Entire home
Litchfield County Four Season Country Paradise
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Reviews
9.4 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 12353.0 sq m
Popular amenities
Explore the area

Roxbury, CT
- Place, Glebe House Museum and The Gertrude Jekyll Garden8 min drive
- Place, Hollow Park8 min drive
- Place, Pilgrim Mall Shopping Center8 min drive
- Airport, New Haven, CT (HVN-Tweed - New Haven Regional)55 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4 with Acorn stair lift
1 King Bed
Bedroom 5
4 Single Beds
Living Room 1
1 Double Sofa Bed
4 bathrooms, 1 half bathroom
Bathroom 1
+2
Bathtub or shower · Bathtub · Bidet · Toilet · Shower only · Jetted bathtub
Bathroom 2
+1
Bathtub or shower · Bathtub · Bidet · Toilet · Jetted bathtub
Bathroom 3
Bidet · Toilet · Shower only
Bathroom 4
+1
Bathtub · Bidet · Toilet · Shower only · Jetted bathtub
Bathroom Downstairs
Bidet · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
Garden
Dining area
About this property
Litchfield County Four Season Country Paradise
3,800 Square foot beautifully furnished gated home with 220v Tesla Charger, large outdoor deck, chaise lounges for sixteen, gorgeous western views and sunsets, art work and plants, heated 18' x 36' pool, all season outdoor Jacuzzi, indoor sauna, two indoor jacuzzis, steam shower, movie room with reclining chairs, fire place & two pellet stoves, and 86” 4K LCD & Sonos surround sound system ( including HBO Max, Netflix, Amazon Prime, Disney, Apple, Hulu, etc.), eight channel Sonos system throughout home and brand new Game Room with 9' antique pool table, foosball table, Joola ping pong table and Yoga/workout area. Kitchen has a brand new eight burner stove with two large ovens plus a large microwave, hot air/oven unit as well. You have the entire property for you and your guest during your stay! Very private four bedrooms (two king and two queens), each w/private full bath & bidet and beautiful guest half bath, attic kids room off of one of the Queen rooms with four twin mattresses and separate aircon/heating unit and living room couch that comfortably sleeps on with 1/2 next to it. Handicap Accessible. Brand new living room set . Incredibly equipped large kitchen with long eating island, breakfast nook for six, two separate outdoor eating areas and antique formal dining room for twelve.
Spectacular grounds with many large trees, views, flower beds and berry picking in late summer and early fall. Fall-heavenly foliage, hiking & biking, Winter-skiing, sitting by the fire & outdoor Jacuzzi and indoor sauna. Spring-beautiful walks & antiquing & Summer-outdoor activities, heated pool & Jacuzzi, barbecues. Brand new fire pit for ten that can be used throughout the year, large fireplace in living room and two romantic pellet stoves in movie room/lounge and game room that provide atmosphere and additional heating during the winter. Lots of firewood and two imitation green eggs with coal for grilling outside. Late night red zone includes full pool table, foosball table, stereo and lounge.
Please note that you must open fireplace flu prior to lighting and close eight hours after the fire is extinguished. Also pellet stoves must shut down via pressing the off sequence (top left button). Do not unplug pellet stoves when they are on as they will smoke! Pellet stoves require a 40 LB bag of pellets every 18 hours. Pellets are provided at no charge.
Tennis and golf nearby.
Top quality bedding, sheets, towels, toilet paper, paper toweling, spices, huge assortment of pans, woks, oils, vinegars, spices, condiments included.
Dustin Hoffman lives right down the road (2 blocks) across the street. Look for his twenty-year-old black Mercedes limo and you know he is in town.
Spectacular grounds with many large trees, views, flower beds and berry picking in late summer and early fall. Fall-heavenly foliage, hiking & biking, Winter-skiing, sitting by the fire & outdoor Jacuzzi and indoor sauna. Spring-beautiful walks & antiquing & Summer-outdoor activities, heated pool & Jacuzzi, barbecues. Brand new fire pit for ten that can be used throughout the year, large fireplace in living room and two romantic pellet stoves in movie room/lounge and game room that provide atmosphere and additional heating during the winter. Lots of firewood and two imitation green eggs with coal for grilling outside. Late night red zone includes full pool table, foosball table, stereo and lounge.
Please note that you must open fireplace flu prior to lighting and close eight hours after the fire is extinguished. Also pellet stoves must shut down via pressing the off sequence (top left button). Do not unplug pellet stoves when they are on as they will smoke! Pellet stoves require a 40 LB bag of pellets every 18 hours. Pellets are provided at no charge.
Tennis and golf nearby.
Top quality bedding, sheets, towels, toilet paper, paper toweling, spices, huge assortment of pans, woks, oils, vinegars, spices, condiments included.
Dustin Hoffman lives right down the road (2 blocks) across the street. Look for his twenty-year-old black Mercedes limo and you know he is in town.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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10.0 out of 10, Exceptional, (2 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Pool next to house wo fence
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
Must have owner approval prior to confirmation
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
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 and a first aid kit
About the area
Roxbury
Located in Roxbury, this holiday home is in a rural area. Glebe House Museum and The Gertrude Jekyll Garden and Institute for American Indian Studies Museum and Research Center are cultural highlights, and travellers looking to shop may want to visit Pilgrim Mall Shopping Center and Little Art Shop. Travelling with kids? Consider Hollister House Garden and Flanders Nature Center. Spend some time exploring the area's activities, including golfing.

