Entire home

Private 5-Bed Country Estate on 22 Acres

Holiday home in Chester

Photo gallery for Private 5-Bed Country Estate on 22 Acres

Exterior
Property grounds
Living area
Room
Outdoor dining
5 bedrooms2+ bathroomsSleeps 12

Popular amenities

  • Washing machine
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Barbecue

Explore the area

View map
Chester, NY
  • Place, Brotherhood Winery
    ‪7 min drive‬
  • Place, Castle Fun Center
    ‪8 min drive‬
  • Place, LEGOLAND® New York
    ‪9 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪21 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

2 Double Beds

Bedroom 2

2 Queen Beds

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

Bedroom 5

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Soap · Toilet

Spaces

Separate dining area
Dining area

About this property

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.

Add dates for prices

Amenities

Washing machine
Pet-friendly
Free WiFi
Air conditioning
Parking available
Barbecue

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: less than 10 kg per pet (limit one pet total)
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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

About the area

Chester

Chester is home to this holiday home. Museum Village and Museum Village are local landmarks, and some of the area's attractions include LEGOLAND® New York and Castle Fun Center. Harness Racing Museum and Hall of Fame and Orange County Arboretum are also worth visiting.
Map
Chester, NY

What's nearby

  • Brotherhood Winery - 7 min drive - 8.2 km
  • Castle Fun Center - 8 min drive - 9.6 km
  • The Rock Sports Complex - 8 min drive - 10.3 km
  • Goosepond Mountain State Park - 8 min drive - 11.4 km
  • LEGOLAND® New York - 9 min drive - 13.0 km

Getting around

  • Harriman Station - 17 min drive
  • Newburgh, NY (SWF-Stewart Intl.) - 25 min drive

Restaurants

  • ‪Stewart's Shops - ‬7 min drive
  • ‪Dunkin' - ‬6 min drive
  • ‪F & J Pizzeria - ‬7 min drive
  • ‪Village Hands - ‬11 min drive
  • ‪Amada's Kitchen Restaurant - ‬7 min drive

Frequently asked questions

Is Private 5-Bed Country Estate on 22 Acres pet-friendly?

Yes, this property allows pets (limit 1 total) with a maximum weight of up to 10 kg per pet.

How much is parking at Private 5-Bed Country Estate on 22 Acres?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Private 5-Bed Country Estate on 22 Acres located?

Situated in Chester, this holiday home is within 6 miles (10 km) of Brotherhood Winery, Goosepond Mountain State Park and Castle Fun Center. The Rock Sports Complex and Museum Village are also within 6 miles (10 km).

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