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Over Sized Colonial on Private Road.

Photo gallery for Over Sized Colonial on Private Road.

Exterior
Interior
Interior
Living area
Living area

Reviews

9.6 out of 10
Exceptional
5 bedrooms6+ bathroomsSleeps 16

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Pound Ridge, NY
  • Place, Pound Ridge Town Park
    ‪7 min drive‬
  • Place, New Canaan Library
    ‪13 min drive‬
  • Place, Ridgefield Playhouse
    ‪13 min drive‬
  • Airport, White Plains, NY (HPN-Westchester County)
    ‪30 min drive‬

Rooms & beds

5 bedrooms (sleeps 16)

Bedroom 1 Master

1 King Bed

Bedroom 2J

2 Queen Beds

Bedroom 3R

2 Double Beds

Bedroom 4G

1 Queen Bed

Bedroom 5 LL

2 Single Beds

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
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.

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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Exterior
Private Luxury Stay in Expansive Home & Property
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  • Washing machine
  • Dryer
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9.6 out of 10, Exceptional, (4 reviews)
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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.
Any pets, if allowed, must be house broken, can not chew on the furniture. They must be fully picked up after on the yard.

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
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

We should mention

This property does not have any lifts
A car is required for transport to and from this property

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 Hemingway Property, 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Pound RidgeOpens in a new window
Map
Pound Ridge, NY

What's nearby

  • Pound Ridge Town Park - 7 min drive - 4.6 km
  • Dorothy Heroy Park - 9 min drive - 7.0 km
  • Keeler Tavern Museum & History Center - 11 min drive - 8.8 km
  • New Canaan Library - 13 min drive - 12.9 km
  • Ridgefield Playhouse - 13 min drive - 9.8 km

Getting around

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

Restaurants

  • ‪Deborah Ann's Sweet Shoppe - ‬12 min drive
  • ‪Prime Burger - ‬13 min drive
  • ‪Planet Pizza - ‬13 min drive
  • ‪Tazza Cafe - ‬13 min drive
  • ‪The Benjamin - ‬11 min drive

Frequently asked questions

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

No, pets are not allowed at this property.

How much does it cost to stay at Over Sized Colonial on Private Road. ?

As of 1 April 2026, prices found for a 1-night stay for 2 adults at Over Sized Colonial on Private Road. on 25 May 2026 start from NZ$1,821, 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.

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 Old Stamford Road Bird Sanctuary 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. 39 out of 48 reviews
Rating 8 - Good. 7 out of 48 reviews
Rating 6 - Okay. 1 out of 48 reviews
Rating 4 - Poor. 1 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Gerald H.

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

10/10 Excellent

Linda J.

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

10/10 Excellent

marilyn d.

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

10/10 Excellent

Rachel D.

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

10/10 Excellent

Sarah W.

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

10/10 Excellent

Carrie D.

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

10/10 Excellent

Peter C.

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

10/10 Excellent

Mahendra S.

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

10/10 Excellent

Bob R.

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

10/10 Excellent

Patti M.

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

8/10 Good

Laurie F.

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

Lovely

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Rita S.

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

10/10 Excellent

Samantha R.

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

10/10 Excellent

Beth S.

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

10/10 Excellent

Emily L.

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

10/10 Excellent

Christie K.

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

10/10 Excellent

Jim M.

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

10/10 Excellent

Erin D.

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

10/10 Excellent

Barbara S.

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

8/10 Good

Judith W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house, but needs TLC. Landscaping needs care, trimming and 2 foot weeds. It would be helpful to leave instructions about operating the TV and what is recyclable in your area. Some bathrooms need a wastebasket. A box of tissues would be helpful. We noticed that 2 dormer windows appeared to be open that would allow rain and birds to enter.The bedroom bed arrangements would be okay for children but were not helpful for senior couples
Stayed 4 nights in Oct 2025
Response from VrboOwner on 18 November 2025
Landscaping help? Looks beautiful to everyone else. The lawn was cut the day you came. What weeds? We don’t weed the forest. No one else has had trouble with a remote. We leave one of the attic windows half open for air circulation. It has a screen- no birds will come in. The dormer has a deep overhang. No rain trouble. Not sure what you are talking about in terms of bedrooms.
Verified

10/10 Excellent

Jim G.

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

10/10 Excellent

Kathy M.

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

10/10 Excellent

Chad W.

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
Verified

10/10 Excellent

m m.

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

Perfect!

Wow. What an amazing property and overall experience. The home was beautiful, very spacious and well stocked (always nice to not have to run out to get ziploc bags!) The home is located in a quiet, peaceful area of town and the grounds were just beautiful. Playroom was an added bonus as we had a 2 and 4 year old with us and they could not have had a better time! David was very responsive to any questions we had. I would highly recommend this property if you are looking for a beautiful gathering space.
Stayed 4 nights in May 2024

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Hosted by David

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