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BEST TOWN ROXBURY! PoshPadsCT "PAINTER - POOL" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
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Reviews
9.4 out of 10
Exceptional
4 bedrooms 4 bathrooms Sleeps 10 3100 sq ft
Popular amenities
Explore the area

Roxbury, CT
- Steep Rock Preserve11 min drive
- Quassy Amusement Park22 min drive
- Candlewood Lake24 min drive
- New Haven, CT (HVN-Tweed - New Haven Regional)
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Single Beds
Bedroom 4
4 Single Bunk Beds
Bedroom 5
1 Double Futon
4 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Bathtub or shower · Toilet
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Outdoor play area
Garden
Dining area
About this property
BEST TOWN ROXBURY! PoshPadsCT "PAINTER - POOL" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
Roxbury & Washington are the best country rural retreats within 2 hours of NYC - the best restaurants, shopping, land preserves, Lake Waramaug State Park & Beach, and nearby Mohawk Mountain Skiing. Luxury exceptional design 4 Bedroom home in the best Roxbury location with firepaces and heated pool. Fully restored with a luxury kitchen, great room porch, den with a sleeper sofa, 4 bedrooms, 4 full bathrooms. Frette sheets, bathrobes, linens, down feather beds, comforters and pillows. Flat Hi-Def Smart TVs in every room. Wonderful walking and biking (2 bikes) neighborhood surrounded by the former or current homes of Arthur Miller, Marilyn Monroe, Richard Widmark, Alexander Calder, William Styron, Frank McCort, and other artists, actors, and writers.
Roxbury & Washington are located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled 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. ExploreWashingtonCT and PoshPadsCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)
All of my homes in Washington and Roxbury (PoshPadsCT) are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.
A car is necessary to enjoy rural Roxbury, Washington and Litchfield County.
The nearest bus station is Southbury, 15 minutes away.
The nearest train stations are in Amenia and Wingdale NY or Danbury or New Haven CT – all about 45 minutes away.
Monthly rates - Add utilities and snow plowing, lawn mowing, pool cleaning and pool heat billed as incurred. There is a $1500/month security/utilities deposit.
Roxbury & Washington are located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled 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. ExploreWashingtonCT and PoshPadsCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)
All of my homes in Washington and Roxbury (PoshPadsCT) are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.
A car is necessary to enjoy rural Roxbury, Washington and Litchfield County.
The nearest bus station is Southbury, 15 minutes away.
The nearest train stations are in Amenia and Wingdale NY or Danbury or New Haven CT – all about 45 minutes away.
Monthly rates - Add utilities and snow plowing, lawn mowing, pool cleaning and pool heat billed as incurred. There is a $1500/month security/utilities deposit.
Property manager
Stephen Brighenti
Languages
English
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Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
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9.8 out of 10, (6 reviews)
House Rules
Check in after 3:00 PM
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
We should mention
A car is required for transport to and from this property
About the area
Roxbury
Located in Roxbury, this holiday home is in a rural area and near theme parks. The area's natural beauty can be seen at Candlewood Lake and Steep Rock Preserve, while Institute for American Indian Studies Museum and Research Center and Glebe House Museum and The Gertrude Jekyll Garden are cultural highlights. Travelling with kids? Consider Hollister House Garden and Flanders Nature Center. Enjoy the area's slopes with skiing, and don't miss out on the ice skating.

Roxbury, CT
What's nearby
- Steep Rock Preserve - 11 min drive - 8.1 km
- Quassy Amusement Park - 22 min drive - 20.8 km
- Bantam Lake - 22 min drive - 20.8 km
- Candlewood Lake - 24 min drive - 21.2 km
- Elephant's Trunk Flea Market - 25 min drive - 23.2 km
Getting around
Restaurants
- Bridgewater Village Store - 13 min drive
- Woodbury Diner - 11 min drive
- Charcoal Chef - 12 min drive
- Washington Pizza House - 8 min drive
- Woodbury Deli & Catering - 12 min drive
Frequently asked questions
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window8.4/10
Cleanliness
10/10
Check-in
9.2/10
Communication
9.6/10
Location
8.4/10
Listing accuracy
Reviews
22 Jun 2018
Stayed 2 nights in Jun 2018
4/10 Poor
Bill K.
24 Sept 2022
Liked: Check-in, location
Disliked: Cleanliness, listing accuracy
House was dirty and in poor condition. We immediately washed all towels and dishes as they looked d
Bill K.
Stayed 17 nights in Sep 2022
10/10 Excellent
Richard T.
28 Aug 2018
Great Property in a Beautiful setting
Richard T.
Stayed 4 nights in Aug 2018
10/10 Excellent
Ken R.
4 Jul 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
A Great House
Ken R.
Stayed 4 nights in Jun 2022
10/10 Excellent
Amanda N.
16 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect getaway
Amanda N.
Stayed 3 nights in May 2022
10/10 Excellent
Philip W.
12 Mar 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely area relaxing stay
Philip W.
Stayed 8 nights in Feb 2022
10/10 Excellent
Nathalie S.
29 May 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family weekend in beautiful green CT!
Nathalie S.
Stayed 3 nights in May 2019
10/10 Excellent
Rebecca H., Monsey, NY
28 Aug 2018
Great house!
Rebecca H.
Stayed 4 nights in Aug 2018
About the host
Hosted by Stephen Brighenti

I am married with 3 children in college 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
This home is one that I would choose to live in or rent - great design, location, privacy and furnishings.
What makes this property unique
Pristine St. Barth-Style bungalow home surrounded by Roxbury's best historic estate neighborhood and farms. Surrounded by the past or present homes of artists, actors and writers. Magnificent design with 2 fireplaces, vaulted living room, porch, den and master bedroom. Two fireplaces, heated pool, mint new eat-in kitchen. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, lavender and blue hydrangea.
Roxbury & Washington are located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled 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. ExploreWashingtonCT and PoshPadsCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)
All of my homes in Washington and Roxbury (PoshPadsCT) are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.
Roxbury & Washington are located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC and is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modeled 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. ExploreWashingtonCT and PoshPadsCT have the best listings of area amenities and event calendars. (Note that VRBO-HomeAway's map needs to be zoomed to really show Washington and Roxbury listings only and not homes 30 minutes away in less desirable locations.)
All of my homes in Washington and Roxbury (PoshPadsCT) are beautifully landscaped with flowering shrubs, flagstone terraces with gas bbq. And heated pools. They are furnisged with Frette pressed cotton sheets, plush towels and bathrobes, down featherbeds, comforters and pillows. Optional maid and catering and massage services are available. All homes have Central heat and AC, WiFi, flat screen televisions with dvds, cable and movie channels, and central alarms.
Languages:
English
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