Old Greenwich Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Old Greenwich holiday rentals

Living area

Villa in White Plains

Luxury NYC Home Game Room Free Parking
4.0 star property
The price is HK$4,301
HK$6,085 total
includes taxes & fees
12 Mar - 13 Mar
Luxury NYC Home Game Room Free Parking
Living area

Holiday Home in Bryn Mawr

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
The price is HK$3,145
HK$4,528 total
includes taxes & fees
13 Mar - 14 Mar
Luxury 3 BR Near NYC with Easy Parking
Private kitchen

Apartment in Bryn Mawr

Luxury 1BR located in Prime Yonkers Area
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is HK$2,807
HK$4,306 total
includes taxes & fees
13 Mar - 14 Mar
Luxury 1BR located in Prime Yonkers Area
Living area

Apartment in Bryn Mawr

Luxury 3BR Family Home Game Room Parking
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is HK$2,729
HK$4,219 total
includes taxes & fees
13 Mar - 14 Mar
Luxury 3BR Family Home Game Room Parking
Living area

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
8.0 out of 10, Very good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is HK$3,519
HK$4,711 total
includes taxes & fees
13 Mar - 14 Mar
Spacious 3BR Luxe Escape near NYC
Living area

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is HK$2,729
HK$4,219 total
includes taxes & fees
13 Mar - 14 Mar
Luxe 1BR Oasis - Prime NY Stay
Exterior

Holiday Home in North Side

The Victorian Blue 25min to NYC
9.6 out of 10, Exceptional, (5 reviews)
"The accommodations were fantastic, with spacious rooms, modern amenities, and breathtaking views. Additionally, the host was incredibly accommodating, ensuring that every aspect of my stay was comfortable and enjoyable. I highly recommend this property to anyone looking for a perfect getaway with a gracious host!"
United States
Honna C.
The price is HK$4,957
HK$9,037 total
includes taxes & fees
18 Mar - 19 Mar
The Victorian Blue 25min to NYC
Living area

Apartment in White Plains

Luxury 3BR Home Game Room Free Parking
2.0 star property
The price is HK$1,557
HK$2,946 total
includes taxes & fees
12 Mar - 13 Mar
Luxury 3BR Home Game Room Free Parking
Property grounds

Holiday Home in Tuckahoe

Comfortable 1 family home in Tuckahoe that's near train
The price is HK$3,050
HK$5,531 total
includes taxes & fees
13 Mar - 14 Mar
Comfortable 1 family home in Tuckahoe that's near train
Iron/ironing board, free WiFi, bed sheets

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (80 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Private kitchen

Holiday Home in Southeast Yonkers

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
8.0 out of 10, Very good, (1 review)
"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 HK$4,684
HK$6,249 total
includes taxes & fees
12 Mar - 13 Mar
3BR Prime Luxury near NYC w Arcade Room
Free WiFi

Apartment in Bryn Mawr

Two Wash
2.0 star property
The price is HK$7,429
HK$9,477 total
includes taxes & fees
13 Mar - 14 Mar
Two Wash
Private kitchen

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is HK$1,556
HK$2,945 total
includes taxes & fees
13 Mar - 14 Mar
Elegant Hideaway with Free Parking
Living area

Apartment in Bryn Mawr

Uscale 2BR Escape in the Heart of NYC
2.0 star property
8.0 out of 10, Very good, (1 review)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is HK$2,729
HK$4,297 total
includes taxes & fees
13 Mar - 14 Mar
Uscale 2BR Escape in the Heart of NYC
Bathroom

Holiday Home in White Plains

Luxury NY Home with Free Parking
4.0 star property
8.0 out of 10, Very good, (1 review)
"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 HK$3,316
HK$4,802 total
includes taxes & fees
13 Mar - 14 Mar
Luxury NY Home with Free Parking
Property entrance

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$2,807
HK$3,229 total
includes taxes & fees
24 Mar - 25 Mar
Guesthouse at Norwalk Inn
5 bedrooms

Holiday Home in Ossining

Westchester Winter - Fireplace Events Pet Friendly
2.0 star property
The price is HK$3,685
HK$8,053 total
includes taxes & fees
15 Mar - 16 Mar
Westchester Winter - Fireplace Events Pet Friendly
Outdoor dining

Apartment in White Plains

3BR Prime Luxury NY - Free Parking
2.0 star property
The price is HK$7,820
HK$9,875 total
includes taxes & fees
24 Mar - 25 Mar
3BR Prime Luxury NY - Free Parking
Property grounds

Holiday Home in Greenwich

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is HK$1,049
HK$2,168 total
includes taxes & fees
23 Mar - 24 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Dining

Apartment in White Plains

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
The price is HK$7,429
HK$9,439 total
includes taxes & fees
24 Mar - 25 Mar
Prime Luxe 3-BR NYC - Free 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

Hilton Long Island/Huntington

Hilton Long Island/Huntington

8/10 Good
"Good"
Zahra 1-night trip
Posted 2 hours ago
Hilton Long Island/Huntington

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?

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers: This holiday home rental outside of Old Greenwich offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football.

How many holiday rentals will I find in Old Greenwich?

Expedia has 13 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.