A calm lake with autumn-colored trees and a clear blue sky.

Orangeburg Holiday Rentals

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Our top choices for Orangeburg holiday rentals

1. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (21 reviews)
"Great place to stay! "
United States
Megan D.
The price is NZ$364
includes taxes & fees
27 Oct - 28 Oct
Piermont Oasis

2. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
7.8 out of 10, Good, (19 reviews)
"Great location"
United States
Jordan S.
The price is NZ$238
includes taxes & fees
4 Oct - 5 Oct
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

3. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
10.0 out of 10, Exceptional, (11 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is NZ$606
includes taxes & fees
28 Sept - 29 Sept
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

4. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is NZ$741
includes taxes & fees
4 Oct - 5 Oct
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

5. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is NZ$670
includes taxes & fees
30 Sept - 1 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

6. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is NZ$611
includes taxes & fees
4 Oct - 5 Oct
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

7. Gorgeous, 2- bedroom apartment walking distance to GWB!

Gorgeous, 2- bedroom apartment walking distance to GWB!
Fort Lee
9.8 out of 10, Exceptional, (16 reviews)
"Yes nice place"
United States
Scott b.
Gorgeous, 2- bedroom apartment walking distance to GWB!

8. 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
Bronx
9.4 out of 10, Exceptional, (36 reviews)
"Amazing service, very clean and very convenient check-in process. Host responded fast and attentive, consistently checked up if we were good. We came to take an exam in The Bronx and stay process made it very comfortable and stress free. Thank you very much!!!"
United States
Gulmira
The price is NZ$785
includes taxes & fees
28 Sept - 29 Sept
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

9. The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (9 reviews)
"Nice place very spacious and easy access to property. Clean and efficient"
United States
Sarah D.
The price is NZ$2,133
includes taxes & fees
1 Oct - 2 Oct
The Victorian Blue 25min to NYC

10. Quaint & charming century-old brownstone near NYC

Quaint & charming century-old brownstone near NYC
Guttenberg
9.6 out of 10, Exceptional, (41 reviews)
"Nice home, Perfect location, enjoyed walks around neighborhood and water front. Would definitely book again when we come back!"
United States
Kathy D.
The price is NZ$690
includes taxes & fees
30 Sept - 1 Oct
Quaint & charming century-old brownstone near NYC

11. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
The price is NZ$723
includes taxes & fees
27 Oct - 28 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

12. Modern 2BR Retreat Near NYC, Clean, Cozy, Private & Fully Equipped

Modern 2BR Retreat Near NYC, Clean, Cozy, Private & Fully Equipped
West New York
9.4 out of 10, Exceptional, (113 reviews)
"Host is very welcoming and accommodating. Great stay!"
United States
Rachel S.
The price is NZ$456
includes taxes & fees
8 Oct - 9 Oct
Modern 2BR Retreat Near NYC, Clean, Cozy, Private & Fully Equipped

13. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is NZ$544
includes taxes & fees
5 Oct - 6 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

14. Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!

Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!
Belleville
9.2 out of 10, Wonderful, (24 reviews)
"Convenient location and met our needs perfectly for our weekend trip"
United States
Kevin T.
The price is NZ$376
includes taxes & fees
28 Sept - 29 Sept
Affordable stay near EWR airport, Met Life, and American Dream Mall. Book today!

15. Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.

Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.
North Bergen
10.0 out of 10, Exceptional, (11 reviews)
"Everything was great! Host communicated very well, listing was accurate, nice apartment. Great stay, would highly recommend!"
United States
Bennett B.
The price is NZ$403
includes taxes & fees
15 Oct - 16 Oct
Cozy 1-bed home, steps to NYC & MetLife. Minutes to bus and ferry. Free parking.

16. NY City Views Retreat & Good Transportation

NY City Views Retreat & Good Transportation
Guttenberg
9.6 out of 10, Exceptional, (5 reviews)
"Perfect for families! We booked a 3 room suite and were very impressed with how clean and well maintained everything was. The space gave us plenty of room to spread out hard to find in NYC. The host was friendly and accommodating throughout our visit. Parking is a bit tough to find, but honestly, that’s just New York City be prepared to hunt for street spots. Overall, a solid 9/10. We would definitely return!"
United States
Rithy
The price is NZ$343
includes taxes & fees
5 Oct - 6 Oct
NY City Views Retreat & Good Transportation

17. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (146 reviews)
"We had a great stay!!"
United States
Jasmine
The price is NZ$586
includes taxes & fees
28 Sept - 29 Sept
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

18. Marvelous 2-bedroom apartment with AC in Weehawken Township

Marvelous 2-bedroom apartment with AC in Weehawken Township
Weehawken Township
9.0 out of 10, Wonderful, (20 reviews)
"We had a wonderful stay. The place was clean ,comfortable, and exactly as described. The host was very responsive and made the check-in process easy. The location was excellent and close to everything we needed. We would definitely stay here again and highly recommend it to others.”"
United States
Aviel
The price is NZ$826
includes taxes & fees
28 Sept - 29 Sept
Marvelous 2-bedroom apartment with AC in Weehawken Township

19. Modern 2BHK - 15 mins bus ride to Time Square, NYC

Modern 2BHK - 15 mins bus ride to Time Square, NYC
West New York
9.4 out of 10, Exceptional, (11 reviews)
"Clean, well equipped, superior accommodations. Nice neighborhood. Inexpensive and quick access to Times Square from the bus stop a block down. The host was extremely helpful. "
United States
Patrick
The price is NZ$786
includes taxes & fees
28 Sept - 29 Sept
Modern 2BHK - 15 mins bus ride to Time Square, NYC

20. Pet Friendly Apartment minutes from NYC!

Pet Friendly Apartment minutes from NYC!
West New York
9.6 out of 10, Exceptional, (48 reviews)
"Location was great "
United States
mike p.
The price is NZ$438
includes taxes & fees
11 Oct - 12 Oct
Pet Friendly Apartment minutes from NYC!
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 Orangeburg Hotel Reviews

Find out more about Orangeburg

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Orangeburg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Orangeburg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Orangeburg. Seeing all the best attractions is bound to make you fall in love with Orangeburg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Orangeburg short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Orangeburg?

Yes, there are holiday rentals close to the most popular sights in Orangeburg, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Orangeburg. Make sure you have time to check out the university setting and golf courses during your trip.

What are some of the best holiday rentals that Orangeburg has to offer?

Modern 2BR Retreat Near NYC, Clean, Cozy, Private & Fully Equipped : This holiday home rental outside of Orangeburg has air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Orangeburg?

Explore the area and cultural attractions such as Orangetown Historical Museum and Archives, or visit one of the family-friendly sights such as Rockland Bakery. Broadacres Golf Course and Blauvelt State Park are other places to visit while you're in town.

What are holiday rentals like in Orangeburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orangeburg. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.