Old Greenwich Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Old Greenwich holiday rentals

Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Exterior
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (87 reviews)
"This hotel was not what I thought it would be.looks a bit run down. And breakfast was short. "
United States
Ankaua
The price is HK$1,015
HK$1,168 total
includes taxes & fees
12 Jan - 13 Jan
Stamford Suites
Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$2,685
HK$3,088 total
includes taxes & fees
30 Jan - 31 Jan
Guesthouse at Norwalk Inn
Property grounds
Piermont Oasis

Apartment in Piermont

Piermont Oasis
9.8 out of 10, Exceptional, (12 reviews)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
The price is HK$935
HK$1,640 total
includes taxes & fees
16 Jan - 17 Jan
Piermont Oasis
Terrace/patio
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Holiday Home in Southeast Yonkers

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
8.2 out of 10, Very good, (18 reviews)
"Great place great location"
United States
Daquan H.
The price is HK$736
HK$1,051 total
includes taxes & fees
18 Jan - 19 Jan
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Living area
Luxe 1BR Oasis - Prime NY Stay

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is HK$856
HK$2,118 total
includes taxes & fees
11 Jan - 12 Jan
Luxe 1BR Oasis - Prime NY Stay
1 bedroom, in-room safe, desk, free WiFi
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Apartment in Hicksville

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
The price is HK$701
HK$1,218 total
includes taxes & fees
13 Jan - 14 Jan
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Holiday Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (24 reviews)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is HK$999
HK$2,069 total
includes taxes & fees
12 Jan - 13 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Private kitchen
Luxury 1BR located in Prime Yonkers Area

Apartment in Bryn Mawr

Luxury 1BR located in Prime Yonkers Area
2.0 star property
The price is HK$771
HK$2,022 total
includes taxes & fees
9 Feb - 10 Feb
Luxury 1BR located in Prime Yonkers Area
WiFi, bed sheets
Cozy 1-bedroom house in beautiful Yonkers with AC

Holiday Home in Lincoln Park

Cozy 1-bedroom house in beautiful Yonkers with AC
2.0 star property
The price is HK$685
HK$1,174 total
includes taxes & fees
9 Feb - 10 Feb
Cozy 1-bedroom house in beautiful Yonkers with AC
Smart TV
Modern Luxe 1BR Apt in Downtown Stamford

Apartment in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is HK$1,051
HK$2,824 total
includes taxes & fees
15 Jan - 16 Jan
Modern Luxe 1BR Apt in Downtown Stamford
Private kitchen
Elegant Hideaway with Free Parking

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is HK$779
HK$2,052 total
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
Living area
Spacious 3BR Luxe Escape near NYC

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
The price is HK$1,549
HK$2,504 total
includes taxes & fees
9 Feb - 10 Feb
Spacious 3BR Luxe Escape near NYC
Living area
Uscale 2BR Escape in the Heart of NYC

Apartment in Bryn Mawr

Uscale 2BR Escape in the Heart of NYC
2.0 star property
The price is HK$1,168
HK$2,545 total
includes taxes & fees
11 Jan - 12 Jan
Uscale 2BR Escape in the Heart of NYC
Dining
Luxury NYC Home with Free Parking for 12

Villa in White Plains

Luxury NYC Home with Free Parking for 12
4.0 star property
The price is HK$3,504
HK$5,296 total
includes taxes & fees
11 Jan - 12 Jan
Luxury NYC Home with Free Parking for 12
1 bedroom, iron/ironing board, free WiFi, bed sheets
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Apartment in Huntington Station

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is HK$1,518
HK$2,891 total
includes taxes & fees
9 Feb - 10 Feb
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Private kitchen
Spacious 6-bedroom house in suburban Mount Vernon next to the metro north east..

Holiday Home in South Side

Spacious 6-bedroom house in suburban Mount Vernon next to the metro north east..
2.0 star property
The price is HK$872
HK$1,145 total
includes taxes & fees
11 Jan - 12 Jan
Spacious 6-bedroom house in suburban Mount Vernon next to the metro north east..
Property grounds
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

Cottage in Greenwich

Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"The location was perfect for our family getaway. The snow and river backdrop brought the holiday spirit out in our college age kids. There was plenty of room and the fireplace was great. All the appliances are high end and the communication was excellent. The host went out of his way to make the visit special. Would highly recommend "
United States
Scott and Linsay T.
The price is HK$4,173
HK$8,313 total
includes taxes & fees
18 Jan - 19 Jan
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
Marina
Captain's Cottage - Cold Spring Harbor Water Views

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (73 reviews)
"We loved this little cottage. It was very clean and organized and the location was great!! It was nice to have space to relax and not be stuck in a small hotel room. "
United States
Laurie M.
The price is HK$1,691
HK$3,739 total
includes taxes & fees
19 Jan - 20 Jan
Captain's Cottage - Cold Spring Harbor Water Views
Living area
Luxury 3BR Family Home Game Room Parking

Apartment in Bryn Mawr

Luxury 3BR Family Home Game Room Parking
2.0 star property
The price is HK$1,549
HK$2,894 total
includes taxes & fees
11 Jan - 12 Jan
Luxury 3BR Family Home Game Room Parking
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

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

10/10 Excellent
"I I always frequent this Hyatt because of the location, the quiet, and the bed! It’s always a satisfying stay while I’m here for much needed R&R. "
Michele 2-night trip
Posted 1 day ago
Hyatt Place New York/Yonkers

Find out more about Old Greenwich

Search for holiday rentals in Old Greenwich on Expedia! 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.