Greenwich Holiday Rentals from €274: Search Short-Term Rentals

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Our top choices for Greenwich holiday rentals

A room with large windows overlooking a lake and greenery.

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

Greenwich

Christopher J.

includes taxes & fees

26 Oct - 27 Oct

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.

includes taxes & fees

26 Oct - 27 Oct

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.

includes taxes & fees

26 Oct - 27 Oct

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

Downtown Stamford

Marisa C.

includes taxes & fees

28 Oct - 29 Oct

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

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

Greenwich

Lisa H.

includes taxes & fees

26 Oct - 27 Oct

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.

includes taxes & fees

26 Oct - 27 Oct

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.

includes taxes & fees

1 Nov - 2 Nov

A house with a porch, a white door, and a window with blinds.

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

Waterside

Leslie S.

includes taxes & fees

26 Oct - 27 Oct

A modern living room with a grey sofa, a small round coffee table, and a dining area with a kitchen in the background.

9. Romantic hideout. 1Br. Lower Level

Waterside

Cheryl H.

includes taxes & fees

26 Oct - 27 Oct

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

10. Stamford Suites

Downtown Stamford

Alice

includes taxes & fees

2 Nov - 3 Nov

A wooden gazebo with a lattice roof overlooking a forested area with a stream.

11. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

includes taxes & fees

26 Oct - 27 Oct

12. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

Greenwich

Mark

includes taxes & fees

7 Nov - 8 Nov

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

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

West Side

Dave J.

includes taxes & fees

28 Oct - 29 Oct

A kitchen with white cabinets, a coffee maker, and a bowl on the counter.

14. Seabreeze at the beach west beach Stamford ct.

Cove - East Side - Shippan

bill J.

includes taxes & fees

15 Nov - 16 Nov

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

15. Stylish Home and Cozy200

Downtown Stamford

includes taxes & fees

1 Nov - 2 Nov

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.

includes taxes & fees

28 Oct - 29 Oct

17. Stylish Home With Free ParkingZA

Glenbrook-Belltown

includes taxes & fees

3 Nov - 4 Nov

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

18. Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

james w.

includes taxes & fees

26 Oct - 27 Oct

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

19. Guesthouse at Norwalk Inn

Historic District

anthony

includes taxes & fees

26 Oct - 27 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.

20. 5BR Beach House, Water Views, Steps to Beach, Backyard

Cove - East Side - Shippan

Maxx V.

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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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwich holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwich holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwich holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwich holiday rentals we have selected for you start as low as €274 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwich rentals

At Expedia, we put the best Greenwich holiday 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 holiday.

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 holiday rental in Greenwich?

Yes, there are holiday rentals in Greenwich close to Bruce Museum of Arts and Science, or you can select a more secluded option if you're looking for 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 are some of the best holiday rentals that Greenwich has to offer?

Location! Extra large 7 bed /1 bath unit with parking in Jersey City Heights.: This holiday home rental outside of Greenwich 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 that you can cook with friends or family.

How many holiday rentals are there in Greenwich?

Expedia has 12 holiday 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 holiday rentals like in Greenwich?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwich. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for families.

Holiday Rentals in Greenwich

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Check prices for these dates

Our top choices for Greenwich holiday rentals

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

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

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

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

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

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

7. Modern Luxe 1BR Apt in Downtown Stamford

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

9. Romantic hideout. 1Br. Lower Level

10. Stamford Suites

11. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

12. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

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

14. Seabreeze at the beach west beach Stamford ct.

15. Stylish Home and Cozy200

16. Modern Luxury 1BR Stamford Getaway

17. Stylish Home With Free ParkingZA

18. Spacious Stamford Home | Family, Work, Parking

19. Guesthouse at Norwalk Inn

20. 5BR Beach House, Water Views, Steps to Beach, Backyard

Find holiday rentals that suit your style

Top Greenwich Hotel Reviews

Delamar Greenwich Harbor

Find out more about Greenwich

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