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Over Sized Colonial on Private Road.

Photo gallery for Over Sized Colonial on Private Road.

Interior
Interior
Smart TV, fireplace, table football, ping pong
Exterior
Outdoor spa tub

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms7 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, Keeler Tavern Museum & History Center
    ‪11 min drive‬
  • Place, Ridgefield Playhouse
    ‪13 min drive‬
  • Airport, White Plains, NY (HPN-Westchester County)
    ‪30 min drive‬

Room options

About the area

Pound Ridge

A family-friendly stay in Pound Ridge awaits you at this holiday home. You'll be 5.2 km (3.2 mi) from Pound Ridge Town Park and 8.8 km (5.5 mi) from Keeler Tavern Museum & History Center. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 6.5 bathrooms, a fireplace and a balcony or patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. In-room jetted baths, a living room and a Smart TV are also available. .Enjoy the gym, Hot tub and sauna as well as access to a playground. Added amenities include laundry facilities, a games room and a garden. .Sights within a 15-minute drive of this Pound Ridge holiday home include God's Acre and John Rogers Studio and Museum.
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What's nearby

  • Pound Ridge Town Park - 7 min drive - 4.6 km
  • Keeler Tavern Museum & History Center - 11 min drive - 8.8 km
  • Aldrich Contemporary Art Museum - 12 min drive - 9.1 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

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.

Similar properties

Exterior
Tarrytown House Estate
  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
4.1 out of 5, Very good, 1,021 reviews
The price is AU$233
includes taxes & fees
17 Mar - 18 Mar
Tarrytown House Estate

Property amenities

Beach

  • Beach towels

Ski

  • Cross-country skiing nearby

Pool/Spa

  • Hot tub
  • Sauna

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car required
  • Wheelchair-accessible parking available
  • Onsite parking options include a garage

Kitchen

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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Accessible parking space
  • No lift
  • Wheelchair-accessible parking
  • Smoke-free property
  • 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

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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
Information provided by the property may be translated using automated translation tools

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.

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

  • No pets 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
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

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

Frequently asked questions

Are there any beaches close to Over Sized Colonial on Private Road. ?

The closest beach to Over Sized Colonial on Private Road. is Old Mill Beach (17.2 km).

Does Over Sized Colonial on Private Road. have a pool?

No, this holiday home doesn't have a pool.

What luxury perks are available at Over Sized Colonial on Private Road. ?

This property features 1 hot tub, as well as a jetted bath and a fireplace.

What makes Over Sized Colonial on Private Road. a romantic place to stay?

1 hot tub, Jetted bath, and fireplaces all help set the scene for a sizzling getaway at Over Sized Colonial on Private Road. .

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

You bet! With amenities such as a playground and an arcade, as well as highchairs and children's dinnerware, it's no surprise that Over Sized Colonial on Private Road. is a winner with our family travellers.

Is there a private hot tub at Over Sized Colonial on Private Road. ?

Yep, there is a hot tub.

Is there a free airport shuttle available at Over Sized Colonial on Private Road. ?

No, Over Sized Colonial on Private Road. does not offer an airport shuttle service.

What time are check-in & check-out at Over Sized Colonial on Private Road. ?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Over Sized Colonial on Private Road. ?

No, pets are not allowed.

Over Sized Colonial on Private Road. Reviews

Reviews

9.6

Exceptional

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

Reviews

10/10 Excellent

Gerald H.

Liked: Cleanliness
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

10/10 Excellent

marilyn d.

Liked: Cleanliness
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

10/10 Excellent

Sarah W.

Liked: Cleanliness
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

8/10 Good

Judith W.

Liked: Cleanliness
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

10/10 Excellent

Linda J.

Liked: Cleanliness
Perfect location and accommodations for our family gathering.
Stayed 2 nights in Sep 2025

10/10 Excellent

Carrie D.

Liked: Cleanliness
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

10/10 Excellent

Peter C., Waltham, MA

Liked: Cleanliness

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

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

Rachel D.

Liked: Cleanliness

Wonderful extended weekend in Westchester!

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

8/10 Good

Patty R.

Liked: Cleanliness

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

Patti M.

Liked: Cleanliness

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

Rita S.

Liked: Cleanliness

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

Samantha R., St. Louis, MO

Liked: Cleanliness

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 traveller

Liked: Cleanliness

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

Chad W.

Liked: Cleanliness

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

Barbara S.

Liked: Cleanliness

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

Bob R.

Liked: Cleanliness

family gathering

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

10/10 Excellent

Erin D.

Liked: Cleanliness

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

8/10 Good

Laurie F.

Liked: Cleanliness

Lovely

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

10/10 Excellent

Mahendra S.

Liked: Cleanliness

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

m m., Chicago

Liked: Cleanliness

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

10/10 Excellent

Anne C.

Liked: Cleanliness

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

Emily L.

Liked: Cleanliness

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

Jim G.

Liked: Cleanliness

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

10/10 Excellent

Beth S., PELHAM, NY

Liked: Cleanliness

Weekend away

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