Greenwich, CT Vacation Homes from AED 495

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Our top choices for Greenwich vacation homes

A dock with kayaks and a canoe, surrounded by trees and a calm lake.

1. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

AED 1,361 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, bedside tables, a mirror, a wardrobe, and a painting on the wall.

2. Gem by the water+ firepit and all fenced backyard

Waterside

Leslie S.

AED 1,714 total

includes taxes & fees

19 Oct - 20 Oct

A modern living room with a white sofa, a glass coffee table, and a piano.

3. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

West Side

Dave J.

AED 2,594 total

includes taxes & fees

27 Oct - 28 Oct

A living room with a sofa set, a coffee table, and a television on a stand.

4. Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

james w.

AED 2,220 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

5. 5BR Beach House, Water Views, Steps to Beach, Backyard

Cove - East Side - Shippan

Maxx V.

AED 3,757 total

includes taxes & fees

20 Oct - 21 Oct

An outdoor patio with a fire pit, green chairs, and a table.

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

New Rochelle

Drew C.

AED 1,290 total

includes taxes & fees

27 Oct - 28 Oct

A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

7. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich

Nathan R.

AED 8,940 total

includes taxes & fees

19 Oct - 20 Oct

A room with a wooden door, a small table with a vase, and a chair.

8. Spacious 3b/3b Mediterranean in White Plains

White Plains

Nancy K.

AED 3,253 total

includes taxes & fees

22 Oct - 23 Oct

A modern kitchen with white cabinets, a marble island, and black bar stools.

9. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Linda S.

AED 2,771 total

includes taxes & fees

5 Nov - 6 Nov

A room with two beds, white curtains, a ceiling light, and a window with a view.

10. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

White Plains

"This guy is a scammer, an hour before my checkin they finally sent me the "location" and claimed they needed more time to clean the property. Then at 5 pm and hour after they claimed their was a gas leak and I couldn't stay there. Only thing is the address they sent me wasn't real and I am convinced this listing is fake in and used to trick people into staying at their actual property in yonkers. DO NOT RENT FROM THEM!"

Ethan G.

AED 3,054 total

includes taxes & fees

18 Oct - 19 Oct

A modern outdoor patio with a seating area, a central table, and a large umbrella.

11. Mansion in Greenwich with private lake and river

Greenwich

J.J. O.

AED 19,617 total

includes taxes & fees

14 Nov - 15 Nov

A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

12. Gilded Age Luxury Surrounded by Nature

Cranbury

AED 2,083 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

13. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

White Plains

"An hour before check-in we were called by the property manager, after four days of messaging them through the app without response, to advise us that the property had an alleged water pipe burst and was unavailable, then attempted to upcharge us for alternate accommodations. An alternate place to stay was finally provided at no additional charge but much smaller than what had been booked. Given the absence of communication for four days and then a sudden incident the day of check-in - the day...

James D.

AED 5,041 total

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

14. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Southeast Yonkers

Jordan S.

AED 495 total

includes taxes & fees

18 Oct - 19 Oct

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

15. Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor

Stacey S.

AED 1,943 total

includes taxes & fees

27 Oct - 28 Oct

A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

16. Cozy Home.

Hempstead

Gina O.

AED 1,066 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a marble island, bar stools, and a built-in oven.

17. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Huntington

Logan M.

AED 1,679 total

includes taxes & fees

18 Oct - 19 Oct

A boardwalk with benches along a beach, buildings in the background, and a sunset sky.

18. It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

Elmont

Jacob

AED 1,169 total

includes taxes & fees

19 Oct - 20 Oct

A two-story building with a covered entryway and a garage.

19. Cozy Studio by Hofstra University

Uniondale

Tyshieka R.

AED 640 total

includes taxes & fees

19 Oct - 20 Oct

A swimming pool at night with blue lighting.

20. Business or Weekend escape

Stratford

Kimberly

AED 559 total

includes taxes & fees

18 Oct - 19 Oct

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Top Greenwich Hotel Reviews

Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.

10/10 Excellent

"A lovely, quiet and safe feeling neighborhood, with easy access to downtown without the fuss and noise."

Cottage nestled in wooded Greenwich setting with New England charm

10/10 Excellent

"Tucked away, quaint and private, I felt like I was in a fairy tale. This cottage is a gem! Decorated in the style of an English Country Manor Guest House with modern conveniences; this recently renovated cottage envelops you in warmth. The bed is cozy and comfy. The “instant” fireplace adds great ambience to the front “sitting room” where a “smart” TV is mounted. Classic works of art and period pieces adorn the walls. Though it doesn’t appear to be, ALL the furniture IS comfortable and staged beautifully. Don't miss the opportunity to put your feet up on the master setee' while enjoying one of the books in the home, or one your brought. Might be hard to concentrate, every window offers a view to daydream in.The bathtub is deep and the hot water excellent – shower is terrific with a “shower” and a hand held (love that it has both). These owners put a lot of thought into the comforts we all seek while trying to “unplug”. This is the place. Located nearby to major interstates (but you don’t know it when you’re in here”, easily accessible to anywhere including the train to Manhattan (a pretty short an easy drive from here, though).I definitely recommend you try the pizza at Amore Pizza not far from you located in the quaint town of Armonk, New York. (you are right on the border).Groceries and reasonably priced gourmet foods along with prepared foods can be found at the newly opened DiCicco’s (ten minutes max) and Wegman's is Wonderful!"

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

10/10 Excellent

"The location was perfect, nice quiet neighborhood. The stone patio was relaxing. The unit was well equipped and the bed was comfortable. It was a bit dated in decor but it was clean and quiet. Definitely a good choice for a quick stay. CC was super responsive and cordial in their texts, I did not get to meet them."

Spacious 3-bedroom condo in beautiful Greenwich with garage unit B

10/10 Excellent

"Host was attentive and engaged. Very fast on responses. Was impressed.Unit was very clean and organized. Beds were comfortable. Kitchen had all the dishes, silverware, cookware needed. Making coffee was easy with a Nespresso, drip pot, and grinder. Would suggest adding tall glasses.Couple of suggestions:1. Add another wing chair to living room.2. Change the blinds to something better.Will definitely consider unit again as it met our needs"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenwich vacation homes

1. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2. Gem by the water+ firepit and all fenced backyard

3. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

4. Spacious Stamford Home | Family, Work, Parking

5. 5BR Beach House, Water Views, Steps to Beach, Backyard

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

7. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

8. Spacious 3b/3b Mediterranean in White Plains

9. Spacious Retreat with Game Room and Fire Pit

10. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

11. Mansion in Greenwich with private lake and river

12. Gilded Age Luxury Surrounded by Nature

13. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

14. Nice Cozy Room By Empire City Casino And Cross County Shopping Center