Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

Fairfield, Connecticut
$1826 avg/night Minimum Stay 3 Nights
Bed 6

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 3 nights

Min Stay

Location, Location, Location. *Completely renovated Spring 2023*

Covered in ivy, this beautiful 6 bedroom/5 bath English Tudor on the historic Old Post Road is only 1 block to downtown Fairfield with great restaurants, theatre, concerts, shopping and a Metro North station (1 hour to NYC). Or walk 4 blocks the other way to Fairfield's private Penfield Beach with pavilion, lockers/showers and concessions.

Prominently sited on Fairfield's premiere street of stately homes with estate grounds of lush lawns, perennial gardens and specimen trees showcasing a very private heated pool with lovely chaise lounges, umbrellas, gas fire table with recliners and bar dining table .

The property also features a story book Guest Cottage with kitchenette (refrigerator, freezer, dishwasher, convection microwave, Keurig), huge leather sectional, 65 TV, Queen bedroom, washer/dryer and full bath. Enjoy both indoor and outdoor dining for all in this beautiful setting.

Highlights of the Main House include a designer Kitchen with marble counters, seating island, stainless steel appliances. A classic formal Living Room with new Chesterfield leather couches, piano and wood burning fireplace. Comfortable Family Room with new reclining sofas. Elegant, large Dining Room. Upstairs Library with office. Two King Ensuite bedrooms and three additional bedrooms (2 queen/1 king). Large 3rd floor bunk room with twin beds and futon. 2nd floor Laundry Room. All TVs feature premium cable with Apple TV units and Amazon Fire Sticks. Optimum Fiber (1G) for Wifi/streaming service.

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

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • 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

    6 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4200 Sq Ft (390 Sq M)
  • KITCHEN

    Blender Dishwasher Electric Kettle Lobster/crab Pot Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Electric Car Charging Station On Site Onsite Parking
  • 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

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

    Computer Monitor Desk Desk Chair Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Kayaking Nearby Marina Nearby Rock Climbing Nearby Swimming Nearby Tennis On Site
  • ENTERTAINMENT

    Books DVD Player Games Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Playground
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near A Zoo
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Local Meal Delivery Service
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Availability

Review Review

  • Andrew S.

    Submitted Nov 10, 2025

    Stayed Nov 7, 2025

    Great house and location. Walking distance to shops and very close to the beach. Great for family gathering. We enjoyed hanging out in the cottage and backyard with the fire pit.

  • Kyle R.

    Submitted Oct 18, 2025

    Stayed Oct 9, 2025

    My husband, teen daughter, and four other family members stayed at this wonderful home, for my sisters Celebration of Life. Everything was perfect from the minute my husband and I arrived. The owners were INCREDIBLE with communication, they left the pool open heated for the weekend we stayed in October. The house was fully stocked in every way possible. It was so comfortable and SO much room! It was so perfect!

  • KC M.

    Submitted Oct 9, 2025

    Stayed Sep 18, 2025

    House was clean and great proximity to downtown Fairfield. We had my bridal party stay here for our wedding weekend and it was perfect! Check in/ checkout was smooth and Rose was very responsive. Highly recommend!

  • BETH A F.

    Submitted Sep 15, 2025

    Stayed Aug 27, 2025

    Perfect for our family of 7 adults and a small dog. Beautifully renovated kitchen and 3 full bathrooms. Guest house also great for remote-working couple. Grounds, pool and landscaping beautifully manicured: appears right out of a magazine. Location ideal for walking to village, restaurants and beach. Rose was responsive to all questions and a lovely host!

  • Kathie Z.

    Submitted Aug 12, 2025

    Stayed Aug 2, 2025

    Great house, great pool! Our 3 generation family had a fabulous week here. Kids (ages 3-6) were in the pool several times a day. Grandparents had our private hide-a-way in the cottage. Visited the Beardsley Zoo and the Stamford Science Center. Walked down for gelato (YUM!) and spent an afternoon at the beach.

  • Ed K.

    Submitted Apr 14, 2025

    Stayed Apr 10, 2025

    Great place to stay if you’re coming to the Fairfield area for a family event!

  • Submitted Oct 17, 2024

    Stayed Oct 3, 2024

    My family and I were in town for my cousins wedding which took place on the beach very close to this lovely home. The house was perfect for us! Very clean, spacious, and convenient to the wedding venue and to town. We took walks each morning in the neighborhood and enjoyed seeing all the fall decorations. It was also a short walk to town which was nice for those who wanted to pick up some things or grab a bite to eat. Rose was a terrific host! I would highly recommend this property and hope to visit again sometime. Thank you, Rose!

  • Austin T.

    Submitted Oct 15, 2024

    Stayed Sep 27, 2024

    This property is fabulous and property manager was 5 stars. What a find! We hosted a large family gathering over a long weekend in Fairfield and the house was a perfect. Great location and Layout. Recommend without hesitation.

  • Doug R.

    Submitted Sep 18, 2024

    Stayed Sep 14, 2024

    Property was EXCELLENT Plenty of room, beautiful pool, nice walk to the beach and the Main Street in town. Highly recommend this house!!

  • Patric C.

    Submitted Jul 23, 2024

    Stayed Jul 13, 2024

    Roisin and Tom were wonderful hosts and the house and property were outstanding having all the amenities of home and not lacking in anything. We stayed here with our adult children their spouses, and all the grandkids and there was plenty of room for everyone. The pool was a huge plus for the little ones and a welcome retreat from the hot July weather. We only went to the beach once as the pool was so nice to spend the day at. We would highly recommend this property for your large family vacation.

  • eva c.

    Submitted Jul 7, 2024

    Stayed Jun 22, 2024

    The property and host was beyond our expectations. We really enjoyed our family reunion in this spacious and well thought out house and pool.

  • Teresa O.

    Submitted Jun 16, 2024

    Stayed Jun 7, 2024

    Our hosts were gracious and super responsive from the date of our reservation through to a farewell. Their home is absolutely beautiful and so well appointed. We enjoyed an extra long weekend and their yard is splendid. Treat yourself and experience this Fairfield, CT beauty with friends and family! Thanks for hosting us for a very memorable weekend with college friends celebrating 40 years of friendship while also making new memories and sharing lots of laughs.

Your dates are Available!

Total

Includes taxes and fees
$1,826+
View details