Holiday Homes in Greenwich

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Featured Holiday Homes in Greenwich and around

Lower Lvl Private 2BR/1BA Family/Pet Friendly
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (114)
"Peaceful, lovely neighborhood. Easy access to country drives. Quick drive to Stamford station. Helpful host. "
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Fridge, microwave, oven, stovetop
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
9.4 out of 10, Exceptional, (8)
"Great place for a group of friends to use as homebase for some shows at the Capitol Theater. "
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Fridge, microwave, oven, stovetop
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
10.0 out of 10, Exceptional, (34)
"Our stay at Gersende's property was delightful. We had seven friends together for a wedding and this house and property served as a much appreciated comfortable and peaceful retreat. The pool was lovely, the kitchen was well-stocked and functional and the homes quirks and charm grew on us a little more each day. We walked to GrayBarns Mercantile every morning for coffee and it was a quick drive from the grocery as well as the PJ Glass House. Gersende was kind, easy to reach and incredibly...
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Stylish Beach Home near Stamford Downtown/Beach
Property grounds
Stylish Beach Home near Stamford Downtown/Beach
10.0 out of 10, Exceptional, (19)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
The price is €784
includes taxes & fees
22 Nov - 23 Nov
Stylish Beach Home near Stamford Downtown/Beach
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Fridge, microwave, oven, stovetop
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
2.0 star property
8.0 out of 10, Very good, (2)
"The apartment is on the second floor on a dead end st. It is very clean and spacious with new appliances. Host are lovely couple. I only wish that the second bedroom had a full length mirror or any mirror. The master bedroom has 2 and the other had none. Had to keep going into the other room to use mirror. Had trouble using the TV, finally I had to mirror cast/share screen from my cell phone to the tv in order to watch anything. Overall it was a lovely and will go again. "
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
2 mini-bedrooms apartment with antique bathtub.
Interior
2 mini-bedrooms apartment with antique bathtub.
10.0 out of 10, Exceptional, (18)
"Conveniently located to small downtown area & train into NYC. "
2 mini-bedrooms apartment with antique bathtub.
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
Outdoor pool, a heated pool
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
10.0 out of 10, Exceptional, (23)
"The property is absolutely stunning, very peaceful and Zen! Olga is fantastic very caring and attentive to detail. This was the perfect anniversary getaway and I can’t wait to go back."
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
A 1BR close to White Plains Train Station
Outdoor dining
A 1BR close to White Plains Train Station
9.8 out of 10, Exceptional, (8)
"Very nice place. Great furnishings, bed, shower,parking, communications,quite."
A 1BR close to White Plains Train Station
Beautiful 5 bedroom Darien house with pool
Pool
Beautiful 5 bedroom Darien house with pool
Beautiful 5 bedroom Darien house with pool
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Interior
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, (8)
"We were transported and had a wonderful family celebration at this magical location so close to the City. It is exactly as it appears in the photos, spacious comfortable with extraordinary views and a great pool. Very easy to check in and very attentive manager!"
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Upscale Super LUX Private 2br Near NYC
Fridge, microwave, oven, stovetop
Upscale Super LUX Private 2br Near NYC
2.0 out of 10, (1)
"The sheets were way over bleached and burned my skin. The bed is way too soft and the sofa is uneven and sinks. The area is quite scary especially at night, and it is surrounded by vacant lots and construction zones. Most of the other stores in this building are closed, and homeless people walking around. The cleaning products use have a distinctively bad smell that even the air conditioning couldn’t eliminate, and the air conditioners are so loud you can’t hear the tv if they are running."
