Greenwich Vacation Rentals from $301: Search Short-Term Rentals

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Our top choices for Greenwich vacation rentals

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

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

Port Chester

Sarah W.

$361 nightly

Oct 25 - Oct 26

Total with taxes and fees

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.

$277 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

Downtown Stamford

Marisa C.

$239 nightly

Oct 26 - Oct 27

Total with taxes and fees

A residential backyard with a lawn, a shed, and a house.

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

Waterside

Leslie S.

$411 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

5. Stamford Suites

Downtown Stamford

Alice

$167 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

6. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

$349 nightly

Oct 25 - Oct 26

Total with taxes and fees

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.

$368 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

8. 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.

$266 nightly

Oct 22 - Oct 23

Total with taxes and fees

A rustic cabin surrounded by lush greenery and a stone pathway leading to it.

9. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Greenwich

Lisa H.

$1,418 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

10. Romantic hideout. 1Br. Lower Level

Waterside

Cheryl H.

$268 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

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

Greenwich

Mark

$445 nightly

Oct 23 - Oct 24

Total with taxes and fees

12. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

$439 nightly

Oct 24 - Oct 25

Total with taxes and fees

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

13. Guesthouse at Norwalk Inn

Historic District

anthony

$327 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

14. Seabreeze at the beach west beach Stamford ct.

Cove - East Side - Shippan

bill J.

$456 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

$561 nightly

Oct 27 - Oct 28

Total with taxes and fees

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.

16. 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.

$317 nightly

Oct 28 - Oct 29

Total with taxes and fees

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

17. Stylish Home and Cozy200

Downtown Stamford

$272 nightly

Oct 21 - Oct 22

Total with taxes and fees

18. Stylish Home With Free ParkingZA

Glenbrook-Belltown

$272 nightly

Nov 3 - Nov 4

Total with taxes and fees

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.

19. Solara – Luxury 1BR Downtown

Downtown Stamford

$375 nightly

Oct 27 - Oct 28

Total with taxes and fees

A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

20. 1 King Bed | Non-Smoking

Elmsford

Anonymous traveler

$114 nightly

Oct 21 - Oct 22

Total with taxes and fees

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Top Greenwich Hotel Reviews

Delamar Greenwich Harbor

8/10 Good

"The WIFI was poor, often dropping the connection on my devices."

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"

Find out more about Greenwich

Everything you need to know about Greenwich vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwich vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwich vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwich vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwich. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greenwich in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $301 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenwich rentals

At Expedia, we put the best Greenwich vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenwich rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwich vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwich. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Stamford

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.

Greenwich Vacation Rentals

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Check prices for these dates

Our top choices for Greenwich vacation rentals

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

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

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

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

5. Stamford Suites

6. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

7. Modern Luxe 1BR Apt in Downtown Stamford

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

9. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

10. Romantic hideout. 1Br. Lower Level

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

12. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

13. Guesthouse at Norwalk Inn

14. Seabreeze at the beach west beach Stamford ct.

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

16. Modern Luxury 1BR Stamford Getaway

17. Stylish Home and Cozy200

18. Stylish Home With Free ParkingZA

19. Solara – Luxury 1BR Downtown

20. 1 King Bed | Non-Smoking

Find vacation rentals that suit your style

Top Greenwich Hotel Reviews

Delamar Greenwich Harbor

Find out more about Greenwich

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