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Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball

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A large, multi-story house with a well-maintained lawn, outdoor seating area, and a swimming pool.
A large, multi-story house with a wrap-around porch, a swimming pool, and a well-maintained lawn.
A kitchen with white cabinetry, a black countertop, and a window with a view of trees and sky.
A spacious living room with a large sofa, a coffee table, and a fireplace. There are multiple windows providing natural light and views of the outdoors.
A large house with a swimming pool, outdoor seating, and a covered patio.

Reviews

10 out of 10
Exceptional

Entire home

8 bedrooms7 bathrooms

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Worton, MD
  • Place, Washington College
    ‪20 min drive‬
  • Place, Chestertown Historic District
    ‪22 min drive‬
  • Place, Betterton Beach
    ‪22 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪128 min drive‬

Room options

About the neighborhood

Worton

This vacation home places you 5.8 mi (9.4 km) from Chesapeake Bay and 5.8 mi (9.4 km) from Northern Chesapeake Bay. The vacation home includes a kitchen, a fireplace, and a patio.
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What's nearby

  • Washington College - 20 min drive - 11.1 miles
  • Chestertown Historic District - 22 min drive - 12.4 miles
  • Historical Society of Kent County Maryland - 22 min drive - 12.4 miles
  • Betterton Beach - 22 min drive - 11.8 miles
  • River Arts Chestertown - 22 min drive - 12.4 miles

Getting around

  • Perryville Station - 80 min drive
  • Baltimore, MD (MTN-Martin State) - 128 min drive

Restaurants

  • ‪Marzella's By the Bay - ‬21 min drive
  • ‪Jellyfish Joel's - ‬27 min drive
  • ‪Mangroves Restaurant - ‬27 min drive
  • ‪Barbara's on the Bay - ‬22 min drive
  • ‪The View at Worton Creek - ‬19 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball

Welcome to Holly Pointe Estate, a private 90-acre luxury retreat overlooking the bay. Enjoy over 14,400 sq ft across the main house and cottage, featuring 8+ bedrooms and resort-style amenities. Relax by the pool, play pickleball, or unwind with the pool table. Perfect for large groups, retreats, and unforgettable getaways surrounded by privacy, space, and incredible views.

The main house master suite is located on the first floor with a large ensuite. The soaking tub is by a large window to enjoy the water views. The other 4 bedrooms are upstairs and there is an elevator if needed. 6 of the bedrooms have an attached full bathroom. Sleeps 15 in beds and 4 on pullout couches. The cottage sleeps 6 in 3 bedrooms. Total number of guests 25!
The large kitchen has 2 islands, 2 sinks and 2 dishwashers. There are 3 refrigerators in total. The bar area has a mini fridge. The home also boasts a sunroom, office, library with pool table, and an elegant dining room as well as a breakfast area for 8. Almost every room has views of the water. The pool and pergola seating area with fireplace is right off the kitchen.
The grounds are lovely to walk and spot wildlife.

- Pool
- Pickle Ball Court
- Lakefront
- Wifi
- Pool Table
- Hot Tub
The vacation home is air-conditioned and features a kitchen, 6.5 bathrooms, and a patio. There's space to spread out with 8 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers a jetted tub and hair dryers. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

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  • Kitchen
  • Washer
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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Hot tub
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a lake
  • Near the bay
  • Near the marina
  • Near the sea
  • On a river

Things to do

  • Billiards/pool table
  • Kayak
  • Pickleball
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 23

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 23

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Frequently asked questions

What's there to do close to this vacation home?

This vacation home is located in Worton, close to Betterton Beach, Main Beach, and Kinnairds Point Drive. You'll also find Still Pond Station Park and Hidden Lake nearby.

Is there parking available at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

No, this vacation home doesn't offer parking.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Is Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball a good place to stay for couples?

This riverfront vacation home offers many amenities for couples such as a fireplace, a fireplace in some house, as well as an outdoor pool.

Does Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball have a hot tub?

No, but this vacation home offers jetted bathtubs in all house.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Baltimore, MD (MTN-Martin State), which is about 14.8 mi away. Another top airport is Baltimore Washington Intl. Airport (BWI), which is around 29.6 mi away.

Are there rooms with balconies at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

Yes, every house at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball comes with a patio and some offer water views.

Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at this beautiful home on the water! The house is spacious and has everything you need for a relaxing getaway. We especially loved the awesome pool, great hot tub, and beautiful dock overlooking the water.The property itself is gorgeous, and the pickleball court was such a fun bonus! Our family had a little competition that created some of our favorite memories from the trip.
Stayed 2 nights in Sep 2026