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Outdoor pool, a heated pool
Outdoor pool, a heated pool
Outdoor pool, a heated pool
Fridge, microwave, oven, stovetop

Guest reviews

5.0 out of 5 Exceptional
11 reviews

Popular amenities

Breakfast included
Air Conditioning


Explore the area

Popular LocationGlebe House Museum and The Gertrude Jekyll Garden8 min drive
Popular LocationHollow Park8 min drive
Popular LocationFlanders Nature Center20 min drive
AirportNew Haven, CT (HVN-Tweed - New Haven Regional)66 min drive

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    About this property

    Entire place

    You'll have the entire home to yourself and will only share it with other guests in your party.

    Litchfield County Four Season Country Paradise

    Family-friendly vacation home with free breakfast and outdoor pool
    3,800 Square foot beautifully furnished gated home with large outdoor deck with chaise lounges for sixteen, gorgeous western views, art work and plants, heated 18' x 36' pool, outdoor Jacuzzi and Sonos system throughout home and brand new Game Room with X-Box, 9' antique pool table, foosball table, Joola ping pong table and Yoga/workout area. Very private four bedrooms (one king and three queens), each w/private full bath & bidet and beautiful guest half bath. Queen pull out in living room for fifth couple plus two extra mattresses for kids. Free cruise on our 54' sailboat or Lobster/Prime Steak dinner with top shelf liquor included with three day plus rental. Incredibly equipped large kitchen with Expresso machine, long eating island, breakfast nookie for six, two separate outdoor eating areas and antique formal dining room for twelve. Movie room/lounge with reclining chairs featuring 6' x 8' screen with Sony laser projector and 7.1 Genelec sound system-includes Charter, Netflix and Amazon Prime.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 fire place in living room and romantic pellet stove in movie room/lounge. 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. Three horses on property for feeding and lessons & owner has 54' sailboat for chartering and lobster dinners forty minutes away on the Long Island Sound.Top quality bedding, sheets, towels, toilet paper, paper toweling, spices, huge assortment of pans, woks, oils, vinegars, 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.
    Air-conditioned accommodations at this vacation home offer private pools and fireplaces. Rooms open to balconies. Kitchens offer refrigerators, stovetops, microwaves, and separate dining areas.

    Bathrooms include shower/tub combinations, bidets, and hair dryers. Televisions come with DVD players and Netflix. Additionally, rooms include coffee/tea makers and irons/ironing boards. Housekeeping is provided on request.

    An outdoor pool and a spa tub are on site. Other recreational amenities include an outdoor tennis court, a sauna, and a fitness center.

    The recreational activities listed below are available either on site or nearby; fees may apply.

    Property manager

    Brian Winthrop
    Speaks English, German

    Property amenities


    • Beach sun loungers
    • Beach towels


    • Private pool
    • Outdoor pool
    • Heated pool
    • Spa tub
    • Sauna
    • Massages


    • WiFi available

    Parking and transportation

    • Onsite parking
    • Garage


    • Refrigerator
    • Stovetop
    • Microwave
    • Oven
    • Dishwasher
    • Spices
    • Coffee grinder
    • Paper towels
    • Lobster/crab pot


    • Free breakfast available


    • 4 bedrooms
    • Bed sheets provided


    • 5 bathrooms
    • Shower/tub combination
    • Jetted bathtub
    • Towels provided
    • Shampoo
    • Hair dryer
    • Bidet
    • Toilet paper
    • Soap

    Living spaces

    • Fireplace
    • Dining room
    • Living room
    • Wood stove


    • TV with cable/satellite service
    • Netflix
    • Streaming services
    • Pool or billiards table
    • Foosball table
    • Arcade/game room
    • DVD player
    • Stereo
    • Music library
    • Video library

    Outdoor areas

    • Balcony
    • Barbecue grill
    • Garden
    • Outdoor furniture


    • Washing machine and dryer


    • Air conditioning
    • Heating


    • No pets allowed


    • Smoke-free property

    Services and conveniences

    • Housekeeping (on request)
    • Chef
    • Iron/ironing board
    • Phone

    Things to do

    • Fitness center
    • Outdoor tennis court
    • Fitness facilities nearby
    • Snow sports gear
    • Tennis on site
    • Bicycling on site
    • Boating on site
    • Golfing on site
    • Bicycle rentals on site


