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Entire home

Over Sized Colonial on Private Road.

Photo gallery for Over Sized Colonial on Private Road.

Exterior
Property grounds
Interior
Interior
Outdoor spa tub
Nestled in a picturesque setting near New Canaan, this 8900sqft estate offers an expansive getaway. Unwind by one of the four fireplaces or soak in the large hot tub on the massive stone patio. With mesh WiFi throughout and plenty of parking, your stay will be seamless. The fully built-out basement boasts a whole wall projector for movie nights and games like foosball and ping-pong.

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms7 bathroomsSleeps 16

Popular amenities

  • Parking available
  • Fireplace
  • Kitchen
  • Washer
  • Dryer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Beach

  • Beach towels

Ski

  • Cross-country skiing nearby

Pool/Spa

  • Hot tub
  • Sauna

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car required
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: Outside only

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near the marina

Things to do

  • Arcade/game room
  • Bicycles
  • Foosball table
  • Gym
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Sledding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden

Similar properties

Outdoor pool, a heated pool

Westover Castle -Majestic in The Forest

  • Pool
  • Hot Tub
  • Pet friendly
  • Air conditioning
10.0 out of 10, Exceptional, 4 reviews
Westover Castle -Majestic in The Forest

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you 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 trash
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.

Rules

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.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
Outside only

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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

We should mention

A car is required for transportation to and from this property

Property is also known as

House
Over Sized Colonial on Private Road
Over Sized Colonial on Private Road.
Over Sized Colonial on Private Road. Pound Ridge
Over Sized Colonial on Private Road. Private vacation home
Over Sized Colonial in an Extremely Private Park Like Setting

About the neighborhood

Pound Ridge is home to this vacation home. The area's natural beauty can be seen at Eugene and Agnes Meyer Nature Preserve and Lucius Pond Ordway / Devil's Den Preserve, while Ridgefield Playhouse and New Canaan Museum & Historical Society are cultural highlights. Traveling with kids? Consider Stepping Stones Museum for Children and Norwalk Maritime Aquarium. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Visit our Pound Ridge travel guideOpens in a new window
View more Vacation Homes in Pound RidgeOpens in a new window
Map
Pound Ridge, NY

What's nearby

  • Pound Ridge Town Park - 10 min drive - 3.1 miles
  • Ridgefield Playhouse - 15 min drive - 5.9 miles
  • The Glass House - 20 min drive - 8.7 miles
  • Caramoor Center for Music and the Arts - 23 min drive - 10.5 miles
  • Norwalk Maritime Aquarium - 26 min drive - 14.8 miles

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
  • ‪Planet Pizza - ‬13 min drive
  • ‪BreadsNBakes - ‬9 min drive
  • ‪Tequila Escape - ‬13 min drive
  • ‪The Farmer’s Grind - ‬6 min drive

Frequently asked questions

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

No, pets are not allowed at this 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. ?

Check-out is at 11:00 AM.

Where is Over Sized Colonial on Private Road. located?

Set in Pound Ridge, this family-friendly vacation home is within 9 mi (15 km) of Pound Ridge Town Park, Mead Memorial Park, and Concrete Pond. Waveny Park and Weir Farm National Historic Site are also within 9 mi (15 km).

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Over Sized Colonial on Private Road. Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 36 out of 44 reviews
Rating 8 - Good. 6 out of 44 reviews
Rating 6 - Okay. 1 out of 44 reviews
Rating 4 - Poor. 1 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.6/10

Cleanliness

Reviews

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

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

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

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

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

10/10 Excellent

Verified traveler

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

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

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

10/10 Excellent

Beth S., PELHAM, NY

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

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

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

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

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

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

8/10 Good

Patty R.

Liked: Cleanliness, check-in, communication, location

Beautiful property but all space advertised was not made available

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.
Stayed 3 nights in Feb 2025

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

4/10 Poor

Kathryn L.

Liked: Check-in, communication
Disliked: Location

Pound Ridge - June 2022

We had a few hiccups at check in with WiFi/TV/inability to lock a few exterior doors and David was very responsive. While the exterior of the property is lovely, the interior is very outdated, isn't well maintained, has limited furnishings (not even enough for our party to be together), and bedrooms do not have adequate storage space (ie., no closets). The kids enjoyed the ping pong table in the basement but due to bear sighting (mom and cub), were not able to enjoy the exterior/yard. Also note, a few of the exterior doors are padlocked and windows without screens in the attic were partially opened upon arrival so curious if critters were in the attic.
Stayed 7 nights in May 2022

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

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

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

10/10 Excellent

Anne C.

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

Unbelievable house!

We rented this house for our son’s wedding weekend. The groomsmen stayed with the family. Plenty of bedrooms and bathrooms for everyone. The host was gracious enough to allow us to bring in babysitters to watch the children during the wedding. The house was so well stocked for kids. Babies through ten years old had a wonderful time! Our architect daughter was very impressed with the appliances! Our youngest son enjoyed the sauna. It is a remote location so have to be extra careful driving back at night but so worth the trip! Wedding and reception were in Connecticut which is minutes away. Wonderful weekend!
Stayed 3 nights in Apr 2024

10/10 Excellent

Marsha B., Glendale, Arizona

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

Amazing home!

Our family stayed in this home for your daughters wedding which was at the Londsbury House in Ridgefield, CT. The house was perfect for us, and very kid friendly for the grandkids. Plenty of space for everyone, and the kitchen was the gathering place every night. We would definitely rent this home again. Thanks for sharing your home with us David!
Stayed 4 nights in Oct 2022

8/10 Good

Mike K.

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

Big fun house

This is a huge house and property, with lots of room to stretch out both inside and out, nice patio, grill, hot tub. Very nice.
Stayed 2 nights in Oct 2022

10/10 Excellent

Michael W.

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

Loved the house. Large enough for our family and a lot of amenities to make us feel comfortable

Had a little trouble getting into the house at first but owner was very responsive to our needs
Stayed 3 nights in Sep 2022

10/10 Excellent

Eileen L.

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

Spacious refuge

The house easily absorbed our family group. The kitchen is nicely appointed, and the location is away from town life but still in reasonable range of restaurants and services.
Stayed 3 nights in Sep 2022

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