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Ossining Rentals

Summer Castle: Pool, Game Room, BBQ - Pet Friendly

Summer Castle: Pool, Game Room, BBQ - Pet Friendly

0.45 mi from city center
$1,335 nightly
The price is $1,378 total per night
$1,378 total
Aug 4 - Aug 5
Total includes taxes and fees
This vacation home offers a water park, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Romantic retreat with stunning views of Croton River Gorge, a birder haven

Romantic retreat with stunning views of Croton River Gorge, a birder haven

2.71 mi from city center
This vacation home is a smoke-free vacation home.
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St, White Plains, NY
10.28 mi from city center
Global Luxury Suites White Plains features free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool. Valet parking is offered for USD 25 per day. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include express check-out, laundry facilities, and a picnic area.
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

14.23 mi from city center
$266 nightly
The price is $301 total per night
$301 total
Jul 16 - Jul 17
Total includes taxes and fees
Guests staying at this cottage have access to local meal delivery service, barbecue grills, and a garden.
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2 out of 5
50 Vernon Pl, Yonkers, NY
17.08 mi from city center
$687 nightly
The price is $769 total per night
$769 total
Jul 11 - Jul 12
Total includes taxes and fees
At this vacation home, guests have access to free WiFi in public areas. A stay here includes free offsite parking. Dry cleaning/laundry services make packing light an option.
Washer
Dryer
3BR Luxury Retreat with Easy Parking

3BR Luxury Retreat with Easy Parking

2 out of 5
45 Hildreth Pl, Yonkers, NY
17.19 mi from city center
$587 nightly
The price is $657 total per night
$657 total
Jul 7 - Jul 8
Total includes taxes and fees
Guests of this residence enjoy features like free WiFi in public areas. Dry cleaning/laundry services make packing light an option.
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
17.72 mi from city center
Guests of this vacation home enjoy features like free WiFi in public areas. Free parking is included with your stay. Dry cleaning/laundry services make packing light an option.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
18.29 mi from city center
$154 nightly
The price is $177 total per night
$177 total
Jul 7 - Jul 8
Total includes taxes and fees
At Stamford Suites, guests have access to free WiFi in public areas, express check-in, and express check-out. There's free parking if you drive. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include free newspapers, laundry facilities, and a vending machine.
Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 out of 5
150 Broad St, Stamford, CT
18.47 mi from city center
Guests staying at Luxury Apartments by Hyatus at The Asher enjoy a gym, a rooftop terrace, and free WiFi in public areas. Free parking is included with your stay. A multilingual staff is on hand to assist with access to locker space and concierge services. Other amenities at this luxury aparthotel include meeting rooms, a seasonal outdoor pool, and laundry facilities.
Waterfront Retreat Center for Health & Wellness

Waterfront Retreat Center for Health & Wellness

19.12 mi from city center
Guests staying at this vacation home have access to a terrace, barbecue grills, and a garden.
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

19.79 mi from city center
This vacation home is a smoke-free vacation home.
Stunning 2BR next to Bronx Zoo

Stunning 2BR next to Bronx Zoo

20.27 mi from city center
$386 nightly
The price is $422 total per night
$422 total
Jul 7 - Jul 8
Total includes taxes and fees
This apartment is a smoke-free apartment building.
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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.

Ossining Large Group Rentals

How to Book Vacation Rentals in Ossining



🏠 What is the best price for Ossining vacation rentals?

Ossining vacation rentals range in price, starting at $135 per night.


🏠 What types of vacation rentals in Ossining can I rent?

Orbitz offers a wide range of Ossining rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Ossining condo rentals.


🏠 Is it free to cancel my Ossining vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Ossining vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Ossining. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Ossining?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Ossining apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Ossining?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Ossining package deals will get you even more savings.

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