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Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

Waterfront farm stay in Taylors Island with an outdoor pool

Photo gallery for Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

Property grounds: BB court, house, barn, pool and grass volley ball court.
Back of house
Large Platform at end of private pier
pool
All purpose sports court with pickleball and basketball

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking available
  • Kitchen
  • Laundry
  • Free WiFi
  • Air conditioning
AU$761
avg per night

Explore the area

View map
Taylors Island, MD
  • Place, Calvert Cliffs State Park
  • Place, Ragged Island
  • Place, Blackwater National Wildlife Refuge
    ‪16 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪64 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
The current price is AU$761
avg per night

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About the area

Taylors Island

Located in Taylors Island, this farm stay is in a rural area and on the waterfront. Harriet Tubman Underground Railroad National Historical Park and Cove Point Lighthouse are local landmarks, and some of the area's activities can be experienced at Flag Harbor Marina and Chesapeake Hills Golf Course. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Agritourism in Taylors IslandOpens in a new window

What's nearby

  • Blackwater National Wildlife Refuge - 16 min drive - 11.7 km
  • Harriet Tubman Underground Railroad National Historical Park - 33 min drive - 34.6 km
  • Harriet Tubman Museum and Educational Center - 37 min drive - 39.9 km
  • Choptank River Lighthouse - 38 min drive - 40.6 km
  • Long Wharf Park - 38 min drive - 40.6 km

Getting around

  • Cambridge Station - 40 min drive
  • Easton, MD (ESN-Easton - Newnam) - 62 min drive

Restaurants

  • ‪Madison Bay - ‬20 min drive
  • ‪Boats & Hose - ‬11 min drive
  • ‪Maryland Blue - ‬19 min drive
  • ‪Millie's at Madison Bay - ‬20 min drive
  • ‪Soft & Salty Seafood - ‬61 min drive

About this property

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball 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 and on your own private pier. 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: pier, 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.

For video of property please see.
https://youtube.com/shorts/BhppOwT3YVQ?feature=share

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.

Amenities

Pool
Free WiFi
Air conditioning
Parking available
Laundry

House Rules

Check in after 4:00 PM
Minimum age to rent: 35
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
Games provided and activities for all ages
default

Events

Events allowed
Weddings and large functions req. add fee etc.
default

Pets

No pets allowed
default

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 smoke detector, a first aid kit and a deadbolt lock

We should mention

A car is required for transport to and from this property

Frequently asked questions

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

Yes, this property has an outdoor pool.

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

No, pets are not allowed at this property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball 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 Pot Island and Gunners Island. Christ Rock Park and Snows Turn Park are also within 20 miles (32 km).

Reviews

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball Reviews

9.8

Exceptional

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 75 out of 85 reviews
Rating 8 - Good. 9 out of 85 reviews
Rating 6 - Okay. 0 out of 85 reviews
Rating 4 - Poor. 1 out of 85 reviews
Rating 2 - Terrible. 0 out of 85 reviews

Reviews

10/10 Excellent

Corey L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house! Better in person! Thanks Ned! Plan to be back next year
Stayed 5 nights in Sep 2025

10/10 Excellent

Petrit N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host, he answered all of our questions and was always available. Amazing property. It was huge and had so many activities. The kids loved the pool. We had an amazing time. Would recommend to everyone.
Stayed 3 nights in Aug 2025

8/10 Good

Kim N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family vacation was great. We spent a lot of time at the pier crabbing or in the pool. Only down fall was the mosquitos. Made it hard to enjoy outdoor activities.
Stayed 6 nights in Jul 2025

10/10 Excellent

Logan K.

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

Amazing Property

Cool house on a breathtaking property, we had a great time and had everything we needed
Stayed 3 nights in Jul 2024

10/10 Excellent

Christian S.

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

Luke H.

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

Weekend getaway

Very beautiful property offering a lot of activities and ways to pass the time.
Stayed 3 nights in May 2022

10/10 Excellent

Tina D.

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

Family Vacation

We finally got our family together for a vacation Kids ages 7 months to 9-years old and 6 adults. We couldn’t have picked a better place to stay.There was so much for everyone to do we never had to leave the property. Property sits on 23 acres with an in ground pool which was definitely a plus. Walking to the dock early in the morning to see the sunrise and at night to watch the sunset was so beautiful. I would definitely recommend this house for a family get away. There was 14 of us and we had plenty of room.A big table in the kitchen where we all could sit and eat or outside at the picnic table and watch the kids run around playing. Plus the hammock in the yard was another plus. We had such a great time and made so many memories at this house the kids are already planning our next trip.
Stayed 4 nights in Jul 2025

10/10 Excellent

Leisa M., Westminster

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

Rita C.

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

Secluded Gem for our Ironman Adventure

We really enjoyed the location of the property. (About a 30 minute drive into Cambridge). The house has plenty of personality with plenty of room for the kids to run and play. The adults enjoyed playing pickle ball and ping pong. (We brought our own equipment). Side note: Make sure you read the contact, you need to bring your own sheets for the beds. The views were amazing. I would book this one again!
Stayed 3 nights in Sep 2024

10/10 Excellent

Robin C.

