Orangeburg Vacation Rentals

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Our top choices for Orangeburg vacation rentals

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, (34 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is CA $235
CA $446 total
includes taxes & fees
May 20 - May 21
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (31 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is CA $303
CA $572 total
includes taxes & fees
May 17 - May 18
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Chic studio in vibrant New York

Chic studio in vibrant New York
Manhattan
8.0 out of 10, Very good, (5 reviews)
"Easy check in and out, and fantastic communication. Great location. Clean and very functional NYC base. Would absolutely book again!"
United States
Laura
The price is CA $140
CA $345 total
includes taxes & fees
May 17 - May 18
Chic studio in vibrant New York

Charming Upper East Side Gem W Backyard

Charming Upper East Side Gem W Backyard
Manhattan
6.0 out of 10, (17 reviews)
"Great location. Minor issues accessing key due to cold but owner immediately responsive "
United States
chad t.
The price is CA $303
CA $652 total
includes taxes & fees
Jun 1 - Jun 2
Charming Upper East Side Gem W Backyard

Delightful studio in New York City

Delightful studio in New York City
Manhattan
8.0 out of 10, Very good, (1 review)
"Bathroom could use an upgrade!"
United States
Lou s.
The price is CA $140
CA $345 total
includes taxes & fees
May 17 - May 18
Delightful studio in New York City

7-Bed: Upper West Side Near Central Park & Museums, Ideal for Groups & Families

7-Bed: Upper West Side Near Central Park & Museums, Ideal for Groups & Families
Manhattan
8.0 out of 10, Very good, (1 review)
"It was not where it was listed but it was a good spot just had one set of bunks so one adult slept on the top. It was in the garment district near the empire state building. There was one bedroom with a double and the main part of the apartment had the other double with the bunk beds. The kitchen was good and stocked with basic dishes. The bathroom is good not but only 3 towels but the brought us a fourth one but not any wash cloths. It had a great breakfast place below that had bagels, eggs,...
United States
baron3lou2
The price is CA $274
CA $731 total
includes taxes & fees
May 17 - May 18
7-Bed: Upper West Side Near Central Park & Museums, Ideal for Groups & Families

Superb 4-bedroom apartment 1 block from Central Park in vibrant New York City

Superb 4-bedroom apartment 1 block from Central Park in vibrant New York City
Manhattan
8.4 out of 10, Very good, (10 reviews)
"Great location right next to the subway station! We loved staying here and it’s such an amazing price for the location. "
United States
alexa c.
The price is CA $743
CA $1,269 total
includes taxes & fees
May 25 - May 26
Superb 4-bedroom apartment 1 block from Central Park in vibrant New York City

Designer Corner Unit Suite, Cozy 1-bedroom apt, Laundry, AC,

Designer Corner Unit Suite, Cozy 1-bedroom apt, Laundry, AC,
Manhattan
10.0 out of 10, Exceptional, (8 reviews)
"Great stay location was good. Host was very friendly and accommodating. "
United States
Ricky S.
The price is CA $274
CA $685 total
includes taxes & fees
May 27 - May 28
Designer Corner Unit Suite, Cozy 1-bedroom apt, Laundry, AC,

The Green Room: 70s Groove Themed Studio

The Green Room: 70s Groove Themed Studio
Manhattan
10.0 out of 10, Exceptional, (5 reviews)
"The listing was spot on. Cleanliness was amazing and the concierge service through the app was phenomenal. I would stay again!"
United States
Rhonda M.
The price is CA $413
CA $714 total
includes taxes & fees
May 25 - May 26
The Green Room: 70s Groove Themed Studio

Luxe Studio with Charming Juliet Balcony

Luxe Studio with Charming Juliet Balcony
Manhattan
7.4 out of 10, Good, (8 reviews)
"Just the right size and spot for an overnight stay near the busyness of midtown Manhattan. Great amenities, quiet, and wonderful communications. I’d stay again. "
United States
Mary D.
The price is CA $217
CA $525 total
includes taxes & fees
May 17 - May 18
Luxe Studio with Charming Juliet Balcony

Grand Upper West Side Suite, Sleeps 8+, Steps to Central Park

Grand Upper West Side Suite, Sleeps 8+, Steps to Central Park
Manhattan
The price is CA $432
CA $879 total
includes taxes & fees
May 17 - May 18
Grand Upper West Side Suite, Sleeps 8+, Steps to Central Park

