See all properties
Entire home

Litchfield County Four Season Country Paradise

Choose dates to view prices

Photo gallery for Litchfield County Four Season Country Paradise

Outdoor pool, a heated pool
5 bedrooms, desk, iron/ironing board, travel crib
Interior
Game room
Terrace/patio

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 123800 sq ft

Popular amenities

  • Fireplace
  • Kitchen
  • Dryer
  • Washer

Explore the area

Map
Roxbury, CT
  • Candlewood Lake
  • Quassy Amusement Park
    ‪18 min drive‬
  • Elephant's Trunk Flea Market
    ‪25 min drive‬
  • New Haven, CT (HVN-Tweed - New Haven Regional)

Room options

About the neighborhood

Roxbury

In Roxbury .Within 6 miles (10 km) of this vacation home, you'll find Glebe House Museum and The Gertrude Jekyll Garden and Woodbury Ski Area. Hollow Park and Pilgrim Mall Shopping Center are also within 6 miles (10 km).
View more Vacation Homes in RoxburyOpens in a new window

What's nearby

  • Quassy Amusement Park - 18 min drive - 9.7 miles
  • Steep Rock Preserve - 19 min drive - 9.0 miles
  • Elephant's Trunk Flea Market - 25 min drive - 14.3 miles
  • Bantam Lake - 30 min drive - 16.9 miles
  • Yale University - 58 min drive - 32.8 miles

Getting around

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

Restaurants

  • ‪Panera Bread - ‬15 min drive
  • ‪Bridgewater Village Store - ‬12 min drive
  • ‪Woodbury Diner - ‬10 min drive
  • ‪Julio's Wood Fired Pizza & Grill - ‬16 min drive
  • ‪Charcoal Chef - ‬11 min drive

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

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, X-Box and Yoga/workout area. Any five night plus booking gets free horse back riding or four hour cruise on our 48' sailboat. 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. Handicap Accessible. Brand new living room set for extra person plus small room with three mattresses off of the third bedroom for three kids. 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. 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.

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.

Property manager

Brian Winthrop

Languages

English, German

Similar properties

Smart TV, fireplace, table tennis, stereo

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

  • Pool
  • Hot Tub
  • Kitchen
  • Washer
4.8 out of 5, Exceptional, 24 reviews
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Massage
  • Outdoor pool
  • Private pool
  • Sauna

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area
  • Wood stove

Entertainment

  • Books
  • DVD player
  • Games
  • Hulu
  • Music library
  • Netflix
  • Smart TV with cable/satellite channels
  • Stereo
  • Streaming services
  • Video games
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Office
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility
  • Smoke-free property

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • In a rural location

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Golf
  • Gym
  • Heated pool
  • Snow sports gear
  • Table tennis
  • Tennis
  • Golfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Electric car charging station
  • Garden
  • Housekeeping (on request)
  • Unit size: 3,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 12:00 PM

Special check-in instructions

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees
  • Note from host: Must have owner approval prior to confirmation

Children and extra beds

  • Children are welcome.
  • Note from host: Pool next to house wo fence

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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

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
Condado de Litchfield Four Season Country Paradise
Litchfield County Four Season Country Paradise Roxbury

Frequently asked questions

How close is Litchfield County Four Season Country Paradise to the airport?

This vacation home is 11.6 mi (21-min drive) away from the Oxford, CT (OXC-Waterbury - Oxford) airport, the closest popular airport to the property.

Does Litchfield County Four Season Country Paradise have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Litchfield County Four Season Country Paradise to the beach?

This vacation home is 15 mi (28-min drive) from Lake Waramaug State Park.

Does Litchfield County Four Season Country Paradise offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Litchfield County Four Season Country Paradise?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Litchfield County Four Season Country Paradise?

Free parking is not available at this vacation home.

Does Litchfield County Four Season Country Paradise have a pool?

This vacation home features an outdoor pool.

Does Litchfield County Four Season Country Paradise have a spa?

