Roxbury Run Chalet


The perfect mix of country charm and modern updates. The big fireplace invites you to cuddle up and relax. The big kitchen invites you to make a great meal. Or grill and dine outside under the stars!


In the summer, enjoy life outside on the deck and the lawns.


 As this property is FOR SALE, there are likely to be showings during your visit. One of us will be there; a showing normally takes no more than fifteen minutes; you’ll be given as much notice as possible; and you do not have to be present during the showing.



  • Bedroom 1: Queen
  • Bedroom 2: Queen
  • Open loft: Full



  • $465.00/weekend or two consecutive nights
  • $200.00/additional night
  • $1225.00/week


• $125.00 Cleaning Fee which we ask you to leave at the house for housekeeping





Please ask about monthly and seasonal rentals.


Visit our Renter’s Information Page

  • Views
  • Deck
  • Outdoor Furniture
  • Big lawn
  • Fire Pit
  • Garden Pond
  • Fireplace
  • Modern kitchen and bathrooms
  • TV/DVD
  • Basic cable
  • Wi-Fi
  • Some Cell Service
  • Land Line – local calls only
  • Washer/Dryer
  • Dog Friendly – sorry no cats





  • 5 minutes to Lyne Acres Barn
  • 10 minutes to The Roxbury Barn
  • 15 minutes to The Inn at West Settlement
  • 15 minutes to Stone Tavern Farm
  • 15 minutes to Plattekill Mountain
  • 15 minutes to Spillian
  • 20 minutes to The Barn at Headwaters


  • 10 minutes to Roxbury
  • 10 minutes to Margaretville




Please read our Renter Information page

Roxbury Run Chalet

Roxbury Run Chalet

2 bedroom plus loft, 2 bathroom, sleeps 6

If the above calendar is not displaying properly, click here to see the Availability Calendar

If the above calendar is not displaying property, click here to see the availability calendar



Jason and Phyllis are true professionals. The house and and property were both beautiful and well maintained. We had everything we needed to enjoy our mini family vacation. And the beds were very comfortable, and I left on Sunday feeling very rejuvenated

Lydia P. 10/20/17



Came up here for three days and two nights for Thanksgiving 2017 with my wife and six-month-old daughter. We loved it. Awesome kitchen and fireplace! Very comfy and cozy. I have a recommend

Ken S. 11/22/17



Jason and Phyllis have a beautiful spot here. I was in town to attend a wedding at Roxbury Barn, which is only a few minutes away. The beds were comfortable, the kitchen large and well stocked, the yard and tree swing beautiful. I would stay here again for sure.

Sam 9/24/17




We had a wonderful time. The home was beautifully decorated with all the convenience of home and then some. Just minutes away from a friend's wedding venue. Would definitely recommend.

Carol 9/11/17



This house was the perfect combination of privacy and convenience for my family of six. We attended a family wedding for the weekend in Roxbury and we're thrilled not to have to drive far to the venue. The house had everything we could ever imagine needing for out two night stay. The kitchen and bathrooms were perfectly renovated and updated. I was taking notes for my own house! Jason was lovely to work with on the house rental. I strongly recommend this rental to all!

Joni  9/1/17



Great place to stay. Very clean and spacious.

Ismael 8/25/17



The house was exactly as expected/pictured! All the amenities plus...would highly recommend to anyone! Conveniently located.

Lisa 8/15/17



A seamless experience. Jason was very responsive, including fixing some [booking] quirks. We found the place at night without any issues, thanks to very accurate driving directions he sent us. The chalet is actually even more charming than we expected from the photos!

David 7/23/17



This place was awesome We loved the open, new and well stocked kitchen. They had the basic cooking essentials spices, oils, sugar, coffee and tea. They also had practically new pans, pots and baking pans. The wine fridge and an espresso machine were nice touches! The bathrooms were also beautiful and modern. The couches were soft, clean and comfortable. They had a great selection of games, books, and movies. It was a warm modern well decorated house. The entire house was pristine! We loved their cozy house and truly enjoyed it. We loved Susan's Pleasant Pheasant Farm were we went canoeing, sightseeing and visited a swim hole. They were so friendly

Carmen 7/3/17



Great house. It had all amenities. The location was perfect for the wedding venue we attended. The owners were very responsive.

Heidi M. 6/18/17



The Roxbury Run home was beautifully maintained, and although a slightly older "suburban" home - the interior feels like a new renovation with modern open kitchen and very cozy and comfy double ht. living space with rustic stone fireplace and with wood appointments that definitely give this house a warm modern cabin feel. The outside deck is huge and nicely lit. Location has a secluded feel but not more than 10 or 15 minutes the towns of Margaretville or Fleischmanns for store. Peekamoose restaurant is just past Fleischmanns, about 20 mins from house max. We booked this house quickly for a last minute weekend getaway, so it was great - had we spent more time we would have researched and found a home a little farther from neighbors and the street so you truly feel secluded. But if you don't mind a few visible, yet private neighbors - this place is perfect for a small group.

John K. 6/15/17



Beautiful light, fresh air, stars galore, amazing rock gardens surround this wonderful country retreat.  We enjoyed the well-equipped huge kitchen while preparing a gourmet feast.  The home has spa like bathrooms and comfy beds and pillows with all the necessities you need at a vacation spot. The gardens surrounding the house are delightful.  Sitting around the fire pit making s’mores under the stars was appreciated by young and mature alike in our party.  I would highly recommend a stay at this home for a relaxing and memorable Catskill vacation.

Susan R.  8/26/16



Most relaxing week ever. This vacation home is gorgeous inside and out. The wooden deck out front has a view of the mountain and surrounding hillside. Inside is beautifully appointed with great room feel and cozy fireplace. Chef’s kitchen is immaculate with lots of counter space to create amazing meals together. We enjoyed sitting by the private pond and listening to the music the frogs make, while sipping a cocktail in early evening. Floral beauty is everywhere, and the weeping willow with swing is fantastic. Just minutes to Margaretville, an adorable Upstate New York town, for groceries and wine. Also a few minutes the other direction to Roxbury, a quaint main street village with great local wine store and family summer gatherings. The locals are so sweet and helpful; it’s like stepping back in time.

Debbie K.  7/4/16

Pine Hollow Lodging

PO Box 10

Margaretville, NY 12455


P  845-586-1433

F  845-810-7777