Greenwich Vacation Rentals

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Greenwich Vacation Homes

New Beach Home near Stamford Downtown/Shippan
Terrace/patio

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (20)
"Great home with fun ping pong table!"
The price is CA $660
CA $1,303 total
includes taxes & fees
May 5 - May 6
New Beach Home near Stamford Downtown/Shippan
Charming Mamaroneck Home ~ 22 Mi to Manhattan
TV

Charming Mamaroneck Home ~ 22 Mi to Manhattan

7.8 out of 10, Good, (12)
"The property is as advertised. It's spacious and the beds are comfortable; it was clean when we arrived. The kitchen was well equipped - pretty much everything you could want (except, as one previous guest noted, bowls, and dish cloths). Rogerta responded promptly to emails with small questions and we didn't have any issues during our stay. As noted there is a second apartment in the building and you can occasionally hear talking or the TV, but it was not at volume or enough to disturb anyone...
Charming Mamaroneck Home ~ 22 Mi to Manhattan
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
Outdoor dining

GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS

10.0 out of 10, Exceptional, (19)
"This property worked out perfectly for our family group. We needed a home that could accommodate 14 people across 3 generations comfortably and this property definitely addressed our needs. The home is huge, very well laid out, and well appointed. It was very clean and functional. It had a nice homey feel and wasn't cluttered with the owner's things. Some specifics:• There are a LOT of spacious bedrooms. Most have en-suite bathrooms, which is great.• The main level is well laid out and has lots...
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
Waterview House Walking Distance from Cove Beach
TV, fireplace, books, stereo

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "
The price is CA $651
CA $1,293 total
includes taxes & fees
May 7 - May 8
Waterview House Walking Distance from Cove Beach
Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury
Fridge, microwave, oven, stovetop

Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury

9.6 out of 10, Exceptional, (12)
"The property is very nice. It’s updated and clean. The perfect space for my family and I to stay when we are in NewRochelle. I highly recommend this property! "
Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury
3 Mi to Downtown: Spacious White Plains Home
Fridge, microwave, dishwasher, coffee/tea maker

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home
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, (13)
"A e absolutely loved our stay at the pond house. Gustavo was a great host, very responsive. The central heating was key and the whole house was comfortable throughout our stay. The master bathroom is really nice. We loved the location as well as the quiet neighborhood. "
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Private kitchen

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Lovely little home in Stamford."
The price is CA $242
CA $493 total
includes taxes & fees
May 6 - May 7
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Beautiful 5 bedroom Darien house with pool
Pool

Beautiful 5 bedroom Darien house with pool

Beautiful 5 bedroom Darien house with pool
Upscale Super LUX Private 2br Near NYC
Interior

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 CA $187
CA $503 total
includes taxes & fees
May 4 - May 5
Upscale Super LUX Private 2br Near NYC
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, (25)
"Pre-stay communication was excellent, with our host contacting me with suggestions for outings (I asked). Our host met us, gave us a tour of the property - not just the living space but the grounds, too. The house is cozy, well thought out and has small touches like a deck of cards (in case you have a couple of minutes of downtime), a beautiful tea set with a variety of delicious teas to use. The house is thoughtfully decorated, the couch and bed are comfortable and there is plenty of space for...
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
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
Mansion in Greenwich with private lake and river
Interior

Mansion in Greenwich with private lake and river

10.0 out of 10, Exceptional, (3)
"The perfect place for us to stay when we came to town for a family wedding! There was more than enough room for the whole family in this beautiful home. Everyone had their own room and spa-like bathroom. The grandkids loved it too! So much better than staying in a hotel. Our hosts couldn’t have been nicer or more responsive. An all-around great experience!"
Mansion in Greenwich with private lake and river
Bright&Comfy 2bed/1ba in quiet White Plains duplex
Fridge, microwave, oven, stovetop

Bright&Comfy 2bed/1ba in quiet White Plains duplex

8.6 out of 10, Excellent, (4)
"Nice place to stay and convenient location!"
Bright&Comfy 2bed/1ba in quiet White Plains duplex
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Beach

Quaint duplex with private yard. Walk to beach, dining, & shopping!

10.0 out of 10, Exceptional, (40)
"Impecable,very spacious place, with all you need to cook and rest, a charming garden and a wonderful host always ready to help, train station nearby...I loved my stay and will be back soon!"
Quaint duplex with private yard. Walk to beach, dining, & shopping!
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. "
Stylish Beach Home near Stamford Downtown/Beach
Stay 3 Nights or Longer Until May 31st and Get 15% Off
Interior

Stay 3 Nights or Longer Until May 31st and Get 15% Off

9.8 out of 10, Exceptional, (43)
"The property was awesome with great amenities and proximity to everything we wanted. I loved the multiple bathrooms, the Streaming TV service, and the bedroom options. The owner were incredibly easy to communicate with and were always answering our questions. There was some minor damage (from previous clients) to the inside of the home but we did report it with photos. The drive way is on a sever incline and and our large pick up actually slid down to the street before stopping. I went and...
Stay 3 Nights or Longer Until May 31st and Get 15% Off
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
Terrace/patio

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

2.0 star property
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
Private French Country Estate-New Canaan CT-Pool-Film Set-Summer available
Fridge, microwave, oven, stovetop

Private French Country Estate-New Canaan CT-Pool-Film Set-Summer available

10.0 out of 10, Exceptional, (35)
"Thank you for letting us stay at your lovely property over Christmas. We appreciated all the Christmas decorations you put up!! Beautiful!!"
Private French Country Estate-New Canaan CT-Pool-Film Set-Summer available
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Fridge, microwave, oven, stovetop

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

9.0 out of 10, Wonderful, (6)
"Overall it was a good stay for my work team."
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
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

The Safe House - High Tech Apt #3 - 4 beds
Beach

The Safe House - High Tech Apt #3 - 4 beds

9.8 out of 10, Exceptional, (45)
"Had a fun filled weekend and this was the serving time staying here but in a different apartmentVery close to the Capital Theater in Port Chester Excellent restaurants near the theater and we discovered an amazing Asian restaurant within a 5 minute walk"
The Safe House - High Tech Apt #3 - 4 beds
2BR, 1 BA in Lakeside Home in Greenwich with private dock.
Property grounds

2BR, 1 BA in Lakeside Home in Greenwich with private dock.

The price is CA $137
CA $209 total
includes taxes & fees
May 2 - May 3
2BR, 1 BA in Lakeside Home in Greenwich with private dock.
The Safe House - High Tech Apt #2 - 3 Beds
Beach

The Safe House - High Tech Apt #2 - 3 Beds

9.6 out of 10, Exceptional, (38)
"We found this property to be great for a 2 night stay. The rooms are not huge, but the property is in great condition and well appointed, a nice alternative to a hotel. Beds and couch are comfortable, kitchen was well stocked with cooking equipment and nice table for meals. We appreciated the small touches, like plenty of hooks in the bathroom and shelves for our toiletry kits. Only issue we had was with heating system, which is not adjustable by renters and must be adjusted by property...
The price is CA $170
CA $317 total
includes taxes & fees
May 11 - May 12
The Safe House - High Tech Apt #2 - 3 Beds
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.