Woodstock Holiday Rentals from €58: Search Short-Term Rentals

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

Firefly cottage with Ocean view : This highly rated holiday home rental in Woodstock is located in the mountains, and has a balcony, a garden and WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Make the most of games in this rental home to help you unwind. Some other top choices in Woodstock are Furnished Villa right on the beach! and Private Beach Front Villa with Pool .

Check Woodstock holiday rental availability

Holiday Rentals in Woodstock

On the beach, white sand, sun-loungers, beach towels

"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. "

"Staying here was exactly what we needed. We got a pleasant surprise for our anniversary welcome that the entire family played a role in setting up. Sean and Geneva were quite hospitable and gave us everything we needed. Firefly was sooo relaxing. Its the kinda place that gets you in touch with just sounds and breath taking views of nature. 4x4 vehicle is most ideal for travel Definitely a revisit in que."

includes taxes & fees

1 Dec - 2 Dec

"The house was a great place to wake up every morning. The views, the private beach and the pool were all great. We spent our nights on the beach side veranda looking directly at a perfect sunset. The house was clean, area is safe and would stay again. The owner was responsive and easy to coordinate with. Shane the property manager is a good guy, easy to work with, great cook and very help full. Thanks for the make the stay with my dad and friend memorable trip."

"We really enjoyed our week at Sweet Escape. The house was clean and spacious, beds were comfortable, and we loved the outdoor areas (pool, pergola, beach bed, and beach). Mark was absolutely fantastic! He made us delicious dinners and hearty breakfasts to start our day. We took care of the shopping, but he guided us at the grocery store and made recommendations. There were plenty of fun activities to do within a reasonable driving distance of the house (Black River Safari (5 min), Appleton Rum...

"A bit of off the beaten path paradise was just what we needed and just what we got! Everyone was kind, responsive, and helpful. Very refreshing! Thanks everyone!"

"The pictures do not give this Villa justice, it is beautiful! We had an amazing time there! We were looking for rest and relaxation and that is exactly what we got!! Shamoir the cook was incredible! Sheryl was quick to respond to any questions we had! We will definitely go back!"

"Very nice and comfortable "

includes taxes & fees

24 Nov - 25 Nov

"We booked the house for 4 - 5 people and were looking forward to a 4-day stay. Unfortunately, the object does not fulfil the advertised and expected claims in any way. Due to the very unclean condition of the house and pool as well as the many damages, we ended our stay after 1 night. Examples: The pool was only half full with dirty water; the barbecue is rusted and therefore not usable; AC worked only in 1 of 4 rooms; TV or remote control does not work; furniture and lamps are partly...

includes taxes & fees

24 Nov - 25 Nov

"We just spent 5 days at bel cove and it was such a great experience!! The groundskeeper gary is the best hes so helpful but not intrusive!! He was there for anything we needed!! The only thing( you cant control mother nature) is the water is verryyyyy shallow at the beach so while its still beautiful its not really swimable and the pool is really warm. The ac works amazing in the rooms for a break from the jamaican heat!!"

"The Wi-Fi did not work so the TVs did not work. The water barely work so I took a shower maybe two times out of my six day stay people are able to come in to the property as they please they had a photo shoot while I was in there it was bad, but the property was nice"

"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...

4 bedrooms, iron/ironing board, free WiFi, bed sheets

"I would like to start off by saying that there is no perfect villa. However, the Seastone villa in Whitehouse, Westmoreland JA exceeded my expectations in several ways... Starting off with the management of the villa, the team that supported our group in terms of reservation questions, changes and planning our stay was very responsive and flexible per our needs. Compared to the nightmares of other vacation stays, this was a lesson in customer service for others to follow. During planned group...

"Apartment was beautifully decorated. Easy acess for wheelchair. All appliances was up to date. Only issue was internet and tv in the front of house. Barely any wifi service acess in the front but back of house had better signal. Spacious stay and communication with host was swift and easy."

"The rooms and pool are very good. Getting back down the steep and long drive during hours of darkness is difficult."

"Needed a place for my family and mother in law and cousin. Was perfect for that size group. Loved the outdoor kitchen and being able to be on the water every morning."

"Worth the drive up for comfortable sleeping temperature and amazing views. A beautiful, peaceful property and even more beautiful family. Geneva is an amazing cook! I highly recommend eating at Good Hope. Super convenient and a great value. Come book with them and experience the real Jamaica!"

includes taxes & fees

26 Nov - 27 Nov

"Great host I loved it so had a real experience "

"Our host Pius was the best he knew exactly what to do to get us back and forth to Sandals for the wedding we attended and also other areas we wanted to visit... my family are already talking about coming back!"

