Entire home

Private 5-Bed Country Estate on 22 Acres

Vacation home in Chester

Choose dates to view prices

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

Property grounds
Smart TV
Smart TV
Exterior
Interior

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, Castle Fun Center
    ‪7 min drive‬
  • Place, LEGOLAND® New York
    ‪9 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪20 min drive‬

Room options

About the neighborhood

Chester

This vacation home places you within a 10-minute drive of LEGOLAND® New York and Brotherhood Winery. The vacation home includes a dining area, a refrigerator, and a microwave.

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
  • Goosepond Mountain State Park - 8 min drive - 5.5 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
  • ‪Village Hands - ‬11 min drive
  • ‪Valkyrie Coffee Roasters - ‬6 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.
the vacation home is air-conditioned and features 2.5 bathrooms and space to spread out with 5 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a microwave, and a refrigerator.

Similar properties

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

  • This property welcomes pets
  • 1 total (22 lbs is the maximum weight per pet)
  • Service animals exempt from fees

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 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: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • 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 can I see within easy reach of this vacation home?

This vacation home is located in Chester, close to LEGOLAND® New York, Brotherhood Winery, and Castle Fun Center. Goosepond Mountain State Park is also within a driving distance of 4.7 mi.

Is parking available on site at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home next to a casino?

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

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What amenities will couples enjoy at Private 5-Bed Country Estate on 22 Acres?

Amenities at this vacation home that appeal to couples include a smart TV and a firepit.

Are there hot tubs at Private 5-Bed Country Estate on 22 Acres?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

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

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at this vacation home?

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 Stewart Intl. Airport (SWF), which is 14.5 mi away (25 minutes by car).

Are there rooms with balconies at Private 5-Bed Country Estate on 22 Acres?

No, there aren't any accommodations with balconies at Private 5-Bed Country Estate on 22 Acres.

Private 5-Bed Country Estate on 22 Acres Reviews