Woodstock Holiday Rentals

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Check prices for these dates

Tonight
4 Nov - 5 Nov
Tomorrow
5 Nov - 6 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Woodstock

Outdoor dining
Villa Serene Jewel of Black River 4 bedroom 5bathrooms
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
Private kitchen
Lovely 2-bedroom Townhouse
Lovely 2-bedroom Townhouse
10.0 out of 10, Exceptional, (2)
"Enjoyed the stay."
United States
Henry
Lovely 2-bedroom Townhouse
Indoor pool
10BR Luxury Villa w/ Private Beach; Fully Staffed
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
Outdoor pool
Oceanfront Luxury Villa: Private Beach & Staff
Oceanfront Luxury Villa: Private Beach & Staff
9.6 out of 10, Exceptional, (34)
"The property was lovely. A large patio, pool and private beach. And a skilled cook who loves preparing meals. We enjoyed breakfasts and suppers, we went exploring during the days . The beach waves were awesome. Who could ask for more? "
United States
Janice L.
Oceanfront Luxury Villa: Private Beach & Staff
Outdoor pool
Award-winning villa with private beachfront and pool
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
Lake
Deano's Cottages
Deano's Cottages
3.0 star property
6.8 out of 10, (5)
"The sat nav directions took us to a field a couple of.mikes away from the property, called thenumber, took a few tries to get an answer, then due to misunderstanding, was given dirctions for coming in the opposite direction that we were.heading, took a few phone calls and a few wrong turns till we got there. The lady on arrival was really helpful. Had choice of 2 cabins. Lovely, vlean and huge bed. Take.mosquito spay though as right next to the water. The view was amazing of the pond....
United Kingdom
Lisa
Deano's Cottages
Interior
Oceanview lux Villa + Infinity pool, Chef & Butler
Oceanview lux Villa + Infinity pool, Chef & Butler
10.0 out of 10, Exceptional, (2)
"Our group of 14 adults and 6 kids found KRP Villa to be the perfect property for our stay. Each family had their own room and private bathroom, which was essential for our group’s comfort.The villa’s outdoor space was a highlight—spacious, with plenty of seating and a large pool that comfortably accommodated everyone without ever feeling crowded.Chef Darren’s meals were a standout, transforming every dish into something memorable with his unique touch. The grounds staff, Ainsley and Foota, were...
United States
Franklin G.
The price is HK$19,430
HK$23,682 total
includes taxes & fees
2 Dec - 3 Dec
Oceanview lux Villa + Infinity pool, Chef & Butler
Exterior
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
The price is HK$699
HK$1,088 total
includes taxes & fees
5 Nov - 6 Nov
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Exterior
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
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 HK$466
HK$622 total
includes taxes & fees
6 Nov - 7 Nov
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Property grounds
Dragon fly Cottage
Dragon fly Cottage
10.0 out of 10, Exceptional, (7)
"Our absolute favorite part of being in Jamacia was staying in the Dragon Fly Cottage hosted by Geneva and her husband Shawn and their three sons. Everyday Geneva would cook a fantastic breakfast and dinner, served hot and after the meal would take the dirty dishes away. Right off our deck was avocados, jackfruit, all spice, papaya as well as a mango tree just down the path. The view was amazing. The rain on the tin roof, the treefrogs singing, the multiple hummingbirds and geckos made every day...
Canada
John H.
The price is HK$491
HK$646 total
includes taxes & fees
6 Nov - 7 Nov
Dragon fly Cottage
Private kitchen
Mini Cozy Lodging
Mini Cozy Lodging
3.0 star property
The price is HK$770
HK$894 total
includes taxes & fees
12 Nov - 13 Nov
Mini Cozy Lodging
Property grounds
The Artist cabin is a mountain cabin overlooking the sea and coastline
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 HK$389
HK$544 total
includes taxes & fees
6 Nov - 7 Nov
The Artist cabin is a mountain cabin overlooking the sea and coastline
Property grounds
Ocean Paradise: 6BR, 5BA, Pool, OceanFront Villa with a Private Beach
Ocean Paradise: 6BR, 5BA, Pool, OceanFront Villa with a Private Beach
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, OceanFront Villa with a Private Beach
On the beach
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard
The price is HK$1,166
HK$1,624 total
includes taxes & fees
5 Nov - 6 Nov
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard
Outdoor dining
Private beachfront paradise 2cottages & 2 rooms in Bluefield's Bay AC, Wi-Fi
Private beachfront paradise 2cottages & 2 rooms in Bluefield's Bay AC, Wi-Fi
2.0 star property
Private beachfront paradise 2cottages & 2 rooms in Bluefield's Bay AC, Wi-Fi
Exterior detail
“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home
“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home
“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home
Property grounds
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
The Belair SeaSide Villas. 4 suites, 2 guests per Suite. 1, 2/bedroom/3 guests
Exterior detail
Aristo Oasis, come and unwind in paradise. Santa Cruz Jamaica. 5 mins to Town
Aristo Oasis, come and unwind in paradise. Santa Cruz Jamaica. 5 mins to Town
10.0 out of 10, Exceptional, (1)
"Great neighborhood. Safe environment. Awesome host"
United States
Joan M.
Aristo Oasis, come and unwind in paradise. Santa Cruz Jamaica. 5 mins to Town
Private kitchen
A Cut Above The Rest
A Cut Above The Rest
A Cut Above The Rest
Property grounds
Luxurious, modern, spacious two-bedroom, two-bathroom is the perfect getaway.
Luxurious, modern, spacious two-bedroom, two-bathroom is the perfect getaway.
7.4 out of 10, Good, (3)
"Our stay was not luxurious as we hoped it would be. The road to the property were full of potholes. The living room had no air-condition just a ceiling fan. The TV in the Livingroom did not turn on, however the TV in the room only worked when poor wifi was on for a limited time mainly off. I sent an email communication informing them I need wifi for work, with no response We had no cable to watch local news. My family and I rushed out to make and appointment and we then received an email about...
United States
Sophia
Luxurious, modern, spacious two-bedroom, two-bathroom is the perfect getaway.
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

Oceanview lux Villa, infinity pool, swim up bar, chef services, perfect retreat!

Oceanview lux Villa, infinity pool, swim up bar, chef services, perfect retreat!

10/10 Excellent
"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!"
Ronique M. 3-night trip
Posted 1 month ago
Oceanview lux Villa, infinity pool, swim up bar, chef services, perfect retreat!

Find out more about Woodstock

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

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Look no further and take a look at our great range of rental properties in Woodstock!

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 The Artist cabin is a mountain cabin overlooking the sea and coastline .

How many holiday rentals are there in Woodstock?

With 63 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.