Olivebridge Holiday Rentals

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Our top choices for Olivebridge holiday rentals

Holiday Home in Olivebridge

Warm Atomic Ranch - MCM One Level
10.0 out of 10, Exceptional, (1)
The price is NZ$936
includes taxes & fees
13 Jan - 14 Jan 2026
Warm Atomic Ranch - MCM One Level
9.6 out of 10, Exceptional, (14)
"Property is absolutely gorgeous, perfect place to relax and unwind. They have everything you need!"
United States
Kris
The price is NZ$358
includes taxes & fees
29 Dec - 30 Dec
Hudson Valley’s Private Waterfront Camping Getaway

Aparthotel in Big Indian

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (274)
"Awesome place to stay!"
United States
Earl
The price is NZ$237
includes taxes & fees
6 Jan - 7 Jan 2026
Starlite Motel
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is NZ$403
includes taxes & fees
8 Jan - 9 Jan 2026
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
9.6 out of 10, Exceptional, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is NZ$295
includes taxes & fees
8 Jan - 9 Jan 2026
Dream getaway apartment in the foot of Gunks Ridge
9.4 out of 10, Exceptional, (12)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is NZ$355
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is NZ$441
includes taxes & fees
6 Jan - 7 Jan 2026
Campfire Cottage: Fireplace, fire pit & no chores!
9.6 out of 10, Exceptional, (15)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is NZ$516
includes taxes & fees
6 Jan - 7 Jan 2026
Retro Retreat: renovated 2BR, desk, no chore list!

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is NZ$348
includes taxes & fees
2 Jan - 3 Jan 2026
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
United States
Seung L.
The price is NZ$305
includes taxes & fees
4 Jan - 5 Jan 2026
Country Cottage with beautiful views and easy access to Catskills activities.

Chalet in Tannersville

Jessie's Harvest House Suite
10.0 out of 10, Exceptional, (3)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is NZ$298
includes taxes & fees
6 Jan - 7 Jan 2026
Jessie's Harvest House Suite
10.0 out of 10, Exceptional, (14)
"Can’t emphasize how nice the surrounding area and property itself are. Very relaxing while still being close to several small towns with great restaurants. Communication was excellent, overall a great experience! "
United States
jose f.
The price is NZ$314
includes taxes & fees
8 Jan - 9 Jan 2026
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
10.0 out of 10, Exceptional, (13)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is NZ$448
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful Cabin w/ Fire Pit & Creek Access

Holiday Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very good, (34)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is NZ$461
includes taxes & fees
31 Dec - 1 Jan 2026
The Studio at the Inn at High Falls
10.0 out of 10, Exceptional, (72)
"Everything was great nexactly as advertised. Terrific stargazing at night by the fire pit. Will definitely come back."
United States
David C.
The price is NZ$395
includes taxes & fees
26 Dec - 27 Dec
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
9.8 out of 10, Exceptional, (17)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
The price is NZ$779
includes taxes & fees
11 Jan - 12 Jan 2026
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
9.6 out of 10, Exceptional, (25)
"Very clean very comfortable beds."
United States
Millgate F.
The price is NZ$449
includes taxes & fees
4 Jan - 5 Jan 2026
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.0 out of 10, Wonderful, (15)
"Clean cozy will be staying again"
United States
Michael C.
The price is NZ$278
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Apartment with Sauna in Historic Stone Ridge
10.0 out of 10, Exceptional, (16)
"Perfect getaway!"
United States
Lynn A.
The price is NZ$711
includes taxes & fees
4 Jan - 5 Jan 2026
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
10.0 out of 10, Exceptional, (7)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is NZ$439
includes taxes & fees
25 Dec - 26 Dec
Cozy private suite in the heart of beautiful Gardiner.
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 Olivebridge Hotel Reviews

Find out more about Olivebridge

Everything you need to know about Olivebridge holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Olivebridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olivebridge holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Olivebridge holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olivebridge. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Olivebridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Olivebridge holiday rentals we have selected for you start as low as NZ$237 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Olivebridge rentals

At Expedia, we put the best Olivebridge holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Olivebridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olivebridge holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olivebridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Olivebridge?

Yes, there are holiday rentals close to the most popular sights in Olivebridge, or you can select a more secluded option if you're looking for a relaxing stay. Olivebridge is known for its ski areas and mountain views. Make sure you have time to check out the entertainment choices and restaurants during your trip.

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

The Farm at Hyde Park: This holiday home rental outside of Olivebridge is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Olivebridge?

Choose from 13 Expedia holiday rentals in Olivebridge for a memorable holiday.

What can I see and do in Olivebridge?

Esopus Creek and Catskill Mountains are a couple of lovely local spots to get outside and enjoy nature. While here, Catskill State Park and Brown's Station are other places worth a visit.

What are holiday rentals like in Olivebridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Olivebridge. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.