Is RESERVE LABOR DAY WEEK SOON IN OLD GREENWICH. BEACH PASSES INCLUDED. PETS OK. pet-friendly?

Yes, this property allows pets (limit 4 total).

Where is RESERVE LABOR DAY WEEK SOON IN OLD GREENWICH. BEACH PASSES INCLUDED. PETS OK. located?

This family-friendly Old Greenwich holiday home is located by the sea, within 3 mi (5 km) of Greenwich Point Park, Mill River Park and Stamford Town Center. E. Gaynor Brennan Golf Course and Stamford Center for the Arts are also within 3 miles (5 km).

INSTANT BOOK LABOR DAY WEEK NOW IN OLD GREENWICH. PETS OK. BEACH PASSES INCLUDED Reviews, Deals & Photos 2025

About the area

Located in Old Greenwich, this holiday home is near theme parks and near the beach. Westchester County Center and Stamford Center for the Arts are cultural highlights, and some of the area's attractions include Mill River Park and Chelsea Piers. Consider Crescent Beach Club for a night out or Bruce Museum of Arts and Science if you're travelling with kids. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Visit our Old Greenwich travel guide

View more Holiday homes in Old Greenwich

10/10 Excellent

Alaria P.

2 Jul 2018

Excellent experience staying at Jim’s place. Perfect for our wedding weekend!

Jim was such a responsive and helpful host. The house was a perfect getaway and preparation spot for my wedding weekend. Jim responded within minutes both leading up and during my stay. He was endlessly accommodating and made th stay perfect. I would definitely rent again! The location is perfect for a stay in Old Greenwich with quick access to the beach, while also being close to 95 and central Greenwich.

Stayed 3 nights in Jun 2018

10/10 Excellent

Phoebe W.

11 Aug 2023

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

Wonderful family reunion

We stayed at Jim’s home for a family reunion and had a wonderful time. The house is well equipped for large groups and has a great games room for pool, ping pong and a pinball machine. We enjoyed group dinners on the deck and everything was easy to find and as advertised in the listing. Jim was very helpful and proactively communicated to make sure we had all the information about the property as well as some free beach passes - thank you! We would definitely return to this property again.

Stayed 7 nights in Aug 2023

10/10 Excellent

Desiree H.

5 Dec 2024

Stayed 5 nights in Nov 2024

10/10 Excellent

gail h.

31 May 2023

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

Old greenwich

Clean, well located. As grandparents we found we climbed the stairs carefully to reach main bedroom

Stayed 4 nights in May 2023

10/10 Excellent

Petite S., Bay Area, Northern CA

15 Apr 2022

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

Charming Beach House

The property manager was very responsive, the check in process was seamless. Perfect location. Warm and welcoming home. We all loved it and hope to stay here, again.

Stayed 8 nights in Mar 2022

10/10 Excellent

Lisa D., San Marcos, California

28 Dec 2020

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

Lovely Old Connecticut Charm

We all really enjoyed our Christmas stay! The owner is very helpful, responsive and friendly. He even ordered a high chair and portable crib for the property so we could use it over the holidays.

Stayed 7 nights in Dec 2020

8/10 Good

Rosemary M.

25 Sept 2020

Liked: Check-in, communication, location

Terrific location and yard - very basic accommodation

The house location, in one of the prettiest coastal towns in the NE, is perfect. The kitchen is well equipped, and the backyard is large and private. Jim, the owner, is extremely helpful and responsive to any fixable issues. The house interior is well worn which is not terrible, but it would have been useful to know there is only one small older bathroom for the four bedrooms on the second level - which was not great for us nor what we expected. Separately, the master has its own bathroom. The “third” bathroom is a small corner shower in the laundry room which is in the middle of the family/dining room and the “half” bath is in the unfinished basement with a strange sort of curtain arrangement. The photos of the house are not recent and the big bright room with sliders shown on the lower level now has beds, with little space and the outside is overgrown, making the room dark. We could not use this lower level which was disappointing. Jim’s accommodation does also have an outside entrance, but is within the house on the first floor, below the master bedroom and above lower level, and unexpectedly Jim was in the house for our entire stay. Not ideal, but we all love Old Greenwich!

