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Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9

Photo gallery for Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9

Private stone patio with grill and outdoor dining.
Bright open dining space overlooking the kitchen.
Generous counter space for cooking and entertaining.
Welcome to your farmhouse retreat on 2 scenic acres.
Open living spaces designed for gathering together.

Highlights

  • Games
    A rare find - enjoy a variety of games available on-site.
5 bedrooms2 bathroomsSleeps 9

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Chester, NY
  • Place, Goosepond Mountain State Park
    ‪9 min walk‬
  • Place, LEGOLAND® New York
    ‪9 min drive‬
  • Place, Warwick Valley Winery and Distillery
    ‪28 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪36 min drive‬

Rooms & beds

5 bedrooms (sleeps 9)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Twin Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9

Escape to this beautifully restored 1800s farmhouse on 2 private acres in the heart of Sugar Loaf, NY. Perfect for families and groups, this 5-bedroom retreat sleeps 9 and blends historic charm with modern comfort. Minutes from wineries, Legoland, Woodbury Common, hiking, golf, and the Hudson Valley's best attractions. Whether you're planning a weekend getaway or a longer stay, this peaceful farmhouse is the perfect place to relax, reconnect, and explore.

Permit # 2025-0309


Access
You’ll receive a unique access code 24 hours prior to check-in, ensuring a smooth and contactless arrival.

Space
Originally built in the 1800s, this beautifully restored farmhouse blends timeless character with modern comfort. Set on two private acres in the heart of Sugar Loaf, it's the perfect retreat for families, friends, wedding weekends, and Hudson Valley getaways.

• 5 bedrooms | Sleeps 9
• Spacious living room for gathering after a day of exploring
• Fully equipped kitchen for everything from morning coffee to family dinners
• Large dining area perfect for shared meals and celebrations
• Primary suite featuring a Smart TV, dedicated vanity, and soaking tub
• Two private acres to relax, unwind, and enjoy the peaceful countryside

Please Note: This is a two-family property. Your vacation rental is a completely private residence with its own private entrance, private driveway, and exclusive outdoor space. The neighboring residence is occupied separately and does not share any interior living areas, entrances, parking, or guest amenities with your rental, allowing you to enjoy a quiet, peaceful, and private stay.



Notes
To help protect the home and ensure a smooth stay, we partner with Truvi, a trusted vacation rental verification service. Before check-in, you’ll be asked to complete a quick guest verification through Truvi and purchase a $35 non-refundable damage waiver, which provides coverage for accidental damage during your stay.

For security, there is an exterior camera in the front of the home.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No pets.
No smoking.

Important information

You need to know

Property # 5369449
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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Chester

Chester is home to this vacation home. United States Military Academy and Sugar Loaf Performing Arts Center are cultural highlights, and some of the area's landmarks include Museum Village and Museum Village. LEGOLAND® New York and Castle Fun Center are also worth visiting.
View more Vacation Homes in ChesterOpens in a new window
Map
Chester, NY

What's nearby

  • Goosepond Mountain State Park - 9 min walk - 0.8 km
  • LEGOLAND® New York - 9 min drive - 12.3 km
  • Woodbury Common Premium Outlets - 14 min drive - 16.6 km
  • United States Military Academy - 18 min drive - 21.5 km
  • Warwick Valley Winery and Distillery - 28 min drive - 25.5 km

Getting around

  • Harriman Station - 18 min drive
  • Stewart Intl. Airport (SWF) - 37 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Saporito Pizza - ‬8 min drive
  • ‪Monarca Cantina - ‬4 min drive
  • ‪Wendy's - ‬7 min drive
  • ‪Taco Bell - ‬6 min drive

Frequently asked questions

Is Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9 pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9?

As of Jul 21, 2026, prices found for a 1-night stay for 2 adults at Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9 on Jul 22, 2026 start from $502, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9?

Check-in begins at 4:00 PM.

What time is check-out at Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9?

Check-out is at 11:00 AM.

Where is Historic Sugar Loaf Farmhouse | 5BR | Sleeps 9 located?

Situated in Chester, this vacation home is 0.6 mi (1 km) from Goosepond Mountain State Park and within 3 mi (5 km) of Sugar Loaf Performing Arts Center and Round Lake. The Rock Sports Complex is 3 mi (4.9 km) away.

About the host

Hosted by Daniels Vacation Properties

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