This vacation home doesn't have a spa, but it does offer massages.

How close is Litchfield County Four Season Country Paradise to downtown Roxbury?

This vacation home is 1.9 mi away from Roxbury.

Litchfield County Four Season Country Paradise Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 29 out of 40 reviews
Rating 8 - Good. 11 out of 40 reviews
Rating 6 - Okay. 0 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

9.2/10

Cleanliness

Reviews

8/10 Good

Tracey M.

Liked: Cleanliness

Comfortable Enough.

Considering that area does not have convenient hotels, this location was perfect for the event we attended. It was nice of them to vacate their home so we could stay - though we wish that would have been communicated. There is no extra room with twin beds - at least not functional. The property is nice. Whomever took the pictures did a great job. It worked for us for the short time we were in the area.
Stayed 2 nights in Sep 2024

10/10 Excellent

Jamal P.

Liked: Cleanliness

Family Vacation

Overall rating 5/5. I would recommend this home to other families and would stay again.
Stayed 3 nights in Aug 2024

10/10 Excellent

serena c.

Liked: Cleanliness

Fun and relaxing

We stayed at a really beautiful home with gorgeous land. The host Brian and his wife were excellent and accommodate us with anything we needed. I recommend this home 100%.
Stayed 3 nights in Aug 2024

10/10 Excellent

Hadiba A.

Liked: Cleanliness

Perfect Stay: Immaculate Home with Excellent Entertainment

We had a fantastic stay at this VRBO property! The home was not only clean and well-maintained, but also incredibly entertaining with its thoughtful amenities. The space was perfect for our needs, and we enjoyed every moment spent there. The owner was exceptionally easy to reach, responsive to all our inquiries and very accommodating. Their attentiveness made our stay even more enjoyable. Highly recommend this property for anyone looking for a great place to stay! We will definitely be back!
Stayed 2 nights in Aug 2024

8/10 Good

Rhonda M.

Liked: Cleanliness

Unfortunate circumstances

We chose this property because we knew my grandkids would spend most of their time in the pool. Unfortunately, the water in the pool was super cloudy when we arrived. The host told us it was perfectly fine because the dipstick he used to test the water said that all of the chemicals were in the proper ranges. He also assured us that it would clear up overtime. By the end of our four-day stay, it was still hard to see your feet in the shallow end. The little kids' room was also not up to the standard of the rest of the place. The grandkids ended up sleeping with their parents in the adult rooms. rooms.
Stayed 3 nights in Aug 2024

10/10 Excellent

Deborah S.

Liked: Cleanliness

Amenities Galore in Connecticut Countryside

Everything about this home is designed for comfort, convenience, and family fun. Literally everything that you need for a restful and fun getaway, from comfy beds with linens and towels provided, to chef's kitchen with stocked pantry and top of the line appliances, to game room with ping pong, pool table, foosball, electric piano, and gym, to the giant flat screen TV with Sonos sound and tons of viewing options and lounger chairs. Set back 400 feet off a country road, the grounds were lovely and butterflies our frequent companions. Brian the host was very responsive; when we asked if the home had a high chair, he went out and bought one. For three famiies with small children, parents, and grandparents, the space was flexible and roomy and the large dining room table seated all nine of us. One of the bedrooms is in a different wing from the other bedrooms which enabled the grandparents a little bit more privacy which was very much appreciated. All in all, we had a wonderful stay and would highly recommend.
Stayed 4 nights in Jul 2024

10/10 Excellent

aaron l.

Liked: Cleanliness

Couldn’t be more perfect

Excellent stay. Well stocked. Great host. We had such a blast here. Family and friends - it’s perfect! Definitely coming back!
Stayed 2 nights in Jul 2024

10/10 Excellent

danielle s.

Liked: Cleanliness

Large Family celebration

We had a great stay at the home. The pool and spa were amazing - but with the home being very tech-savy, it would have been helpful if there were some more detailed instructions on how to use all the home devices in the house manual, as the owners were not always readily available on the phone. But overall it was a great time for all of us!
Stayed 3 nights in Jun 2024

10/10 Excellent

Joanna J.