Stayed 49 nights in Jul 2020

10/10 Excellent

Verified traveller

5 Jan 2020

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

Beautiful home for holiday!!

From start to finish, was an exceptional experience. We couldn’t have found a nicer place. The owner was extremely helpful with communication regarding the stay- all the necessary details and also really accommodating with check-in. Pleasing a grown family of 8 was not an easy task, but everyone really enjoyed the coziness and warmth of the home- and even though there was so much space we all came together in the bright family room and had the best stay. Each said they wanted to come back and rent this home again. The proximity to town and the beach was perfect. We had everything we needed and more! As I mentioned to the owner, it was so nice to see my young adults off of their phones and spending time together. The checkerboard table was a hit! Thank you again Jim!!

Stayed 3 nights in Dec 2019

8/10 Good

Lesley H.

17 Oct 2019

Liked: Check-in, communication, location, listing accuracy

Large, spacious and great location

6 colleagues stayed here for a business trip! It was perfect in teens if size and location. A very old fashioned and classic home! The only negative I have is for a large house, it really requires a deep clean every 2-3 months if renting out. Some areas of the house were not great. Other than that no issues and very accommodating!

Stayed 6 nights in Oct 2019

10/10 Excellent

Barbara D.

30 Sept 2019

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

Old Greenwich gathering place

This is an absolutel lovely older home in a beautiful neighborhood. Large living room areas with a player piano to entertain us. Lovely deck and back yard. With 6 bedrooms, it was perfect for a family gathering while we attended a wedding. Next to the ceremony, being able to stay together and relax made all the difference to our stay. And a big Thank you for the beach passes, it allowed us to have a great picnic on the beach on a tight schedule.

Stayed 2 nights in Sep 2019

10/10 Excellent

daniel g.

19 Sept 2019

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

Old Greenwich family weekend

Clean classic and gracious home. Was wonderful.

Stayed 2 nights in Sep 2019

8/10 Good

ann h.

10 Sept 2019

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

Last breath of summer.

We had a wonderful family experience in this large & comfortable home. Our host, Jim was very accommodating. We found him very easy to deal with because he tried to anticipate all our needs & was extremely helpful.

Stayed 2 nights in Sep 2019

10/10 Excellent

Maurine D.

18 Aug 2019

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

Relaxing family reunion

Thank you for the use of your lovely home. This house has everything you need to host a large gathering. Plenty of seating and space to dishes and glasses, we never ran out. What a great trip.

Stayed 7 nights in Aug 2019

8/10 Good

Verified traveller

11 Aug 2019

Liked: Check-in, communication, location, listing accuracy

Family friendly vacation

very acceptable for large family gathering and allowed for two larger parties Very well equipped,all new outside grill parts..VeryTired dish and clothes washer.

Stayed 14 nights in Jul 2019

8/10 Good

Verified traveller

6 Jul 2019

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

Perfect location and nice and spacious

Jim was great to work with. The house was nice and spacious for a big family. A little outdated and could use some small upgrades to make the stay even better but all in all his home worked out great for us. He was very accommodating, the location was great and no complaints

Stayed 14 nights in Jun 2019

10/10 Excellent

Robert I., United States

27 May 2019

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

Charming vintage home in outstanding location

Owner Jim is amazingly accommodating and attentive. His charming vintage home is beautifully appointed and with many interesting antiques. Very cozy and inviting in a beautiful neighborhood

Stayed 2 nights in May 2019

10/10 Excellent

Diana V.

21 May 2019

spacious and comfortable

We had a great stay. As two families were sharing the home, this was a big plus: lots of room to spread out so that we never felt we were crowding each other. Terrific location, with a short walk to Old Greenwich through a really lovely neighborhood.

