A large lake with a bridge, surrounded by mountains and greenery.

Olivebridge Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Olivebridge holiday rentals

A living room with a sofa, television, and plants.

1. NEW: Atomic Ranch - MCM One Level in Olivebridge

NEW: Atomic Ranch - MCM One Level in Olivebridge
Olivebridge
The price is AU$853
includes taxes & fees
15 Sept - 16 Sept
NEW: Atomic Ranch - MCM One Level in Olivebridge
A wooden deck with a bench, surrounded by a forested area.

2. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is AU$281
includes taxes & fees
23 Aug - 24 Aug
West Wing - a unique private space w/patio
A wooden vanity with a mirror, two pendant lights, and a folded towel.

3. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.6 out of 10, Exceptional, (29 reviews)
"Great location close to town. Cute and clean. Great little spot."
United States
Stephen
The price is AU$239
includes taxes & fees
26 Aug - 27 Aug
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
A wooden deck with two green lounge chairs and a covered area.

4. Charming & Cozy Cabin w/ Screened Porch

Charming & Cozy Cabin w/ Screened Porch
Stone Ridge
9.0 out of 10, Wonderful, (4 reviews)
"Freezing temperatures and a ton of snow made for a winter wonderland. Had a phenomenon 5 days with family by reading books by the fireplace. Three thumbs up!"
United States
Michael G.
The price is AU$821
includes taxes & fees
15 Sept - 16 Sept
Charming & Cozy Cabin w/ Screened Porch
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

5. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (41 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 AU$379
includes taxes & fees
22 Aug - 23 Aug
The Studio at the Inn at High Falls
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

6. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (2 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is AU$345
includes taxes & fees
26 Aug - 27 Aug
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

7. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.4 out of 10, Exceptional, (9 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is AU$286
includes taxes & fees
23 Aug - 24 Aug
Woods Cabin-Kingston/Woodstock, NY.
A cabin with a deck, outdoor seating, and a large window.

8. Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
Hurley
9.4 out of 10, Exceptional, (29 reviews)
"Wonderful weekend and wonderful host. Thank you!"
United States
Jenna D.
The price is AU$594
includes taxes & fees
27 Aug - 28 Aug
Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
A natural setting with a stream, red chairs, and a forested area.

9. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (294 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveller
The price is AU$440
includes taxes & fees
7 Sept - 8 Sept
Streamside Cottage Half Mile to Town of Woodstock
A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

10. 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, (18 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is AU$253
includes taxes & fees
26 Aug - 27 Aug
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
A modern living room with a large window, a fireplace, and a cozy seating area.

11. Mossy Moody Cabin in High Falls, NY

Mossy Moody Cabin in High Falls, NY
High Falls
9.8 out of 10, Exceptional, (21 reviews)
"Had a great fall weekend staying at the cabin. Cute place and the location was perfect for our activities in the nearby towns like Kingston and Accord."
United States
Steve H.
The price is AU$641
includes taxes & fees
24 Aug - 25 Aug
Mossy Moody Cabin in High Falls, NY
A forest campsite with a tent, a fire pit, and a bench.

12. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is AU$216
includes taxes & fees
23 Aug - 24 Aug
Glamping Tent & Campsite by Minnewaska State Park
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

13. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (29 reviews)
"Nice house, on a loud busy street and next door to a bar and close to a busy train track. I wish the host would have answered message questions directly but all I got were pre-written timed responses. Ended up being a good stay with my 18 month old, we enjoyed it."
United States
Brendan F.
The price is AU$400
includes taxes & fees
10 Sept - 11 Sept
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

14. 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 AU$355
includes taxes & fees
9 Sept - 10 Sept
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

15. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (32 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is AU$395
includes taxes & fees
13 Sept - 14 Sept
Campfire Cottage: Fireplace, fire pit & no chores!
A log cabin interior with a large gray sectional sofa, a wooden coffee table, and a dining area with a kitchen in the background.

16. Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (11 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
The price is AU$860
includes taxes & fees
25 Aug - 26 Aug
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

17. 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, (98 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is AU$375
includes taxes & fees
31 Aug - 1 Sept
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

18. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (310 reviews)
"nice room, nice kitchen, nice renovated rest room, plus picnic tables and grounds"
United States
Sarah
The price is AU$197
includes taxes & fees
24 Aug - 25 Aug
Starlite Motel
A cozy living room with a stone fireplace, a sofa, and a coffee table.

19. 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, (16 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
The price is AU$291
includes taxes & fees
7 Sept - 8 Sept
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
An open deck with potted plants, a table, and a chair.

20. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is AU$435
includes taxes & fees
2 Sept - 3 Sept
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Olivebridge Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Employees were very courteous and helpful Outside grounds could use more lighting"
Abraham j 2-night trip
Posted 9 hours ago
Hunter Lodge, a Bluebird by Lark

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 favourite 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 depend 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 AU$197 per night. Entering your travel dates in the search wizard might find you 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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Olivebridge is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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?

Esopus Creek and Brown's Station are a couple of lovely local spots to get outside and enjoy nature. Catskill State Park and Ashokan Rail Trail- Woodstock Dike Trailhead are a couple of places you'll find in the wider area.

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.