Welcome to an oasis of calm in the middle of nature within commuting distance of NY (1.30 hour drive and 20 mins to Metro North). Swim in the summer (pool and lake); ski in the winter; relax at home with a glass of wine after enjoying a sauna or after exploring one of the many trails and small towns CT and the Berkshires offer.
Even though you are hidden on 3 acres at the end of a private road, within minutes you will find of everything you need (town, cinema, supermarket, outdoor tennis...).
Property manager
Thomas Jacob
Languages
English, French, Italian, Spanish
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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Pets allowed: dogs and cats less than 23 kg per pet (limit one pet total)
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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
Long-term renters welcome
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
Sherman
Sherman is home to this holiday home. Akin Free Library and Bull's Bridge are local landmarks, and the area's natural beauty can be seen at Town Meadows and Mildred Strauss and James Morrissey Family Nature Preserves. Discover the area's water adventures with kayaking and swimming nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Sherman, CT
What's nearby
Candlewood Lake - 6 min drive - 2.8 km
Town Meadows - 7 min drive - 4.6 km
Elephant's Trunk Flea Market - 17 min drive - 16.2 km
Squantz Pond State Park - 26 min drive - 14.4 km
Thunder Ridge Ski Resort - 32 min drive - 21.1 km
Getting around
Appalachian Trail - 22 min drive
Danbury, CT (DXR-Danbury Municipal) - 33 min drive
Restaurants
American Pie Company - 7 min drive
Starbucks - 11 min drive
Gaylordsville Diner - 13 min drive
Dunkin' - 13 min drive
Greca Mediterranean Kitchen + Bar - 10 min drive
Frequently asked questions
Does Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!! have a pool?
Yes, this property has an outdoor pool.
Is Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!! pet-friendly?
Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
What time is check-in at Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!?
Check-in begins at 3:00 PM.
What time is check-out at Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!?
Checkout is at 2:00 PM.
Where is Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!! located?
This family-friendly Sherman holiday home is within 3 mi (5 km) of Candlewood Lake, Housatonic River and Town Meadows. Mildred Strauss and James Morrissey Family Nature Preserves and Emmanuel Williamson Park are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Really great house for a long weekend. The pool was perfect, we used the side yard for games with the family, and we ate on the deck and the gazebo everyday. We also used the sauna every day. Locally we went to the vineyard and did some hikes in the area. Thomas was a great host as well. 2pm checkout was also a huge plus because we are fairly local so we could use the pool the day of checkout as well. Overall I would highly recommend.
We stood for a week. The most relaxing week ever. Host gave us the best hospitality making sure everything was ok through messages. The property is very private far from other houses very clean and quiet. The inside of house very clean. Kitchen had everything you needed for cooking. Beds were comfortable. What we used the most was the backyard beautiful grill barbecue setup to relax outdoors. And the amazing pool 8ft deep to refresh in. Privacy relaxation and good times will be remembered. I am 100 percent sure anyone that will rent this place will have a great time. Thank you for everything. All for the best.
gilberto c.
Stayed 8 nights in Aug 2025
About the host
Hosted by Thomas Jacob
We are an Italian (Rome) and French-American (New York and Metz) couple with a young child. We fell in love with this house and it is a reflection of who we are, a mix of modern and traditional, fun and serious. Please don't hesitate to ask us about the house, the area...we love it here and hope you will to.
Why they chose this property
Living in Sherman feels like stepping into a postcard.
You are steps away from numerous amazing small towns (Kent, Millerton, New Millford), easy access to both Candlewood Lake and the rolling hills of the Berkshires. Whether it’s sipping wine at White Silo Farm & Winery, hiking the trails at Deer Pond Farm, catching a show at the Sherman Playhouse, going to the Trevor Zoo or exploring the cultural gems of the Berkshires like Tanglewood and the Norman Rockwell Museum, there’s plenty to do.
And once you get to the fall season, it’s leaves leaves leaves 😊