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

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

A spacious living room with a stone fireplace, a piano, a large colorful rug, and a cozy seating area.
A spacious kitchen with wooden flooring, white cabinetry, and a central island.
A spacious kitchen with white cabinetry, a large island with stools, stainless steel appliances, and a chandelier.
A large white house with a swimming pool, surrounded by dense forest.
A spacious room with a bed, a white sofa, a round coffee table, and large windows with a view of greenery.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.

Popular amenities

  • Patio
  • Private pool
  • Kitchenette
  • On-site fitness centre
  • Toys
  • Electric vehicle charging point

Explore the area

View 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 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

Add dates for prices

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About the area

Fairfield

Located in Greenfield Hill, a neighbourhood 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 Trout Brook Valley State Park Reserve and Lucius Pond Ordway / Devil's Den Preserve. Travelling with kids? Consider Rolnick Observatory and Fairfield Theater Company. Take in the nearby slopes with cross-country skiing and skiing, or try out other outdoor activities such as sledging and ice skating.
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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 - 8.1 km
  • Jennings Beach - 17 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
  • ‪Corner Market & Sandwich Shop - ‬5 min drive
  • ‪Jersey Mike's Subs - ‬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.

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

On-site 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+?

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 Fairfield Theater Company and Westport Arts Center. Lake Mohegan Beach and Southport Beach are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 30 out of 30 reviews
Rating 8 - Good. 0 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was ideal for our multigenerational family gathering: ample space, a large and very functional kitchen for preparing food for 12 people and a great pool and yard. Jeannine was extremely responsive and easy to reach (though there was not much need to do so because everything was just right at the house.) We had a fabulous time and would book again next year!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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
Response from VrboOwner on 25 July 2020
Thank you for your kind review. We enjoyed hosting you and your family, Danny. Hope to see you again soon.
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 7 July 2024
What a wonderful and thoughtful review! You guys are the best and we appreciate you! Have a great summer!!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 18 June 2021
Julie, You make hosting easy! Thank you for this thoughtful review and for taking great care of our house. Come back again! Jeannine
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such an amazing house and host. Experience was seamless!
Stayed 3 nights in Jun 2026
Response from VrboOwner on 29 June 2026
Abby, Thank you so much for your wonderful 5-star review! We’re thrilled to hear you and your group had such a seamless experience and enjoyed the home. It was a pleasure hosting you, and we truly appreciate the great care you took of the property. We’d love to welcome you back anytime your family or friends are looking for a place to gather. Safe travels, and we hope to host you again soon!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

Everything was perfect

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Response from VrboOwner on 27 July 2021
Thanks for taking the time to write a review, Michelle. We appreciate you!
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
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