Entire home

Over Sized Colonial on Private Road.

Photo gallery for Over Sized Colonial on Private Road.

A large, two-story house with a stone wall in front, multiple windows, and a well-maintained lawn.
Interior
A hot tub in front of a house with a covered patio and a windowed room.
A spacious kitchen with a wooden table and bench, a chandelier, and large windows.
A spacious room with a large window, a rocking chair, and a framed artwork on the wall.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
6 bedrooms6+ bathroomsSleeps 15

Popular amenities

  • Spa pool on site
  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Pound Ridge, NY
  • Place, Pound Ridge Town Park
    ‪9 min drive‬
  • Place, Pound Ridge Library
    ‪9 min drive‬
  • Place, Ridgefield Playhouse
    ‪16 min drive‬
  • Airport, White Plains, NY (HPN-Westchester County)
    ‪39 min drive‬

Rooms & beds

6 bedrooms (sleeps 15)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Bedroom 3

2 Double Beds

Bedroom 4

1 Queen Bed

Bedroom 5

2 Single Beds

Bedroom 6

1 Double Bed

Living Room 1

1 Double Futon

Living Room 2

2 Single Futons

6 bathrooms, 1 half bathroom

Bathroom 2J

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 3R

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4G

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 1 Master

+2
Soap · Towels provided · Bathtub or shower · Bathtub · Bidet · Toilet · Shower only · Jetted bathtub · Shampoo · Hair dryer

Bathroom LL

Soap · Towels provided · Toilet · Shower only · Shampoo

Main floor full bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Main floor half bathroom

Soap · Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Number of living rooms
Outdoor play area
Garden
Dining area

About this property

Over Sized Colonial on Private Road.

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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 35
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Outside only

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
If any furniture is relocated, please return to where you found it. Thank you.
Failure to complete these may result in a negative review from the host.
No parties. No events. No weddings. No parking on the grass. No more than 7 cars.
No pets

Important information

You need to know

Property # 9411108
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
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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Pound Ridge

Pound Ridge is home to this holiday home. The area's natural beauty can be seen at Old Stamford Road Bird Sanctuary and Seth Low Pierrepont State Park, while Ridgefield Playhouse and The Glass House are cultural highlights. Travelling with kids? Consider Silvermine Arts Center and Caramoor Center for Music and the Arts. Enjoy the area's slopes with cross-country skiing and skiing, and don't miss out on the ice skating and sledging.
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Map
Pound Ridge, NY

What's nearby

  • Pound Ridge Town Park - 9 min drive - 6.3 km
  • Pound Ridge Library - 9 min drive - 7.1 km
  • Wolf Conservation Center - 14 min drive - 13.8 km
  • New Canaan Library - 15 min drive - 14.0 km
  • Ridgefield Playhouse - 16 min drive - 11.2 km

Getting around

  • South Norwalk Station - 26 min drive
  • Danbury, CT (DXR-Danbury Municipal) - 34 min drive

Restaurants

  • ‪Prime Burger - ‬13 min drive
  • ‪Planet Pizza - ‬13 min drive
  • ‪Dimitri's Diner - ‬13 min drive
  • ‪Brasserie Saint Germain - ‬13 min drive
  • ‪Tazza Cafe - ‬13 min drive

Frequently asked questions

Is Over Sized Colonial on Private Road. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Over Sized Colonial on Private Road. ?

On-site parking is available at the property.

What time is check-in at Over Sized Colonial on Private Road. ?

Check-in begins at 4:00 PM.

What time is check-out at Over Sized Colonial on Private Road. ?

Checkout is at 11:00 AM.

Where is Over Sized Colonial on Private Road. located?

Set in Pound Ridge, this family-friendly holiday home is within 9 mi (15 km) of Pound Ridge Town Park, Ridgefield Playhouse and Silvermine Arts Center. Caramoor Center for Music and the Arts and Carriage Barn Arts Center are also within 9 miles (15 km).

