Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Woodstock

Outdoor dining
Firefly cottage with Ocean view

Vacation Home in Cave District

10.0 out of 10, Exceptional, (27)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is ￥10,718
￥13,825 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Firefly cottage with Ocean view
Exterior
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Vacation Home in Cave

2.0 star property
9.0 out of 10, Wonderful, (2)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is ￥9,308
￥12,411 total
includes taxes & fees
Dec 8 - Dec 9
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Property grounds
Dragon fly Cottage

Vacation Home in Cave

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 ￥12,271
￥15,378 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Dragon fly Cottage
1 bedroom, free WiFi, bed sheets
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

Apartment in Middle Quarters

The price is ￥12,410
￥15,513 total
includes taxes & fees
Dec 11 - Dec 12
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites
Property grounds
The Artist cabin is a mountain cabin overlooking the sea and coastline

Vacation Home in Cave

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 ￥7,757
￥10,860 total
includes taxes & fees
Dec 8 - Dec 9
The Artist cabin is a mountain cabin overlooking the sea and coastline
Outdoor dining
Perfect 2-bedroom house in charming, Hounslow Dist, St. Elizabeth for your stay.

Vacation Home in Watchwell P.O.

2.0 star property
The price is ￥13,651
￥21,408 total
includes taxes & fees
Dec 18 - Dec 19
Perfect 2-bedroom house in charming, Hounslow Dist, St. Elizabeth for your stay.
House, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen
Mini Cozy Lodging

Vacation Home in Whitehouse

3.0 star property
The price is ￥18,305
￥21,206 total
includes taxes & fees
Dec 7 - Dec 8
Mini Cozy Lodging
On the beach
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

Villa in St. Elizabeth Parish

The price is ￥23,270
￥32,423 total
includes taxes & fees
Dec 11 - Dec 12
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard
Pool
Luxury ocean view villa

Villa in Westmoreland

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!"
United States
Danete G.
The price is ￥27,784
￥31,817 total
includes taxes & fees
Dec 19 - Dec 20
Luxury ocean view villa
Exterior
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

Apartment in Savanna la Mar

The price is ￥13,962
￥21,719 total
includes taxes & fees
Dec 7 - Dec 8
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Property grounds
Mellow Breeze where you can relax or play

Vacation Home in Greenwood

The price is ￥15,533
￥34,949 total
includes taxes & fees
Dec 7 - Dec 8
Mellow Breeze where you can relax or play
Property grounds
Muris Light Sanctuary

Vacation Home in Savanalamar

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. "
Canada
Leeann D.
The price is ￥5,430
￥20,633 total
includes taxes & fees
Dec 8 - Dec 9
Muris Light Sanctuary
Pool
Calabura Villa - White House Modern Luxury Villa

Vacation Home in Whitehouse

The price is ￥186,156
￥229,127 total
includes taxes & fees
Dec 9 - Dec 10
Calabura Villa - White House Modern Luxury Villa
Outdoor pool
Waterfront Villa with Pool on Jamaica's South Coast

Vacation Home in White House

The price is ￥131,861
￥171,031 total
includes taxes & fees
Dec 14 - Dec 15
Waterfront Villa with Pool on Jamaica's South Coast
Property grounds
5 minutes to Appleton Estate & 20 minutes to Maroon town. Griffiths Guest House.

Vacation Home in St. Elizabeth Parish

The price is ￥55,847
￥63,293 total
includes taxes & fees
Dec 15 - Dec 16
5 minutes to Appleton Estate & 20 minutes to Maroon town. Griffiths Guest House.
Property grounds
Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

Vacation Home in Newmarket

The price is ￥77,565
￥101,455 total
includes taxes & fees
Dec 19 - Dec 20
Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
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

Luna Sea Inn

Luna Sea Inn

8/10 Good
"No cable.. return to property at 10:45 pm the gate was closed. I had to open the gate to enter the property. Pathway to my room was dark. I found this to be unsafe. Overall staff members were pleasant.. property needs to be renovated. Poorly kept."
Tenya 2-night trip
Posted 4 months ago
Luna Sea Inn

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 vacation rentals in Woodstock?

Yes, we offer vacation rentals near well known attractions in Woodstock, or you can go with a secluded option if you're looking for relaxation.

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

Lovely 2-bedroom Townhouse: This vacation home rental near Woodstock has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Woodstock?

With 64 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in Woodstock?

Vacation rentals are private properties you can reserve for a couple days or more in Woodstock. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a small group gathering.