Photo by Kate Persad

Search Holiday Rentals in Old Greenwich

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Old Greenwich holiday rentals

Family Suite, 2 Bedrooms | Living area
The Mansion Hotel-style

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very good, (22 reviews)
"Great service and very clean 👌 "
United States
JEAN
The price is 2.232.610 ₫
2.567.501 ₫ total
includes taxes & fees
26 Jan - 27 Jan
The Mansion Hotel-style
Classic Suite | Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
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
Private kitchen
Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
The price is 2.600.631 ₫
6.823.538 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Luxury 1BR located in Prime Yonkers Area
Luxury House | Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is 5.226.934 ₫
8.447.967 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Spacious 3BR Luxe Escape near NYC
Private kitchen
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is 2.626.600 ₫
6.917.807 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
Living area
Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is 2.889.590 ₫
7.146.810 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Luxe 1BR Oasis - Prime NY Stay
Exterior
Stamford Suites

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
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 3.425.086 ₫
3.938.849 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Stamford Suites
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
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 9.429.494 ₫
10.843.919 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Guesthouse at Norwalk Inn
Living area
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
The price is 3.940.350 ₫
8.585.036 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Uscale 2BR Escape in the Heart of NYC
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

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

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is 4.123.762 ₫
8.344.971 ₫ total
includes taxes & fees
22 Jan - 23 Jan
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Old Greenwich Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"Clean room, nice view, courteous staff and smooth check-in/check-out experience. Breakfast was a nice compliment."
Ricardo 2-night trip
Posted 2 days ago
Amsterdam Hotel

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.

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.