Reviews

9.6

Exceptional

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. 43 out of 53 reviews
Rating 8 - Good. 8 out of 53 reviews
Rating 6 - Okay. 1 out of 53 reviews
Rating 4 - Poor. 1 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful home in a perfect location.
Stayed 4 nights in Aug 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
Very large and attractive house and grounds. Very clean with lots of games for kids and family members. The house is not fully or attractively furnished, and the host was meaningfully less helpful than most.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location and accommodations for our family gathering.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house for our gathering! This home is beautiful, well-stocked and comfortable. Spectacular venue for a get together!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

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

Wonderful extended weekend in Westchester!

Everyone in our multi-generation family party enjoyed their time at this property
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
David was great host! Even through the snowstorm he came through and cleared the driveway The house is very large and well appointed
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a huge property with plenty of space for our group. Accommodations were comfortable and we had everything we needed. The check-out procedure was quick and easy, which was a relief when trying to pack up with so many children underfoot. Overall a great experience!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
After arriving to another home without any electricity, we reached out to David who accommodated us right away! The home was clean, inviting and very spacious for our two families to enjoy. The kids loved the basement, basketball hoops, and huge yard. We all enjoyed the hot tub, firepit and open family spaces. Have already recommended to other groups looking for a serene family getaway.
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

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

Mothers day weekend stay

We picked this property to stay amongst others based on what it had to offer and we were not disappointed. Very spacious house and clean and everything we had hoped for. Beautiful property on a secluded private road.
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

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

family gathering

Well stocked, comfortable for entertaining a large group
Stayed 5 nights in Jul 2024
Verified review

8/10 Good

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

Lovely

Lovely & spacious home. Beautiful property.
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

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

Weekend away

Terrific house, owner very helpful and responsive. Thank you!
Stayed 2 nights in Feb 2023
Verified review

10/10 Excellent

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

Great stay

I spent a weekend here with friends and our children. It was a great large space which was comfortable for our group. The yard was beautiful to allow the kids to play outside. Kitchen was well-equipped. Highly recommend!
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

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

Family Getaway

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
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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

Beautiful family home

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!
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

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

Excellent stay

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.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

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

Perfect for attending a local family wedding

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!
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

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

A Great Pound Ridge Retreat

A wonderful home for a warm family gathering. Literally, couldn't have worked out better. Plenty of space, bedrooms, facilities....everything. Super kitchen for cooking a large Holiday meal.
Stayed 4 nights in Nov 2020
Verified review

10/10 Excellent

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

Lovely house. Comfortable and well appointed

I brought a team to work on a project in the area, and we needed a house with a lot of bedrooms, a big kitchen and amenities to wind down after some grueling days in the heat. This house delivered on all fronts. The loon calls at night were the icing on the cake.
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

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

Hidden Gem

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!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

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

Great Vacation House

We had our annual sibling vacation here. We were 6 adults and one teenager. We had plenty of room and space. There are many great places to just relax in the house. The kitchen was wonderful. Definitely would stay here if we are in the area. We were close to the Metro North stop (Bedford Hills) to get into NYC.
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

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

Family Reunion

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!
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

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

A Nice Place to stay

The house was great for our family. The toy room was fun for our toddlers, and the jeep in the garage. The basement was a fun game room with a ping pong table. The large house worked out for our family get together and the many bedrooms and bathrooms. Grocery stores are not too far away and the kitchen was great to cook in. We all had a good time.
Stayed 3 nights in Jun 2022
Verified review

10/10 Excellent

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

Very Private Dream House in the Woods

We knew this big beautiful house was all that from the photos but it was the perfect spot for a family reunion. Plenty of room to spread out, huge bedrooms and places for everyone to sit down to eat. The kitchen was well stocked for cooking and serving. The toy room and lower level were such fun spaces for the kids and when the weather warmed up, the patio, backyard and hot tub provided a spectacular place to relax and catch up with family! The communities of Pounds Ridge, Bedford, and North Salem are reasonably close for stores, shops and restaurants. Our whole family loved this beautiful house and grounds!
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

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

Comfortable, relaxing, well-equipped getaway

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!
Stayed 3 nights in Aug 2024

About the host

Hosted by David

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Languages:

English, French, Russian
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