Greenwich Holiday Rentals

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Holiday Rentals in Greenwich

The Mansion Hotel-style

4.5 star property
Norwalk
8.0 out of 10, Very good, (6)
"Super clean, our host was a great, we felt valued and welcomed. 100% we will be staying at The Mansion Hotel. "
United States
Maslah
The Mansion Hotel-style

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is NZ$364
includes taxes & fees
9 Nov - 10 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
United States
Brian
The price is NZ$521
includes taxes & fees
23 Nov - 24 Nov
Guesthouse at Norwalk Inn

Gold Coast Getaway! Upscale Apt Near New Canaan

3.0 star property
Norwalk
The price is NZ$370
includes taxes & fees
9 Nov - 10 Nov
Gold Coast Getaway! Upscale Apt Near New Canaan

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside
10.0 out of 10, Exceptional, (6)
"Exceptional space for our needs. We’d absolutely book again if the opportunity arises. Maritza was communicative and everything was easily accessible"
United States
Joanne
The price is NZ$586
includes taxes & fees
13 Nov - 14 Nov
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford
9.6 out of 10, Exceptional, (5)
"We had a great stay at this apartment! It was clean and the location couldn't be better. Communication with the host was easy and timely. I would definitely stay here again and recommend this place to friends/family visiting the Stamford area."
United States
Bobbie-Jo S.
The price is NZ$644
includes taxes & fees
9 Nov - 10 Nov
Modern Luxe 1BR Apt in Downtown Stamford

Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle

New Rochelle
8.8 out of 10, Excellent, (19)
"I loved the home , it was clean, the host was on time with messages . Definitely worth the stay again"
United States
Keyara L.
The price is NZ$691
includes taxes & fees
8 Nov - 9 Nov
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle

Seabreeze at the beach west beach Stamford ct.

Cove - East Side - Shippan
9.8 out of 10, Exceptional, (7)
"Very nice! Easy to work with and house was what we expected. "
United States
Jack P.
The price is NZ$683
includes taxes & fees
10 Nov - 11 Nov
Seabreeze at the beach west beach Stamford ct.

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Port Chester
10.0 out of 10, Exceptional, (26)
"Great stay for our trip! We came here for a wedding nearby and was a great affordable option."
United States
Jorge
The price is NZ$666
includes taxes & fees
10 Nov - 11 Nov
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Scarsdale
9.0 out of 10, Wonderful, (2)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
United States
Annette D.
The price is NZ$575
includes taxes & fees
23 Nov - 24 Nov
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Modern Luxury 1BR Stamford Getaway

Downtown Stamford
10.0 out of 10, Exceptional, (1)
"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...
United States
Debbie N.
The price is NZ$556
includes taxes & fees
11 Nov - 12 Nov
Modern Luxury 1BR Stamford Getaway

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

Downtown Stamford
9.2 out of 10, Wonderful, (9)
"loved walking the city. pizza was good."
United States
michelle b.
The price is NZ$473
includes taxes & fees
9 Nov - 10 Nov
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Stamford Suites

4.0 star property
Downtown Stamford
6.0 out of 10, (68)
"Location very good."
United States
Sheila
The price is NZ$268
includes taxes & fees
16 Nov - 17 Nov
Stamford Suites

Stamford CT Guest Suite. Spacious, private home for visiting family & friends

Stamford
The price is NZ$556
includes taxes & fees
10 Nov - 11 Nov
Stamford CT Guest Suite. Spacious, private home for visiting family & friends

Stylish Beach Home near Stamford Downtown/Beach

Cove - East Side - Shippan
10.0 out of 10, Exceptional, (23)
"We had an absolutely amazing time during our stay. The house was beautiful, and Elena was super quick & helpful with answering any questions we had. Both the check in and check out processes were easy and smooth. We had a great time and would highly recommend staying here!"
United States
Matthew O.
The price is NZ$1,503
includes taxes & fees
9 Nov - 10 Nov
Stylish Beach Home near Stamford Downtown/Beach

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

West Side
9.2 out of 10, Wonderful, (5)
"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "
United States
Katy G.
The price is NZ$926
includes taxes & fees
9 Nov - 10 Nov
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

45 Minutes from NYC, Entire House near Stamford Downtown,

Downtown Stamford
10.0 out of 10, Exceptional, (19)
"Very nice property. Owner was very nice and quickly answered any questions we had. Well stocked pantry and fridge!! We enjoyed our stay and property was very convenient and comfortable. "
United States
Lisa B.
The price is NZ$802
includes taxes & fees
10 Nov - 11 Nov
45 Minutes from NYC, Entire House near Stamford Downtown,

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

Greenwich
7.4 out of 10, Good, (3)
"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...
United States
Kathleen W.
The price is NZ$529
includes taxes & fees
8 Nov - 9 Nov
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Luxury NY Home with Free Parking

4.0 star property
White Plains
The price is NZ$1,031
includes taxes & fees
8 Nov - 9 Nov
Luxury NY Home with Free Parking

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

Cove - East Side - Shippan
8.8 out of 10, Excellent, (8)
"Everything from payment to check in ... during the stay and check out was perfect. The house is perfectly equipped with any and everything that you think you could possibly need. The host was super professional and kind. I must say I am extremely impressed and I'm not easily impressed."
United States
cathy-Joe B.
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Greenwich Hotel Reviews

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, 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 NZ$268 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. 

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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This highly rated holiday home rental in Greenwich is equipped with a garden, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Greenwich?

Expedia has 21 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 Wilson Preserve are a couple of picturesque spots to enjoy the outdoors. Greenwich Avenue and Greenwich Ferry Dock 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.