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Other types of properties in Woodstock you may be interested in

"I like the convenience of being in the town, and having easy access to shopping, and eateries."

includes taxes & fees

24 Dec - 25 Dec

"2nd time at SSC. Great property. Awesome team. Very good food. "

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 €58 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.

Recent reviews of Woodstock properties

Sandals South Coast - ALL INCLUSIVE Couples Only

5/5 Excellent

"2nd time at SSC. Great property. Awesome team. Very good food. "

A verified traveller stayed at Sandals South Coast - ALL INCLUSIVE Couples Only

Posted 4 months ago

5/5 Excellent

"This property is a hidden jewel. Very quiet and very peaceful. Not in the heart of the town, with all the hustle and bustle. But close enough to the historical town of Black River, the capital of St. Elizabeth parish. Also a little historical fact, it was the first town to receive electricity. The property is near to famous attractions such as Black River Safari, YS falls, Jamaica Zoo, and Holland Bamboo. Love this property!"

A verified traveller stayed at Idlers' Rest Beach Hotel

Posted 6 months ago

5/5 Excellent

Perfect couples get away!!

"We just spent 5 days at bel cove and it was such a great experience!! The groundskeeper gary is the best hes so helpful but not intrusive!! He was there for anything we needed!! The only thing( you cant control mother nature) is the water is verryyyyy shallow at the beach so while its still beautiful its not really swimable and the pool is really warm. The ac works amazing in the rooms for a break from the jamaican heat!!"

A verified traveller stayed at Private Beach Front Villa with Pool

Posted 7 months ago

5/5 Excellent

True Serenity

"Staying here was exactly what we needed. We got a pleasant surprise for our anniversary welcome that the entire family played a role in setting up. Sean and Geneva were quite hospitable and gave us everything we needed. Firefly was sooo relaxing. Its the kinda place that gets you in touch with just sounds and breath taking views of nature. 4x4 vehicle is most ideal for travel Definitely a revisit in que."

A verified traveller stayed at Firefly cottage with Ocean view

Posted 8 months ago

Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape

5/5 Excellent

Lovely spot for a family vacation

"We really enjoyed our week at Sweet Escape. The house was clean and spacious, beds were comfortable, and we loved the outdoor areas (pool, pergola, beach bed, and beach). Mark was absolutely fantastic! He made us delicious dinners and hearty breakfasts to start our day. We took care of the shopping, but he guided us at the grocery store and made recommendations. There were plenty of fun activities to do within a reasonable driving distance of the house (Black River Safari (5 min), Appleton Rum Estate (45 min), YS Falls (30 min), Pelican Bar (25 min boat ride from the house)). If you want a relaxing place away from the touristy resort areas, this is it!"

A verified traveller from West Des Moines, IA stayed at Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape

Posted 8 months ago

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?

Firefly cottage with Ocean view: This highly rated holiday home rental in Woodstock is located in the mountains, and has a balcony, a garden and WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Make the most of games in this rental home to help you unwind. Some other top choices in Woodstock are Furnished Villa right on the beach! and Private Beach Front Villa with Pool.

How many holiday rentals are there in Woodstock?

With 53 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 Jamaica Beaches are a couple of picturesque spots to get outside and enjoy nature. Peter Tosh House and Appleton Estate 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.

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Holiday Rentals in Woodstock

Check Woodstock holiday rental availability

Holiday Rentals in Woodstock

The Belair

Bluefields Bay Villas

Champagne Villa

Firefly cottage with Ocean view

Oceanfront Luxury Villa: Private Beach & Staff

Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape

Tranquil Beachfront Oasis ~ Pool ~ Boat Tour

Villa Serene Jewel of Black River 4 bedroom 5bathrooms

Deano's Cottages

Furnished Villa right on the beach!

Private Beach Front Villa with Pool

Luxury ocean view villa

Unforgettable Villa: Jamaica's Rare Private Escape

Luxury 4 Bedroom Oceanfront Villa

Luxurious, modern, spacious two-bedroom, two-bathroom is the perfect getaway.

Fantastic, spacious villa with a large pool and sea views in a very safe area.

Spectacular Private Beachfront Villa: Unwind in Paradise at our Beach House!

Dragon fly Cottage

Family size private home

Buki Ocean View- ένας 2 B/R, Sleeps 6, with Chef

Other types of properties in Woodstock you may be interested in

Waterloo Guest House

Sandals South Coast - ALL INCLUSIVE Couples Only

The Belair

Find out more about Woodstock

Recent reviews of Woodstock properties

Sandals South Coast - ALL INCLUSIVE Couples Only

Champagne Villa

Idlers' Rest Beach Hotel

Rafjam West

Private Beach Front Villa with Pool

Firefly cottage with Ocean view

Luna Sea Inn

Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape

Waterloo Guest House

Frequently asked questions