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Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Castleton vacation rentals

A tropical garden pathway leading to a blue building with a corrugated metal roof.

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 CA $95
CA $111 total
includes taxes & fees
Nov 12 - Nov 13
Tapioca Village Retreat
A bathroom with a white sink, a mirror, and a wooden shelf with decorative items.

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 CA $85
CA $148 total
includes taxes & fees
Nov 6 - Nov 7
Abacus Jamaica the Zana Suite
A modern hotel room with a large bed, a dark headboard, a small round table, a brown sofa, and a view of greenery through the window.

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 CA $140
CA $141 total
includes taxes & fees
Nov 7 - Nov 8
The Gardens
A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.

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 CA $197
CA $227 total
includes taxes & fees
Nov 13 - Nov 14
Reggae Legends Estate
A wooden bed with intricate carvings, a bedside lamp, and a robe hanging on the wall.

5. Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
The price is CA $130
CA $151 total
includes taxes & fees
Nov 6 - Nov 7
Windbreak Villa
Front of property

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 CA $189
CA $218 total
includes taxes & fees
Nov 6 - Nov 7
Wave Crest Resort Race Course
A modern living room with a sofa, coffee table, and television.

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 CA $132
CA $205 total
includes taxes & fees
Nov 11 - Nov 12
Urban Charm: Modern One Bedroom
A modern living room with a black leather sofa, a small table with a vase, and a TV mounted on a blue wall.

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 CA $170
CA $242 total
includes taxes & fees
Dec 2 - Dec 3
Camrose by the Curve Meadowbrook 2-bedroom Apt in Meadowbrook, Kingston
A bedroom with a bed, a window with curtains, a door, and a refrigerator.

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 CA $90
CA $107 total
includes taxes & fees
Nov 6 - Nov 7
Cozy studio apartment with queen bed in charming Kingston with AC
A modern kitchen with a central island, stainless steel appliances, and bar stools.

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 CA $168
CA $341 total
includes taxes & fees
Nov 7 - Nov 8
1BR Comfort City Apartment with pool
A covered patio area with wicker furniture, potted plants, and a stone-tiled floor.

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 CA $203
CA $221 total
includes taxes & fees
Nov 6 - Nov 7
Dreaming in the Sun Getaway
A grassy area with picnic tables and a view of the ocean.

12. Hassle Free Getaway Beach Front Property, family friendly

Hassle Free Getaway Beach Front Property, family friendly
St Mary
The price is CA $140
CA $226 total
includes taxes & fees
Nov 7 - Nov 8
Hassle Free Getaway Beach Front Property, family friendly
A neatly made bed with white and gray bedding, two bedside tables with vases, and windows with blinds.

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 CA $108
CA $288 total
includes taxes & fees
Nov 7 - Nov 8
Modern 1BR Condo in Kingston
beach

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 CA $112
CA $193 total
includes taxes & fees
Nov 7 - Nov 8
Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
A wooden staircase leading to a small wooden building with a white door and windows.

15. Jamaica House - The Blue Mountain Wilderness Retreat

Jamaica House - The Blue Mountain Wilderness Retreat
Bangor Ridge
The price is CA $98
CA $124 total
includes taxes & fees
Nov 6 - Nov 7
Jamaica House - The Blue Mountain Wilderness Retreat
A swimming pool with a gazebo, a clear sky, and a distant view of buildings.

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 CA $86
CA $130 total
includes taxes & fees
Nov 9 - Nov 10
Bayfront apartment and villas
A living room with a brown sofa, a glass coffee table, and a vase with flowers.

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

Cozy 1-bedroom apartment in welcoming Kingston with AC
Kingston
The price is CA $101
CA $208 total
includes taxes & fees
Nov 6 - Nov 7
Cozy 1-bedroom apartment in welcoming Kingston with AC
A living room with two cream-colored sofas, a wooden staircase, and a large window with blue curtains.

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 CA $156
CA $286 total
includes taxes & fees
Dec 1 - Dec 2
Sweet Kensville
A building with a balcony and a staircase.

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 CA $25
CA $41 total
includes taxes & fees
Nov 21 - Nov 22
Lovely 1-bed Cottage in St Catherine
balcony

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 CA $224
CA $328 total
includes taxes & fees
Nov 7 - Nov 8
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

GoldenEye

GoldenEye

8/10 Good
"This is a beautiful resort but with limited Food options it is not suited to long stays in my opinion We did 4 nights and that was about right… the bar staff are excellent and the bed was super comfortable… it was also super dark walking about so take a torch !"
Linsey 4-night trip
Posted 18 hours ago
GoldenEye

Find out more about Castleton

Everything you need to know about Castleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castleton vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castleton vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castleton vacation rentals we have selected for you start as low as CA $111 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 vacation 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 vacation.

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 vacation rentals in Castleton?

Yes, we offer vacation rentals near top points of interest in Castleton, or you can choose a more secluded option if you want a relaxing place to stay. Castleton is known for its parks.

What are some of the best vacation rentals in Castleton?

Phoenix Park Villas Portmore: This vacation 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 larger area.

What are vacation rentals like in Castleton?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Castleton. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.