Stayed 3 nights in May 2019

10/10 Excellent

Wynn V.

10 May 2019

Great stay

We had a great time here. The house is big with plenty of beds, a big kitchen and two living areas. Jim was extremely quick and thorough when answering questions we had. Location was perfect. 10 of us stayed here and we never felt too cramped. Would love to return!

Stayed 3 nights in Apr 2019

10/10 Excellent

Theresa M.

10 Mar 2019

An amazing house with a wonderful host, would definitely stay here again!

The house is VERY spacious and comfortable. There was no shortage of places to sit and relax. The owner Jim is meticulous and very kind. We had a group of 14 stay and hosted a small party for our daughter’s first Birthday. This was the perfect space to entertain and relax. Thanks so much Jim!

Stayed 2 nights in Mar 2019

10/10 Excellent

Scott W., New York, NY

7 Jan 2019

Charming and Spotless Greenwich Getaway

We loved our stay in Old Greenwich! A group of us rented for the New Year's Weekend and it was perfect. It was super clean with a great kitchen with everything we needed to cook together. A charming fireplace and comfortable beds and furnishings. It has a huge back yard ( which our dogs loved ) and is in a beautiful neighborhood close enough to walk to the beach. Jim was easy to communicate with and was very responsive and made it all very easy. We would stay here again and hope to visit again soon.

Stayed 3 nights in Dec 2018

10/10 Excellent

Ruth C.

25 Nov 2018

Comfortable for large family

This comfortable house had plenty of room for our family of ten. We liked having two sitting areas and enjoyed the living room fireplace. The kitchen had everything we needed for preparing many meals - including Thanksgiving dinner - for our large group and the dining room table accommodated us all. Beautiful neighborhood and we drove down to the park on the point where we could see NYC in the distance. Took a field trip to Grace Farms.

Stayed 3 nights in Nov 2018

10/10 Excellent

Manoj R.

24 Nov 2018

Everything better than expected

Jim was most pleasant to work with. The home was warm and accommodated our family and friends. The home is neat, clean and well equipped for a small family gathering in an intimate setting. We hope to revisit Jim's lovely home in the future.

Stayed 2 nights in Nov 2018

10/10 Excellent

Bonnie J.

1 Nov 2018

Clean and adorable!

The host, Jim was just amazing! He went out and bought special spices and extra virgin olive oil for us. He knew we were having a party to celebrate our mom turning 90 and had everything he could ready for us! The absolute best part was that he LET us have a party at his home. Many VRBO places turned us down because we were hosting a party on Saturday. We had a total of 15 family members joining us from as far away as Iowa, California and Maine! We were quiet and comfortable and grateful he let us have a family gathering.

Stayed 3 nights in Oct 2018

10/10 Excellent

Maria A.

1 Aug 2018

Quaint, Quiet and Peacefull

We had an amazing time staying at this lovely home in Greenwich. It fit our needs perfectly. Large rooms with comfortable beds and AC when needed. We had 3 little ones under 3 years old and this house was great. Huge backyard for them to run and play and plenty of space inside for playing as well. Great kitchen with everything you may need to cook with. Neighborhood is very quiet and great to walk in. Big playground within walking distance and the beach is only a few minute drive and you could totally bike to it. Jim is a great host and responded promptly if we had any questions.

Stayed 4 nights in Jul 2018

10/10 Excellent

Amy B.

4 May 2018

Friends Enjoy Weekend in Old Greenwich

The house was lovely, clean, well-stocked, and comfy. The owner is nearby, and was responsive to our requests both prior to and during our weekend stay. Neighborhood is fascinating to drive through, with an eclectic array of architectural styles. Definitely a positive experience.

Stayed 2 nights in Apr 2018

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INSTANT BOOK LABOR DAY WEEK NOW IN OLD GREENWICH. PETS OK. BEACH PASSES INCLUDED

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