Entire home

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

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Photo gallery for Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

A patio with stone flooring, a grill, outdoor furniture, and a house with white siding and green trim.
A living room with leather sofas, a glass coffee table, patterned rug, and a decorative ceiling.
A dining room with a wooden table and chairs, large windows, and a decorative ceiling.
A two-story white house with a green roof, a front porch, and an American flag.
A spacious kitchen with white cabinetry, a wooden countertop, and a red patterned rug.

Reviews

8.0 out of 10
Very good

Entire home

5 bedrooms2 bathrooms206 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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, Woodbury Common Premium Outlets
    ‪14 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪36 min drive‬

Room options

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

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 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.



Notes
Before check-in, guests complete a quick verification through Truvi, our vacation rental verification partner, and purchase a $35 non-refundable damage waiver covering accidental damage during the stay.

For security, there is an exterior camera in the front of the home.
During your stay at this holiday home, you'll be within walking distance of Goosepond Mountain State Park. Free WiFi and a kitchen are available in the holiday home.
  • Air-conditioned home with kitchen, washing machine and 2 bathrooms
  • Free WiFi
  • 14 minutes by car from Woodbury Common Premium Outlets and 9 minutes from LEGOLAND® New York
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8 offers its guests barbecue grills and a garden. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

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)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 2,217 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 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

Rules

No pets.
No smoking.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

0ac6eef1-608a-4829-97ea-0d61395ece20

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8 Reviews

Reviews

8.0

Very good

Rating 10 - Excellent. 0 out of 1 reviews
Rating 8 - Good. 1 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

Verified review

8/10 Good

jolene j.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very nice and accommodating. The house was clean and comfortable. There is a beautiful tub in the master bath but I was wishing there was a shower there. Master bed was very comfortable but also very tall for a shorter person like myself. Overall very nice.
Stayed 2 nights in Aug 2026