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Property grounds: BB court, house, barn, pool and grass volley ball court.

All purpose sports court with pickleball and basketball

Overview
Rooms
Location
Policies

9.8

Exceptional

Popular amenities

Pool

Kitchen

Air conditioning

Free WiFi

Check-in time

4:00 PM

Check-out time

10:00 AM

Explore the area

Taylors Island, MD

Blackwater National Wildlife Refuge15 min drive
Harriet Tubman Underground Railroad National Historical Park34 min drive
Choptank River Lighthouse38 min drive
Easton, MD (ESN-Easton - Newnam)62 min drive

Most relevant reviews

10/10 Excellent

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

Aaron N.

Sep 25, 2023

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

Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball

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

Languages

English

Amenities

Pool

Free WiFi

Air conditioning

Comfortable, Spacious, Family-Friendly Second living room

Pool

Hot tub

Kitchen

Washer

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

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

Note from host: weddings and large functions req. add fee etc.

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. Travelling with kids? Consider Ruark Boatworks and Bay Country Shop. Make sure you get close to 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.

What time is check-in at Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball ?

Check-in begins at 4:00 PM.

What time is check-out at Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball ?

Checkout is at 10:00 AM.

Where is Private Waterfront Family Retreat w/ Pool Pickleball Basketball and Volleyball located?

This family-friendly Taylors Island farm stay is located on the waterfront, 5.6 mi (9 km) from Blackwater National Wildlife Refuge, and within 20 mi (32 km) of Richardson Maritime Museum and Harriet Tubman Museum and Educational Center. Christ Episcopal Church and Harriet Tubman State Park Visitors Center are also within 20 miles (32 km).

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

Samantha M.

18 June 2024

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

Private getaway

The property was perfect for a family vacation for anyone that doesn’t want to have to leave for other attractions. We had family from Grandma, parents and teens down to babies and literally everyone enjoyed full days of activities. Swimming, kayaking and family kickball games were the highlights of our stay.

Stayed 5 nights in Jun 2024

10/10 Excellent

Patty W.

15 June 2024

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

Glorious!

We have stayed at Taylors Island many times, but it has been a few years since our last visit. The kids are now adults and they wanted to come back because the property is perfect for making family memories! The new deck and pickleball/basketball court are amazing additions! Wildlife was seen the first day, including 2 bald eagles...so special. House is clean and kitchen has everything. We cook all meals so this is the perfect place for us. We will be back again for sure!!! Love the peacefulness and setting of the property! Couldn't ask for more...thank you Ned!

Stayed 3 nights in Jun 2024

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

10/10 Excellent

Ross M.

15 Aug 2023

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

Serenity Now

What a peaceful place! Ned was a great and helpful host. The property works equally well as peaceful retreat and sportsman’s paradise. Things we loved: * expansive and private views to the horizon * the sounds of songbirds and the wind (and nothing else) beneath the shade of the two mature trees in the backyard while relaxing in the Adirondack chairs * the novelty of the loft with foosball table lasting all weekend (and somehow magically eliminating conflict for three siblings ages 10, 8, & 7!) * fishing the cove at dawn; crabbing the cove at sunset * paddling around at our leisure

Stayed 3 nights in Aug 2023

10/10 Excellent

Robin C.

1 Aug 2023

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

Family Get Away

Loved everything about it! We had nine adults and never felt crowded. Crabbing was a lot of fun and we were finally successful netting about five dozen. Watching storms come in was thrilling! I would suggest water shoes and plenty sun screen.

Stayed 7 nights in Jul 2023

10/10 Excellent

Kelly F., United States

23 July 2023

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

Unforgettable Family Getaway

Our stay at the beautiful Taylor's Island retreat was even better than we hoped it would be. The property is absolutely breathtaking, and our extended family of 14 made use of every aspect of the outdoor recreational activities that were available. We explored in the kayaks daily, had great success with crabbing throughout the week, and finally had some luck with fishing as the week drew to a close. The kids and adults alike enjoyed the basketball and volleyball courts, and the pool was perfect for cooling down on the hot days that we had. The house was incredibly charming, overflowing with character and fit our party perfectly. The kitchen was well-equipped, bedrooms were spacious and comfortable, and we thoroughly enjoyed the screened porch for dinners, crab feasts and even just playing board games. We felt like we were the only people on the island. Communication with Ned was great. He readily responded to questions via email leading up to the trip and was easily accessible throughout our stay to answer quick questions and offer tips for crabbing and fishing. He provided great suggestions for dining on the island, as well as for grocery shopping and nearby conveniences. We highly recommend this property for groups looking to unplug and enjoy the true beauty of the Eastern Shore.

Stayed 7 nights in Jul 2023

8/10 Good

Sharon H.

16 July 2023

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

Howe house

The space was great, alot for family to do. The teens had fun, they all found something they could do & liked getting to bond with one another. The pool was refreshing after a long day playing. We even got to go fishing in the Bay. The only problem we had was on Friday while we were in the pool they came to do yard work & I had not been inform that they were coming. The house was nice & with information given stay was nice. I will do it again.

Stayed 3 nights in Jul 2023

10/10 Excellent

Heidi R.

