Entire home

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

Overview
Amenities
Policies
Location
Host

Exceptional

7 bedrooms8+ bathroomsSleeps 166000 sq ft

Popular amenities

Gym
Pool
Parking available
Dryer
Barbecue grill
Washer

Explore the area

Fairfield, CT

Sacred Heart University
‪7 min drive‬
Fairfield University
‪8 min drive‬
Jennings Beach
‪13 min drive‬
White Plains, NY (HPN-Westchester County)
‪45 min drive‬

Rooms & beds

7 bedrooms (sleeps 16)

Accessible 1st floor bedroom

1 Queen Bed

Bunk Room

2 Single Bunk Beds and 1 Single Bed

Master Bedroom

1 King Bed

Play / Bedroom

1 Double Futon

Queen + Twins

2 Single Beds and 1 Queen Bed

Queen Bedroom

1 Queen Bed

Queen Bedroom

1 Queen Bed

8 bathrooms, 1 half bathroom

Accessible Bathroom

Back entry bathroom

Toilet

Front entry bathroom

Toilet

Jack and Jill

Bathtub or shower · Toilet

Jack and Jill 2

Toilet

Master bath

Bathtub · Toilet · Shower only

Pool House

Bathtub or shower · Toilet

Queen bath

Bathtub or shower · Toilet

Queen Bath 2

Bathtub or shower · Toilet

Spaces

Deck or patio

Porch or lanai

Kitchen

Kitchenette

Separate dining area

Outdoor play area

Garden

Dining area

About this property

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

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.

Property manager

Jeannine Parise

Languages

English

Add dates for prices

Amenities

Pool

Kitchen

Washing machine

Dryer

Pet-friendly

Free WiFi

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Similar properties

Elegant estate featuring a private pool, full tennis court, and beautifully manicured grounds. Perfect for family getaways or group retreats with plenty of space to relax and entertain.

Pool
Kitchen
Washer
Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 28

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: limit 2 total

Smoking

Smoking is not permitted

Remove shoes upon entering; no stilettos allowed at any time.

Nothing but septic-safe toilet paper in the toilets. No feminine products please.

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

We should mention

A car is recommended for transport to and from this property

About the area

Fairfield

Located in Fairfield, this holiday home is in a rural area. Westport Historical Society and Bridgeport Downtown South Historic District are local landmarks, and the area's natural beauty can be seen at Lucius Pond Ordway / Devil's Den Preserve and Collis P. Huntington State Park. Travelling with kids? Consider Rolnick Observatory and Connecticut Audubon Birdcraft Museum. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

View more Holiday homes in Fairfield

Fairfield, CT

What's nearby

Sacred Heart University - 7 min drive - 8.5 km
Fairfield University - 8 min drive - 7.7 km
Penfield Beach - 12 min drive - 11.5 km
Fairfield Beach - 13 min drive - 11.5 km
Jennings Beach - 13 min drive - 11.6 km

Getting around

Fairfield Station - 9 min drive
Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 20 min drive

Restaurants

‪Panera Bread - ‬9 min drive
‪Jersey Mike's Subs - ‬9 min drive
‪Country Cow Deli - ‬8 min drive
‪Starbucks - ‬9 min drive
‪Gruel Britannia - ‬5 min drive

Frequently asked questions

Does Summer estate close to NY, NJ, MA w heated pool sleeps 16+ have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Summer estate close to NY, NJ, MA w heated pool sleeps 16+ pet-friendly?

Yes, this property allows pets (limit 2 total).

What time is check-in at Summer estate close to NY, NJ, MA w heated pool sleeps 16+?

Check-in begins at 4:00 PM.

What time is check-out at Summer estate close to NY, NJ, MA w heated pool sleeps 16+?

Checkout is at 10:00 AM.

Where is Summer estate close to NY, NJ, MA w heated pool sleeps 16+ located?

This family-friendly Fairfield holiday home is located in a rural location, 2.6 mi (4.2 km) from Rolnick Observatory, and within 6 mi (10 km) of Connecticut Audubon Birdcraft Museum and Earthplace Museum. Lake Mohegan Beach and Southport Beach are also within 6 miles (10 km).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Erica B.

9 Jul, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Summer get together

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.

Stayed 4 nights in Jul 2025

10/10 Excellent

Bill R.

19 Jun, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property

Stayed 4 nights in Jun 2025

10/10 Excellent

Gina B.

7 Jul, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home!

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.

Stayed 3 nights in Jun 2025

10/10 Excellent

Bill A.

28 Jul, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best rental home ever

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.

Stayed 4 nights in Jul 2025

10/10 Excellent

Chandra P.

10 Jul, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay

We had amazing stay and it was perfect for a large family gathering.

Stayed 3 nights in Jul 2022

10/10 Excellent

Blake H.

11 Aug, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!

Stayed 3 nights in Aug 2025

10/10 Excellent

Maureen O.

26 Jul, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get together

Beautiful property and we really enjoyed our stay!

Stayed 3 nights in Jul 2023

10/10 Excellent

Danny S.

3 May, 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Our family had a fantastic stay. The home is beautiful and the location is great.

Stayed 49 nights in Mar 2020

10/10 Excellent

Amanda K.

5 Jul, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible backyard and pool for summer fun!

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.

Stayed 6 nights in Jun 2024

10/10 Excellent

Mark H.

10 Jul, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Getaway

Nice escape from the city, beautiful property with a beautiful home with even better amenities. Jeannine is a great host who was very attentive and helpful to our needs. Highly recommended!

Stayed 4 nights in Jul 2022

10/10 Excellent

Amanda K.

15 Jul, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for extended family summer vacation!

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!

