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...
Villa Serene Jewel of Black River 4 bedroom 5bathrooms

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."
10BR Luxury Villa w/ Private Beach; Fully Staffed

Champagne Villa

3.0 star property
8.0 out of 10, Very good, (2)
"Very quiet and comfortable. Grounds were maintained and the beach is right outside the back gate of the property. The only issue was internet access. Maybe it was due to the recent hurricane, so I want consider that a negative. We had our global hotspot, so we managed. "
Champagne Villa

Luxury ocean view villa

7.6 out of 10, Good, (4)
"Chef Donna if we could take her home with us we would! Anything that you need Marvette, Marca or Sheldon will get for you! We will definitely be back with a group again! I promise you , you won’t be disappointed!"
The price is AU$319
includes taxes & fees
17 July - 18 July
Luxury ocean view villa

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 "
Oceanfront Luxury Villa: Private Beach & Staff

Villa Gilgal - Possibilities are endless.... Fully Staffed

10.0 out of 10, Exceptional, (36)
"We loved the stay we made lots of new memories. We will be going back and stay here. It’s private and it’s beautiful. The home is very modern with all the amenities anyone needs for a fun filled vacation. The entire staff were amazing the food was spectacular. We stayed at resorts in the past but I think this will be our new go to in Jamaica. Looking foward to our next stay thank you "
Villa Gilgal - Possibilities are endless.... Fully Staffed

“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home

“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

The price is AU$218
includes taxes & fees
17 July - 18 July
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

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

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

Luxurious 3 beds, 2 bath with all amenities

10.0 out of 10, Exceptional, (1)
"It was such a great experience staying at the home. Felt safe and enjoyed the amenities offered. We stayed as a group and everyone was satisfied with their stay. Will definitely be returning the next time we are in Sav La Mar. thanks for prompt response to our questions. Much appreciated."
The price is AU$294
includes taxes & fees
29 July - 30 July
Luxurious 3 beds, 2 bath with all amenities

Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

The price is AU$323
includes taxes & fees
19 July - 20 July
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

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!"
The price is AU$111
includes taxes & fees
17 July - 18 July
The Artist cabin is a mountain cabin overlooking the sea and coastline

Firefly cottage with Ocean view

10.0 out of 10, Exceptional, (27)
"This is the most idyllic, amazing, beautiful paradise you will ever stay in. We cannot recommend this enough. Geneva and Shaun are the most wonderful hosts, we are definitely coming back !! We are devastated to be leaving. They are the loveliest people who took care of all our needs and took time to show us around their stunning property. She is also a great cook. What a lovely family. We will miss you.Thank you thank you thank you. Tonnes of love. "
The price is AU$124
includes taxes & fees
17 July - 18 July
Firefly cottage with Ocean view

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. "
Award-winning villa with private beachfront and pool

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"
Aristo Oasis, come and unwind in paradise. Santa Cruz Jamaica. 5 mins to Town

Deano's Cottages

3.0 star property
6.8 out of 10, (5)
"Very quiet, felt very safe "
The price is AU$124
includes taxes & fees
17 July - 18 July
Deano's Cottages

Family size private home

10.0 out of 10, Exceptional, (2)
"Great host I loved it so had a real experience "
Family size private home

Muris Light Sanctuary

10.0 out of 10, Exceptional, (1)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
The price is AU$221
includes taxes & fees
17 July - 18 July
Muris Light Sanctuary

Westmore Beach Villa - Self-contained Luxury Villa on the beach

10.0 out of 10, Exceptional, (1)
"Jack and the rest of the staff were friendly and attentive. The grounds and beach are beautiful and well maintained. The pool was always crystal clear. The rooms can use a few more amenities like a blender and coffee makers. Although, there was a coffee maker on premises for us to use during our stay. Overall, although a little remote, an amazing place to stay. "
Westmore Beach Villa - Self-contained Luxury Villa on the beach

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...
Ocean Paradise: 6BR, 5BA, Pool, Family and Pet Friendly with Private Beaches!
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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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?

“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home: This highly rated holiday home rental in Woodstock offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Woodstock are The Artist cabin is a mountain cabin overlooking the sea and coastline and Firefly cottage with Ocean view.

How many holiday rentals are there in Woodstock?

With 67 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 Bubbling Spring Mineral Bath 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.