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

Zandra R.

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

Great Getaway for the family

This property truly was everything that is listed and more. It was extremely clean when we arrived and the amount of land and privacy you have cannot be described properly with words. We enjoyed every aspect of the home - the pool, crabbing, ping pong table, fooseball table, the basketball court, and more. The most amazing part was the view of the sunset and sunrise right outside the back door. There was more than enough space for our party of 13 and everyone truly enjoyed each other, the home and our time together. Thank you to Mr. Howe for opening his home to us.
Stayed 7 nights in Jul 2021

10/10 Excellent

Patty W.

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

Marianne L.

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

Perfect family getaway.

This was a perfect, peaceful family vacation. Our lives are crazy all year so we like a secluded property where we have access to water, a pool and a property where we have room for sports. This beautiful farmhouse property answered all the above. The house provided the perfect amount of space for me and my husband with 4 children and my 2 sister-in-laws. It was a great open space but also enough space when someone needed some private time. The owner, Ned, was attentive and accommodating and was immediately responsive to any needs and/or questions. Excellent!
Stayed 7 nights in Aug 2019

10/10 Excellent

Amy H.

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

Beautiful Farmhouse Away From Everything

We had a wonderful stay at the Howe family home on Taylors Island. Taylors Island is really away from everything, which was a pleasant surprise for us. Plenty of indoor and outdoor space. The farmhouse is charming with all the updates. There were 6 of us (4 kids ranging from 10-19) and we got a lot of use out of the pool, basketball half court, volleyball, and kayaks. The homeowners responded quickly to all of our little questions. We happened to be there during a heat wave so would love to return during more regular summer weather!
Stayed 7 nights in Jul 2019

10/10 Excellent

Ross M.

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

8/10 Good

Sharon H.

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

Natalie W.

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

Fantastic, Idyllic spot!

This property on Taylor's Island is idyllic. Beautiful property with magnificent sunsets, and so many things to do outside - basketball, volleyball, swimming. The private cove with kayaks and stand up paddle boards was amazing. The owner sets out four crab traps and we easily caught 18 crabs to eat in the first day! A short 20 minute drive away is Emily's Produce with all the fresh fruit, vegetables, dairy, and meat you could need! The owner, Ned, was great. Sent me an email with all the information we needed on the house, plus tips on the produce store, crabbing, seafood shop nearby. He texted to check up on us, and was great. We will definitely be returning!
Stayed 7 nights in Aug 2021

10/10 Excellent

Kelly F., United States

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

10/10 Excellent

ann r.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ned was an excellent host and easy to communicate with. The property was wonderful for a family gathering with great outdoor amenities and so much space. The main original house had charm with lovely fireplaces and possibly original floors. The kitchen had all the modern appliances needed. The location is remote so best to bring food with you. We’d definitely consider staying again. The views from the dock and the firepit were beautiful.
Private dock at sunset
Stayed 3 nights in Aug 2025

8/10 Good

Cathleen C.

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

Beautiful property

Our family had a great time during our stay. We really enjoyed the pool and crabbing off the dock. The house had everything we needed.
Stayed 7 nights in Jul 2025

10/10 Excellent

Brent W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Away, but not too far away. We had 3 generations on our vacation and all had a great time!
Stayed 8 nights in Jun 2025

10/10 Excellent

Lisa S.

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

Fantastic for family gathering

Three generations of our family stayed together there and really enjoyed kayaking, the pool and crabbing and eating seafood and veggies from Emily’s farm stand together. Visit to Harriet Tubman museum and Blackwater refuge were great too. Wonderful wildlife viewing at the property.
Stayed 4 nights in Jun 2025

10/10 Excellent

Jenny M.

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

Labor Day on the bay

Our group had a lovely visit - we enjoyed the fun amenities and the spacious, private, peaceful property.
Stayed 3 nights in Aug 2024

10/10 Excellent

Linda S.

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

Family Fun

This property worked out well for our family group. There were varied activities to enjoy and lots of space. The pool was used often by the children. We kayaked, played around at the bay's edge and made a campfire out by the bay. The property was as advertised. We appreciated the big table to gather around for meals. We had a hiccup with the check in process but that got resolved. It is a beautiful, private setting.
Stayed 3 nights in Aug 2024

10/10 Excellent

Katherine C.

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

Great getaway!!

This place was great! Nice and private, no view of neighbors or anything. Ned was a communicative host and everything went smoothly. The gate around the pool was helpful for keeping the toddler out, and the pool was very clean. Also we all commented on the lack of mosquito bites, so i think the pest treatment he does is working. The deck was used a lot for chatting. The dining room table inside was quite spacious, good for family dinners. Having two fridges was helpful. The kids loved sleeping in the loft area. And the tvs we used worked great. The shore was a fun excursion, didnt catch any fish but a couple crabs. The provided kayak, lifejackets, and crab pots were a fun treat for the 7 and 10 yr old and they already want to go back. Ned gave detailed instructions, and the crabs we got from Lindy's were delicious. We also really enjoyed our visit to the harriet tubman visitor center/national park, highly recommend. Thanks again!! Hope to come back again!
Stayed 3 nights in Aug 2024