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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
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

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

Room options

About the area

Worton

At this holiday home, you'll be 9.4 km (5.8 mi) from Chesapeake Bay and 9.4 km (5.8 mi) from Northern Chesapeake Bay. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 6.5 bathrooms, a fireplace and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. In-room jetted baths, a living room and a dining area are also available. .Enjoy the outdoor swimming pool and Hot tub. Other amenities include laundry facilities, a garden and barbecues. .Sights within a 20-minute drive of this Worton holiday home include Kinnairds Point Drive and Still Pond Station Park.
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What's nearby

  • Washington College - 20 min drive - 17.9 km
  • Chestertown Historic District - 22 min drive - 19.9 km
  • Historical Society of Kent County Maryland - 22 min drive - 19.9 km
  • Betterton Beach - 22 min drive - 19.0 km
  • River Arts Chestertown - 22 min drive - 19.9 km

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
  • ‪Clarks Country Store - ‬11 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

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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 transport

  • Parking on site

Kitchen

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

  • Smoke-free property

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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 and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in all accommodation.

Frequently asked questions

Are there any beaches close to Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

The closest beach to Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball is Betterton Beach (9.2 km).

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

Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball has a pool.

What luxury perks are available at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

This property features an outdoor pool, as well as a jetted bath and a fireplace.

What makes Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball a romantic place to stay?

1 hot tub, Jetted bath, and fireplaces all help set the scene for a sizzling getaway at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball.

Is Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball family-friendly?

You bet! With amenities such as laundry facilities, a BBQ and travel cots, it's no surprise that Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball is a winner with our family travellers.

Is there a private hot tub at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

Yep, there is a hot tub.

Is there a free airport shuttle available at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

No, Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball does not offer an airport shuttle service.

What time are check-in & check-out at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Holly Pointe Estate, Sleeps 25+ Pool, Pickle Ball?

No, pets are not allowed.

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