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

9.6 (46 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 Security/Safety, Bedding/Linens, Spa, among other amenities. This House features Security/Safety, Bedding/Linens, Spa, 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.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

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

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Toilet paper
  • Jetted bathtub
  • Towels provided
  • 6+ bathrooms
  • Bathtub or shower
  • Shampoo
  • Soap
  • Bidet
  • Hair dryer
Bedroom
  • 5 bedrooms
  • Bed sheets provided
  • Dining table
  • Living room
  • Fireplace
Kitchen
  • Refrigerator
  • Paper towels
  • Ice maker
  • Dishwasher
  • Coffee/tea maker
  • Stovetop
  • Oven
  • Spices
  • Microwave
Laundry
  • Laundry facilities
  • Washing machine and dryer
  • Near laundromat
Ocean view
  • Beach towels
Parking
  • Wheelchair-accessible parking available
  • Onsite parking options include a garage
  • Onsite parking
  • Car required
Pet Friendly
  • No pets allowed
Accessibility
  • No elevators
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 on-site accessible parking spaces
  • Note from host: Outside only
  • Smoke-free property
  • Wheelchair-accessible parking
Activities
  • Fitness facilities nearby
  • Swimming nearby
  • Winery tours nearby
  • Ice skating nearby
  • Bicycle on site
  • Fitness center
  • Horse riding nearby
  • Marina nearby
  • Basketball nearby
  • Mountain biking nearby
  • Sledding nearby
  • Hiking nearby
Entertainment
  • Stereo
  • Arcade/game room
  • Table tennis
  • Games
  • Smart TV with cable/satellite service
  • Foosball table
  • Books
General
  • French
  • Russian
  • English
  • Near a hospital
  • Near a zoo
  • Near the bay
  • In a village
  • Near a health or beauty spa
  • Desk
  • Desk chair
  • Printer
Guest Services
  • Playground
  • Travel crib
  • Children's games
  • Children's toys
  • Highchair
  • Children's books
  • Children's dinnerware
  • Local meal delivery service
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Firepit
  • Barbecue grill
  • Outdoor furniture
  • Garden
Security/Safety
  • First aid kit
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Deadbolt lock
  • Fire extinguisher
Skiing
  • Close to skiing
Spa
  • Hot tub
  • Sauna

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.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted;outside only

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

Reviews

Carrie D.
Jul 19, 2025 02:53:33 AM
Review Score:   10
Summary: 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!
See All Reviews
Check House Availability
Nightly rates from:
USD1,054
You will be redirected to  
Hot Deal - It has been viewed 125 times today
Not the right fit? Check out our other properties in Lewisboro
Peaceful Light-Filled Guesthouse 1 Hour From NYC From US $850
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Mountain Vista Luxury Retreat! From US $1,023
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
West Lane Inn From US $395
         

|
9.8 (54 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Over Sized Colonial on Private Road. From US $1,054
         

9.6 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Suite at Pound Ridge From US $249
         

|
New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
beautiful contemporary house , only one hour from Manhattan From US $794
         

The West Lane Inn From US $322
         

8.6 (39 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
South Salem Vacation Rental w/Furnished Deck! From US $262
         

9.6 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Charming Cottage located on Historic Estate 1 Hour from NYC! From US $457
         

Luxurious 6-Bedroom Katonah Estate with Pool & Scenic Lake Views. From US $2,748
         

4 Seasons By The Lake From US $442
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy country cottage in horse country ,private 1 hour toNYC From US $229
         

9.4 (35 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Mid-Century Modern Hilltop Retreat From US $661
         

9.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The West Lane Inn - Double Queen Room From US $480
         

10.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The West Lane Inn - Deluxe Fireplace King From US $486
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • TV
The West Lane Inn - King Room From US $385
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • TV
The West Lane Inn - Queen Room From US $422
         

9.6 (4 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The West Lane Inn - Family Suite From US $900
         

The West Lane Inn - Deluxe Fireplace Double Queen From US $436
         

The Suite at Pound Ridge From US $305
         

9.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly