Institute for American Indian Studies Museum and Research Center
Place, Institute for American Indian Studies Museum and Research Center
10 min drive
Pilgrim Mall Shopping Center
Place, Pilgrim Mall Shopping Center
11 min drive
Danbury, CT (DXR-Danbury Municipal)
Airport, Danbury, CT (DXR-Danbury Municipal)
45 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1 - Master Bed Room
1 Queen Bed
Bedroom 2
2 Single Beds
Bedroom 3
2 Single Beds
2 bathrooms, 1 half bathroom
Bathroom 3
Toilet · Shower only
Master Bathroom
Bathtub · Toilet · Shower only
Powder Room
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Outdoor play area
Garden
Dining area
About this property
BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ
Roxbury & Washington are the best country rural retreats within 1.5 hours of NYC - the best restaurants, shopping, land preserves, Lake Waramaug State Park & Beach, and nearby Mohawk Mountain Skiing. Discrete & gorgeous Victorian home nestled in the center of a farm neighborhood that has been home to a number of artists, actors, writers and more - Walter Matthau, Arthur Miller, Marliyn Monroe, Daniel Day Lewis, William Styron, Richard Widmark, Alexander Calder, Frank McCourt, Candace Bushnell, Dustin Hoffman & many others. Situated on 3 park-like acres, the property consists of a beautifully preserved 1890's Victorian, a separate 2-car garage w/2nd flr; a guest/pool house w/large open entertaining space w/full bath, full kitchen & stone fpl. Weiland doors open to porch that overlooks the salt water pool. Below is another 2-car garage. There is an outdoor shower, apple orchard, scenic barn & a “rose garden” with rose bushes, irises & lilies. Impeccably landscaped by John Pieper & includes wonderful stonework & specimen trees & has been featured in many magazines. The home rented separately or with the 1BR pool house is beautifully landscaped with flowering trees and shrubs, flagstone terraces with gas barbeques, and an in-ground gunite pool. It has been exquisitely re-designed and furnished with art and antiques, elegant bedrooms and new luxury bathrooms, and chef's kitchens with new stainless steel appliances. Relax and refresh with Frette pressed cotton sheets, plush towels and bathrobes, Bigelow bath amenities, down featherbeds, comforters and pillows. Maid, catering, private chef and massage services are optional. Enjoy central heat and air conditioning, WiFi, flat screen televisions with dvds, cable and movie channels. Located in rural Litchfield County, within a scenic 1.5-hour drive from NYC. Roxbury and the well-known neighboring Washington are exceptional for their excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modelled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as "more Vermont, than Vermont" and "the un-Hamptons". Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive.
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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, a first aid kit and a deadlock
About the area
Roxbury
Located in Roxbury, this holiday home is in a rural area and near theme parks. Glebe House Museum and The Gertrude Jekyll Garden and Institute for American Indian Studies Museum and Research Center are cultural highlights, and some of the area's activities can be experienced at Hopkins Vineyard and DiGrazia Winery. Travelling with kids? Consider Hollister House Garden and Flanders Nature Center. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling and mountain climbing.
Institute for American Indian Studies Museum and Research Center - 10 min drive - 7.5 km
Hollow Park - 11 min drive - 11.6 km
Glebe House Museum and The Gertrude Jekyll Garden - 11 min drive - 11.6 km
Pilgrim Mall Shopping Center - 11 min drive - 12.0 km
Getting around
Appalachian Trail - 46 min drive
Oxford, CT (OXC-Waterbury - Oxford) - 23 min drive
Restaurants
G.W. Tavern - 11 min drive
Nicks Country Kitchen - 15 min drive
Al's Best Pizza - 11 min drive
MIX Prime Steakhouse, Fish & Sushi Bar - 11 min drive
Constantine's Restaurant - 12 min drive
Frequently asked questions
Does BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ on 6 Sept 2026 start from AU$1,121, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ pet-friendly?
Yes, pets are allowed at this property.
How much is parking at BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ?
On-site parking is available at the property.
What time is check-in at BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ?
Check-in begins at 4:00 PM.
What time is check-out at BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ?
Checkout is at 11:00 AM.
Where is BEST Town Roxbury, Restaurants! PoshPadsCT 1.5 Hrs NYC,Heated Pool,Bikes,GasBBQ located?
Located in a rural location, this family-friendly holiday home is within 6 mi (10 km) of Hollister House Garden, Flanders Nature Center, and Glebe House Museum and The Gertrude Jekyll Garden. Pilgrim Mall Shopping Center and Hollow Park are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful home, grounds and pool! The area has wonderful restaurants to enjoy! And the owner was super responsive and friendly and accommodating! Highly recommend!
We had a wonderful time at this house. The house was charming and had everything we needed for a week with our kids, including a heated pool that was warm enough to use in the winter. The location is great - near several cute towns and not far from snow tubing. Stephen was a wonderful host and super responsive throughout our stay.
Julia & S.
About the host
Hosted by Stephen Brighenti
I am married with 3 children and a resident of Washington CT. My career has been developing and managing luxury boutique hotels in NYC and CT and restoring homes as luxury vacation rentals in Washington and Roxbury.
Why they chose this property
Discrete & gorgeous mini-estate nestled in the center of a small area that has been home to a number of actors, writers and artists, from Walter Matthau, Arthur Miller, Marilyn Monroe, Daniel Day Lewis, Dustin Hoffman, Richard Widmark & Alexander Calder to Frank McCourt, William Styron, Rex Reed, Candace Bushnell & many others. Situated on 3 park-like acres, the property consists of a beautifully preserved 1890's Victorian, a separate 2-car garage w/2nd flr; a guest/pool house w/large open entertaining space w/full bath, full kitchen & stone fpl. Weiland doors open to porch that overlooks the salt water pool. Below is another 2-car garage. There is an outdoor shower, apple orchard, scenic barn & a “rose garden” with rose bushes, irises & lilies. Impeccably landscaped by John Pieper & includes wonderful stonework & specimen trees & has been featured in many magazines.
What makes this property unique
Perfect setting, walking neighborhood, and the best country location within 2 hours of NYC. PoshPadsCT,com is a collection of pristine renovated country rental homes located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC. Washington is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modelled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as "more Vermont, than Vermont" and "the un-Hamptons". Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive.
Each home was acquired for its architectural interest and private country setting in Washington's or Roxbury's most scenic neighborhoods. All are beautifully landscaped with flowering trees and shrubs, flagstone terraces with gas barbeques, and new in-ground gunite pools. Each has been exquisitely re-designed and furnished with art and antiques, elegant bedrooms and new luxury bathrooms, and chef's kitchens with new stainless steel appliances. Relax and refresh with Frette pressed cotton sheets, plush towels and bathrobes, Bigelow bath amenities, down featherbeds, comforters and pillows. Maid, catering, private chef and massage services are optional. Enjoy central heat and air conditioning, WiFi, flat screen televisions with dvds, cable and movie channels, central sound systems, central vacuums, and central alarms.