Entire home

Litchfield County Four Season Country Paradise

Photo gallery for Litchfield County Four Season Country Paradise

A deck with a glass-top table and chairs, surrounded by a wooden railing.
A spacious living room with leather sofas, a coffee table, and a large flat-screen TV.
A rectangular swimming pool with a wooden deck surrounding it, equipped with lounge chairs and a small table.
A kitchen with a granite countertop, white cabinets, and a red rug.
A modern interior with a glass door leading to a storage area, a white door, and a view of a room with a large window.

Reviews

9.4 out of 10
Exceptional
Set in a rural setting, this vacation home features 5 bedrooms and 4 bathrooms, accommodating 12 guests. It includes a private heated pool, hot tub, and amenities like a fitness center and tennis court. Enjoy outdoor spaces with a deck and patio while your pets join the family in this welcoming retreat. Nearby attractions include Hollow Park, Glebe House Museum, and The Gertrude Jekyll Garden.

Highlights

  • Family fun awaits
    Top-rated for families.
  • Foosball onsite
    A rare find — the foosball table is waiting for you.
5 bedrooms4+ bathroomsSleeps 12

Popular amenities

  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine

Explore the area

View in a map
Roxbury, CT
  • Place, Hollow Park
    ‪8 min drive‬
  • Place, Glebe House Museum and The Gertrude Jekyll Garden
    ‪8 min drive‬
  • Place, Lake Quassapaug
    ‪12 min drive‬
  • Airport, Danbury, CT (DXR-Danbury Municipal)
    ‪43 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
Number of living rooms
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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 12:00 PM
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Children

Children allowed: ages 0–17
Pool next to house wo fence
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
Must have owner approval prior to confirmation
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items and take out the rubbish
Turn off the lights
Please put all linens and towels in the laundry room. THX it is appreciated!
Lower all three thermostats to 60 in the winter or 78 in the summer.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 4960168
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 and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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.
Map
Roxbury, CT

What's nearby

  • Hollow Park - 8 min drive - 7.4 km
  • Glebe House Museum and The Gertrude Jekyll Garden - 8 min drive - 7.4 km
  • Pilgrim Mall Shopping Center - 9 min drive - 8.5 km
  • Lake Quassapaug - 12 min drive - 12.0 km
  • Quassy Amusement Park - 16 min drive - 16.2 km

Getting around

  • Appalachian Trail - 39 min drive
  • Oxford, CT (OXC-Waterbury - Oxford) - 21 min drive

Restaurants

  • ‪Minami Sushi - ‬14 min drive
  • ‪Nicks Country Kitchen - ‬20 min drive
  • ‪Al's Best Pizza - ‬10 min drive
  • ‪Leo's Restaurants - ‬15 min drive
  • ‪Bridgewater Village Store - ‬12 min drive

Frequently asked questions

Does Litchfield County Four Season Country Paradise have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Litchfield County Four Season Country Paradise?

As of 1 Sept 2026, prices found for a 1-night stay for 2 adults at Litchfield County Four Season Country Paradise on 18 Sept 2026 start from £2,776, 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 Litchfield County Four Season Country Paradise pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Litchfield County Four Season Country Paradise?

On-site parking is available at the property.

What time is check-in at Litchfield County Four Season Country Paradise?

Check-in begins at 4:00 PM.

What time is check-out at Litchfield County Four Season Country Paradise?

Checkout is at 12:00 PM.

Where is Litchfield County Four Season Country Paradise located?

Located in a rural location, this family-friendly holiday home is within 6 mi (10 km) of Glebe House Museum and The Gertrude Jekyll Garden, Hollister House Garden, and Pilgrim Mall Shopping Center. Hollow Park and Lake Lillinonah are also within 6 miles (10 km).

About the host

Hosted by Brian Winthrop

Host profile image
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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