Lewisboro Rentals USA New York Lewisboro

Over Sized Colonial on Private Road. | House in Pound Ridge

9.6 (42 Reviews) |   5 Bedrooms  6 Bathrooms  16 Guests
Lewisboro House | Over Sized Colonial on Private Road.

5 Bedroom House in Lewisboro, Pound Ridge

8900sqft. 5 bedrooms, 7 baths, 4 fireplaces, large screened in porch, large hot tub, huge stone patio, stone walls, lots of parking. Basketball net outdoors. Sleeps many!
Estate like. 1 Gigabit internet. Mesh Wifi full house.
The basement if fully built out with 9' ceilings whole wall projector with Amazon Fire & Optimum TV + DVR. Foosball, ping-pong table, gym, bathroom with shower.
There is a battery operated jeep in the garage with a spare battery for the little ones.
There is a bike for kids around 7 years old & a teenager sized bike. Please bring helmets if you will use them.
Near great restaurants, wine stores, wineries, ocean, town pools, town parks, playgrounds, baseball, soccer etc sports fields, horse riding, fishing, architectural gems, playhouses, performance spaces, movie theaters. Surrounded by New Canaan, Ridgefield, South Salem.

Over Sized Colonial on Private Road is located in Lewisboro. Over Sized Colonial on Private Road provides accommodation, featuring Guest Services, Hot Tub, Internet, among other amenities. This House features Guest Services, Hot Tub, Internet, to make your stay a comfortable one.

Over Sized Colonial on Private Road has 5 Bedrooms , 6 Bathrooms, and max occupancy of 16 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Lewisboro has interesting places to visit. If you want to learn more about the House in Lewisboro, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Spa
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 35
Check-out Check-out before 11:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Pound Ridge, 10576, United States

What Our Guests say 500 + Reviews

Mar 12, 2025 11:03:42 PM
Summary: The home was spacious and provided recreation for kids with hot tub, gym, ping pong, foosball, and game. However, property was advertised as 9 bedrooms and 7 baths. My family looked forward to spreading out but 4 bedrooms with adjoining bathrooms were locked. Text host to see if he would open them but he declined. That was disappointing.
Patty R. Patty R.
Dec 16, 2024 12:17:40 AM
Summary: We were a family of 4 adults and 2 toddlers staying over Thanksgiving. We really didn’t need all the space but we certainly enjoyed it. There’s a huge well stocked kitchen, kids’ play areas on both the main floor and basement, and the property is massive and gorgeous. Great stay!
Patti M. Patti M.
Dec 10, 2024 03:11:17 AM
Summary: Very clean with lots of indoor and outdoor space. Had a lot of family fun with the table games in the finished basement and snow related activities outside. Very comfortable for multiple generations!
Rita S. Rita S.
Dec 7, 2024 02:26:46 PM
Summary: This was my second time at the property, and I sincerely hope it won’t be my last. I can’t say enough good things about David and his home. If I could give more than 5 stars, I gladly would.
Samantha R. Samantha R.
Oct 30, 2024 02:42:20 AM
Summary: Our family thoroughly enjoyed our stay at this home. It was clean, specious and beautiful. We would love to do this again if time and availability work for us next year! Thank you
Sep 5, 2024 12:42:07 AM
Summary: We brought a few couples together to this large, well-equipped, beautiful home to have a place to relax, prepare, and decompress after a long reunion and event weekend nearby. David was extremely communicative and helpful -- we couldn't have asked for better. There were a number of spaces, indoors and out, so everyone could relax together or privately. The kitchen is top-notch, too, though our use was limited. I would definitely stay here again, if/when we can take advantage of the large space and number of rooms!
Chad W. Chad W.
Aug 6, 2024 03:02:58 AM
Summary: We gathered from around the country and South Africa at Lost Nations for a perfect visit. The home was a perfect layout for our group. David was extremely helpful and always quick to respond. Thank you!
Barbara S. Barbara S.
Jul 25, 2024 09:29:52 PM
Summary: Well stocked, comfortable for entertaining a large group
Bob R. Bob R.
May 30, 2024 09:24:36 AM
Summary: This place was enormous! We were able to fit 4 families comfortably so we could attend a family reunion. David was an excellent host and responded promptly to all my messages and requests. We'll be back next year!
Erin D. Erin D.
May 20, 2024 09:36:10 AM
Summary: Lovely & spacious home. Beautiful property.
Laurie F. Laurie F.

FAQ's

Is this Lewisboro house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Lewisboro house have a swimming pool?

No, this Lewisboro house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Lewisboro house?

Best-rates for the Lewisboro house starts from $1,192 per night with includes Guest Services, Hot Tub, Internet, Fireplace/Heating, Entertainment, Parking, TV, Ocean View, Bedding/Linens, View, Spa, Barbecue/Outdoor Cooking, Child Friendly, Kitchen, Laundry, Balcony/Terrace, Security/Safety, Sports/Activities, Wellness Facilities, Air Conditioner StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Lewisboro house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Lewisboro house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Lewisboro house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Lewisboro house?

Based on the information reported by the owner or manager, the Lewisboro house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Lewisboro house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Lewisboro house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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