30 June 2023

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

Beautiful Wedding Venue and Vacation Oasis

Could not ask for a better experience! We rented the property for a week and held our rehearsal dinner and wedding here! The owner was diligent and helped us throughout the entire process. Everyone who attended the wedding loved the beautiful scenery and the overall atmosphere. On top of being able to have a unique wedding venue, everyone was able to enjoy the property as a mini vacation all week long! The house and property are well kept and clean. Lots of activities to keep everyone of all ages entertained.

Stayed 5 nights in Jun 2023

10/10 Excellent

Dorthea W.

6 June 2023

Liked: Check-in, communication, location, listing accuracy

Taylors Island Lovely Farmhouse - Large Group!

The property owner/host was gracious and pleasant with our inquiries. This place met our accommodation needs nicely. We were greatly surprised by the various forms of entertainment for a multi-generation gathering. The availability of several activities with the large lawns beautiful trees, volleyball, and a superb basketball court were all wonderful!! More detail by the cleaning folks in the kitchen is needed. All serving pieces, baking & cookware in the lower cabinets required cleaning before any use. Plans to return for future gathering is high probability!!! Not sure what ever happen to 2nd key identified in the instructions, whereas upon our check-in we only found 1 key in the lockbox. The discrepancy was reported to the owner.

Stayed 3 nights in May 2023

10/10 Excellent

Hunter A.

19 Jan 2023

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

Cambridge trip

Fun place to stay. Very private getaway

Stayed 4 nights in Jan 2023

10/10 Excellent

James L.

23 Sept 2022

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

Good quiet stay in the country

I would book the house. Lots of room and a big kitchen. It is 20-30 minutes from Cambridge and really quiet. It is perfect with a group.

Stayed 3 nights in Sep 2022

10/10 Excellent

Toyin A.

9 Sept 2022

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

Beautiful Historic Home

Had a great time with family and friends in this well appointed historic home with all the modern comforts and conveniences. Ned, the homeowner, was super accommodating and answered all our questions during our stay. Definitely recommend and will rent in the future!

Stayed 3 nights in Sep 2022

10/10 Excellent

Teri R.

3 Sept 2022

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

Family Fun

This was a great house for our family vacation. There were 10 of us 7 adults (parents and grandparents) and 3 children (5, 10 an 13). Beautiful property, spacious inside and out! We enjoyed gorgeous sunsets, a campfire by the water and a spectacular night sky. Plenty for everyone to do with the pool, kayaks, foosball, ping-pong, etc. Good communication with owner as well.

Stayed 7 nights in Aug 2022

4/10 Poor

susan h.

31 Aug 2022

Liked: Check-in, communication, location

Disliked: Cleanliness, listing accuracy

Needs a deep cleaning and cove was not very accessible. Very disappointed

Listing is not accurate. For a home being professionally cleaned, there were dust bunnies under the bed along with cob webs. AC vents very dusty. Pool was not vacuumed prior to our arrival nor the entire week we were there. Could not use cove as described. Very disappointed, will not return

Stayed 7 nights in Aug 2022

10/10 Excellent

Christian S.

17 Aug 2022

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

Great location with privacy

We very much enjoyed our vacation at your house

Stayed 7 nights in Aug 2022

10/10 Excellent

Leisa M., Westminster

7 Aug 2022

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

Tranquil retreat

We had a great time spotting wildlife- egrets fishing in the cove, white tail and Zika deer, wild turkeys and a bald eagle soaring over head while we played in the pool. The house was large with plenty of space to find alone time or all join together in the great room for fun and games. We had a great meal at Old Saltys on Hooper Island

Stayed 7 nights in Jul 2022

10/10 Excellent

Verified traveller

18 July 2022

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

Great family getaway

My family of 10 had a great time at this property. We loved the access to water and boats, as well as the (smallish) pool near the house. The kitchen was spacious, and the outdoor screened room was one of our favorite spots. The owner was very responsive and helpful when I asked questions. Would recommend.

Stayed 7 nights in Jul 2022

10/10 Excellent

Michael C.

11 July 2022

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

Taylor Island

The vacation was an opportunity to get away from day to day distractions and spend time with family and enjoy nature.

Stayed 7 nights in Jul 2022

10/10 Excellent

Verified traveller

23 June 2022

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

Serene

If you are looking for a family get away from everyone with tons of space This is the place

Stayed 3 nights in Jun 2022

10/10 Excellent

Jana H.

15 June 2022

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

Lovely property

Great views, the stay was as expected and communicated.

Stayed 4 nights in Jun 2022

10/10 Excellent

Lynn P.

31 May 2022

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

Amazing property away from it all

The giant lawn, small but fun pool, rope swing, basketball court, kayaks, small boat, and protected shallow inlet (with a bit of a beach at low tide) made for pure magic for our families with young kids. We saw plenty of turkey vultures and several bald eagles, in addition to frogs. Two bedrooms were very spacious. The others were small but totally adequate. The common areas were plenty comfy and we absolutely loved the screened-in porch with ping pong table. While dated, the furniture was comfy and the house clean. The only thing the place lacked was ample bug screens on windows. Really such fun. It felt like we were way out. So peaceful and lovely.

Stayed 3 nights in May 2022

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.