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Private 5-Bed Country Estate on 22 Acres

Chester vacation home with free WiFi

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Exterior
Smart TV
Interior
Property grounds
Smart TV

Entire home

5 bedrooms3 bathrooms

Popular amenities

  • Washer
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Chester, NY
  • Place, Brotherhood Winery
    ‪7 min drive‬
  • Place, The Rock Sports Complex
    ‪8 min drive‬
  • Place, LEGOLAND® New York
    ‪9 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪20 min drive‬

Room options

About the neighborhood

Chester

In Chester .Within 6 miles (10 km) of this Chester vacation home, you'll find Brotherhood Winery and Goosepond Mountain State Park. Castle Fun Center and The Rock Sports Complex are also within 6 miles (10 km).
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What's nearby

  • Brotherhood Winery - 7 min drive - 5.1 miles
  • Castle Fun Center - 7 min drive - 6.0 miles
  • The Rock Sports Complex - 8 min drive - 6.4 miles
  • Museum Village - 8 min drive - 7.1 miles
  • LEGOLAND® New York - 9 min drive - 8.1 miles

Getting around

  • Harriman Station - 17 min drive
  • Stewart Intl. Airport (SWF) - 25 min drive

Restaurants

  • ‪Stewart's Shops - ‬7 min drive
  • ‪Dunkin' - ‬6 min drive
  • ‪F & J Pizzeria - ‬7 min drive
  • ‪The Horse & Sulky Pub & Grill - ‬11 min drive
  • ‪Village Hands - ‬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.

Private 5-Bed Country Estate on 22 Acres

About this space

Unwind with family and friends at this spacious private retreat set on 22 acres at the end of a quiet private road. Surrounded by woods and nature, this home offers the perfect blend of privacy, comfort, and room to spread out, making it ideal for large families, multiple families traveling together, or group getaways.

With multiple living areas, expansive outdoor space, and thoughtful amenities for all ages, everyone will find their favorite place to relax — whether that’s exploring the woods, shooting hoops, gathering around the fire pit, or enjoying peaceful forest views from the deck.

The space

This warm and inviting 5-bedroom, 2.5-bath home spans three full levels, offering plenty of space to come together — and just as many places to enjoy quiet moments apart.

Inside, the home feels cozy yet open, designed for both connection and comfort. Large windows fill the living areas with natural light, creating a bright, welcoming atmosphere year-round.

The main living room is the heart of the home — perfect for movie nights, conversation, and relaxing by the wood-burning fireplace. Comfortable seating, soft throw pillows, and a calm, airy feel make it a favorite gathering spot.
A second living room provides an ideal space for kids or anyone who wants to enjoy their own movie or downtime, making this home especially well-suited for families and groups with mixed ages.

Step outside and you’ll find plenty of ways to enjoy the natural setting. The expansive deck and patio areas, along with a fire pit for evening conversations and stargazing, make the outdoor space just as inviting as the interior — no matter the season.

Whether you’re planning a relaxing weekend, a family celebration, or a quiet escape from the city, this home offers the space, privacy, and setting to truly unwind.

Guest access

Guests have access to the entire house and surrounding property, except for the garage, which is reserved for owner use.


Other things to note

Early check-in and late checkout may be available upon request and subject to availability. Please contact us in advance if you’d like to request either option. Additional fees may apply.

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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • One pet total (up to 22 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

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)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

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

  • Pets are welcome
  • Maximum 1 (weight limit: 22 lbs per pet)
  • Service animals are exempt from fees

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
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 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 private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Private 5-Bed Country Estate on 22 Acres to the airport?

This vacation home is 14.5 mi (25-min drive) away from the Stewart Intl. Airport (SWF) airport, the closest popular airport to the property.

Does Private 5-Bed Country Estate on 22 Acres have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Private 5-Bed Country Estate on 22 Acres to the beach?

This vacation home is 18.8 mi (26-min drive) from Lake Tiorati Beach.

Does Private 5-Bed Country Estate on 22 Acres offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Private 5-Bed Country Estate on 22 Acres?

No, there is no casino at this vacation home, but Resorts World Hudson Valley (23-min drive) is nearby.

What time is check-in at Private 5-Bed Country Estate on 22 Acres?

Check-in begins at 4:00 PM.

Is there free parking at Private 5-Bed Country Estate on 22 Acres?

Free parking is not available at this vacation home.

Does Private 5-Bed Country Estate on 22 Acres have a pool?

This vacation home does not have a pool.

Does Private 5-Bed Country Estate on 22 Acres have a spa?

There are no spa services available at this vacation home.

How close is Private 5-Bed Country Estate on 22 Acres to downtown Chester?

This vacation home is 1.6 mi away from Blooming Grove.

Private 5-Bed Country Estate on 22 Acres Reviews