Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

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

A hallway leading to a living area with a fireplace, a television, and a dining area.
Property video
A staircase with black and white steps leading to a second floor, a wooden door with glass panels, and a view of the outdoors through a window.
A kitchen with a brick fireplace, a large island with a bowl of fruit, and modern appliances.
A kitchen with wooden cabinets, a central island with bar stools, a stove, and a view of the outdoors through large windows.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony or patio
  • Private pool
  • Barbecue
  • Free Wi-Fi
  • Air-conditioning
  • Kitchen

Explore the area

View map
Taylors Island, MD
  • Place, Northern Chesapeake Bay
    ‪9 min drive‬
  • Place, Blackwater National Wildlife Refuge
    ‪11 min drive‬
  • Place, Choptank River Lighthouse
    ‪38 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪74 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

Add dates for prices

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About the area

Taylors Island

Located in Taylors Island, this holiday home 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. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with cycling and hiking/biking trails.
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Map
Taylors Island, MD

What's nearby

  • Northern Chesapeake Bay - 9 min drive - 6.2 km
  • Blackwater National Wildlife Refuge - 11 min drive - 9.4 km
  • Harriet Tubman Museum and Educational Center - 37 min drive - 39.9 km
  • Choptank River Lighthouse - 38 min drive - 40.6 km
  • Gerry Boyle Park at Great Marsh - 40 min drive - 41.6 km

Getting around

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

Restaurants

  • ‪Boats & Hose - ‬11 min drive
  • ‪Madison Bay - ‬20 min drive
  • ‪Soft & Salty Seafood - ‬61 min drive
  • ‪Millie's at Madison Bay - ‬20 min drive
  • ‪Palm Beach Willie's - ‬15 min drive

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.

How much is parking at Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball?

On-site parking is available at the 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 holiday home is located on the waterfront, 4.6 mi (7.4 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

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 82 out of 93 reviews
Rating 8 - Good. 10 out of 93 reviews
Rating 6 - Okay. 0 out of 93 reviews
Rating 4 - Poor. 1 out of 93 reviews
Rating 2 - Terrible. 0 out of 93 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful getaway for our family - beautiful, comfortable and perfect place to bring everyone together
Stayed 4 nights in Jun 2026
Response from VrboOwner on 13 July 2026
Really happy you enjoyed your stay. Please come back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location, listing accuracy
Beautiful, serene location. If you’re participating in Ironman, I recommend this location. It’s convenient to the race and quite relaxing after. My kids loved the pickleball, basketball, and kayaks. No reason to use their electronics! Host communication prior to check in was subpar but I took it as an outlier versus typical. Would have been better to receive check in and house info prior to our travel date.
Stayed 4 nights in Sep 2026
Response from VrboOwner on 29 September 2026
So glad you enjoyed your stay and had a great Iron Man. And yes, as I explained, I totally whiffed on sending out the information which I typically do a week in advance. It is not the norm as you had indicated and glad it didn't impact your stay. Come back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Eastern Shore Bay house was great for our family—plenty of room, our kids loved the ladder to the loft with the foosball table and the chalkboard, and we all loved crabbing and fishing from the dock and in the adjacent coves. The view out to the water during family meals was stunning. We experienced some heavy storms during our stay and Ned was extremely responsive and helpful with organizing the yard cleanup. He even provided many crabbing tips that made our efforts much more productive than they would have been otherwise! All in all a very special place that we are glad we got to visit.
Stayed 6 nights in Jul 2026
Response from VrboOwner on 13 July 2026
Those are some gourmet looking soft crabs. You have now discovered the hidden treasure in our back yard. Please come back and do it again next year!
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Response from VrboOwner on 11 September 2023
Glad you enjoyed your stay.
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

Cambridge trip

Fun place to stay. Very private getaway
Stayed 4 nights in Jan 2023
Response from VrboOwner on 25 January 2023
Nice to have you return.
Verified review

10/10 Excellent

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
Response from VrboOwner on 18 August 2022
Thats Great. Please come again!
Verified review

10/10 Excellent

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
Response from VrboOwner on 31 May 2022
Thanks for the review.
Verified review

10/10 Excellent

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
Response from VrboOwner on 2 July 2025
Glad you enjoyed your stay. Please come back again.
Verified review

10/10 Excellent

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
Response from VrboOwner on 20 August 2024
Thanks Logan.
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Response from VrboOwner on 20 August 2024
Thanks Thomas. Glad you enjoyed all the amenities.
Verified review

8/10 Good

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
Response from VrboOwner on 29 July 2025
Glad you enjoyed your stay and sorry to hear that the mosquitos didn't cooperate. They can be irrelevant and they can sometimes be problematic depending on the weather (rain is the biggest factor) The property is treated weekly so they shouldn't ever get out of hand but definitely recommend some repellant for those times that they are more active.
Verified review

10/10 Excellent

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
Response from VrboOwner on 11 July 2022
Hope you can make it back. Thanks.
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Response from VrboOwner on 10 September 2022
So glad you enjoyed your stay.
Verified review

10/10 Excellent

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

Taylor Isl rental

Property was great house and all was clean and ready . Was a great rental was all as advertised and more. Owner was great.
Stayed 4 nights in May 2019
Response from VrboOwner on 2 April 2020
So glad you enjoyed the property!
Verified review

10/10 Excellent

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
Response from VrboOwner on 21 October 2022
Glad you enjoyed your stay!
Verified review

10/10 Excellent

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
Response from VrboOwner on 11 July 2022
Glad you enjoyed your stay!
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Response from VrboOwner on 21 July 2022
So glad you enjoyed your stay!
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