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





5 bedrooms2+ bathroomsSleeps 12
Popular amenities
Explore the area
Chester, NY
- Place, Brotherhood Winery7 min drive
- Place, Castle Fun Center8 min drive
- Place, LEGOLAND® New York9 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.
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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- Spa pool
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: less than 10 kg per pet (limit one pet total)
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.
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
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
About the host
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