Greenwich Holiday Homes from €104: Search Top House Rentals

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Our top choices for Greenwich holiday 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.

includes taxes & fees

5 Nov - 6 Nov

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

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

Greenwich

Christopher J.

includes taxes & fees

5 Nov - 6 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.

includes taxes & fees

5 Nov - 6 Nov

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

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

Cove - East Side - Shippan

james w.

includes taxes & fees

9 Nov - 10 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.

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

Cove - East Side - Shippan

Maxx V.

includes taxes & fees

11 Nov - 12 Nov

6. 5BR Beach House, Game Room + Huge Backyard

Cove - East Side - Shippan

Linda M.

includes taxes & fees

6 Nov - 7 Nov

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

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

New Rochelle

Drew C.

includes taxes & fees

11 Nov - 12 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.

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

Greenwich

Nathan R.

includes taxes & fees

5 Nov - 6 Nov

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

9. Mansion in Greenwich with private lake and river

Greenwich

J.J. O.

includes taxes & fees

14 Nov - 15 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.

includes taxes & fees

8 Nov - 9 Nov

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

11. Gilded Age Luxury Surrounded by Nature

Cranbury

includes taxes & fees

5 Nov - 6 Nov

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

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

Southeast Yonkers

Jordan S.

includes taxes & fees

5 Nov - 6 Nov

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

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

Cold Spring Harbor

Stacey S.

includes taxes & fees

16 Nov - 17 Nov

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

14. Cozy Studio by Hofstra University

Uniondale

Tyshieka R.

includes taxes & fees

29 Nov - 30 Nov

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

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

Huntington

Logan M.

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

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

Elmont

Jacob

includes taxes & fees

23 Nov - 24 Nov

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

17. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Historic District

Melissa H.

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.

18. Cozy Home.

Hempstead

Gina O.

includes taxes & fees

3 Dec - 4 Dec

A two-story house with a large front porch, a garage, and a well-maintained lawn.

19. The Victorian Blue 25min to NYC

North Side

Sarah D.

includes taxes & fees

8 Nov - 9 Nov

A swimming pool at night with blue lighting.

20. Business or Weekend escape

Stratford

Kimberly

includes taxes & fees

5 Nov - 6 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!"

Find out more about Greenwich

Greenwich Holiday Homes information

Number of reviews	400
Accommodation	70 Holiday Homes
Lowest Price	€104
Highest Price	€4,525

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Check prices for these dates

Our top choices for Greenwich holiday 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. Stamford Home | Family, Work and Plenty of Parking

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

6. 5BR Beach House, Game Room + Huge Backyard

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

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

9. Mansion in Greenwich with private lake and river

10. Spacious Retreat with Game Room and Fire Pit

11. Gilded Age Luxury Surrounded by Nature

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