Roxbury, CT
What's nearby
- Glebe House Museum and The Gertrude Jekyll Garden - 8 min drive - 7.1 km
- Hollow Park - 8 min drive - 7.1 km
- Pilgrim Mall Shopping Center - 8 min drive - 8.1 km
- Lake Quassapaug - 11 min drive - 11.7 km
- Quassy Amusement Park - 15 min drive - 15.9 km
Getting around
Restaurants
- Minami Sushi - 14 min drive
- Brunch House 1850 - 17 min drive
- Bridgewater Village Store - 12 min drive
- Constantine's Restaurant - 11 min drive
- The Tavern - 14 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 window9.2/10
Cleanliness
9.6/10
Check-in
9.4/10
Communication
10/10
Location
9.0/10
Listing accuracy
Reviews
Verified
21 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Aug 2025
Verified
8/10 Good
Ray S.
3 September 2025
Liked: Check-in, communication, location, listing accuracy
Ray S.
Stayed 5 nights in Aug 2025
Verified
10/10 Excellent
Matthew H.
6 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Matthew H.
Stayed 4 nights in Jul 2025
Verified
10/10 Excellent
aaron l.
13 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
aaron l.
Stayed 2 nights in Jul 2025
Verified
10/10 Excellent
Laura W.
1 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Laura W.
Stayed 6 nights in Aug 2025
Verified
10/10 Excellent
Cathy M.
17 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cathy M.
Stayed 2 nights in Jul 2025
Verified
8/10 Good
Sandra G.
25 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely house, beautiful area
Sandra G.
Stayed 3 nights in Jul 2025
Verified
10/10 Excellent
Amy C.
18 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amy C.
Stayed 4 nights in Aug 2025
Verified
10/10 Excellent
Waylon M.
1 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome location for our family reunion!
Waylon M.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Dani W.
4 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy




Dani W.
Stayed 2 nights in Aug 2025
Verified
10/10 Excellent
Jamal P.
7 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
Jamal P.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
James H.
21 July 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
James H.
Stayed 7 nights in Jul 2021
Verified
8/10 Good
Carrie C.
27 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family trip
Carrie C.
Stayed 7 nights in Aug 2023
Verified
10/10 Excellent
serena c.
28 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun and relaxing
serena c.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
aaron l.
17 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Couldn’t be more perfect
aaron l.
Stayed 2 nights in Jul 2024
Verified
10/10 Excellent
Sarah W.
25 July 2018
Great Getaway Spot!
Sarah W.
Stayed 2 nights in Jun 2018
Verified
10/10 Excellent
Denyiel G.
17 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Relaxing property with many amenities
Denyiel G.
Stayed 6 nights in Aug 2023
Verified
10/10 Excellent
Joanna J.
5 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property, great location
Joanna J.
Stayed 10 nights in Aug 2023
Verified
10/10 Excellent
Hadiba A.
27 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Stay: Immaculate Home with Excellent Entertainment
Hadiba A.
Stayed 2 nights in Aug 2024
Verified
10/10 Excellent
Gilbert L.
16 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property. Gracious hosts!
Gilbert L.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Alyssa F.
22 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Just right
Alyssa F.
Stayed 6 nights in Jul 2023
Verified
10/10 Excellent
danielle s.
1 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Large Family celebration
danielle s.
Stayed 3 nights in Jun 2024
Verified
8/10 Good
William M.
25 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Reunion
William M.
Stayed 4 nights in Jun 2023
Verified
8/10 Good
Tracey M.
30 September 2024
Liked: Cleanliness, check-in, communication, location
Comfortable Enough.
Tracey M.
Stayed 2 nights in Sep 2024
Verified
10/10 Excellent
BARBARA L.
19 August 2023
Liked: Cleanliness, check-in, communication, location
Nuclear family reunion
BARBARA L.
Stayed 4 nights in Aug 2023
About the host
Hosted by Brian Winthrop
Mariella (from Switzerland) and I produce events and cater.
Why they chose this property
Beautiful, private, awesome designer bathrooms with bidets, heavenly sunset views, outdoor all season jacuzzi, game room with pool table and foosball, incredible movie room and beautiful big heated pool. Fully stocked kitchen including spices, condiments and honor bar!
What makes this property unique
Lots of activities, beautiful home and property, lots of privacy, great Sonos sound system throughout the house and many different spaces in the house.
Languages:
English, German
Premier Host
They consistently provide great experiences for their guests
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