Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball

Popular amenities

Pool

Kitchen

Free WiFi

Air conditioning

Explore the area

Taylors Island, MD

Blackwater National Wildlife Refuge15 min drive
Harriet Tubman Underground Railroad National Historical Park34 min drive
Harriet Tubman Museum and Educational Center37 min drive
Easton, MD (ESN-Easton - Newnam)62 min drive

Rooms & beds

4 bedrooms (sleeps 14)

Bedroom 1

1 Double Futon and 1 King Bed

Bedroom 2

1 Double Futon and 1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

2 Single Beds

Loft

2 Double Beds and 1 Double Futon

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio

Porch or lanai

Kitchen

Outdoor play area

Garden

Dining Area

About this property

Beautifully appointed 19th century farmhouse situated on 23 acres of pristine beauty with pool and 2,000 feet of unspoiled shoreline located on the Chesapeake Bay of Maryland’s Eastern Shore. This waterfront property is perfect for family retreats, celebrations or a relaxing getaway. Take a step-back in time and enjoy the raw, natural surroundings of this idyllic and secluded setting. Enjoy the tranquil beauty of this agricultural farm and picturesque views. You’ll find an abundance of wildlife in their natural habitats throughout the property. For the sport enthusiast, enjoy fishing, crabbing, boating, and kayaking all in your own back yard. Bring your boat or rent one to explore nearby islands and experience some of the best fishing and crabbing that the Chesapeake Bay has to offer. Charter fishing and guided hunting excursions are also locally available. Explore the shoreline and coves on the property for Indian artifacts, shells and sea glass. Taylors Island is bike friendly, so bring your bikes or rent them and ride to Palm Beach Willies for lunch or just explore all the natural beauty that the island has to offer.

Inside, you’ll find a fully equipped kitchen/great room with dual-sided wood-burning fireplace and wall-to-wall windows offering expansive views of the ample wildlife, sunsets and pristine Chesapeake Bay. A center island and farm table (combined seats 16) are perfect for family affairs. A screened-in patio is ideal for crab feasts and prime for entertaining with gas grill and exterior wood-burning fireplace. Enjoy an evening relaxing, roasting marshmallows and making smores. STARLINK Satellite internet available with WIFI speeds well in excess of 100 MBS with full streaming capabilities.

Gracious accommodations will greet you throughout with a spacious first floor queen bedroom with ornamental fireplace and pull-out sofa. The 2nd floor offers a king bedroom with ornamental fireplace and sofa bed; 1 double; 1 twin w/ trundle; and a loft with two double beds, and one day bed. Children's pack-n-play available.

Amenities: pool, interior wood burning fireplace, exterior wood burning fireplace, central air, TV, DVD player, Bluetooth accessible indoor/outdoor stereo, fully equipped kitchen, microwave, air fryer, dishwasher, two refrigerators, 2 ice makers, washer & dryer, gas grill, three kayaks (1 two-person kayak, 1 one-person kayak, and 1 ocean kayak/Stand-Up Paddleboard), ping pong, foosball, grass volleyball court, outdoor basketball court, bocce ball, games, books, and video library. **NEW FOR 2024 **A PICKLEBALL COURT WILL BE AVAILABLE BY MID APRIL. SO BRING YOUR RACKETS AND LET THE GAMES BEGIN.

For video of property please see.
https://youtu.be/d8vsJsUag7A

If you have a party larger than this home will accommodate or just want more space, we offer a second home on the island approximately 1/2 mile away that can sleep up to 6 additional guests called the Taylors Island Bunkhouse. For a short video showing this property use this link:
https://youtu.be/58JAcRs5OhM

Home and property is available for large events such as weddings with prior owner approval, subject to certain conditions and additional fees.

Property manager

Ned Howe

Premier Host

Amenities

Pool

Free WiFi

Air conditioning

House Rules

Check in after 4:00 PM

Minimum age to rent: 35

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Games provided and activities for all ages

Events

Events allowed

Weddings and large functions req. add fee etc.

