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100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Family-friendly holiday home in Roxbury with an outdoor pool
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Reviews
9.8 out of 10
Exceptional
6 bedrooms3+ bathroomsSleeps 123800 sq ft
Popular amenities
Explore the area

- Place, Steep Rock Preserve
- Place, Candlewood Lake
- Place, Elephant's Trunk Flea Market
- Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
Rooms & beds
6 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
Bedroom 4
2 Single Beds
Bedroom 5
1 Single Bed
Bedroom 6
1 King Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet
Spaces
Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area
About this property
100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
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. Perfect 6BR 3.5 Bath 4 Fire-Place home with heated pool and child's play gym on a scenic country dirt road that leads into a land preserve along the Shepaug River - perfect for walking, jogging, biking. The most desirable rural historic location within 2 hours of NYC - Roxbury and Washington CT. Home to actors, writers, artists and the owners of luxury estate vacation homes. Many world class restaurants, inns and spas. Skiing, Lake Waramaug Beaches, BBQ, farm stands and fairs, antiquing, and numerous recreational activities.
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
- Pool
- Kitchen
- Washer
- Dryer
10.0 out of 10, (12 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. Glebe House Museum and The Gertrude Jekyll Garden and Old Bethlehem Historical Society Museum are local landmarks, and the area's natural beauty can be seen at Steep Rock Preserve and Lovers Leap State Park. Travelling with kids? Consider Hollister House Garden and Quassy Amusement Park. Enjoy the area's slopes with cross-country skiing, snowboarding and skiing, and don't miss out on the sledging.

Roxbury, CT
What's nearby
- Steep Rock Preserve - 11 min drive - 7.4 km
- Candlewood Lake - 20 min drive - 17.3 km
- Elephant's Trunk Flea Market - 21 min drive - 19.4 km
- Lake Waramaug - 23 min drive - 19.0 km
- Quassy Amusement Park - 28 min drive - 22.6 km
Getting around
Restaurants
- Dunkin' - 16 min drive
- Bridgewater Village Store - 9 min drive
- Starbucks - 15 min drive
- The Iron Rail - 14 min drive
- Marty's Cafe - 9 min drive
Frequently asked questions
About the host
Hosted by Stephen Brighenti
I am an owner/operator of luxury boutique hotels in NYC and CT. I live in Washington with my wife and 3 college age children. I enjoy restoring and renting luxury vacation rentals in Washington and Roxbury.
Why they chose this property
This home is spectacular in location, quality, yard and design! Located on a scenic dirt road but only a few minutes from Washington's activities and restaurants. Wonderful yard, play outdoor set and heated pool.
It is a pristine 6-bedroom private antique reproduction home on a scenic dirt road ideal for walking, jogging and biking along the Shepaug River. Magnificent design with antiques, art and 4 fireplaces, over-sized living room, dining room for 12, and chef's kitchen. Heated pool surrounded by endless summer hydrangea and 3 acres of lawns with a stream. The perfect location minutes from the centers of Roxbury and Washington.
It is a pristine 6-bedroom private antique reproduction home on a scenic dirt road ideal for walking, jogging and biking along the Shepaug River. Magnificent design with antiques, art and 4 fireplaces, over-sized living room, dining room for 12, and chef's kitchen. Heated pool surrounded by endless summer hydrangea and 3 acres of lawns with a stream. The perfect location minutes from the centers of Roxbury and Washington.
What makes this property unique
This is the home I would choose if looking for the perfect country home for your family in a quiet country neighborhood on a scenic dirt road. Close to wonderful restaurants, Lake Waramaug, The Mayflower Inn and Spa, Land Preserves with trails and rivers and marshes and views. 4 Fireplaces. Free Wood. Heated Seasonal In-Ground Pool.
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.
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