Greenwich Vacation Rentals from ￥47,738: Search Short-Term Rentals

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Our top choices for Greenwich vacation rentals

1. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Downtown Stamford

Marisa C.

￥42,744 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a sofa, a coffee table, and a bar stool.

2. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Downtown Stamford

michelle b.

￥49,713 total

includes taxes & fees

Oct 19 - Oct 20

A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

3. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Port Chester

Sarah W.

￥65,244 total

includes taxes & fees

Oct 25 - Oct 26

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

4. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

￥58,547 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Waterside

Leslie S.

￥73,731 total

includes taxes & fees

Oct 19 - Oct 20

A wooden staircase leading to a gazebo in a forested area with a metal railing.

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

Greenwich

"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...

Kathleen W.

￥47,738 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

7. Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford

Jill G.

￥65,989 total

includes taxes & fees

Oct 21 - Oct 22

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

8. Stamford Suites

Downtown Stamford

Alice

￥29,802 total

includes taxes & fees

Oct 22 - Oct 23

A dining table set with plates, cutlery, and a bowl of lemons.

9. Romantic hideout. 1Br. Lower Level

Waterside

Cheryl H.

￥48,055 total

includes taxes & fees

Oct 20 - Oct 21

A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

10. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

￥79,794 total

includes taxes & fees

Oct 19 - Oct 20

11. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

Greenwich

Mark

￥79,657 total

includes taxes & fees

Oct 19 - Oct 20

A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

12. Guesthouse at Norwalk Inn

Historic District

Ronbert

￥50,886 total

includes taxes & fees

Nov 18 - Nov 19

An outdoor seating area with tables and chairs, surrounded by planters with flowers, and a modern building in the background.

13. Seabreeze at the beach west beach Stamford ct.

Cove - East Side - Shippan

bill J.

￥80,811 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a sink. There are two bar stools at the counter.

14. Modern Luxury 1BR Stamford Getaway

Downtown Stamford

"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...

Debbie N.

￥56,705 total

includes taxes & fees

Oct 28 - Oct 29

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

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

West Side

Dave J.

￥112,526 total

includes taxes & fees

Oct 28 - Oct 29

A modern kitchen with a central island, pendant lights, and built-in shelves.

16. Stylish Home and Cozy200

Downtown Stamford

￥48,646 total

includes taxes & fees

Oct 20 - Oct 21

A spacious living room with a large sliding glass door leading to a patio, a cozy seating area with a sofa and armchairs, and a modern art piece on the wall.

17. Solara – Luxury 1BR Downtown

Downtown Stamford

￥67,098 total

includes taxes & fees

Oct 27 - Oct 28

18. Stylish Home With Free ParkingZA

Glenbrook-Belltown

￥48,646 total

includes taxes & fees

Nov 1 - Nov 2

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

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

New Rochelle

Drew C.

￥55,487 total

includes taxes & fees

Oct 27 - Oct 28

A motel with a blue awning and a '6 Now Open' sign.

20. 1 Queen Bed | Non-Smoking

Elmsford

￥20,162 total

includes taxes & fees

Oct 20 - Oct 21

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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"

Find out more about Greenwich

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Frequently asked questions

Can I find a vacation rental in Greenwich?

Yes, we offer vacation rentals in Greenwich close to Bruce Museum of Arts and Science, or you can select a secluded option if you want a relaxing stay. The waterfront and restaurants are several reasons why visitors like Greenwich. Make sure you have time to check out the churches while you're in the area.

What's the top vacation rental that Greenwich has to offer?

Location! Extra large 7 bed /1 bath unit with parking in Jersey City Heights.: Visitors like this Greenwich vacation home rental. It is equipped with a selection of games, air-conditioning, and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Greenwich?

Expedia has 12 vacation rentals for your stay in Greenwich.

What can I see and do in Greenwich?

Cultural attractions include Bruce Museum of Arts and Science and Cavalier Galleries, whereas Hawthorne Beach and Comfort Preserve are a couple of picturesque spots to enjoy the outdoors. Greenwich Avenue and Putnam Cottage are other places to visit while you're in town.

What are vacation rentals like in Greenwich?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Greenwich. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family getaway.

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Check prices for these dates

Our top choices for Greenwich vacation rentals

1. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

2. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

3. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

4. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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

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

7. Modern Luxe 1BR Apt in Downtown Stamford

8. Stamford Suites

9. Romantic hideout. 1Br. Lower Level

10. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

11. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

12. Guesthouse at Norwalk Inn

13. Seabreeze at the beach west beach Stamford ct.

14. Modern Luxury 1BR Stamford Getaway

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

16. Stylish Home and Cozy200

17. Solara – Luxury 1BR Downtown

18. Stylish Home With Free ParkingZA

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

20. 1 Queen Bed | Non-Smoking

Find vacation rentals that suit your style

Top Greenwich Hotel Reviews

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

Delamar Greenwich Harbor

Flex Comfort Apts of Greenwich #1

Cottage nestled in wooded Greenwich setting with New England charm

Flex Comfort Apts of Greenwich #2

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

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

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

Flex Comfort Apts of Greenwich #3

Find out more about Greenwich

Frequently asked questions

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