aerial view of the ashokan reservoir in upstate new york (near woodstock olivebridge) nyc drinking water and catskill mountains (catskills hills background) park road walkway bridge crossing lake pond

Olivebridge Holiday Rentals

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Our top choices for Olivebridge holiday rentals

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
10.0 out of 10, Exceptional, (2 reviews)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
The price is NZ$302
includes taxes & fees
28 June - 29 June
Woods Cabin-Kingston/Woodstock, NY.

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is NZ$287
includes taxes & fees
28 June - 29 June
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.6 out of 10, Exceptional, (14 reviews)
"The property was well maintained, it felt very cozy and well located in the town. Host were amazing as they were always present to help me with any problem I had even though I never needed them."
United States
Sebastian A.
The price is NZ$389
includes taxes & fees
8 July - 9 July
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is NZ$488
includes taxes & fees
16 July - 17 July
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
8.8 out of 10, Excellent, (3 reviews)
"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"
United States
Megan
The price is NZ$268
includes taxes & fees
25 June - 26 June
Glamping Tent & Campsite by Minnewaska State Park

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (38 reviews)
"Clean, welcoming, great location."
United States
Nicolae P.
The price is NZ$325
includes taxes & fees
2 July - 3 July
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (17 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is NZ$587
includes taxes & fees
7 July - 8 July
Peaceful Cabin w/ Fire Pit & Creek Access

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.2 out of 10, Very good, (36 reviews)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
United States
Jamie M.
The price is NZ$469
includes taxes & fees
26 June - 27 June
The Studio at the Inn at High Falls

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.6 out of 10, Excellent, (17 reviews)
"Cozy, clean, and extremely accommodating. Everything was planned out well and the sauna was lovely in such cold weather! Would highly recommend for anyone considering travel to this beautiful region of New York!"
United States
Avi
The price is NZ$236
includes taxes & fees
29 June - 30 June
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (32 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
The price is NZ$645
includes taxes & fees
25 June - 26 June
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (305 reviews)
"Just what me and my two boys needed for our short ski weekend. Very efficient little apartment with well equipped kitchen. So close to Belleayre and very nice welcome from the host."
United States
Peter
The price is NZ$247
includes taxes & fees
29 June - 30 June
Starlite Motel

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is NZ$521
includes taxes & fees
1 July - 2 July
Campfire Cottage: Fireplace, fire pit & no chores!

TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE
Pine Bush
10.0 out of 10, Exceptional, (7 reviews)
"Such a quaint & cozy little hideaway! Hosts could not be more hospitable. Thank you for a great stay!"
United States
Michelle H.
The price is NZ$409
includes taxes & fees
6 July - 7 July
TRANQUIL MOUNTAIN SOLITUDE

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"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$660
includes taxes & fees
21 July - 22 July
Retro Retreat: renovated 2BR, desk, no chore list!

Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.8 out of 10, Exceptional, (8 reviews)
"Great location to get some peace and quiet. Beautiful foliage and tons of wildlife in the area. This was our first time staying in a tiny home, and the place had everything we needed to cook, clean, and relax while exploring the area."
United States
Jacob L.
The price is NZ$422
includes taxes & fees
25 June - 26 June
Tiny Cat Tiny House

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4 reviews)
"We had a nice relaxing stay"
United States
Michael
The price is NZ$385
includes taxes & fees
8 July - 9 July
Cold Spring Lodge - Cabin 2

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (28 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is NZ$481
includes taxes & fees
25 June - 26 June
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (87 reviews)
"A quick stop over to explore Kingston and the surrounding area. We had a very nice time, thank you!"
United States
Lee M.
The price is NZ$458
includes taxes & fees
7 July - 8 July
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (29 reviews)
"Clean and quiet."
United States
Ted
The price is NZ$337
includes taxes & fees
1 July - 2 July
Dream getaway apartment in the foot of Gunks Ridge

Cove - King Bed Escape w/Hot Tub, Unit A

Cove - King Bed Escape w/Hot Tub, Unit A
Ellenville
10.0 out of 10, Exceptional, (9 reviews)
"The place was great, really enjoyed our stay! "
United States
Abby
The price is NZ$609
includes taxes & fees
7 July - 8 July
Cove - King Bed Escape w/Hot Tub, Unit A
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$247 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 9 Expedia holiday rentals in Olivebridge for a memorable holiday.

What can I see and do in Olivebridge?

Catskill Mountains and Esopus Creek 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.