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Castleton Holiday Rentals

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Our top choices for Castleton holiday rentals

1. Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is NZ$156
includes taxes & fees
15 Nov - 16 Nov
Tapioca Village Retreat

2. Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
7.8 out of 10, Good, (74 reviews)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
The price is NZ$188
includes taxes & fees
5 Nov - 6 Nov
Abacus Jamaica the Zana Suite

3. The Gardens

The Gardens
3.0 star property
Barbican
8.0 out of 10, Very good, (71 reviews)
"Nice an quite an joyful stay"
Canada
Damian Mark anthony
The price is NZ$180
includes taxes & fees
5 Nov - 6 Nov
The Gardens

4. Reggae Legends Estate

Reggae Legends Estate
3.5 star property
Jack's Hill
9.8 out of 10, Exceptional, (6 reviews)
"A really amazing find! Stunning location with fantastic views. Quiet and relaxing. The cabin was a great experience and we were so well looked after by Anne-Marie."
United Kingdom
Nicola
The price is NZ$290
includes taxes & fees
12 Nov - 13 Nov
Reggae Legends Estate

5. Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
The price is NZ$192
includes taxes & fees
7 Nov - 8 Nov
Windbreak Villa

6. Wave Crest Resort Race Course

Wave Crest Resort Race Course
2.5 star property
Oracabessa
10.0 out of 10, Exceptional, (1 review)
"The host came out to greet us. Very warm welcome. Large rooms. Clean. Friendly and very helpful staff. Would definitely stay here again !!"
United States
Beverly
The price is NZ$270
includes taxes & fees
23 Nov - 24 Nov
Wave Crest Resort Race Course

7. Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
9.4 out of 10, Exceptional, (16 reviews)
"Everything looked exactly like the pictures and communication was quick from the host. Would have no problem staying again."
United States
Alvin
The price is NZ$261
includes taxes & fees
14 Nov - 15 Nov
Urban Charm: Modern One Bedroom

8. Camrose by the Curve Meadowbrook 2-bedroom Apt in Meadowbrook, Kingston

Camrose by the Curve Meadowbrook 2-bedroom Apt in Meadowbrook, Kingston
Kingston
9.4 out of 10, Exceptional, (3 reviews)
"My husband and I enjoyed our stay it was nice and clean and comfortable "
United States
Lashanette D.
The price is NZ$285
includes taxes & fees
24 Nov - 25 Nov
Camrose by the Curve Meadowbrook 2-bedroom Apt in Meadowbrook, Kingston

9. Cozy studio apartment with queen bed in charming Kingston with AC

Cozy studio apartment with queen bed in charming Kingston with AC
Constant Spring
10.0 out of 10, Exceptional, (1 review)
"They are missing the AMAZING VIEW Tthat comes when u get inside the place"
United States
Mika
The price is NZ$136
includes taxes & fees
5 Nov - 6 Nov
Cozy studio apartment with queen bed in charming Kingston with AC

10. 1BR Comfort City Apartment with pool

1BR Comfort City Apartment with pool
2.0 star property
Kingston
10.0 out of 10, Exceptional, (1 review)
"Good"
United Kingdom
Shavel
The price is NZ$436
includes taxes & fees
6 Nov - 7 Nov
1BR Comfort City Apartment with pool

11. Dreaming in the Sun Getaway

Dreaming in the Sun Getaway
St. Mary Parish
10.0 out of 10, Exceptional, (1 review)
"This property was an unexpected great find in Robins Bay. Just 3 minutes from the fork in the town. The view of the ocean, the comfortable mattress, the lovely fruit trees and the spacious living room and verandah helped to make our stay a very pleasant one. Aleisha was extremely responsive and her husband Wray and Miss Chunny took care of every detail. The Jamaican breakfast that Chunny made was extremely delicious and it came with a very generous serving of local fruits for a reasonable...
United States
Marva
The price is NZ$279
includes taxes & fees
5 Nov - 6 Nov
Dreaming in the Sun Getaway

12. Hassle Free Getaway Beach Front Property, family friendly

Hassle Free Getaway Beach Front Property, family friendly
St Mary
The price is NZ$288
includes taxes & fees
15 Nov - 16 Nov
Hassle Free Getaway Beach Front Property, family friendly

13. Modern 1BR Condo in Kingston

Modern 1BR Condo in Kingston
2.0 star property
Half Way Tree
10.0 out of 10, Exceptional, (1 review)
"Excellent location absolutely loved it. The only thing was they had ants… everywhere"
United States
Robin
The price is NZ$369
includes taxes & fees
5 Nov - 6 Nov
Modern 1BR Condo in Kingston

14. Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons

Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
St. Mary
The price is NZ$246
includes taxes & fees
9 Nov - 10 Nov
Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons

15. Jamaica House - The Blue Mountain Wilderness Retreat

Jamaica House - The Blue Mountain Wilderness Retreat
Bangor Ridge
The price is NZ$158
includes taxes & fees
14 Nov - 15 Nov
Jamaica House - The Blue Mountain Wilderness Retreat

16. Bayfront apartment and villas

Bayfront apartment and villas
Portmore
10.0 out of 10, Exceptional, (7 reviews)
"Good place to stay"
United States
Kimone
The price is NZ$166
includes taxes & fees
9 Nov - 10 Nov
Bayfront apartment and villas

17. Cozy 1-bedroom apartment in welcoming Kingston with AC

Cozy 1-bedroom apartment in welcoming Kingston with AC
Kingston
The price is NZ$266
includes taxes & fees
18 Nov - 19 Nov
Cozy 1-bedroom apartment in welcoming Kingston with AC

18. Sweet Kensville

Sweet Kensville
4.0 star property
New Kingston
8.8 out of 10, Excellent, (6 reviews)
"Great stay"
United States
Steve
The price is NZ$364
includes taxes & fees
4 Dec - 5 Dec
Sweet Kensville

19. Lovely 1-bed Cottage in St Catherine

Lovely 1-bed Cottage in St Catherine
3.0 star property
Ewarton
10.0 out of 10, Exceptional, (1 review)
"I enjoyed my stay at the cottage, hosts were very helpful and my stay was very quiet and peaceful. Will definitely stay here again in the future."
United States
DESMOND
The price is NZ$51
includes taxes & fees
5 Nov - 6 Nov
Lovely 1-bed Cottage in St Catherine

20. Low, Low Rate, Very Affordable Cottage on Private White Sand Beach

Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
St. Mary
The price is NZ$418
includes taxes & fees
5 Nov - 6 Nov
Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
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 Castleton Hotel Reviews

Find out more about Castleton

Everything you need to know about Castleton 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 Castleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Castleton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castleton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castleton. 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 Castleton 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 Castleton holiday rentals we have selected for you start as low as NZ$156 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castleton rentals

At Expedia, we put the best Castleton 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 Castleton 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 Castleton 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 Castleton. 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 Castleton?

Yes, there are holiday rentals close to the most popular sights in Castleton, or you can select a more secluded option if you're looking for a relaxing stay. Castleton is known for its parks.

What are some of the best holiday rentals that Castleton has to offer?

Phoenix Park Villas Portmore: This holiday home rental outside of Castleton offers a private balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What can I see and do in Castleton?

Blue and John Crow Mountains National Park and Castleton Gardens are a couple of lovely local spots to get outside and enjoy nature. Manor Park Plaza and Jamaica House are a couple of places you'll find in the wider area.

What are holiday rentals like in Castleton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castleton. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.