Castleton Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Castleton holiday rentals

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 AU$133
includes taxes & fees
1 Apr - 2 Apr
Tapioca Village Retreat

The Oasis

The Oasis
3.5 star property
Greater Portmore
The Oasis

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
9.0 out of 10, Wonderful, (10 reviews)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
United States
Anonymous traveller
The price is AU$343
includes taxes & fees
27 Mar - 28 Mar
The Country Club Villa I

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is AU$186
includes taxes & fees
25 Apr - 26 Apr
Serenity Oasis Apartment

Chantal House Sleeps 8 With Garden

Chantal House Sleeps 8 With Garden
3.5 star property
Windsor Castle
The price is AU$304
includes taxes & fees
15 Apr - 16 Apr
Chantal House Sleeps 8 With Garden

Windbreak Villa

Windbreak Villa
3.0 star property
Buff Bay
The price is AU$135
includes taxes & fees
27 Mar - 28 Mar
Windbreak Villa

Casa Tianna Guest Apartments

Casa Tianna Guest Apartments
3.0 star property
Havendale
9.4 out of 10, Exceptional, (53 reviews)
"We had a three night stay here and it was magnificent! We had a quiet night just drinking a couple of beers on the master balcony. Damian was an attentive, host Excellent place to stay in Kingston!"
United States
Deborah
The price is AU$351
includes taxes & fees
27 Mar - 28 Mar
Casa Tianna Guest Apartments

Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.

Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
Islington
9.0 out of 10, Wonderful, (13 reviews)
"I feld very confortable staying there nice mountain views."
United States
Arlene B.
The price is AU$95
includes taxes & fees
27 Mar - 28 Mar
Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is AU$432
includes taxes & fees
27 Mar - 28 Mar
Phoenix Park Villas Portmore

Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
9.4 out of 10, Exceptional, (8 reviews)
"The apartment was nice and clean "
United States
Lakon
The price is AU$201
includes taxes & fees
29 Mar - 30 Mar
Urban Charm: Modern One Bedroom

Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is AU$143
includes taxes & fees
27 Mar - 28 Mar
Caldo Tours

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.8 out of 10, Exceptional, (72 reviews)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat

New Kingston Apt at Wellington Cove

New Kingston Apt at Wellington Cove
3.5 star property
Liguanea
8.8 out of 10, Excellent, (8 reviews)
"I rented this apartment for about a week during business presentation in Kingston. The staff were helpful, detailed and kind. Also, the location and general layout is very safe and well-kept. I appreciated having laundry appliances and a full kitchen with pots and pans so that I could cook, too. Security guards at gate 24/7 plus staff on WhatsApp made me feel like everything was always taken care of. Also, I was concerned about mosquitos, but the apartment is set up so that they basically...
United States
Melanie
The price is AU$335
includes taxes & fees
28 Mar - 29 Mar
New Kingston Apt at Wellington Cove

Kingston Skyline Escape - Modern, Gated, Peaceful, Easy Access/Top Attractions

Kingston Skyline Escape - Modern, Gated, Peaceful, Easy Access/Top Attractions
Beverly Hills
10.0 out of 10, Exceptional, (1 review)
"Kingston Skyline Escape gets a 10/10 from me. Though my stay was just one night, it was great. The moment I walked in I could feel the cleanness of the space. It was cozy. I'd recommend it. The photos online are an accurate representation of the actual space. The views at the back are actually breathtaking (especially at night). I'm Jamaican and I'm familiar with Long Mountain Country Club. As such, I can confirm that the community is a peaceful and safe one. Deron was most gracious, responsive...
United States
Kadeem
The price is AU$206
includes taxes & fees
27 Mar - 28 Mar
Kingston Skyline Escape - Modern, Gated, Peaceful, Easy Access/Top Attractions

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 AU$41
includes taxes & fees
27 Mar - 28 Mar
Lovely 1-bed Cottage in St Catherine

Caribe Estate Guest Apartment I

Caribe Estate Guest Apartment I
3.0 star property
Greater Portmore
10.0 out of 10, Exceptional, (5 reviews)
"The entire set up was amazing and what i liked most was the communication and hospitality service..."
United States
Anonymous traveller
The price is AU$320
includes taxes & fees
28 Mar - 29 Mar
Caribe Estate Guest Apartment I

Eclipse Suite Guest Apartments

Eclipse Suite Guest Apartments
3.5 star property
Havendale
9.2 out of 10, Wonderful, (21 reviews)
"Nice location "
United States
Robert
The price is AU$300
includes taxes & fees
30 Mar - 31 Mar
Eclipse Suite Guest Apartments

2 Bed Retreat Overlooking the River in Linstead. St.Catherine

2 Bed Retreat Overlooking the River in Linstead. St.Catherine
Linstead
The price is AU$141
includes taxes & fees
27 Mar - 28 Mar
2 Bed Retreat Overlooking the River in Linstead. St.Catherine

Casa Royale Guest Apartment

Casa Royale Guest Apartment
3.5 star property
Molynes Gardens
9.6 out of 10, Exceptional, (67 reviews)
"Place was very clean and comfortable."
United States
Demar
Casa Royale Guest Apartment

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 AU$226
includes taxes & fees
13 Apr - 14 Apr
Dreaming in the Sun Getaway
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favourite 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 depend 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 AU$143 per night. Entering your travel dates in the search wizard might find you 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?

2 Bedroom Townhouse at Surbiton Square: This holiday home rental outside of Castleton is equipped with a private garden, air conditioning and free WiFi to help you feel comfortable during your stay. 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.