See all properties

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

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
Private Pier
Large Platform at end of private pier
pool

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking available
  • Kitchen
  • Laundry
  • Free WiFi
  • Air conditioning
AU$880
avg per night

Explore the area

Map
Taylors Island, MD
  • Blackwater National Wildlife Refuge
    ‪15 min drive‬
  • Harriet Tubman Underground Railroad National Historical Park
    ‪33 min drive‬
  • Calvert Cliffs State Park
    ‪182 min drive‬
  • Cambridge, MD (CGE-Cambridge - Dorchester)
    ‪41 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

Room

  • Water view
  • Sleeps 14
  • 3 Double Beds, 3 Double Futons, 1 Queen Bed, 2 Single Beds and 1 King Bed
Price is AU$880 avg per night,

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Miscellaneous

"Endless Summer" Waterfront on the Chesapeake Bay!

  • Pool
  • Kitchen
  • Washer
  • Dryer
The price is AU$954
avg per night
15 May - 20 May
"Endless Summer" Waterfront on the Chesapeake Bay!

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.

What's nearby

  • Blackwater National Wildlife Refuge - 15 min drive - 9.0 km
  • Harriet Tubman Underground Railroad National Historical Park - 33 min drive - 27.3 km
  • Choptank River Lighthouse - 38 min drive - 32.3 km
  • Long Wharf Park - 39 min drive - 32.5 km
  • Gerry Boyle Park at Great Marsh - 41 min drive - 33.7 km

Getting around

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

Restaurants

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

Property manager

Ned Howe
Premier Host

Languages

English

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).

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 69 out of 77 reviews
Rating 8 - Good. 7 out of 77 reviews
Rating 6 - Okay. 0 out of 77 reviews
Rating 4 - Poor. 1 out of 77 reviews
Rating 2 - Terrible. 0 out of 77 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

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

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

10/10 Excellent

Thomas S.

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

Great family adventure

We thoroughly enjoyed our first visit to the Chesapeake Bay Area. There were so many things to do on site we rarely left. Extended family enjoyed kayaking, exploring the cove, searching the mud flats, exploring the point, the various provided sports activities, and the pool.
Stayed 7 nights in Jul 2024

10/10 Excellent

Beth Ann W.

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

Family time at its best - just bring your own sheets

The property was breathtaking, and the atmosphere was just what my 4 generation family needed. We enjoyed exploring the property, swimming in the pool, crabbing, and fishing. We played cards daily at the big family table. We also caught enough crab in the provided traps, and with fresh shrimp from the local seafood market (Lindy's), we enjoyed a delicious low country boil for dinner one evening and soft-shelled crab another evening. We saw two eagles and lots of deer daily. The shoreline was beautiful. I am unsure if it was a seasonal phenomenon, but the bay had a LOT of jellyfish - as in one every few feet - so do not get in the water without being observant. The property manager was very friendly and responsive. We let them know that the hammock was broken on our arrival, and a new one arrived within a couple of days. It was not expected, but it was used and very friendly. You have to bring your sheets - which we did not learn about until we received an email after we left home. This was not a deal breaker. I wish we had known before leaving home to avoid an unexpected trip to Walmart after a long day's drive (the only store within 30 minutes of the property). To the property manager's credit, this information is noted in the listing, it just needs to be highlighted in some way more clearly and a reminder sent in enough advance for people to prepare. Don't let this deter you thought from a wonderful trip. Truly magical!
Stayed 6 nights in Jul 2024

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

8/10 Good

Douglas W.

Liked: Cleanliness, check-in, communication, location

Family trip

We enjoyed the house and property. It was a laid back vibe vacation. Kids playing and exploring the grounds, first place that we had to bring our own sheets, would have helped to know before booking. Ping pong paddles need replacing but overall we really enjoyed our stay. Loved the big dinning table and view out the back windows. Also crabbing and fishing was a plus! We would stay here again.
Stayed 5 nights in Jul 2024

10/10 Excellent

Randi R.

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

Fabulous property!!

Just finished our multigenerational family vacation with folks aged 20 months to 70 years at this very private property. The farmhouse has been lovingly restored and was just perfect for our group of 12. Adequate living spaces, both inside and out, and the screened in patio with grill and ping pong table was a huge gathering place. The kids enjoyed the pool and the wide open spaces where they could run, play ball or chase bubbles. Three of the 4 bedrooms were good sized with enough space for a port-a-crib or small cot but the 4th, with a twin & trundle was a bit tight. The loft area provided additional sleeping space but it is open to the kitchen and dining space below. The cove was great, although a bit longer walk from the house than anticipated - we really loved watching the birds in the early morning as well as the spectacular sunsets. Owner/manager promptly responded to a couple of pre-arrival questions. We thoroughly enjoyed our week and will keep in mind when we next vacation on the Eastern Shore.
Stayed 7 nights in Jun 2024

10/10 Excellent

Samantha M.

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.

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.

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.

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.

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.

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

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.

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.

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

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.

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.

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.

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.

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.

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.

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