Liked: Cleanliness

Great property, great location

Great house in a great location! The house is so well-stocked, the hosts have thought of every detail. Our kids loved the pool, the hot tub, the giant TV and the basketball net. Very comfortable family home. Would definitely recommend, and definitely return.
Stayed 10 nights in Aug 2023

8/10 Good

Carrie C.

Liked: Cleanliness

Family trip

Beautiful property and quiet backyard
Stayed 7 nights in Aug 2023

10/10 Excellent

BARBARA L., WAKEFIELD

Liked: Cleanliness

Nuclear family reunion

Our family of 10 had a great time in Brian's beautiful home. Loved the pool, hot tub, and sauna. Dining room table is spectacular—in size, graciousness, and view of the pool. Updated living room is lovely. Everyone enjoyed the reclining chairs in the TV room. Beds were comfortable. Only issue for me was that kitchen cupboards were overcrowded. Not enough space to access pots, trays, etc. easily.
Stayed 4 nights in Aug 2023

10/10 Excellent

Denyiel G.

Liked: Cleanliness

Great Relaxing property with many amenities

Loved the outdoor setting, with large pool, hottub, fire pit and beautiful scenery. Kitchen was well stocked, including a pantry. The bedrooms were very comfortable and nicely furnished. The owner was very responsive and helped get us settled, checked in to make sure the pool was taken care of. We had a great week.
Stayed 6 nights in Aug 2023

8/10 Good

Ammi S.

Liked: Cleanliness

Good for family reunion

Many aspects of this house worked well for our small family reunion. The pool was a great place to play and cool off, the games room offered hours of entertainment, and the kitchen, dining, and movie areas accommodated us well. The main bedrooms were well appointed and comfortable, and one of our group slept on the sofa in the living room and found it comfy. There are a few aspects of this house that are not clear from the pictures, so I want to help future guests translate what they are seeing. One bedroom is over the games room. It has the chair lift going up the stairs in the photos. This room has no door so you can hear all the noise in the kitchen and dining room (so bring ear plugs). The kids room is listed as 3 beds, but there are 4 mattresses on the floor. As an update to the posting and previous reviews--the horses are now off-site. The owners were gracious and happy to arrange a visit and pony rides. The reason this is 4 stars instead of 5 is the kids room, which is an alcove off one bedroom (so the kids must go through that person's bedroom). The owners have assured me they are going to do a deep cleaning based on the condition we found it in. Be aware that the ceiling is very steep, there's limited electricity (overhead lights do not work, one floor lamp and only one power strip for plugging in anything), and it does have openings to the unfinished attic space.
Stayed 4 nights in Aug 2023

10/10 Excellent

Eileen B.

Liked: Cleanliness

Family 50th wedding anniversary gathering

Brian and Mel were very accommodating Pool was great and home had everything you needed. 4 Bedrooms were great. The bedroom listed for kids really wasn’t something to use for young children. Really just an additional space off a bedroom The horses were not on property anymore but Mel had us over to their home for horse rides We had 6 adults and 4 children under 4 years old and there was plenty of space Beautiful area
Stayed 4 nights in Jul 2023

10/10 Excellent

Alyssa F.

Liked: Cleanliness

Just right

We gathered with extended family for a week and the house was fabulous for us. Brian was very helpful and generous. The house is great. We had an incredible time. Would go back again
Stayed 6 nights in Jul 2023

10/10 Excellent

Gilbert L.

Liked: Cleanliness

Great property. Gracious hosts!

Everything as good or better than expected. Pool great and plenty of rainy day activities as well. Kitchen very well equipped. Brian and Mariella were extremely hospitable, responsive, and pleasant to deal with! Highly recommended!
Stayed 7 nights in Jul 2023

8/10 Good

William M., Cincinnati

Liked: Cleanliness

Family Reunion

Great outdoor are for large groups. Heated pool and hot tub right outside home. Terrific large screen tv and surround sound. Upper bedroom for children has low A-frame type ceiling and not much room for luggage
Stayed 4 nights in Jun 2023

8/10 Good

Michael F.

