Castleton Vacation Rentals

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In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Castleton

Outdoor pool
Tapioca Village Retreat

Tapioca Village Retreat

3.0 star property
Castleton
6.0 out of 10, (2)
"Was so turned off by the cockroaches and the pool extremely dirty that I couldn’t eat the breakfast provided. Place is not yet finished. Bad experience "
United States
Lavern
$80 nightly
The price is $93
Nov 9 - Nov 10
Total with taxes and fees
Tapioca Village Retreat
Deluxe Studio Suite, 1 King Bed, Refrigerator & Microwave, Mountain View | 1 bedroom, premium bedding, in-room safe, individually decorated
Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite

3.0 star property
Constant Spring
8.2 out of 10, Very Good, (58)
"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
Terrace/patio
The Gardens

The Gardens

3.0 star property
Barbican
7.4 out of 10, Good, (53)
"I really enjoyed my stay here,the property was VERY clean,the pool was VERY clean,the view from my room was excellent,omg the bed was very comfortable,this place just gave me a peace of mind,and the owner Anika I give her a huge thumbs up,she was very friendly and helpful it was a 10/10 experience for me.."
United States
Sonika
$95 nightly
The price is $96
Nov 9 - Nov 10
Total with taxes and fees
The Gardens
Exterior detail
Harloe's Luxury Condominium

Harloe's Luxury Condominium

Half Way Tree
8.2 out of 10, Very Good, (34)
"I iked everything about the property. It was clean, quiet, beautiful and I felt safe. The security was respectful and professional. It's a very nice place, very convenient because it is in a nice area, close to everything. I would rent it again."
Canada
eugene
Harloe's Luxury Condominium
Outdoor pool, pool umbrellas, sun loungers
Caldo Tours

Caldo Tours

2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3)
"The hospitality was wonderful very friendly. Parking was good. What recommend. "
United States
jacklyn
$90 nightly
The price is $100
Nov 9 - Nov 10
Total with taxes and fees
Caldo Tours
1 bedroom, free WiFi
Reggae Legends Estate

Reggae Legends Estate

2.5 star property
Jack's Hill
9.6 out of 10, Exceptional, (5)
"After a handful of stays here, this definitely feels like a home away from home. If you're looking for a traditional hotel experience with typical hotel amenities, this may not be the spt for you (although it still may be - they have god wifi, TVs, a proper full kitchen, a pool and an onsite restaurant), but I will stay here every time I visit the Kingston area due to the good energy, friendly communication, beautiful property and location, the yummy breakfast - and the proximity to the things I...
United States
Kathleen
$269 nightly
The price is $310
Nov 9 - Nov 10
Total with taxes and fees
Reggae Legends Estate
Deluxe Apartment, 1 King Bed, Terrace, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
New Kingston's Deluxe Apartment

New Kingston's Deluxe Apartment

3.5 star property
Half Way Tree
8.6 out of 10, Excellent, (55)
"Great stay"
United States
Michelle
New Kingston's Deluxe Apartment
Outdoor pool
New Kingston Guest Apartments at Abbey

New Kingston Guest Apartments at Abbey

3.5 star property
New Kingston
8.8 out of 10, Excellent, (21)
"No one was available to check us in and no email was sent with instructions. The apartment looks ran down but on the picture it looks completely different. I was charged the rate and no yet was money refunded. Terrible service "
United States
Shereeta
New Kingston Guest Apartments at Abbey
Fridge, microwave, stovetop, electric kettle
Exquisite, recently renovated studio apartment

Exquisite, recently renovated studio apartment

New Kingston
9.6 out of 10, Exceptional, (20)
"The room was as expected, clean and well equipped."
United States
Brian oliver
Exquisite, recently renovated studio apartment
Superior Apartment, 1 Bedroom, Ensuite | 1 bedroom, Egyptian cotton sheets, in-room safe, individually decorated
Kingsway New Kingston Guest Apartment II

Kingsway New Kingston Guest Apartment II

3.5 star property
Half Way Tree
9.8 out of 10, Exceptional, (18)
"This was the first time I ever booked a place so I was pretty hesitant going in. But staying here has helped alleviate my fears. Awesome place"
United States
Akeem
$253 nightly
The price is $272
Nov 15 - Nov 16
Total with taxes and fees
Kingsway New Kingston Guest Apartment II
Executive Apartment, 2 Bedrooms, Kitchen | 2 bedrooms, Egyptian cotton sheets, in-room safe, individually decorated
New Kingston Corporate Apts at Donhead

