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

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Exterior
Pool
Living area
Exterior
Exterior

Reviews

10 out of 10
Exceptional
7 bedrooms8+ bathroomsSleeps 166000 sq ft

Popular amenities

  • Private pool
  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Fairfield, CT
  • Place, Connecticut Audubon Society at Larsen Sanctuary
    ‪5 min drive‬
  • Place, Sacred Heart University
    ‪8 min drive‬
  • Place, Fairfield University
    ‪9 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪46 min drive‬

Rooms & beds

7 bedrooms (sleeps 16)

Accessible 1st floor bedroom

1 Queen Bed

Bunk Room

2 Twin Bunk Beds and 1 Twin Bed

Master Bedroom

1 King Bed

Play / Bedroom

1 Double Futon

Queen + Twins

2 Twin 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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: limit 2 total
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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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Fairfield

Located in Greenfield Hill, a neighborhood in Fairfield, this vacation home is in a rural area. Bridgeport Downtown South Historic District and Wilton Historical Society are local landmarks, and the area's natural beauty can be seen at Trout Brook Valley State Park Reserve and Lucius Pond Ordway / Devil's Den Preserve. Traveling with kids? Consider Rolnick Observatory and Connecticut Audubon Birdcraft Museum. Take in the nearby slopes with cross-country skiing and skiing, or check out other outdoor activities such as sledding and ice skating.
View more Vacation Homes in FairfieldOpens in a new window
Map
Fairfield, CT

What's nearby

  • Connecticut Audubon Society at Larsen Sanctuary - 5 min drive - 5.0 km
  • Sacred Heart University - 8 min drive - 9.2 km
  • Fairfield University - 9 min drive - 8.8 km
  • Penfield Beach - 15 min drive - 12.6 km
  • Yale University - 39 min drive - 48.3 km

Getting around

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

Restaurants

  • ‪Panera Bread - ‬9 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪Starbucks - ‬9 min drive
  • ‪Jersey Mike's Subs - ‬9 min drive
  • ‪Little Pub Fairfield - ‬9 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.

How much does it cost to stay at Summer estate close to NY, NJ, MA w heated pool sleeps 16+?

As of May 3, 2026, prices found for a 1-night stay for 2 adults at Summer estate close to NY, NJ, MA w heated pool sleeps 16+ on May 5, 2026 start from $3,687, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

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

How much is parking?

Onsite parking is available at the property.

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+?

Check-out is at 10:00 AM.

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

This family-friendly Fairfield vacation 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 Fairfield Theater Company. Regina A. Quick Center for the Arts and Westport Arts Center are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 27 out of 27 reviews
Rating 8 - Good. 0 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Chandra P.

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
Verified

10/10 Excellent

Bill R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent property
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Danny S.

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
Verified

10/10 Excellent

Erica B.

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
Verified

10/10 Excellent

Maureen O.

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
Verified

10/10 Excellent

Gina B.

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
Verified

10/10 Excellent

Bill A.

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
Verified

10/10 Excellent

Mark H.

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
Verified

10/10 Excellent

Amanda K.

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
Verified

10/10 Excellent

Amanda K.

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
Verified

10/10 Excellent

Blake H.

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
Verified

10/10 Excellent

Julie P.

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
Verified

10/10 Excellent

Amy A.

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
Verified

10/10 Excellent

Janet C.

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
Verified

10/10 Excellent

Verified traveler

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
Verified

10/10 Excellent

Elisabeth S.

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

Everything was perfect

We'd come back anytime :-)
Stayed 6 nights in Jul 2022
Verified

10/10 Excellent

Hannah M.

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
Verified

10/10 Excellent

Frank D.

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
Verified

10/10 Excellent

Kevin D.

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
Verified

10/10 Excellent

Michelle C.

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
Verified

10/10 Excellent

Jonathan E.

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
Verified

10/10 Excellent

michael m.

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
Verified

10/10 Excellent

Joan P.

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
Verified

10/10 Excellent

Zachary G.

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

Excellent

We loved it!
Stayed 6 nights in Dec 2020
Verified

10/10 Excellent

Dennis E.

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

Host profile image
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.

Why they chose this property

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