Greenwich, CT Vacation Homes from AED 495

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Our top choices for Greenwich vacation homes

An outdoor seating area with a round table, a chair, and a hanging light fixture.

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

Waterside

Christopher E.

AED 1,710 total

includes taxes & fees

2 Nov - 3 Nov

A room with large windows overlooking a lake and greenery.

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

Greenwich

Christopher J.

AED 1,270 total

includes taxes & fees

1 Nov - 2 Nov

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

3. Spacious 3BR Townhome | Garage + Near Downtown

West Side

Dave J.

AED 2,196 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

4. 5BR Beach Home | Walk to Cove Beach + Private Yard

Cove - East Side - Shippan

Maury A.

AED 3,583 total

includes taxes & fees

5 Nov - 6 Nov

5. 5BR Beach House, Game Room + Huge Backyard

Cove - East Side - Shippan

Linda M.

A living room with a sofa, armchair, ottoman, and coffee table.

6. Stamford Home | Family, Work and Plenty of Parking

Cove - East Side - Shippan

james w.

AED 1,706 total

includes taxes & fees

2 Nov - 3 Nov

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.

7. 5BR Beach House, Water Views, Steps to Beach, Backyard

Cove - East Side - Shippan

Maxx V.

AED 3,873 total

includes taxes & fees

1 Nov - 2 Nov

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

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

New Rochelle

Drew C.

AED 1,220 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Greenwich

Nathan R.

AED 9,017 total

includes taxes & fees

1 Nov - 2 Nov

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

10. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Linda S.

AED 2,825 total

includes taxes & fees

18 Nov - 19 Nov

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 20,145 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 2,020 total

includes taxes & fees

1 Nov - 2 Nov

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 5,503 total

includes taxes & fees

29 Nov - 30 Nov

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

2 Nov - 3 Nov

A covered porch with wooden rocking chairs and a table, overlooking a body of water with boats and a bridge in the distance.

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

Cold Spring Harbor

Stacey S.

AED 2,384 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, a desk, a chair, a microwave, a coffee maker, and a TV.

16. Cozy Studio by Hofstra University

Uniondale

Tyshieka R.

AED 667 total

includes taxes & fees

5 Nov - 6 Nov

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 1,527 total

includes taxes & fees

31 Oct - 1 Nov

A small, dark-colored building with a welcoming sign, wooden door, and hanging planters.

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

Elmont

Jacob

AED 1,205 total

includes taxes & fees

2 Nov - 3 Nov

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.

19. Cozy Home.

Hempstead

Gina O.

AED 1,078 total

includes taxes & fees

1 Nov - 2 Nov

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Top Greenwich Hotel Reviews

Flex Comfort Apts of Greenwich #1

10/10 Excellent

"Wonderful. Comfortable. Great price. A lovely, homey apartment on the first floor, assigned parking, and a quiet, safe neighborhood. We walked every morning at 5 a.m. and never felt uncomfortable. The rooms were clean and spacious and quiet. Lots of local vendors just a walk away. Really nice. We will certainly book this again when we head this way. Thanks!"

Flex Comfort Apts of Greenwich #2

8/10 Good

"Great location for getting into NYC without the NYC price tag. The host got back to me right away when I asked any questions via Expedia Mail. I gave the king bedroom to my aunt I took one of the twin beds. It was a bit lumpy and the pillow was too fat for my liking. But nice to have a stocked kitchen and family room with couches to watch TV than just another hotel room!"

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

10/10 Excellent

"I honestly can’t say enough good things about this experience. The Hosts made everything about the process simple. Very friendly and accommodating, and responded quickly and clearly with answers to any questions we had. The property lived up to and surpassed our expectations. Wonderful experience all the way around."

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!"

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. Gem by the water+ firepit and all fenced backyard

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

3. Spacious 3BR Townhome | Garage + Near Downtown

4. 5BR Beach Home | Walk to Cove Beach + Private Yard

5. 5BR Beach House, Game Room + Huge Backyard

6. Stamford Home | Family, Work and Plenty of Parking

7. 5BR Beach House, Water Views, Steps to Beach, Backyard

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

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

10. Spacious Retreat with Game Room and Fire Pit

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