The Maison Bella

The Maison Bella
2.0 star property
Manhattan
9.4 out of 10, Exceptional, (11 reviews)
"Very large space and responsive host!"
United States
Rosemarie
The price is CA $236
CA $749 total
includes taxes & fees
May 17 - May 18
The Maison Bella

Cozy bedroom in beautiful New York

Cozy bedroom in beautiful New York
Manhattan
10.0 out of 10, Exceptional, (2 reviews)
"nice experience overall"
United States
Zihan
The price is CA $223
CA $278 total
includes taxes & fees
May 31 - Jun 1
Cozy bedroom in beautiful New York

Sun-Drenched UWS Oasis: Steps to Central Park

Sun-Drenched UWS Oasis: Steps to Central Park
Manhattan
The price is CA $345
CA $730 total
includes taxes & fees
May 24 - May 25
Sun-Drenched UWS Oasis: Steps to Central Park

Radio City Apartments

Radio City Apartments
3.5 star property
Manhattan
9.0 out of 10, Wonderful, (5,311 reviews)
"It is always a pleasure to stay at this property"
United States
Jane
The price is CA $158
CA $187 total
includes taxes & fees
May 31 - Jun 1
Radio City Apartments

NEW LISTING Cozy 1-bedroom apartment in welcoming New York with WiFi, AC,heating

NEW LISTING Cozy 1-bedroom apartment in welcoming New York with WiFi, AC,heating
Manhattan
8.4 out of 10, Very good, (46 reviews)
"It was a great location for our stay!"
United States
John S.
The price is CA $186
CA $405 total
includes taxes & fees
May 25 - May 26
NEW LISTING Cozy 1-bedroom apartment in welcoming New York with WiFi, AC,heating

Elegant & Modern NYC Retreat

Elegant & Modern NYC Retreat
Manhattan
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. It was very walkable and close to a lot of things including Broadway shows. The only reason I am giving it 4 stars instead of 5 is it could use some updates. The couch is in rough shape and have multiple stains, the outlets were loose and the plugs kept falling out. Communication with the host was excellent, we had a concern when we got there and they were able to send someone over right away. "
United States
Ashley S.
The price is CA $246
CA $476 total
includes taxes & fees
May 20 - May 21
Elegant & Modern NYC Retreat

Prime Location 2BR Near Central Park, Elevator Building, Upper West Side

Prime Location 2BR Near Central Park, Elevator Building, Upper West Side
Manhattan
10.0 out of 10, Exceptional, (1 review)
The price is CA $549
CA $1,028 total
includes taxes & fees
May 25 - May 26
Prime Location 2BR Near Central Park, Elevator Building, Upper West Side

The Quin, a Hilton Club - Studio - STD

The Quin, a Hilton Club - Studio - STD
Manhattan
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful accomodations!"
United States
Gary B.
The price is CA $461
CA $774 total
includes taxes & fees
Jun 7 - Jun 8
The Quin, a Hilton Club - Studio - STD

Chic Midtown Hideaway | Walk to NYC Landmarks

Chic Midtown Hideaway | Walk to NYC Landmarks
Manhattan
10.0 out of 10, Exceptional, (1 review)
"Great location for accessing public transportation and popular tourist attractions"
United States
Becky F.
The price is CA $260
CA $494 total
includes taxes & fees
May 31 - Jun 1
Chic Midtown Hideaway | Walk to NYC Landmarks
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Orangeburg?

Yes, we have vacation rentals close to top attractions in Orangeburg, or you can go with 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's the top vacation rental that Orangeburg has to offer?

Quaint & charming century-old brownstone near NYC: Visitors like this Orangeburg vacation home rental. It is located on the waterfront and offers a patio, air-conditioning, and laundry facilities 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 you can cook with friends or family.

What’s there to see and do in Orangeburg?

Explore the area and cultural attractions such as Orangetown Historical Museum and Archives, or visit a family-friendly sight such as Legoland Discovery Center Westchester. Broadacres Golf Course and Blauvelt State Park are other places to visit while you're in town.

What are vacation rentals like in Orangeburg?

Vacation rentals are private accommodations you can book for several days or longer in Orangeburg. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.