Summer estate close to NY, NJ, MA w heated pool sleeps 16+

Fairfield, Connecticut
$3674 avg/night Minimum Stay 2 Nights
Bed 7

Bed

Bath 8

Bath

Home Private Vacation Home

Property Type

Sleep 16

Max Sleeps

Night 2 nights

Min Stay

Commercial grade LAN and Wireless network just installed with 7 Access Points hardwired and ability to plug directly into Internet.

Pool is open and heated May-Oct.

Looking for a short or long term rental that feels like home and is completely turn-key and private Welcome to Greenfield Hill where every property is 2+ acres. Every amenity is included in this fully furnished and equipped 6,000 sf Colonial Reproduction. High ceilings, a vaulted great room with 3 living areas,gas fireplaces and chestnut floors grace this property. Work from home and homeschool in this spacious home combining beautiful old world features with state of the art technology. The expansive rear property has a deck, solar-heated pool, patios galore with a fire pit & 7ft swing set. The 7 bedrooms include 1 king, 3 queens, 1 bunk bed with trundle, 3 twins and 1 futon (top floor) in the playroom/office and 1 queen on first floor in an accessible addition. The 6 main bedrooms have en suite baths - perfect for sharing amongst families or friends.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Close To Skiing Ski Privileges
  • PETS

    2 Total Pets Pet Friendly
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    7 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 6000 Sq Ft (557 Sq M)
  • KITCHEN

    Dishwasher Ice Maker Kitchen Island Lobster/crab Pot Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Electric Car Charging Station On Site Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Firepit Garden Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    8.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Casino Nearby Fitness Center Fitness Facilities Nearby Hunting Nearby Ice Skating Nearby Kayaking Nearby Marina Nearby Power Boating Nearby Rafting Nearby Water Tubing Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Music Library Video Games Video Library Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate
  • LOCATION HIGHLIGHTS

    In A Rural Location Near A Health Or Beauty Spa Near A Hospital Near A Zoo Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 16

Map Map

School District Rates & Availability

Review Review

  • Blake H.

    Submitted Aug 11, 2025

    Stayed Aug 7, 2025

    Jeannine's house was perfect for our large family. The common spaces were great for spending time together, and the bedrooms were exactly what we needed to all have some personal space and comfortable places to sleep. The back deck and yard allowed for plenty of outdoor time for kids of all ages and the whole family to capitalize on the beautiful summer weather. The pool was lovely. We would 100% come back for future family gatherings. Jeannine was always quick to respond while booking, leading up to the trip, and during our stay. Great communication!

  • Bill A.

    Submitted Jul 28, 2025

    Stayed Jul 24, 2025

    What an amazing host!! On top of everything. We have been renting summer vacation homes for over 30 years. This home tops our stays! Everything advertised is there and more.

  • Erica B.

    Submitted Jul 9, 2025

    Stayed Jul 2, 2025

    Great location, close to hiking, great pizza, and CT beaches. Great house for kids, they loved the pool, playground and all the toys at the house.

  • Gina B.

    Submitted Jul 7, 2025

    Stayed Jun 26, 2025

    We loved our time in this home. It has great space for a large group and comes well stocked with everything you could need. The welcome basket was such a nice touch. We would love to come again.

  • Bill R.

    Submitted Jun 19, 2025

    Stayed Jun 13, 2025

    Excellent property

  • Amanda K.

    Submitted Jul 5, 2024

    Stayed Jun 29, 2024

    Amazing house for a family gathering - from the beautiful pool and deck to a swing set and multiple playrooms. Very comfortable set up for a large family with so many en-suite bathrooms and very comfortable beds! We have stayed twice and recommend this house! Very responsive owners too.

  • Maureen O.

    Submitted Jul 26, 2023

    Stayed Jul 20, 2023

    Beautiful property and we really enjoyed our stay!

  • Amanda K.

    Submitted Jul 15, 2023

    Stayed Jul 8, 2023

    This beautiful house comfortably sleeps a large extended family and is thrilling for young kids (playrooms, swing set and heated pool!). Greenfield Hill is a wonderful, quiet neighborhood and a quick drive to the fun town of Fairfield. Multiple tennis courts and a beach are within 15 minutes but you’ll also never want to leave the property!

  • Amy A.

    Submitted Nov 27, 2022

    Stayed Nov 21, 2022

    Everyone loved this place. We could gather all together, or have quiet time, alone. Each bedroom has its own bathroom and more bathrooms downstairs. A great outdoor space for our dog to run and playground for the children to play. Everything we needed to cook Thanksgiving dinner. We hadn’t gathered like this in 8 years, and it was definitely a success. I will dream of this for years!!!

  • Janet C.

    Submitted Aug 20, 2022

    Stayed Aug 13, 2022

    Great for young kids - great yard, great pool - lots of toys

Your dates are Available!

Total

Includes taxes and fees
$3,674+
View details