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Pennybrook Cottage
House · Litchfield Hills

Pennybrook Cottage

Chic 2BR Cottage w/ King Suite, Litchfield Hills

2 BR · 2.5 BA · Sleeps 4Falls Village, Litchfield Hills
Perched on a small hill in Falls Village, Pennybrook Cottage is a design-forward 2 bedroom, 2.5 bath retreat filled with antiques and modern design pieces. Both bedrooms are upstairs, including a queen suite with ensuite bath, plus a king bedroom, a full kitchen, separate dining area, and a string-lit patio with a grill. Walk to Main Street and Appalachian Trail trailheads, about 2.5 hours from NYC. Nearby towns: Canaan (8mins), Lakeville (10mins), Salisbury (12mins), Millerton, NY (20mins)

Amenities

  • Air conditioning
  • BBQ grill
  • Baking sheet
  • Barbeque utensils
  • Bed linens
  • Blender
  • Board games
  • Body soap
  • Carbon monoxide detector
  • Chef's Kitchen
  • Cleaning products
  • Clothing storage
  • Coffee maker
  • Conditioner
  • Cookware
  • Desk
  • Dining table
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Dryer in common space
  • Essentials
  • Extra pillows and blankets
  • Fire extinguisher
  • First aid kit
  • Free parking on premises
  • Freezer
  • Garden View
  • Garden or backyard
  • Hair dryer
  • Hangers
  • Heating
  • Hot water
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Microwave
  • New Listing
  • Outdoor Entertaining
  • Outdoor seating (furniture)
  • Oven
  • Patio or balcony
  • Portable fans
  • Private entrance
  • Refrigerator
  • Security cameras
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • TV
  • Toaster
  • Towels provided
  • Town
  • Village
  • Washer
  • Washer in common space
  • Wine glasses
  • Wireless Internet
  • Work Friendly
$251 / night and up
Check availability

The concierge reads this home's live booking calendar — real open dates and nightly rates, right in the chat.

Reserve directOr call (845) 414-6540

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What Our Guests Are Saying

Jun 28, 2026
“The house and location were fantastic. Excellent host communication. Highly recommended!”
Stayed at: Stowe Woods Chalet
Jun 24, 2026
“Lovely stay. Great location. Character home. Quiet neighborhood. Comfortable bed. Great fenced yard. And easy walk to town!”
Stayed at: River Cottage
Jun 24, 2026
“This management company is very prompt in their responses. Let us check in an hour early which was very appreciated. Lovely setting. Hot tub is very nice. The location is great for visiting Stowe.”
Stayed at: Stowe Woods Chalet
Jun 22, 2026
“Lovely space in peaceful surroundings, with lots of wildlife! It was spotlessly clean and well-stocked. We will return!”
Stayed at: Nordic Cabin
Jun 21, 2026
“We absolutely loved our time at this beautiful home! The house is decorated beautifully and we all slept so well and enjoyed the big yard, the pool, and the outdoor spaces for fires and meals.”
Stayed at: Breathe Inn
Jun 17, 2026
“The location is unbeatable — a 10 minute walk to downtown Manchester. The beds were very comfortable and the house was clean and well decorated. The backyard was perfect for our dog.”
Stayed at: The Winterberry Farmhouse

Need Help With Flexible Dates or a Longer Term Rental?

Let us find you the perfect home. Tell the concierge your group, budget, and rough dates — it checks live calendars across the whole collection.

or call (845) 414-6540