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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Top Holiday Rentals in Old Greenwich

Lobby
Stamford Suites

Stamford Suites

4.0 star property
Downtown Stamford
6.2 out of 10, (78)
"It was great"
United States
Natalie
The price is ₹10,772
₹12,388 total
includes taxes & fees
21 Dec - 22 Dec
Stamford Suites
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Luxury House | Private kitchen
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

2.0 star property
Southeast Yonkers
The price is ₹30,147
₹42,637 total
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious 3BR Luxe Escape near NYC
Terrace/patio
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is ₹53,906
₹69,216 total
includes taxes & fees
9 Dec - 10 Dec
3BR Prime Luxury near NYC w Arcade Room
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
8.4 out of 10, Very good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is ₹24,355
₹28,009 total
includes taxes & fees
11 Dec - 12 Dec
Guesthouse at Norwalk Inn
Luxury House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4.0 star property
Southeast Yonkers
The price is ₹40,497
₹54,215 total
includes taxes & fees
9 Dec - 10 Dec
Modern Comfort in the Heart of NYC
Reception
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 star property
White Plains
6.8 out of 10, (33)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
United States
Ramon
Global Luxury Suites White Plains
Lounge
Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 star property
Downtown Stamford
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher
House | Living area
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.0 star property
Southeast Yonkers
7.2 out of 10, Good, (5)
"This was an excellent House My birthday weekend was amazing I totally would book again"
United States
Keisheena
Modern Luxury Home w GameRoom & Parking
In-room dining
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4.0 star property
Southeast Yonkers
2.0 out of 10, (1)
"The photos of the unit were beautiful however the wear and tear on the actual property did not compare. The bathroom sink constantly leaked and because the floors were not even they stayed wet. The nightstands were broken the refrigerator would not open all the way. I also was not notified until the day of check in that the unit was on the 3rd floor and there was 2 flights of stairs just to get to the entrance to the unit."
United States
Ebony
Luxury Living in the Heart of NY
Luxury House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4.0 star property
White Plains
8.0 out of 10, Very good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is ₹27,214
₹40,035 total
includes taxes & fees
9 Dec - 10 Dec
Luxury NY Home with Free Parking
Luxury House | Living area | Flat-screen TV
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3.0 star property
Southeast Yonkers
3.0 out of 10, (4)
"There was nothing luxury about this place. Please dont let the pictures fool you and its non refundable. Communication is horrible. They even tried charging cleaning fee for a dirty house, i took a total loss and just stayed at hotels "
United States
Jose
The price is ₹33,927
₹46,865 total
includes taxes & fees
9 Dec - 10 Dec
Luxury NY Home 3BR with Easy Parking
Lounge
Luxury Apartments by Hyatus White Plains

Luxury Apartments by Hyatus White Plains

4.5 star property
White Plains
10.0 out of 10, Exceptional, (1)
"xcellent experience! The room was spotless and beautifully designed, it honestly blew me away. The staff was courteous and attentive to every detail. It’s rare to find a place that ticks every box, but this one did. Thank you for a fantastic few days!"
United States
Michael
Luxury Apartments by Hyatus White Plains
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 Old Greenwich Hotel Reviews

West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"The staff as usual. They are all very friendly and accommodating. They make the Westgate feel like home!"
Christine 1-night trip
Posted 22 hours ago
West Gate Inn Nyack

Find out more about Old Greenwich

Holiday Rentals in Old Greenwich

Search for holiday rentals in Old Greenwich on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Old Greenwich using one of the methods below:

  • View our selection of featured holiday rentals in Old Greenwich
  • Use the map to find apartments and other holiday homes in the Old Greenwich neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Old Greenwich while they last

Look no further and take a look at our great range of rental properties in Old Greenwich!

Frequently asked questions

Can I find holiday rentals in Old Greenwich?

Yes, there are holiday rentals close to the most popular sights in Old Greenwich, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Old Greenwich. Make sure you have time to check out the beaches and cafés during your trip.

What are some of the best holiday rentals that Old Greenwich has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Old Greenwich is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Old Greenwich?

Expedia has 16 holiday rentals for your stay in Old Greenwich.

What can I see and do in Old Greenwich?

Greenwich Point Park and Rosa Hartman Park are a couple of lovely local spots to get outside and enjoy nature. Commerce Park and Dundee Woods are other places to visit while you're in town.

What are holiday rentals like in Old Greenwich?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Old Greenwich. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings.