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Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

Photo gallery for Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

A spacious living room with a fireplace, leather sofas, and a wooden ceiling.
A spacious kitchen with a central island, built-in appliances, and large windows offering views of the outdoors.
A two-story house with a garage, a covered porch, and a stone foundation.
A dining area with a wooden table and chairs, a chandelier, and a view of the kitchen and dining room through a skylight.
A large, multi-story house with a spacious backyard, including a swimming pool and a hot tub.

Reviews

8.0 out of 10
Very good
This villa offers space for 16 guests across 11 bedrooms and 5 bathrooms. It features 1 separate living room and is pet-friendly. Nearby attractions include New Life Christian Church and Richter Arts Center.

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
11 bedrooms5 bathroomsSleeps 16

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Brewster, NY
  • Place, New Life Christian Church
    ‪8 min drive‬
  • Place, Richter Park Golf Course
    ‪9 min drive‬
  • Place, Candlewood Lake
    ‪12 min drive‬
  • Airport, Danbury, CT (DXR-Danbury Municipal)
    ‪16 min drive‬

Rooms & beds

11 bedrooms (sleeps 16)

Bedroom 1

1 Queen Bed

Bedroom 10

1 Single Bed

Bedroom 11

1 Single Bed

Living Room 1

4 Double Sofa Beds

5 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Kitchen
Number of living rooms

About this property

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

Escape to this massive villa with pool, game room and fitness center. Perfect for family reunions and corporate retreats

This sprawling hillside hideout is tucked away on six private acres with a rich history dating back to the original construction when it was featured for the August 1928 edition of House Beautiful. The home was designed by Ilonka Karasz, iconic artist of 200 New Yorker covers and co-founder of MOMA. The original homesite has been expanded to provide more space for guests to enjoy this natural sanctuary.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings and weddings
Over 30 Guests, $500 additional guest fee.
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Pets

Pets allowed: dogs (limit 4 total)
Dogs must be caged when no supervised.
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3819440vb
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
Parties and events (including family gatherings and weddings) are allowed on site. Maximum attendees: 30
Note from host: Over 30 Guests, $500 additional guest fee.
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

About the area

Brewster

Brewster is home to this villa. Ives Concert Park and Danbury Music Centre are cultural highlights, and some of the area's landmarks include Wooster Street Cemetery and Danbury Museum and Historical Society. Looking to enjoy an event or a game while in town? See what's happening at Danbury Ice Arena or Danbury Sports Dome.
View more Villas in BrewsterOpens in a new window
Map
Brewster, NY

What's nearby

  • New Life Christian Church - 8 min drive - 8.8 km
  • Richter Park Golf Course - 9 min drive - 5.7 km
  • Candlewood Lake - 12 min drive - 11.7 km
  • Bear Mountain Reservation - 12 min drive - 9.6 km
  • Danbury Fair Mall - 14 min drive - 15.5 km

Getting around

  • Brewster Train Station - 12 min drive
  • Danbury, CT (DXR-Danbury Municipal) - 17 min drive

Restaurants

  • ‪Starbucks - ‬13 min drive
  • ‪McDonald's - ‬7 min drive
  • ‪Fiesta Mexicana - ‬7 min drive
  • ‪Dunkin' - ‬7 min drive
  • ‪Rosy Tomorrow's - ‬12 min drive

Frequently asked questions

Does Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT have a pool?

Yes, this property has a pool.

How much does it cost to stay at Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT?

As of 23 Sept 2026, prices found for a 1-night stay for 2 adults at Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT on 9 Nov 2026 start from AU$3,499, 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 Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT pet-friendly?

Yes, this property allows dogs (limit 4 total).

How much is parking at Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT?

On-site parking is available at the property.

What time is check-in at Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT?

Check-in begins at 3:00 PM.

What time is check-out at Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT?

Checkout is at 11:00 AM.

Where is Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT located?

Situated in Brewster, this villa is within 6 miles (10 km) of Richter Park Golf Course, Richter Arts Center and Stanley Lasker Richter Memorial Park. New Life Christian Church and Margerie Lake Reservoir are also within 6 miles (10 km).

Reviews

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 1 out of 10 reviews
Rating 4 - Poor. 1 out of 10 reviews
Rating 2 - Terrible. 1 out of 10 reviews

7.8/10

Cleanliness

9.6/10

Check-in

9.4/10

Communication

8.8/10

Location

8.2/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a fantastic house and kitchen! We absolutely loved it. It's the perfect spot for family gatherings, and we had such a wonderful time together. The kids had a blast with all the play areas and the grounds. This house is truly a mirage, so well-planned! We hope to visit again soon. 🥳
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exactly what we were looking for

Property was exactly what we were looking for with a group as large as ours (14 people). Plenty of indoor and outdoor space. Great kitchen as well (cooked all of our meals in the house for the whole group).
Stayed 3 nights in Jul 2024
Response from VrboOwner on 22 Aug 2024
Thank you Eric for the wonderful review! We are so happy that your enjoyed your stay at the Villa and we hope to see you back in the future. we would be happy to host you again.
Verified review

