Holiday Rentals Olivebridge from £105: Find Short-Term Rentals & Holiday Accommodations

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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

29 Oct - 30 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

12 Oct - 13 Oct

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

3. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Stone Ridge

Stephen

includes taxes & fees

28 Oct - 29 Oct

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

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

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

Stone Ridge

Tarun

includes taxes & fees

28 Oct - 29 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.

6. The Studio at the Inn at High Falls

High Falls

Jia

includes taxes & fees

11 Oct - 12 Oct

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

7. Starlite Motel

Big Indian

Danielle

includes taxes & fees

14 Oct - 15 Oct

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

8. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

includes taxes & fees

4 Nov - 5 Nov

9. Woods Cabin-Kingston/Woodstock, NY.

Kingston

"The Woods Cabin was exactly what it said it was; a teeny tiny, relatively new cabin pretty deep in the scrubby woods of rural NY. It was clean and fully functional, but it was very basic—it was much more than a tent, but the experience was not at all “glamping.” The owner was exceptionally responsive and helpful…no complaints there, or anywhere! As I said, the Woods Cabin is/was exactly what it said it was. Nothing more; nothing less."

Nora Tracy

includes taxes & fees

13 Oct - 14 Oct

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

10. Mossy Moody Cabin in High Falls, NY

High Falls

Jennifer M.

includes taxes & fees

14 Oct - 15 Oct

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

11. LONGVIEW FARM - Reimagined Modern Farmhouse

Marbletown

includes taxes & fees

3 Nov - 4 Nov

A building with a large window reflecting trees, a wooden exterior, and a yellow roof.

12. A pleasant space in a pleasant neighborhood in a beautiful part of the country!

Woodstock

Barbara A.

includes taxes & fees

14 Oct - 15 Oct

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

13. 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.

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

Kingston

Brendan B.

includes taxes & fees

14 Oct - 15 Oct

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.

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

Kingston

Clara L.

includes taxes & fees

28 Oct - 29 Oct

A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Kingston

Kelley Marie

includes taxes & fees

2 Nov - 3 Nov

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

17. The Loft At The Inn At High Falls

High Falls

Inez

includes taxes & fees

12 Oct - 13 Oct

A forest campsite with a tent, a fire pit, and a bench.

18. Glamping Tent & Campsite by Minnewaska State Park

Kerhonkson

Andie C.

includes taxes & fees

12 Oct - 13 Oct

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

19. Cozy Mid-Century Retreat with Spa Hot Tub

Woodstock

Alec M.

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

20. Brand New House with Huge Patio

Kerhonkson

Soonmi

includes taxes & fees

9 Oct - 10 Oct

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Top Olivebridge Hotel Reviews

Courtyard by Marriott Kingston

10/10 Excellent

"The hotel is clean and up to date The front desk staff were very friendly and helpful with all our questions. Restaurant recommendations were spot on."

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, apart-hotels, 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 £105 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?

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. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

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