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Check prices for these dates

Tonight
29 Nov - 30 Nov
Tomorrow
30 Nov - 1 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Holiday Rentals in Old Greenwich

Luxury House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Luxury NY Home with Free Parking

Holiday Home in White Plains

4.0 star property
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
Luxury NY Home with Free Parking
Terrace/patio
3BR Prime Luxury near NYC w Arcade Room

Holiday Home in Southeast Yonkers

2.0 star property
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 15.792.635 ₫
20.278.144 ₫ total
includes taxes & fees
13 Dec - 14 Dec
3BR Prime Luxury near NYC w Arcade Room
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Norwalk

3.5 star property
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 7.672.215 ₫
8.823.047 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Guesthouse at Norwalk Inn
Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach
Apartment (1 Bedroom) | Interior
Gold Coast Getaway! Upscale Apt Near New Canaan

Apartment in Norwalk

3.0 star property
The price is 3.216.530 ₫
5.460.719 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Gold Coast Getaway! Upscale Apt Near New Canaan
Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
The Mansion Hotel-style

Aparthotel in Norwalk

2.5 star property
8.4 out of 10, Very good, (15)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is 2.637.400 ₫
3.033.010 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Mansion Hotel-style
Luxury House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Modern Comfort in the Heart of NYC

Apartment in Southeast Yonkers

4.0 star property
The price is 10.523.226 ₫
14.383.885 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Modern Comfort in the Heart of NYC
Luxury Villa, Garden View | Dining
Luxury NYC Home with Free Parking for 12

Villa in White Plains

4.0 star property
The price is 11.864.250 ₫
17.933.143 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Luxury NYC Home with Free Parking for 12
Luxury House | Private kitchen
Spacious 3BR Luxe Escape near NYC

Apartment in Southeast Yonkers

2.0 star property
The price is 8.835.290 ₫
12.495.504 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Spacious 3BR Luxe Escape near NYC
Luxury House | Living area
Spacious 3BR Luxe Escape near NYC

Apartment in Southeast Yonkers

2.0 star property
The price is 10.523.226 ₫
14.383.884 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Spacious 3BR Luxe Escape near NYC
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Holiday Home in Ossining

2.0 star property
The price is 12.444.266 ₫
26.363.965 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Foliage at Westchester Manor - Near Sleepy Hollow
Luxury Villa, Patio | Private kitchen
Luxury 5 BR Home Free Parking

Villa in Bryn Mawr

2.0 star property
The price is 10.519.635 ₫
15.697.227 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Luxury 5 BR Home Free Parking
Lobby
Stamford Suites

Aparthotel in Downtown Stamford

4.0 star property
6.2 out of 10, (76)
"It was great"
United States
Natalie
The price is 3.155.890 ₫
3.629.274 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Stamford Suites
Luxury House | Living area | Flat-screen TV
Luxury NY Home 3BR with Easy Parking

Holiday Home in Southeast Yonkers

3.0 star property
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 9.942.998 ₫
13.734.755 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Luxury NY Home 3BR with Easy Parking
House (Multiple Bedrooms) | Front of property
High-end Estate in Norwalk: Quiet & Spacious!

Cottage in Norwalk

3.0 star property
The price is 25.758.605 ₫
34.907.787 ₫ total
includes taxes & fees
4 Dec - 5 Dec
High-end Estate in Norwalk: Quiet & Spacious!
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Apartment in Greenwich

3.0 star property
The price is 2.505.530 ₫
6.090.548 ₫ total
includes taxes & fees
3 Dec - 4 Dec
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.
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Top Old Greenwich Hotel Reviews

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Very appreciative of the complimentary EV charging. "
Kevin 1-night trip
Posted 2 days ago
Tarrytown House Estate

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.