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Top Holiday Rentals in Woodstock

Our top choices for Woodstock holiday rentals

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

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

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

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

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

The price is £107
includes taxes & fees
6 Sept - 7 Sept
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

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

Deano's Cottages

3.0 star property
6.8 out of 10, (5)
"Very quiet, felt very safe "
The price is £60
includes taxes & fees
31 Aug - 1 Sept
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

Lovely 2-bedroom Townhouse

10.0 out of 10, Exceptional, (2)
"Enjoyed the stay."
Lovely 2-bedroom Townhouse

Furnished Villa right on the beach!

5.6 out of 10, (5)
"There isn’t a beach anywhere near the house."
The price is £294
includes taxes & fees
1 Sept - 2 Sept
Furnished Villa right on the beach!

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

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

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...
The price is £62
includes taxes & fees
1 Sept - 2 Sept
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

The Belair

3.5 star property
The Belair

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

10.0 out of 10, Exceptional, (1)
"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...
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 £143
includes taxes & fees
3 Sept - 4 Sept
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 £159
includes taxes & fees
31 Aug - 1 Sept
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

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!

Big Family Beachfront Villa

Big Family Beachfront Villa

Double queen suite on the beach Private entrance

10.0 out of 10, Exceptional, (2)
"The views,the comfort, It was Safe that was beautiful it was up-to-date the staff was knowledgeable Of the environment shopping restaurants They were friendly always around if you needed them to the phone call away very private find for me and my husband Privite beach with your steps away Private parking private entrance security toiletries and bedding Very comfortable Can’t wait to stay again state for five days enjoyed every bit of it. I think we may good lifetime friends with the owner and...
Double queen suite on the beach Private entrance

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 £55
includes taxes & fees
1 Sept - 2 Sept
The Artist cabin is a mountain cabin overlooking the sea and coastline
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

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, 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 Woodstock holiday rental for you by simply entering your desired dates. Then check your favorite 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 depends 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 £55 per night. Entering your travel dates in the search wizard you might find 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?

Family size private home: This highly rated holiday home rental in Woodstock offers a balcony, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Woodstock are Lovely 2-bedroom Townhouse and Furnished Villa right on the beach!.

How many holiday rentals are there in Woodstock?

With 65 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.