The price is €292
includes taxes & fees
25 Nov - 26 Nov
Upscale Super LUX Private 2br Near NYC
Waterview House Walking Distance from Cove Beach
Terrace/patio
Waterview House Walking Distance from Cove Beach
9.0 out of 10, Wonderful, (14)
"Was great"
The price is €885
includes taxes & fees
5 Dec - 6 Dec
Waterview House Walking Distance from Cove Beach
Remodeled 3 Bedroom home in the heart of Stamford
Marina
Remodeled 3 Bedroom home in the heart of Stamford
5.0 out of 10, (2)
"So the house is advertised as 4 bedroom but one of the rooms is an attic room with a trundle bed we didn’t really find suitable for any of our guests during the stay. Minimal furniture and some ant problems in the kitchen The in and out of the house was super nice plus the bathroom situation was great. Did the job sorta for what we needed (someone had to bring an air mattress though) but wouldn’t stay again"
Remodeled 3 Bedroom home in the heart of Stamford
3-LEVEL RETRO HOUSE/CLOSE TO BEACH, NYC, STAMFORD, WESTPORT, GREENWICH
Beach nearby
3-LEVEL RETRO HOUSE/CLOSE TO BEACH, NYC, STAMFORD, WESTPORT, GREENWICH
10.0 out of 10, Exceptional, (14)
"Met our needs to have multiple beds in a good location. Good tv. Well equipped kitchen "
3-LEVEL RETRO HOUSE/CLOSE TO BEACH, NYC, STAMFORD, WESTPORT, GREENWICH
New Beach Home near Stamford Downtown/Shippan
Terrace/patio
New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (16)
"Exactly as advertised, great location, easy check-in, hosts responded immediately to questions. Recommended."
The price is €1,597
includes taxes & fees
25 Nov - 26 Nov
New Beach Home near Stamford Downtown/Shippan
St Julian's Place - Large updated Apt @ 40 Min NYC
Property grounds
St Julian's Place - Large updated Apt @ 40 Min NYC
10.0 out of 10, Exceptional, (33)
"This is the 3rd time we've stayed here. The apartment looks great and is convenient for us to visit family. We always enjoy staying here."
St Julian's Place - Large updated Apt @ 40 Min NYC
Charming duplex with private yard. Close to the beach, dining & shopping!
Beach nearby, beach towels
Charming duplex with private yard. Close to the beach, dining & shopping!
9.8 out of 10, Exceptional, (35)
"Really liked staying in this home. The only bathroom is upstairs, so if stairs are an issue, be aware. The dryer is part of the washer so if you are going to wash/dry clothes you will have to hang on a rack which worked fine for us. Bring your own coffee and know there are only the very basics in the kitchen and bathroom. Would stay here again for sure. The location is lovely, we walked to the water and had a glass of wine while the sun was setting. Very short walk. The home is VERY...
Charming duplex with private yard. Close to the beach, dining & shopping!
Charming Mamaroneck Home ~ 22 Mi to Manhattan
TV
Charming Mamaroneck Home ~ 22 Mi to Manhattan
7.6 out of 10, Good, (10)
"We had a great time here. Family of 10. Checkin/Checkout was easy. Place was clean. Host communicated well."
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Interior
Stay 3 Nights or Longer Until January 31 and Get 15% Off
9.8 out of 10, Exceptional, (40)
"Comfortabkeb"
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Outdoor dining
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
9.8 out of 10, Exceptional, (11)
"Peacefully backyard on pond with abundance of wildlife. Great stay!"
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Greenwich

Radio City Apartments
Lobby lounge
Radio City Apartments
3.5 star property
8.8 out of 10, Excellent, (3870)
"One of the best location to visit NewYork. Cozy room but it has everything, clean, stove, fridge Microwave. The staffs are friendly and kind. If i go back to New York, Radio City Apartment will be my first choice. "
The price is €198
includes taxes & fees
25 Nov - 26 Nov
Radio City Apartments
31 Street Broadway Hotel
Exterior
31 Street Broadway Hotel
2.0 star property
5.4 out of 10, (951)
"Great location nice and clean room no issues at all I would stay again "
The price is €216
includes taxes & fees
24 Nov - 25 Nov
31 Street Broadway Hotel
Placemakr Wall Street
Full-sized fridge, microwave, stovetop, coffee/tea maker
Placemakr Wall Street
4.0 star property
9.4 out of 10, Exceptional, (551)
"Great stay "
The price is €295
includes taxes & fees
25 Nov - 26 Nov
Placemakr Wall Street
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.