    • Sleeps 12
    • Unit size: 3800 sq ft (353 sq m)



    Check-in time starts at 4:00 PM


    Check-out before 2:00 PM

    Special check-in instructions

    You will receive an email from the property manager with check-in and check-out instructions


    Pets not allowed

    Children and extra beds

    Children are welcome

    Property payment types

    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
    Long-term renters welcome

    Property is also known as

    Litchfield County Four Season Country Paradise House Roxbury
    Litchfield County Four Season Country Paradise House
    Litchfield County Four Season Country Paradise House Roxbury
    Litchfield County Four Season Country Paradise House
    Litchfield County Four Season Country Paradise Roxbury
    Litchfield County Four Season Country Paradise Roxbury

    About this area


    This vacation home is located in Roxbury. Woodbury Ski Area and Steep Rock Preserve are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lovers Leap State Park and George C. Waldo State Park. Traveling with kids? Consider Glebe House Museum and The Gertrude Jekyll Garden and Flanders Nature Center.
    Visit our Roxbury travel guide
    View in a map
    Popular Location

    What's nearby

    • Glebe House Museum and The Gertrude Jekyll Garden - 8 min drive
    • Hollow Park - 8 min drive
    • Steep Rock Preserve - 15 min drive
    • Flanders Nature Center - 20 min drive
    • Abbey of Regina Laudis - 22 min drive

    Getting around

    • Appalachian Trail - 42 min drive
    • AirportNew Haven, CT (HVN-Tweed - New Haven Regional) - 66 min drive


    • The Roxbury Market — 5 min drive
    • Mamie's — 8 min drive
    • Woodbury Deli & Catering — 9 min drive
    • Curtis House Restaurant & Inn — 9 min drive
    • Flower Garden Bakery — 9 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.
    Is Litchfield County Four Season Country Paradise pet-friendly?
    No, pets are not allowed at this 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?
    Check-out is at 2:00 PM.
    Where is Litchfield County Four Season Country Paradise located?
    Set in Roxbury, this family-friendly vacation home is within 6 mi (10 km) of Glebe House Museum and The Gertrude Jekyll Garden, Hollow Park, and Lake Quassapaug. Woodbury Ski Area and Institute for American Indian Studies Museum and Research Center are also within 6 mi (10 km).
    11 reviews
    5 - Excellent
    4 - Good
    3 - Okay
    2 - Poor
    1 - Terrible




    Staff & service




    Property conditions & facilities

    5/5 Excellent

    Excellent Home Rental in Litchfield County
    I lived in Brian's home for a 6 week period and had an excellent stay. The property is as advertised and the area is beautiful. Brian and his wife Mariella are wonderful, kind, gracious hosts who went out of their way to make sure I was comfortable and well fed! This house is their primary residence so it comes with some quirks that may not be typical of a traditional rental. For example, the house is an active farm with the owners' horses in the back that you can help take care of! The owners sometimes have handymen on site helping manage the farm or restocking the hay. One thing I loved was how well stocked the pantry and kitchen are! I found those to be of immense use as I learned how to cook and became a pretty proficient chef in their excellent kitchen! The jacuzzi, pool, sauna, Japanese toilets, and awesome showers are also nice touches.

    5/5 Excellent

    Weekend Getaway
    Great escape into the country. Quiet, cozy, with everything we needed!

    5/5 Excellent

    Perfect Connecticut getaway home
    We have a terrific time at Brian's and Mariella's house AND their offer to cook dinner (they own a catering business) was the highlight of our long weekend. Highly recommend this house and their lovely owners!

    5/5 Excellent

    Amazing chefs
    We had some trouble initially getting a response from the owners after using the message function on the app but once we got in touch and even more so in person they were great hosts. They got us some breakfast provisions for when we arrived and we also hired them to cook us dinner (for 7) for Saturday night. The dinner blew us away. We are from all over and a bit snobbish about restaurants but the dinner was really spectacular (and very reasonably priced). I highly recommend to anyone staying at the property. Our hosts were also lovely and affable. One note. The master bedroom has a water bed. Some people love, some people hate so thought worth noting.

    5/5 Excellent

    Beautiful House, Peaceful Setting
    Great house for a summer getaway. Huge property. Beautiful pool. Great for a group getaway. House has everything you need!

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