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

Parties and events are allowed on site

Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Taylors Island

Located in Taylors Island, this farm stay is in a rural area and on the waterfront. Perigeaux Vineyards and Winery and R&J's PlayPark are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Richardson Maritime Museum and Annmarie Sculpture Garden and Arts Center. Traveling with kids? Consider Ruark Boatworks and Bay Country Shop. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Taylors Island, MD

What's nearby

Blackwater National Wildlife Refuge - 15 min drive
Harriet Tubman Underground Railroad National Historical Park - 34 min drive
Harriet Tubman Museum and Educational Center - 37 min drive
Choptank River Lighthouse - 38 min drive
Long Wharf Park - 39 min drive

Getting around

Cambridge Station - 38 min drive
Easton, MD (ESN-Easton - Newnam) - 62 min drive

Restaurants

Madison Bay Rnr - 20 min drive
Mc Cray's Castaways - 20 min drive
Palm Beach Willies - 13 min drive
Millie's at Madison Bay - 20 min drive
Madison Bay Restaurant Bar and Grill - 19 min drive

Frequently asked questions

Does Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball have a pool?

Yes, this property has an outdoor pool.

Is Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball pet-friendly?

No, pets are not allowed at this property.

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Aaron N.

25 Sept 2023

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

Renter

This is an amazing property and a terrific place to stay! Highly recommend to any one interested. We stayed for Ironman MD and was perfect!

Stayed 4 nights in Sep 2023

10/10 Excellent

diana d.

11 Sept 2023

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

Beautiful ❤️❤️❤️

First NED thank you this home that you worked so hard to restore is amazing this is a farm house from the 1700 an other half 1800 is the most amazing experience from the windows everywhere you don't miss anything in nature outside the landscape has no words your not going to get a five star resort, you get something better the people around here so sweet an attentive a home that makes you see the beauty of old farm life with new amenities like tv kitchen bathrooms what they didn't have in these times.You feel that home feeling when you wake up peace, this home has everything for the people that didn't forget what real beauty was in this era of time. Ned thank you for letting my family see a piece of history and stay in it for 4 days.I can go on for days cause this made us remember what spending time and family is really about we will be back this island is everything this was a true vacation Thank you Ned for opening up a piece of your kids upbringing to us.

Stayed 4 nights in Sep 2023

10/10 Excellent

Wilson G.

11 Sept 2023

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

Good place for blue crab

Great place for family and friends

Stayed 4 nights in Aug 2023

10/10 Excellent

Margaret B.

4 Sept 2023

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

Perfect end-of-summer family gathering place!

Our long weekend on Taylor’s Island was a multi-generational hit. From 4 years to 80, every person had a wonderful time. Cousins were free to roam the carefully mowed grounds, enjoy the swing and hammock, play foosball soccer, and with parental supervision have mud fights in the cove at low tide, swim in the pool, and kayak with adults. The adults, in addition to kayaking, running, and swimming in the pool, rediscovered ping pong skills long dormant. Ned’s property is absolutely private and quiet, home to bald eagles, heron, egrets and deer only. We all loved it and want to come back!

Stayed 3 nights in Sep 2023

10/10 Excellent

Patty m., Hampstead Maryland

23 Aug 2023

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

Sensational Sunsets

Our family of seven was looking for a quiet getaway where we could crab, swim and just relax together. We found it here! The property is stunningly beautiful. No close neighbors. We caught crabs and steamed them up with our dinner. Nothing like fresh steamed crabs! The sunsets were amazing every night. Whether sitting in the kitchen, under the shade tree, or out by the bay, we were able to drink in the beauty of each evening’s sunset. Can’t forget to mention the beautiful night skies where you could see a zillion stars. The pool was very refreshing. Most of our time was spent around the house except one day when we took a drive to visit the Harriett Tubman museum and drive through Blackwater Wildlife Refuge. Both were worth drive. Thank you for sharing your home with us.

Stayed 4 nights in Aug 2023

About the host

Hosted by Ned Howe

I develop real estate for a living and have 3 children that have been able to experience the true meaning of Chesapeake Life.

Why they chose this property

Always enjoyed the Chesapeake Bay and all it had to offer and wanted a place to truly embellish my passion. This home hearkens back to a past few understand, as Taylor's Island has remained the same for hundreds of years. The home is not set directly on the water and allows you to view how wildlife exists within the zone of land that is along the water but is not disturbed by man made structures.

What makes this property unique

You can live with nature in unspoiled natural surroundings. Your only neighbors have 4 legs, wings or fins. If you are looking for a secluded location that offers tremendous beauty and access to all that the Chesapeake Bay offers then Taylor's Island is your spot and this fully restored telescoping home that was originally constructed in the 1700's is your sanctuary.