Stayed 7 nights in Jul 2023

10/10 Excellent

Amy A.

27 Nov, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family Thanksgiving

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!!!

Stayed 5 nights in Nov 2022

10/10 Excellent

Janet C.

20 Aug, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family getaway

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

Stayed 7 nights in Aug 2022

10/10 Excellent

Verified traveller

5 Aug, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific vacation house!

I rented this house for a multi-generational family gathering and a great time was had by all! The house was super spacious, clean and well stocked with all the amenities one would need on vacation. The kitchen is a cook's dream and very well stocked. We enjoyed the pool and backyard a lot. Jeannine was very responsive throughout our stay and great to work with. Would definitely return to this house.

Stayed 5 nights in Jul 2022

10/10 Excellent

Elisabeth S., France

18 Jul, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything was perfect

We'd come back anytime :-)

Stayed 6 nights in Jul 2022

10/10 Excellent

Hannah M.

29 Nov, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Perfect Thanksgiving

We absolutely loved this home. We celebrated Thanksgiving here with dear friends. The house was a great size for our two families. Wonderful sized rooms but still warm and cozy, great for kids, tastefully decorated and well organized. The host was incredibly kind and thoughtful. We hope to return and highly recommend!

Stayed 5 nights in Nov 2021

10/10 Excellent

Frank D.

3 Sept, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Time with Fanily

The property and host were great. House was a good size, very clean, and had all needed amenities. Pool was especially nice being heated. The host was extremely responsive and a pleasure to work with. Definitely will rent again in the future.

Stayed 7 nights in Aug 2021

10/10 Excellent

Kevin D.

9 Aug, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular Week with Family Friends, Great Yard, Great Home, Great Host.

Our trip was fantastic thanks to an amazing host! The home was perfect for our group and we enjoyed every minute of it!

Stayed 7 nights in Aug 2021

10/10 Excellent

Michelle C.

21 Jul, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous

Amazing house, amazing pool, amazing everything. Would definitely stay here again!

Stayed 3 nights in Jul 2021

10/10 Excellent

Julie P.

3 Jun, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific Getaway

Spectacular house with all of the amenities! Jeannine thought of everything including craft supplies for the little ones. Everything in the kitchen is labeled and she has EVERYTHING you could need. Jeannine is extremely responsive and accommodating. I highly recommend this rental!

Stayed 3 nights in May 2021

10/10 Excellent

Jonathan E.

28 May, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway house for families

We had an awesome weekend and the house was perfect. Even better than it appears in pictures, the property was amazing, the house was stocked with toys and balls for the kids, the pool was heated, and the house was really beautiful. The host was very communicative and helpful and willing to assist with any request. We had an awesome weekend, everyone was comfortable and felt at home and happy and we hope to make it back soon.

Stayed 3 nights in May 2021

10/10 Excellent

michael m., Montecito Santa Barbara CA

11 May, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great re-union property!

Our stay was a birthday / reunion event... 10 old friends who meet every ten years for a surprise birthday celebration. The 5 en-suite bedrooms worked perfectly for us. We can be a fairly rowdy bunch but there is such privacy surrounding the house that we disturbed no one. The kitchen was equipped with everything needed for the making of meals and the beds were comfy and the towels in every room were soft and fluffy! The owners were lovely and very helpful and we had a terrific time!

Stayed 3 nights in May 2021

10/10 Excellent

Joan P., Norwalk

23 Apr, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Family Getaway!

The house and property are gorgeous and incredibly well organized. The kids were engaged for our full time there with all the TOYS, happily doing fooze ball in the top floor playroom, dress up with the dolls and all the clothing in the playroom on the first floor, two different types of blocks for building in the family room, karoake in the top floor playroom, musical concerts in the family room with a guitar and piano... That was an above and beyond treat that there were so many toys for them to engage and play with. Plus the host thoughtfully left toys for each kid as a welcome gift - the science experiment kit was a real treat for not only the kids but their scientifically oriented Dad. Then we made use of every second the weather allowed us to be out in the pool. Days started with breakfast in the lovely huge kitchen, moved outside for swing/playhouse time, all aiming toward hours of fun in the large pool, again with dozens of swim toys for the kids to enjoy. The adults were similarly engaged - we had three folks who loved to cook, so the big kitchen easily accommodated their separate and joint creations. Coffee and tea on the patio to enjoy the morning sun, great family dinners in the evening - it was truly a magical time.

Stayed 6 nights in Apr 2021

10/10 Excellent

Zachary G.

3 Jan, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

We loved it!

Stayed 6 nights in Dec 2020

10/10 Excellent

Dennis E.

2 Dec, 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect getaway!

The property is beautiful. The resort-like setting provided the perfect backdrop as we disconnected and relaxed. The house is lovely. Immaculate. So comfortable. Everything is wonderfully appointed in all of the rooms. Multiple fireplaces. Fully equipped kitchen for making family meals. We had a fabulous vacation and highly recommend this property. Jeanine was gracious with her time and details in making us feel at home.

Stayed 5 nights in Nov 2020

About the host

Hosted by Jeannine Parise

I'm a mom of four young children, married to my best friend and working in my 2nd business. We live in NYC and enjoy this house as our "get away from it all" home. Easy access to the beach and local farms make it relaxing and family friendly. The solar-heated pool is a joy in summer. Kids love the 7 foot high treehouse. Enjoy the fire pit for cozy nights and grill burgers and steaks all year long on the $3,000 Weber Grill. While the design is old world, the house is full of technical and up-to-date amenities like solar-heated pool; indoor/outdoor Sonos wireless speakers; Phillips Hue Smart Lighting system, 80-inch curved TV and state of the art chef's kitchen that's fully stocked.