovetop - Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. (Easton)
Interior - Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. (Easton)
Fridge, microwave, oven, stovetop - Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. (Easton)
Smart TV, fireplace, table football, ping pong - Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. (Easton)
Nestled on the Tred Avon between St Michaels and Easton, Woodwind offers complete privacy with 1500 foot waterfront views and access. Enjoy considerable amenities like the oversized pool, hot tub, beach and expansive yard. Relax in the Pool House's updated covered outdoor lounging area or explore multiple indoor seating spaces.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Add dates for prices

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.

Property amenities

Beach

  • On the beach

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Parking on site

Kitchen

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

  • Smoke-free property

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% of food locally-sourced
  • At least 80% organic food
  • Bicycles
  • Electric car charging station
  • Garden
  • Solar energy
  • Vegan dining options
  • Vegetarian dining options

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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 to 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 rubbish
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

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets

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
This property uses solar energy
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 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

About the area

Map
Easton, MD

What's nearby

  • Saint Michaels Village - 16 min drive - 12.7 km
  • St. Michaels Winery - 17 min drive - 14.1 km
  • St. Michaels Marina - 18 min drive - 14.8 km
  • Chesapeake Bay Maritime Museum - 19 min drive - 15.5 km
  • 1879 Hooper Straight Lighthouse - 19 min drive - 15.5 km

Getting around

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

Restaurants

  • ‪The Crab Claw - ‬19 min drive
  • ‪Carpenter Street Saloon - ‬18 min drive
  • ‪Foxy's Harbor Grille - ‬18 min drive
  • ‪Doc's Sunset Grille - ‬34 min drive
  • ‪t at The General Store - ‬11 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 at Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.?

On-site 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.?

Checkout 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 holiday 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 miles (15 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Verified traveller

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

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

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

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

10/10 Excellent

Samantha E.

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

5oth birthday

Amazing
Stayed 8 nights in Jun 2025

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

10/10 Excellent

Verified traveller

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

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

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

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

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