Photo 1 of 16

HomeAway Inc.

Sun-drenched apartment in a historic guest house

#397519 · Vacation Rental in , ,

3 Bedrooms
4 guests
1 Full Bathroom
Vacation Rental

Property Description


Enjoy some time away from NYC in this gut-renovated, top-floor apartment at the Roxy, a historic guesthouse on a quiet country road in the foothills of the Berkshires. Beautiful light and views throughout; loft-like living and dining space with full kitchen; sleeps 4 or 5. Use of front porch and side lawn. Away from all bustle, but right between the popular towns of Millerton and Amenia. Property adjacent to the Harlem Valley Rail Trail. 2 hours north of NYC, 10 minutes by cab from Metro North.

The space: Staying at the Roxy is almost like going back in time. Built in 1906, it served as a guesthouse to vacationers arriving from the city for several decades. But while you will be staying in some of the same rooms as guests did 100 years ago, we have updated the top floor to add contemporary comfort. And while those guests arrived by train, we recommend that you bring a car to get around (you can park on our property). You can, however, also take Metro North to Wassaic and take a cab (10 min). Bring your bikes, or rent some while you are here. The Roxy is on a quiet country road, surrounded by farmland and marshes, but the cute and very popular town of Millerton to the north as well as Amenia and the art hub Wassaic to the south are within bicycling distance on the Harlem Valley Rail Trail, the former railroad line converted into a path for biking, walking, and jogging. It runs just past our property.

This is a private apartment, but please know that you will enter through the owners’ space. There is one flight of stairs outside, two flights of stairs inside the house, through the space where we live. You are welcome to use our front porch and side lawn.

In the morning, bring your cup of coffee or tea downstairs to the front porch of the Roxy. After your excursion of the day, go for a game of bocce or badminton on the lawn outside the old Dance Hall. Return to the porch for a glass of wine or a nap in the hammock. Or, on a rainy afternoon, retire to the living room sofa with a book. Cook dinner in the brand new kitchen with produce, meat or cheese picked up from one of the local farm stands or treat yourselves to a nice dinner at Serevan or Monte’s in Amenia or pizza at The Lantern in Wassaic.

Not too far from the New York City, very close to countless attractions, and yet very quiet. We look forward to welcoming you!

More details: We bought the Roxy in February 2016 and are looking forward to restoring it over the coming years, especially the old dance hall, a free-standing structure right by the Harlem Valley Rail Trail. However, we decided to start renovations with the top floor of the Roxy’s Main House, a long neglected space. We took out walls to create a loft-like common space. We put in a new kitchen and gut-renovated the bath. New cork flooring throughout, with some rugs thrown on top, contributes to a warm atmosphere, while some high slanted attic ceilings convey a sense of drama. The views from the common space as well as all three bedrooms are lovely, even stunning; sunlight streams through the apartment all day (but there are shades and curtains to draw if it gets too much). The furniture is an eclectic mix of old and new, whimsical and functional.

From our front porch, you will walk up two rather steep sets of stairs to get to the apartment, passing through the hallways of our own living space. There is a door at the entrance to your apartment to give you privacy. The apartment’s hallway opens up to the common space: living and dining space as well as the kitchen area. The kitchen has a new stove, dishwasher, under-the-counter fridge and microwave. The full bath at the comes with a small antique clawfoot tub we salvaged.

The apartment is about 900 sqf; the three bedrooms have ample closet space and comfortably sleep 4 or 5 people. The largest bedroom has a sitting area, and we can install a window A/C if you request it. You are welcome to use our front porch downstairs for your morning coffee or afternoon cocktail. Use the lawn by the historical dance hall for yard games or a picnic. The apartment is ideal for a family or two couples.

Interaction with guests:

We live on the two floors below the apartment, and whenever possible we try to be home to greet our guests upon arrival and given them a quick tour. We will arrange for a key for you if we cannot be there. During their stay, we leave our guests alone unless they need us or have questions. We aim to make people feel comfortable and give them complete privacy, but we also love to give information and advice about the area, so don’t hesitate to ask!

The neighborhood:

The Roxy is located between the small towns of Amenia and Millerton, two hours north of NYC and a 10-minute taxi ride from the Metro North Station in Wassaic. Amenia has good restaurants and a drive-in theater in the summer, Millerton sports a movie theater, a book store, a big antiques mall and lots of small eateries and quaint shops. Other fun outings are to Millbrook, Rhinebeck, Hudson, Great Barrington, the Book Barn in Hillsdale, MoCa, and local wineries. In season, check out art exhibitions at the Wassaic Project, theater and music festivals from Shakespeare on the Hudson to Tanglewood. Skiing, horseback riding, ponds and lakes for swimming and ample hiking possibilities are within easy reach. The Appalachian trail is just a few miles away. Our property borders on the Harlem Valley Rail Trail. We are very close to schools like Hotchkiss and Millbrook and also a good base for a college tour in the area.

Other things to note:

Please note that while we cannot accommodate your pets, there are a couple of cats in residence.

+ More

House Rules

Check In Time: 04:00
Check Out Time: 11:00
Max occupancy: 4 guests

Sleeping Arrangements

Common Space
Bed types not specified
Bedroom 1
Bed types not specified
Bedroom 2
Bed types not specified
Bedroom 3
Bed types not specified


Rate Name Nightly Weekend Weekly Monthly
Default Rate
7 Nights Minimum
$40 CAD - - -
01/14/18 - 01/14/21
7 Nights Minimum
$90 CAD - - -

Availability Calendar


  • Unavailable
  • Check In Available
  • Check Out Available
Write a Review

No Reviews Yet

Overall Rating

Owner Information