Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Villa Serene Jewel of Black River 4 bedroom 5bathrooms
9.6 out of 10, Exceptional, (11)
"As a woman who just buried her cousin & father within 1 week of arriving in JA, I was really looking forward to this trip as a means to clear my mind from everything that was going. We rented Villa Serene for the week so that my step-children & mother-in-law could all come to one location & spend some personal time together, especially since it was the first time I would be meeting them face to face. Villa Serene "could" be 5-star property if it were brought up to code (proper...
United States
India N.
Villa Serene Jewel of Black River 4 bedroom 5bathrooms
Lovely 2-bedroom Townhouse
10.0 out of 10, Exceptional, (2)
"Enjoyed the stay."
United States
Henry
Lovely 2-bedroom Townhouse
10BR Luxury Villa w/ Private Beach; Fully Staffed
10.0 out of 10, Exceptional, (1)
"Perfect for our team of 18! Everyone enjoyed the food, the staff, the ambience. It was great to have our own privacy to bond as a team. Everything was immaculate! Minor problems- The internet connectivity was slow or didn't work, and the power tripped out 1-2 times per day, however, speedily restored by our butler."
United States
Anna L.
10BR Luxury Villa w/ Private Beach; Fully Staffed
Oceanfront Luxury Villa: Private Beach & Staff
9.6 out of 10, Exceptional, (34)
"An absolute escape from reality. Property was great it was a hidden gem views where amazing Shane the property manager is excellent use him he is very knowledgeable of the area. And is awesome chef cooked breakfast everyday it was excellent “tip him well” only issue was beach and road leading too property Gve it strong 8/10 SHANE is why it’s so high "
United States
Ian M.
Oceanfront Luxury Villa: Private Beach & Staff
Award-winning villa with private beachfront and pool
10.0 out of 10, Exceptional, (1)
"Just what the family needed. This will be an annual experience. "
United States
Andrew R.
Award-winning villa with private beachfront and pool
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
The price is AU$219
includes taxes & fees
25 Oct - 26 Oct
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Deano's Cottages
3.0 star property
6.8 out of 10, (5)
"Very quiet, felt very safe "
United States
Derrick
The price is AU$125
includes taxes & fees
24 Nov - 25 Nov
Deano's Cottages
Villa Gilgal - Possibilities are endless.... Fully Staffed
10.0 out of 10, Exceptional, (36)
"My family enjoyed our stay so much. The most beautiful place I’ve ever stayed "
United States
Jennifer F.
Villa Gilgal - Possibilities are endless.... Fully Staffed
Mini Cozy Lodging
3.0 star property
The price is AU$179
includes taxes & fees
24 Nov - 25 Nov
Mini Cozy Lodging
Ocean Paradise: 6BR, 5BA, Pool, Family and Pet Friendly with Private Beaches!
6.0 out of 10, (1)
"Amazing site, lush vegetation, multiple places to relax and enjoy the scenery. Great pool, kayaks, etc. Two houses is also a plus. Beach relatively small but clean. Unfortunately the two villas show their age: old furniture but generally clean. Our main problem with this rental was that the kitchen was dirty. Dishes and utensils had food residus, many of the small appliances (toaster, coffee machine, etc were dirty and stained) and the kitchen was infested by ants. There is no garbage can in...
Canada
Gilles P.
Ocean Paradise: 6BR, 5BA, Pool, Family and Pet Friendly with Private Beaches!
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard
The price is AU$326
includes taxes & fees
25 Oct - 26 Oct
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
2.0 star property
9.0 out of 10, Wonderful, (2)
"Ein ganz tolles Erlebnis. Sehr nette Gastgeber Familie. Traumhaftes Grundstück, schöner Ausblick. Ein mega Abenteuer. Man kommt gut zurecht mit dem was man hat. Man kann unglaublich viele Tiere und Pflanzen/Blumen etc. sehen und beobachten. Ausstattung reicht aus. Wenn was fehlt hilft der Gastgeber immer weiter. 2 Wochen pure Erholung. Unser Sohn wurde von den Kindern toll mit integriert und hatte mega Spaß und viel zu entdecken. Unsere Gastgeberin hat sehr leckeres Essen gekocht. Würden wir...
Germany
Nicole B.
The price is AU$126
includes taxes & fees
24 Nov - 25 Nov
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
The Belair SeaSide Villas. 4 suites, 2 guests per Suite. 1, 2/bedroom/3 guests
The Belair SeaSide Villas. 4 suites, 2 guests per Suite. 1, 2/bedroom/3 guests
“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home
“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home
The Artist cabin is a mountain cabin overlooking the sea and coastline
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is AU$111
includes taxes & fees
24 Nov - 25 Nov
The Artist cabin is a mountain cabin overlooking the sea and coastline
A Cut Above The Rest
A Cut Above The Rest
Dragon fly Cottage
10.0 out of 10, Exceptional, (7)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
The price is AU$119
includes taxes & fees
25 Oct - 26 Oct
Dragon fly Cottage
Big Family Beachfront Villa
Big Family Beachfront Villa
A Tropical Getaway
10.0 out of 10, Exceptional, (2)
"First off, Susan was a wonderful host. SUPER communication and response time, and she had tons of suggestions for things to do/eat/see. Next, the house is huge and great for larger groups. Plenty of rooms for everyone (each with it’s own bathroom!) and a lot of common areas to spread out in.Lastly, the pool was wonderful! Huge and a great temperature. Our stay was just a couple of nights but if you are looking for seclusion and privacy this is it. "
United States
Jodi T.
A Tropical Getaway
Oceanview lux Villa, infinity pool, swim up bar, chef services, perfect retreat!
10.0 out of 10, Exceptional, (2)
"My clients were happy with their stay and the villa manager was great to work with! The extra touches she added to the 60th birthday made everything even more special. The food was delicious as well and they stated the grounds people were great and accommodating as well! It’s a great location for those that have been to Jamaica several times and want to explore other areas. I would definitely stay here again!"
United States
Ronique M.
Oceanview lux Villa, infinity pool, swim up bar, chef services, perfect retreat!
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 Woodstock Hotel Reviews

Find out more about Woodstock

Everything you need to know about Woodstock 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 Woodstock 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 Woodstock holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodstock holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. 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 Woodstock 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 Woodstock holiday rentals we have selected for you start as low as AU$111 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock 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 Woodstock 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 Woodstock 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 Woodstock. 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

Are there holiday rentals in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woodstock has to offer?

Lovely 2-bedroom Townhouse: This highly rated holiday home rental in Woodstock has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other top choices in Woodstock are Kimoya's cottage is a mountain cottage overlooking the sea and coastline and “Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home.

How many holiday rentals are there in Woodstock?

With 64 Expedia holiday rentals, you're guaranteed to find just the right place for your Woodstock stay.

What can I see and do in Woodstock?

While you're exploring the area, YS Falls and Parrotee Pond Mangroves are a couple of picturesque spots to get outside and enjoy nature. Appleton Estate and Floyd's Pelican Bar are a couple of places you'll find in the wider area.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family getaway.