8/10 Good

Liked: Check-in, communication, location

Great villa for big groups

The house is really big, we enjoyed the billiards room, the barbecue, and fire-pit. Be aware that since it is near the woods, there will be some bugs around but it is not that much of a problem. Everything was decent and I enjoyed having 15 people there.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

We'll be back

Truly a gem of a place! We loved it. Great spot to celebrate my 30th birthday with a low-key, mellow group. My chef friend who cooked the entire weekend was thrilled at the industrial-style kitchen. The house is probably unlike anything you've ever seen. We're still talking about it haha. A lovely spot.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Brewester June 22, 2024

Check in was easy. Pet friendly. Very spacious. Very clean 👌 👏. Pool was great. I was so happy the air conditioner was working great because it was 95 degrees. The property was near to shopping areas. I will stay again..
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely amazing for what we needed

We had a meditation retreat at this home. The home is large- and is a charming house that seemed to go on forever. Two huge communal rooms- both we large enough for both yoga and meditation. The community is quiet and off the beaten path which it a very special location - this is the second time we rented this place from Travis. He was always in communication and was a great host. Very accommodating and responsive to any our needs.i highly recommend this home. Thank you again.
Stayed 2 nights in Apr 2025
Verified review

2/10 Terrible

Disliked: Cleanliness, communication, location, listing accuracy
I rented this home for my wedding weekend so my family and wedding party could get ready together. Unfortunately, the experience was extremely disappointing and added unnecessary stress to what should have been one of the happiest weekends of my life.The biggest issue was the overwhelming musty and mildew odor throughout the home (photo evidence). It was so strong that I developed a constant post-nasal drip during our stay that lasted throughout my honeymoon, and one family member became so ill they had to leave the property. The air conditioning was also inadequate. The house was about 90F when we arrived, and the portable AC units were undersized and improperly sealed (photo evidence), making several bedrooms and the upstairs projector room essentially unusable. My family even brought three additional portable AC units just to make parts of the home tolerable.Communication from the host was equally frustrating. Despite repeatedly asking whether our shuttle bus could safely access the driveway, I never received an answer. On my wedding night, the shuttle couldn't make it up the driveway, forcing my wedding party—including a pregnant guest and a young child—to walk up the steep hill in formal attire. After giving the host an opportunity to address these concerns, I still received no response. Had we been given accurate information about the driveway, air conditioning, and condition of the home, we would have made other arrangements
Stayed 3 nights in Jul 2026
Verified review

6/10 Okay

Liked: Check-in, communication, location

An option for a large group

This house was large as advertised and has a very nice communal kitchen/dining area/living room for everyone to spend time together. The host was also responsive throughout, though our concerns weren’t quick fixes so we didn’t flag. We had a few cleanliness issues, namely tied to leftover food items in the fridge along with the pool which hadn’t been properly cleaned (kids used it, but nobody was too keen to go in). We also weren’t confident the fridge was working as it should and had to throw out warm food (though freezer was all good). While there are some individual AC units, they were not in every room (which was called out in the listing). It was extremely hot and people couldn’t sleep so we purchased our own fans. This also made it so we were unable to use one of the loft common areas as it was sweltering during the day. Overall, this group has done a similar trip for 15 years and we often repeat locations, but this is one we wouldn’t return to without updates.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Communication:Travis was very responsive and helpful with any communications, from beginning to end.Amenities:The pictures don’t really illustrate well enough the features of this house. The game room is excellent, with a beautiful pool table, a poker table with chips, a nice foosball table and a nice TV. There is a small volleyball court outside, cornhole boards, and other small touches. The main deck is HUGE (about 30ftx30ft). The great room is beautiful, and open layout from great room to dining to bar to kitchen is excellent for large groups. The upstairs gathering room was big enough to play cornhole indoors during bad weather. There is a very nice smart projector in the room also. The only problem with the layout is the number of bathrooms.Kitchen:The kitchen is vast, and the cooking units and refrigerator are awesome. If you are into cooking, you will love the kitchen, but might bring your own large skillets (they just weren't big enough for large groups) and baking pans.Cleanliness and condition:This was the only real problem with the house. The maintenance crew really is not getting it done here. We had to clean several of the A/C filters just to get them running properly. One of the units did cool at all. The remote for the projector had nonfunctional buttons, so we could not use it. The door to the off-kitchen bathroom is a pocket door, and almost impossible to slide. The carpets could use a deep cleaning. We were a golf trip group, so these things were not
Stayed 3 nights in Sep 2025
Verified review

4/10 Poor

Liked: Check-in, communication
The communication with the property manager was terrific. However the property was very disappointing. We would not stay there again.
Stayed 3 nights in May 2026

About the host

Hosted by Travis Sprague

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Premier Host

They consistently provide great experiences for their guests
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