Mostly good

The grounds were beautiful. The horses were wonderful. The house could have been cleaned more thoroughly. There was ongoing construction work - we had been warned about that. There was a leak in the master bath shower - the owner offered to have it fixed while we were there. In the middle of 1 night, an alarm went off, seemingly from a decorative small waterfall device. We could not figure out how to turn it off. We called and messaged the owner, who did not respond. It stopped after we had been up for about an hour. The next day, the owner was unapologetic. In communications after our stay, I suggested that the owner give us a partial refund - he did not respond.
Stayed 7 nights in Jun 2022

10/10 Excellent

Nick W.

Liked: Cleanliness

Exactly as described

Everything is exactly as you would expect it to be based off the descriptions and photos provided.
Stayed 2 nights in Aug 2022

8/10 Good

Sharon T.

Liked: Cleanliness

Fully stocked and spacious house

Fully stocked house perfect for our last minute getaway over the holidays. Owner was very responsive to all of our questions.
Stayed 3 nights in Dec 2021

8/10 Good

Francesca P.

Liked: Cleanliness

Great weekend escape

Great place to get a way for a long weekend, but beware, renters are responsible for caring for the horses on the property. also the lobster/steak dinner was not prepared as advertised and the boat option was not available due to COVID. All in all, a great stay but these are a few things I think other renters may want to be aware of.
Stayed 3 nights in Aug 2021

10/10 Excellent

Talia P., New York

Liked: Cleanliness

Plan to be back!

My friends and I rented this home for a girls’ weekend. Couldn’t have picked a better house for what we needed and wanted. The home is clean, spacious, and well supplied. The property is gorgeous. There is multiple seating areas for big groups of people both indoors and outdoors. The hosts were so welcoming and easy to work with. Brian and Marielis made us a delicious dinner (for booking a 3 night stay). The horses on the property were an extra fun addition. We plan to be back again soon! Highly recommend.
Stayed 3 nights in Aug 2021

10/10 Excellent

Jennifer A.

Liked: Cleanliness

Perfect Getaway

This lovely home and property is perfect for a family gathering. Lots of space and privacy with a beautiful pool and hot tub. We loved our time here and the kids were delighted to help feed and care for the horses. Brian and Mariella were so kind and generous and provided lots of wonderful options for nearby day trips and restaurants. Highly recommended!!
Stayed 7 nights in Aug 2021

10/10 Excellent

Erica C., Brooklyn, NY

Liked: Cleanliness

Perfect for a girls trip!

We spent the weekend at Brian's property for my sister's bachelorette trip and it was perfect! The house was spacious with a ton of places to sleep, and the surround sound within the house and around the pool was amazing! There are also beautiful wineries around the area so if you are looking for a weekend getaway, look no further! Also, the horses are so cute :)
Stayed 3 nights in Jul 2021

8/10 Good

Serena M.

Liked: Cleanliness

Privacy & Relaxation

We had a great time relaxing at this property. It has many great amenities as listed---pool, hot tub, game room, surround sound music, movie theater-type media room, etc. There were a few days of stormy weather, so it was nice to have space and activities inside the house for both kids and adults to enjoy. Brian and Mariella prepared a lovely dinner for us upon arrival and showed us around the house. They live in the home, so there were a few quirks here and there in terms of getting things to work / how they work. Also, we moved a lot of their decorations (a lot of beautiful glass) out of the way for fear that the kids may accidentally break something. We fed Mariella's horses and let them out to graze daily, which the kids (and adults) really enjoyed! Initial communication was non-existent as none of my emails with questions were answered, which was a bit of a challenge from a planning perspective. However, upon arrival, the Winthrop's were very helpful and welcoming. All in all we really enjoyed our stay and would return. Thank you Brian and Mariella!
Stayed 5 nights in Jul 2021