Olivebridge Holiday Rentals from AU$201: Search Short-Term Rentals

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Our top choices for Olivebridge holiday rentals

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

1. Mid-Century Ranch * One-Level Living * Quiet Garden

Olivebridge

includes taxes & fees

6 Oct - 7 Oct

A wooden deck with a bench, surrounded by a forested area.

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

Shokan

MIKE W.

includes taxes & fees

6 Oct - 7 Oct

A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

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

Stone Ridge

Michael C.

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

4. Starlite Motel

Big Indian

Danielle

includes taxes & fees

6 Oct - 7 Oct

A natural setting with a stream, red chairs, and a forested area.

5. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

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

Stone Ridge

Tarun

includes taxes & fees

3 Nov - 4 Nov

A wooden vanity with a mirror, two pendant lights, and a folded towel.

7. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Stone Ridge

Stephen

includes taxes & fees

4 Nov - 5 Nov

A spacious living room with a fireplace, comfortable seating, and a dining area with a wooden table.

8. LONGVIEW FARM - Reimagined Modern Farmhouse

Marbletown

includes taxes & fees

3 Nov - 4 Nov

A spacious living room with a high ceiling, skylights, a dining area with a wooden table and chairs, a fireplace, and a television.

9. NEW RENO, HIGH FALLS, near Mohonk preserve, New Paltz, Kingston

High Falls

Jennifer M.

includes taxes & fees

17 Oct - 18 Oct

A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

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

Kingston

Chris L.

A modern kitchen with a central island, black cabinetry, and pendant lighting.

11. Woodstock Historic Artist Estate - The Museum House

Woodstock

Strati P.

includes taxes & fees

6 Oct - 7 Oct

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.

12. The Studio at the Inn at High Falls

High Falls

Jia

includes taxes & fees

6 Oct - 7 Oct

A spacious living area with a high ceiling, wooden beams, two leather sofas, a central rug, and a staircase leading to an upper level.

13. The Loft At The Inn At High Falls

High Falls

Inez

includes taxes & fees

6 Oct - 7 Oct

An outdoor deck with a table and chairs, surrounded by trees and a wood-burning stove.

14. Cozy Mid-Century Retreat with Spa Hot Tub

Woodstock

Alec M.

includes taxes & fees

7 Oct - 8 Oct

A modern living room with a large window, a fireplace, and a cozy seating area.

15. Mossy Moody Cabin in High Falls, NY

High Falls

Jennifer M.

includes taxes & fees

7 Oct - 8 Oct

A modern outdoor deck with a sectional sofa, a glass door leading to a red chair, and a white fence.

16. Brand New House with Huge Patio

Kerhonkson

Soonmi

includes taxes & fees

9 Oct - 10 Oct

A bathroom with a toilet, sink, and window.

17. Woods Cabin-Kingston/Woodstock, NY.

Kingston

"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...

Michael H.

includes taxes & fees

6 Oct - 7 Oct

A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

18. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

includes taxes & fees

6 Oct - 7 Oct

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Kingston

Jim R.

includes taxes & fees

3 Nov - 4 Nov

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

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

Kingston

Brendan B.

includes taxes & fees

2 Nov - 3 Nov

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Top Olivebridge Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"Room was clean... Bed/ Sheets were comfortable. Close to Vanderbilt National Park and probably cleanest and most affordable option near Rhinebeck and the great restaurants on the area. Bathroom fixtures could use some updates."

Hampton Inn by Hilton New Paltz

8/10 Good

"Room was great. All facilities were clean and decor is very nice, modern and not old or worn out. Breakfast was above average. Only big problem was the use of the ev charger. My daughter has an ev and the front desk person was not helpful at all to my daughter in trying to turn in the power for the charger. It took way too many calls, downstairs visits and back and forth questions until front desk staff finally turned it on. Not sure why this was such a problem but it took way too away from everything else that was very good."

Urban Cowboy Lodge

8/10 Good

"The room was clean but a little smaller than we anticipated. Was hard to tell online. We did a tour of other available rooms would definitely choose differently next time. The property was amazing. We stayed during the week so it was so nice and quiet. We had the Japanese soaking tub which was great! We brought our dog and we were able to take her with us everywhere on the property. You’d never know that it was a pet friendly place as it is kept very clean. My ONLY negative comment would be that there is no where to get a meal that isn’t ridiculous expensive. I understand the limited menus in the area but everything was ridiculous expensive and very bougie food. Next time we would definitely pack some more snacks and food. Otherwise the place I awesome and worth the stay. We loved the robes! Wore them to our sauna appointment and then went and did a cold plunge in the river. So tranquil! We did not hook up the the WiFi so we stayed off grid for the three days we were there and that was just incredible. The staff were all super friendly and accommodating. What a fantastic place! Can’t wait to go back!"

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$201 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?

High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS: This highly rated holiday home rental in Olivebridge is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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?

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.

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Check prices for these dates

Our top choices for Olivebridge holiday rentals

1. Mid-Century Ranch * One-Level Living * Quiet Garden

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

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

4. Starlite Motel

5. Streamside Cottage Half Mile to Town of Woodstock

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

7. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

8. LONGVIEW FARM - Reimagined Modern Farmhouse

9. NEW RENO, HIGH FALLS, near Mohonk preserve, New Paltz, Kingston

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

11. Woodstock Historic Artist Estate - The Museum House

12. The Studio at the Inn at High Falls

13. The Loft At The Inn At High Falls

14. Cozy Mid-Century Retreat with Spa Hot Tub

15. Mossy Moody Cabin in High Falls, NY

16. Brand New House with Huge Patio

17. Woods Cabin-Kingston/Woodstock, NY.

18. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

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

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

Find holiday rentals that suit your style

Top Olivebridge Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Americas Best Value Inn New Paltz

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Super 8 by Wyndham Kingston

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Residence Inn by Marriott Kingston

Hampton Inn by Hilton New Paltz

Urban Cowboy Lodge

AutoCamp Catskills

Find out more about Olivebridge

Frequently asked questions

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