The Little Red Farmhouse · Near Pawling, New York

Your Season House, One Hour From the City

October 15, 2026 to April 15, 2027 · One Household · Fully Furnished · $6,500 a Month

A restored 1705 farmhouse on three private acres, five minutes from the closest ski area to New York City and an hour from Grand Central. Offered for the full winter season to one household.

Ask About the Season
The Little Red Farmhouse and its barn under snow, seen from above

The Offer

One Household, One Season

The farmhouse is offered for the whole winter season, October 15 through April 15, to a single household. It comes fully furnished and ready to live in from the first night: beds made, kitchen stocked with the basics, espresso machine on the counter, firewood by the hearth.

  • TermOct 15, 2026 to Apr 15, 2027
  • Rent$6,500 a month, $39,000 for the season
  • Sleeps6 · three bedrooms · 3.5 baths
  • Built1705, restored and kept with care
  • To the liftsThunder Ridge, under a mile
  • To Manhattan1 hour by car or Harlem Line

Inquire

Ask About the Season

Tell us a little about your season and we will send full details, the lease terms, and a time to see the house. Booked directly with the owners.

Name, email, phone, and a short message are required. A quick verification step follows to keep our inbox free of spam.

The Season

What Six Months Here Looks Like

Move in with the foliage, ski through the winter, leave as the maples run. The lifts are five minutes away, so a Saturday on the mountain still ends with an afternoon by the fire, and a weekday run after work is a real option.

Mid October

Move in. Peak foliage on the hillside, the Appalachian Trail ten minutes away, apples and pumpkins at Dykeman Farm.

November

Hunting season opens on the 400 acres of Cranberry Mountain State Land at the property line. Fires every night.

Mid December

Thunder Ridge typically opens for the season, weather permitting, with night skiing on weekdays and a ski school.

Dec 24 to Jan 1

The holiday week at the farmhouse: a long table, three bedrooms, and the mountain open every day.

January and February

The heart of the ski season. Weekend ski shuttle from Patterson station. Presidents' Day week, February 15 to 19, falls right in the middle.

March to April 15

Spring skiing, sugaring season at the local farms, snowshoe trails turning back into hiking trails. Move out on April 15.

The House

Room for Six, Kept Like an Editorial Spread

Original wide plank floors, walls in Farrow and Ball, restored vintage furniture, and a fire in every room that matters. Every bedroom has its own bath. There is a dedicated workspace with fast wifi, a clawfoot tub with a rainfall shower, a covered porch, and a historic barn on the property.

Living room with stone fireplace Kitchen espresso bar with Breville machine Primary queen bedroom Dining room at golden hour Clawfoot tub bath Twin bedroom with antique beds

Included

What Comes With the Season

  • Fully furnished, every room, ready on the first night
  • Linens, towels, and extra blankets
  • Full kitchen with dishwasher, Breville espresso machine, SodaStream, air fryer
  • Fast wifi and a dedicated workspace
  • Multiple indoor fireplaces plus central heating and air
  • HDTV with Netflix and Prime Video
  • Washer and dryer in the house
  • Three private acres, use of the barn, direct trail access to state land
  • Covered porch, outdoor dining, driveway parking
  • Self check-in keypad, smoke and CO alarms, first aid kit
  • Pack 'n play travel crib, board games, books
  • Gentle beginner slopes and a ski school five minutes away

Utilities, snow plowing, firewood, and a cleaning schedule are spelled out in the lease. Ask and we will walk you through exactly what is covered.

Getting Here

One Hour From Grand Central

72 miles from Manhattan by car, about an hour up the Saw Mill and 684. The Metro North Harlem Line runs to Patterson and Pawling, and on winter weekends a shuttle connects Patterson station to Thunder Ridge.

New York City

1 hr

White Plains

35 min

Danbury, CT

20 min

Thunder Ridge

5 min

From Our Guests

Rated 5.0 by the People Who Have Stayed

"Each room is so carefully decorated, like a magical world. The house has clearly been lovingly restored, with all the old charm you could want."

CC · Delray Beach, Florida

"All the charm of country living mixed with modern amenities. We loved being near the ski area and Pawling's main street."

Jessica · Sherman, Connecticut

Hosted by Kellee and Jesse, who have welcomed guests to their homes for more than twelve years and live nearby. The current household's season ends October 15, and the house is ready for the next.

Questions

Before You Write

Can We Take It for a Shorter Stay?

The farmhouse is offered by the season, October 15 to April 15, to one household.

What Are the Terms?

A six-month lease, a security deposit, and references. We send the full lease with the details once we have talked.

Is the House Winter Ready?

Yes. Central heating throughout, multiple fireplaces, a mudroom-friendly entry for boots and skis, and a house that has seen 320 winters on this hillside.

Are Pets Welcome?

Ask us. Tell us about yours in the message and we will talk it through.

Can We See It First?

Of course. Send an inquiry and we will set up a visit or a video walkthrough.

The Season Starts October 15

One household, one season, an hour from the city. Send an inquiry and we will get right back to you.

Ask About the Season
Ask About the Season