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Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

  • Chester
  • HOUSE
8 guests
5 bedrooms
2 bathrooms

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

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

Notes
A $30 non-refundable fee is included in the booking total and covers accidental damage during your stay. This is not a security deposit and does not cover intentional damage, negligence, or house rule violations.

For security, there is an exterior camera in the front of the home.
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 8
• 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.

Rooms and Beds

Bedroom #1

king beds: 1
1

Bedroom #2

queen beds: 1
2

Bedroom #3

queen beds: 1
3

Bedroom #4

double beds: 1
4

Bedroom #5

single beds: 1
5

Features and Amenities

Conditioner
Smart Tv
Smoke Detector
Stove
Toaster
Toiletries
Towels
Washer
Water Kettle
Laptop Friendly
Baking Sheet
Blender

Rates and Availability

Taxes and fees are additional
 

Location

Reviews

5star rating
We had a lovely stay, the one thing though to be aware of is the bathroom situation. There is a big bedroom and bath downstairs but it has a large bathtub – so really impossible to use unless you want to soak in a tub. The older upstairs bath has a shower/tub – which meant that’s where all 6 of us adults showered. Easy check in with clear instructions. Property looked like the photos and was clean. It was about 8 mins from an event we were attending, so convenient location.
5star rating
Beautiful house in a great location with wonderful hosts! The response time to questions was quick, and everything was clean, comfortable, and welcoming. We had a great experience and would definitely stay here again!
4star rating
Peaceful location, 10min drive from the town of Chester, spacious bedrooms, soft towels, big kitchen & cute patio. Host was very easy to communicate with & was very accommodating. I would definitely stay again!
5star rating
We enjoyed our time felt like home

Price Details

When