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

Top rated by guests
Ivy Covered Tudor on the Old Post Road in Fairfield.
Chef’s kitchen w/gas stove, stainless appliances, high end cooking/serving ware.
Kitchen with French doors to Patio and Gardens
full kitchenette and laundry
Elegant, relaxing heated pool
review stars
9.8Outstanding
(27 Ratings)
"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. "
Andrew S.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(27 Ratings)

House in Fairfield, CT

14 guests · 6 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

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.

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

Non-smoking
Pets allowed
Family friendly

Map of Fairfield, CT


Ratings and reviews

9.8 / 10
Outstanding(27 Ratings)
10 / 10Outstanding·Nov 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.
10 / 10Outstanding·Oct 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!
10 / 10Outstanding·Oct 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!
10 / 10Outstanding·Sep 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!

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.