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BEST TOWN ROXBURY! PoshPadsCT"TOPHET 3BR"Ski,Heated Winter Pool/Spa,Bikes,GasBBQ
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Reviews
10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 82050 sq ft
Popular amenities
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1 - Master Bed Room
1 Queen Bed
Bedroom 2
2 Twin Beds
Bedroom 3
2 Twin 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! PoshPadsCT"TOPHET 3BR"Ski,Heated Winter Pool/Spa,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.
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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100% ROXBURY! PoshPadsCT "JUDD'S BRIDGE" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
100% ROXBURY! PoshPadsCT "JUDD'S BRIDGE" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, Exceptional, (2 reviews)
House Rules
Check in after 4:00 PM
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
We should mention
A car is required for transportation to and from this property
About the neighborhood
Roxbury
Located in Roxbury, this vacation 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. Traveling with kids? Consider Hollister House Garden and Flanders Nature Center. Discover the area's water adventures with kayaking and motor boating nearby, or enjoy the great outdoors with horse riding and mountain climbing.

Roxbury, CT
What's nearby
- Bariatric Summit - 9 min drive - 8.2 km
- Hollow Park - 11 min drive - 10.9 km
- Glebe House Museum and The Gertrude Jekyll Garden - 11 min drive - 10.9 km
- Institute for American Indian Studies Museum and Research Center - 11 min drive - 7.5 km
- Lake Quassapaug - 12 min drive - 11.3 km
Getting around
Restaurants
- Bridgewater Village Store - 16 min drive
- G.W. Tavern - 11 min drive
- Constantine's Restaurant - 12 min drive
- Nicks Country Kitchen - 15 min drive
- Woodbury Deli & Catering - 10 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
Jul 6, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Kristen R.
Sep 18, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous home in a fantastic country location.
Kristen R.
Stayed 7 nights in Sep 2021
Verified
10/10 Excellent
Julia & S.
Jan 6, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming Get Away
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.
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.
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