Olivebridge Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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

Mid-Century Ranch, One-Level Living, Quiet Garden
Olivebridge
The price is NZ$1,060
includes taxes & fees
15 Nov - 16 Nov
Mid-Century Ranch, One-Level Living, Quiet Garden
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, (40 reviews)
"Clean and beautifully decorated room. Very comfortable, excellent bed and linens. Friendly and knowledgeable staff. An "out of the way " place and that's its charm, yet close enough - short car rides- to restaurants and other attractions. We'd gladly return!"
United States
Ronald
The price is NZ$370
includes taxes & fees
17 Nov - 18 Nov
West Wing - a unique private space w/patio
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

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.8 out of 10, Excellent, (19 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is NZ$213
includes taxes & fees
15 Nov - 16 Nov
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
A wooden vanity with a mirror, two pendant lights, and a folded towel.

4. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (31 reviews)
"Absolutely beautiful place. Carefully prepared for our arrival with tea light and lampshades on throughout the accommodation. No complaints whatsoever and if anything exceeded our expectations. The location was great for our plans exploring Hudson Valley and surrounding areas. Would 100% recommend. Communication throughout was perfect 👌. Thank you for a wonderful stay ."
United Kingdom
Catherine
The price is NZ$213
includes taxes & fees
15 Nov - 16 Nov
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
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

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is NZ$352
includes taxes & fees
1 Dec - 2 Dec
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
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

The Studio at the Inn at High Falls
High Falls
8.2 out of 10, Very good, (47 reviews)
"Great property in a serene setting. We enjoyed it very much!"
United States
John M.
The Studio at the Inn at High Falls
A natural setting with a stream, red chairs, and a forested area.

7. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveller
The price is NZ$536
includes taxes & fees
15 Nov - 16 Nov
Streamside Cottage Half Mile to Town of Woodstock
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

8. 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, (7 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$417
includes taxes & fees
16 Nov - 17 Nov
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A modern kitchen with a large island, a sink, and wooden stools.

9. Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Carriage House
Woodstock
9.8 out of 10, Exceptional, (51 reviews)
"We had a wonderful time, again! Perfect location!"
United States
Fran W.
The price is NZ$1,037
includes taxes & fees
15 Nov - 16 Nov
Woodstock Historic Artist Estate - The Carriage House
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

10. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (321 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is NZ$290
includes taxes & fees
16 Nov - 17 Nov
Starlite Motel
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, (25 reviews)
"Very cute place, beautiful area. Would absolutely choose again!"
United States
Michael S.
The price is NZ$764
includes taxes & fees
17 Nov - 18 Nov
Mossy Moody Cabin in High Falls, NY
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is NZ$417
includes taxes & fees
16 Nov - 17 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A house with a sloped roof, a front porch with two chairs, and a well-maintained lawn.

13. Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Woodstock
9.0 out of 10, Wonderful, (2 reviews)
"Great location."
United States
Louis
The price is NZ$574
includes taxes & fees
15 Nov - 16 Nov
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Private kitchen

14. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (18 reviews)
"We loved the little cabin in the woods!"
United States
Patti G.
The price is NZ$361
includes taxes & fees
15 Nov - 16 Nov
Woods Cabin-Kingston/Woodstock, NY.
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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 reviews)
"The rental unit was immaculately clean and everything was provided. Beds were comfortable and the ac units made it very comfortable for sleeping. Really enjoyed playing the msPacman/Galaga game on the wall in the living room. lol we didn’t have time to enjoy the yard or hot tub but it was nice to have those amenities if we wanted to."
United States
Erick and Lana S.
The price is NZ$452
includes taxes & fees
1 Dec - 2 Dec
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

16. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Great location, had everything needed for a comfortable stay."
United States
Michael W.
The price is NZ$401
includes taxes & fees
9 Dec - 10 Dec
Butterfly Bungalow Studio · Saugerties/Woodstock
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

17. 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$489
includes taxes & fees
17 Nov - 18 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
A building with a large window reflecting trees, a wooden exterior, and a yellow roof.

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

A pleasant space in a pleasant neighborhood in a beautiful part of the country!
Woodstock
10.0 out of 10, Exceptional, (9 reviews)
"Very nice property that met our needs perfectly. Clean and very well maintained rooms. Lots of wildlife, beautiful wooded area. Peter, the host, was lovely and helpful."
United States
Barbara A.
The price is NZ$882
includes taxes & fees
15 Nov - 16 Nov
A pleasant space in a pleasant neighborhood in a beautiful part of the country!
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

19. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is NZ$420
includes taxes & fees
29 Nov - 30 Nov
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

20. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (39 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is NZ$455
includes taxes & fees
16 Nov - 17 Nov
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
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

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.
Mirbeau Inn & Spa

Mirbeau Inn & Spa

Mirbeau Inn & Spa
Rhinebeck Village

10/10 Excellent

I loved the hotel, the rooms and the location. Easy walk around town. Restaurant was great.
Australia
Anonymous traveller
Reviewed October 26, 2019
Mirbeau Inn & Spa

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$213 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.