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Compare 88 Vacation Homes in Greenwich with updated reviews, rates, and availability.

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home

Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

2.0 star property
9.2 out of 10, Wonderful, (5)
"Great location, quite dead end. Excellent value, we had a very comfortable stay.Walking distance to the station for Metro North into NYC. Great deli just around the corner. Responsive hosts, will gladly use again!! "
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

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

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (18)
"We were 9 adult women. There was plenty of space for us to gather as a group as well as sleep. The house is clean and in a great neighborhood. Very easy on and off to the highway to get to our conference in Darien. Highly recommend."
The price is AED 1,212
AED 2,755 total
includes taxes & fees
10 Mar - 11 Mar
New Beach Home near Stamford Downtown/Shippan

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 AED 2,619
AED 4,510 total
includes taxes & fees
27 Mar - 28 Mar
Waterview House Walking Distance from Cove Beach

Charming Colonial Near Stamford Beaches & Dining, Spacious Yard, Pet-Friendly, Smart TV, Strong WiFi

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...
Charming Colonial Near Stamford Beaches & Dining, Spacious Yard, Pet-Friendly, Smart TV, Strong WiFi

Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

9.8 out of 10, Exceptional, (12)
"The property is beautiful and relaxing! We had everything we needed for a great Thanksgiving. Gustavo was an excellent host who checked in on us for anything we might need. I highly recommend this rental! The pond view is stunning and we had 4 ducks visit. "
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood

Spacious 3b/3b Mediterranean in White Plains

9.6 out of 10, Exceptional, (10)
"Very beautiful and spacious home. Super clean and amenities galore. Quiet and peaceful neighborhood. Very well kept and loved the white picket fence. Felt very safe."
Spacious 3b/3b Mediterranean in White Plains

Close to a train, White Plains to NYC.

8.6 out of 10, Excellent, (4)
"Great little apartment with good restaurants nearby. "
Close to a train, White Plains to NYC.

Beautiful 5 bedroom Darien house with pool

Beautiful 5 bedroom Darien house with pool

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 AED 496
AED 1,161 total
includes taxes & fees
15 Mar - 16 Mar
Upscale Super LUX Private 2br Near NYC

Charming Mamaroneck Home ~ 22 Mi to Manhattan

7.8 out of 10, Good, (11)
"Clean and easy check in--Great Location!"
Charming Mamaroneck Home ~ 22 Mi to Manhattan

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

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

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!

10.0 out of 10, Exceptional, (39)
"My husband , daughter, son-in-law and their 5 mos old stayed 3 nights at this lovely duplex which we all enjoyed.We mainly used it for sleeping as had family nearby where we spent majority of time.The bedrooms were a good size and very comfortable.The kitchen is well equipped.The owners were very responsive and accommodating ! Check in and out process very smooth and easy.Would stay there again .Thank you!"
Quaint duplex with private yard. Walk to beach, dining, & shopping!

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

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

9.0 out of 10, Wonderful, (6)
"Overall it was a good stay for my work team."
The price is AED 1,805
AED 3,526 total
includes taxes & fees
27 Mar - 28 Mar
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

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

9.4 out of 10, Exceptional, (10)
"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
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

Delamar Greenwich Harbor

4.0 star property
9.4 out of 10, Exceptional, (910)
"Excellent"
The price is AED 1,450
AED 1,723 total
includes taxes & fees
16 Mar - 17 Mar
Delamar Greenwich Harbor

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (135)
"Friendly and respectful staff. Easy access. Clean and quiet. Very friendly environment. One of the best stays ever. "
Stanton House Inn
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.