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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 Ossining holiday rentals

Villa | 5 bedrooms

Holiday Home in Ossining

Westchester Winter - Fireplace Events Pet Friendly
2.0 star property
The price is Rp8.530.807
Rp18.082.584 total
includes taxes & fees
19 Mar - 20 Mar
Westchester Winter - Fireplace Events Pet Friendly
Living area

Villa in White Plains

Luxury NYC Home Game Room Free Parking
4.0 star property
The price is Rp9.291.150
Rp13.143.809 total
includes taxes & fees
15 Mar - 16 Mar
Luxury NYC Home Game Room Free Parking
Private kitchen

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is Rp3.361.707
Rp6.362.008 total
includes taxes & fees
15 Mar - 16 Mar
Elegant Hideaway with Free Parking
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 Rp5.895.657
Rp9.112.825 total
includes taxes & fees
15 Mar - 16 Mar
Luxury 3BR Family Home Game Room Parking
Apartment (1 Bedroom) | Interior

Apartment in Greenwich

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
The price is Rp2.483.271
Rp6.361.059 total
includes taxes & fees
16 Mar - 17 Mar
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Living area

Holiday Home in Bryn Mawr

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
The price is Rp6.794.871
Rp9.780.958 total
includes taxes & fees
15 Mar - 16 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 Rp6.064.587
Rp9.301.814 total
includes taxes & fees
15 Mar - 16 Mar
Luxury 1BR located in Prime Yonkers Area
Living area

Apartment in White Plains

Luxury 3BR Home Game Room Free Parking
2.0 star property
The price is Rp5.895.657
Rp9.260.216 total
includes taxes & fees
15 Mar - 16 Mar
Luxury 3BR Home Game Room Free Parking
Luxury House | 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 Rp5.640.573
Rp8.630.602 total
includes taxes & fees
15 Mar - 16 Mar
Luxury NY Home 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 Rp5.895.657
Rp9.281.754 total
includes taxes & fees
15 Mar - 16 Mar
Uscale 2BR Escape in the Heart of NYC
Luxury House | 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 Rp7.601.850
Rp10.176.978 total
includes taxes & fees
15 Mar - 16 Mar
Spacious 3BR Luxe Escape near NYC
Living area

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
2.0 out of 10, (1 review)
The price is Rp5.895.657
Rp9.112.825 total
includes taxes & fees
15 Mar - 16 Mar
Luxe 1BR Oasis - Prime NY Stay
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 Rp10.118.907
Rp13.499.724 total
includes taxes & fees
20 Mar - 21 Mar
3BR Prime Luxury near NYC w Arcade Room
Luxury Apartment | Living area

Apartment in Southeast Yonkers

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
5.0 out of 10, (4 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is Rp1.839.648
Rp3.730.512 total
includes taxes & fees
15 Mar - 16 Mar
NY Luxury Apt Free Parking in PRIME Area
Exterior

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.4 out of 10, (103 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is Rp2.513.678
Rp2.890.729 total
includes taxes & fees
18 Mar - 19 Mar
Stamford Suites
Reception

Apartment in White Plains

Global Luxury Suites White Plains
3.5 star property
7.0 out of 10, Good, (39 reviews)
"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."
United States
Jennifer
Global Luxury Suites White Plains
Free WiFi

Apartment in Bryn Mawr

Two Wash
2.0 star property
The price is Rp16.048.350
Rp20.471.149 total
includes taxes & fees
15 Mar - 16 Mar
Two Wash
Dining

Apartment in White Plains

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
The price is Rp16.048.350
Rp20.390.908 total
includes taxes & fees
15 Mar - 16 Mar
Prime Luxe 3-BR NYC - Free Parking
Outdoor dining

Apartment in White Plains

3BR Prime Luxury NY - Free Parking
2.0 star property
The price is Rp16.893.000
Rp21.331.637 total
includes taxes & fees
15 Mar - 16 Mar
3BR Prime Luxury NY - Free Parking
House | 7 bedrooms

Holiday Home in Cornwall

NEW 5 Trinity Pl Cornwall NY 12518
2.0 star property
The price is Rp7.023.626
Rp17.762.124 total
includes taxes & fees
17 Mar - 18 Mar
NEW 5 Trinity Pl Cornwall NY 12518
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 Ossining Hotel Reviews

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

10/10 Excellent
"Place was clean Parkin was great "
Chasity 1-night trip
Posted 3 hours ago
LIV Hotel Bronx - Newly Built

Find out more about Ossining

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

  • View our selection of featured holiday rentals in Ossining
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  • Enter your travel dates to view the best deals on holiday rentals in Ossining while they last

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

Frequently asked questions

Can I find a holiday rental in Ossining?

Yes, there are holiday rentals in Ossining close to Labyrinth, or you can select a more secluded option if you're looking for a relaxing stay. Ossining is known for its restaurants and parks. Make sure you have time to check out the golf courses and university setting during your trip.

How many holiday rentals will I find in Ossining?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossining stay.

What’s there to see and do in Ossining?

Cultural attractions include Sing Sing Prison Museum and Ossining Historical Society, whereas Teatown Lake Reservation and Merchants Square are a couple of picturesque spots to enjoy the outdoors. Sing Sing Correctional Facility and Thomas J. Watson Research Center are other places to visit while you're in town.

What’s a holiday rental in Ossining like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossining. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.