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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 deck with blue lounge chairs and a small blue boat, overlooking a river with a forested hillside in the background.

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
$69 nightly
The price is $80
Dec 9 - Dec 10
Total with taxes and fees
Tapioca Village Retreat
A hotel room with a bed, a window with curtains, a desk with a computer, and a chair.

2. Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
7.8 out of 10, Good, (75 reviews)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
$95 nightly
The price is $106
Nov 9 - Nov 10
Total with taxes and fees
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, (72 reviews)
"Nice an quite an joyful stay"
Canada
Damian Mark anthony
$100 nightly
The price is $101
Nov 9 - Nov 10
Total with taxes and fees
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
$127 nightly
The price is $147
Nov 9 - Nov 10
Total with taxes and fees
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)
$93 nightly
The price is $108
Nov 9 - Nov 10
Total with taxes and fees
Windbreak Villa
A modern living room with a sofa, coffee table, and television.

6. Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
9.6 out of 10, Exceptional, (17 reviews)
"Everything looked exactly like the pictures and communication was quick from the host. Would have no problem staying again."
United States
Alvin
$143 nightly
The price is $143
Nov 13 - Nov 14
Total with taxes and fees
Urban Charm: Modern One Bedroom
A two-story building with a swimming pool in the foreground.

7. 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
$126 nightly
The price is $145
Nov 14 - Nov 15
Total with taxes and fees
Wave Crest Resort Race Course
A swimming pool area with a waterfall feature, a television screen, and a mural of a house.

8. Turquoise Heaven

Turquoise Heaven
Bridgeport
$114 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
Turquoise Heaven
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
$74 nightly
The price is $74
Nov 9 - Nov 10
Total with taxes and fees
Cozy studio apartment with queen bed in charming Kingston with AC
A room with large windows offering a view of a coastal landscape and dense greenery.

10. 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
$154 nightly
The price is $154
Nov 9 - Nov 10
Total with taxes and fees
Dreaming in the Sun Getaway
A modern kitchen with a central island, stainless steel appliances, and bar stools.

11. 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
$251 nightly
The price is $290
Nov 9 - Nov 10
Total with taxes and fees
1BR Comfort City Apartment with pool
Eazy Breezy

12. Hassle Free Getaway Beach Front Property, family friendly

Hassle Free Getaway Beach Front Property, family friendly
St Mary
$139 nightly
The price is $159
Nov 9 - Nov 10
Total with taxes and fees
Hassle Free Getaway Beach Front Property, family friendly
A modern kitchen with white cabinets, a stainless steel microwave, and a large window offering a city view.

13. Luxurious Apartment in Kingston!!

Luxurious Apartment in Kingston!!
Half Way Tree
9.6 out of 10, Exceptional, (4 reviews)
"My husband and I stayed for 4 nights. The apartment is so cozy and clean that it makes you feel right at home. It is also very close to everything and the views are amazing! Andrew is also extremely responsive. Will rebook in the future and recommend!"
United States
Sherie J.
$168 nightly
The price is $168
Nov 9 - Nov 10
Total with taxes and fees
Luxurious Apartment in Kingston!!
A modern living room with a black leather sofa, a small table with a vase, and a TV mounted on a blue wall.

14. 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.
$169 nightly
The price is $169
Dec 8 - Dec 9
Total with taxes and fees
Camrose by the Curve Meadowbrook 2-bedroom Apt in Meadowbrook, Kingston
Beach

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

Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
St. Mary
$119 nightly
The price is $135
Nov 9 - Nov 10
Total with taxes and fees
Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
A kitchen with a granite countertop, stainless steel faucet, and a coffee machine.

16. 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
$178 nightly
The price is $206
Nov 23 - Nov 24
Total with taxes and fees
Modern 1BR Condo in Kingston
A wooden staircase leading to a small wooden building with a white door and windows.

17. Jamaica House - The Blue Mountain Wilderness Retreat

Jamaica House - The Blue Mountain Wilderness Retreat
Bangor Ridge
$87 nightly
The price is $87
Nov 9 - Nov 10
Total with taxes and fees
Jamaica House - The Blue Mountain Wilderness Retreat
A swimming pool with a gazebo, a clear sky, and a distant view of buildings.

18. Bayfront apartment and villas

Bayfront apartment and villas
Portmore
10.0 out of 10, Exceptional, (7 reviews)
"Good place to stay"
United States
Kimone
$91 nightly
The price is $91
Nov 10 - Nov 11
Total with taxes and fees
Bayfront apartment and villas
A living room with a brown sofa, a glass coffee table, and a vase with flowers.

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

Cozy 1-bedroom apartment in welcoming Kingston with AC
Kingston
$145 nightly
The price is $145
Nov 9 - Nov 10
Total with taxes and fees
Cozy 1-bedroom apartment in welcoming Kingston with AC
A bed with a white bedspread, two pillows, a decorative swan made of towels, and a 'Happy Universe' balloon arrangement above.

20. Cozy 1-bedroom house, Molynes Road. Perfect for a peaceful getaway on a budget

Cozy 1-bedroom house, Molynes Road. Perfect for a peaceful getaway on a budget
Ziadie Gardens
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and the place was exactly as described. Hospitality was a 10/10. It was certainly a home away from home vibe."
Canada
Sharon
$102 nightly
The price is $102
Nov 9 - Nov 10
Total with taxes and fees
Cozy 1-bedroom house, Molynes Road. Perfect for a peaceful getaway on a budget
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

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites

10/10 Excellent
"Great"
Amunique 2-night trip
Posted 9 hours ago
The Courtleigh Hotel and Suites

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Castleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.