New Kingston Corporate Apts at Donhead

3.5 star property
New Kingston
9.6 out of 10, Exceptional, (31)
"Wow, we rented this accommodations for Jamaica carnival and was very lucky. It was 5 minutes away from the Bob Marley Museum. 10 minutes from Devon house, the best ice-cream in Jamaica. It was very centrally located where we weren't far from anything. The unit itself is spotless and clean. It was a very well kept unit. QUICK callout to please call them 72 hours in advance to give them the heads up that you're checking in. That was the only quirky step. The unit also had a washer and dryer. "
United States
Kenisha
New Kingston Corporate Apts at Donhead
Luxury Apartment | 2 bedrooms, Tempur-Pedic beds, individually decorated
Xpress Vacations Lifestyle

Xpress Vacations Lifestyle

4.0 star property
Ocho Rios
Xpress Vacations Lifestyle
Exterior
Stylish Studio in Chelsea Manor

Stylish Studio in Chelsea Manor

2.0 star property
New Kingston
10.0 out of 10, Exceptional, (1)
"I loved that it was private and the staff was very welcoming everything was exactly what i wanted. I definitely would book agsin everything was so clean and neat"
United States
DONNA
$180 nightly
The price is $208
Nov 16 - Nov 17
Total with taxes and fees
Stylish Studio in Chelsea Manor
Apartment | Interior
Loft - Sleeps 4 - Parking - Balcony

Loft - Sleeps 4 - Parking - Balcony

3.0 star property
New Kingston
7.4 out of 10, Good, (6)
"Excellent location,easy access to food, entertainment and airport. Apartment was clean and cozy. The only thing we missed was having hot water ."
United States
Tiania
Loft - Sleeps 4 - Parking - Balcony
Property entrance
CTBH at EI8HT Super Studios

CTBH at EI8HT Super Studios

3.0 star property
Half Way Tree
8.0 out of 10, Very Good, (2)
"Great Location, accessible to everything, clean, safe, environment. Close to restaurants, shopping and attractions. Excellent communication with property manager. Sweet delicious mangos from the trees on site. "
United States
Beverley
CTBH at EI8HT Super Studios
Exterior
The Artist Place @ Kensington New Kingston

The Artist Place @ Kensington New Kingston

New Kingston
9.0 out of 10, Wonderful, (8)
"It was a great stay. I am usuall a major hotel chain user and ventured into this time of accommodations for the first time and it was a success. Thanks to the owner for all the help and support she providing in making my stay great..."
United States
Emanuel G.
The Artist Place @ Kensington New Kingston
Front of property
Casa Alexandria Guest Apartment

Casa Alexandria Guest Apartment

3.5 star property
Constant Spring
9.6 out of 10, Exceptional, (56)
"Booked this room a few hours before we came. Called the number to confirm our arrival. No one answered the phone. Texted and called on their regular phone as well as WhatsApp - no replies. It’s showing left on read. No response. Drove to the address - the neighborhood is a scary and absolutely not safe. Kept on calling them and knocking on a locked gate - no luck. Waited there for an hour. No one showed up or answered the phone. Tried getting a refund - they said “the policy is that you have to...
United States
Aleksandr
$235 nightly
The price is $255
Nov 16 - Nov 17
Total with taxes and fees
Casa Alexandria Guest Apartment
Exterior
New Kingston Serenity at The Oxford

New Kingston Serenity at The Oxford

New Kingston
8.8 out of 10, Excellent, (15)
"It was clean and the location was accessible "
United States
Damian
New Kingston Serenity at The Oxford
Outdoor pool
Luxe 7-bedroom villa - WiFi, AC in phenomenal St. Mary Parish min from Ocho Rios

Luxe 7-bedroom villa - WiFi, AC in phenomenal St. Mary Parish min from Ocho Rios

St. Mary Parish
8.0 out of 10, Very Good, (3)
"Ms. Yvonne was great, she was very kind and accommodating, she cooked us delicious Jamaican breakfast every morning and was a gem. The host was also very responsive when issues arose. The house was OK…it is very spacious and accommodated our group of 13 very comfortably. The view is breathtaking and waking up to the oceans sounds every day was lovely. However, personally I would not rent this property again. The house is old and requires a lot of maintenance. Off and on there is a smell that...
United States
Tammy C.
Luxe 7-bedroom villa - WiFi, AC in phenomenal St. Mary Parish min from Ocho Rios
Exterior detail
COMFORTABLE APARTMENT WITH BEDROOM, LIVING ROOM, KITCHEN

COMFORTABLE APARTMENT WITH BEDROOM, LIVING ROOM, KITCHEN

Half Way Tree
7.6 out of 10, Good, (7)
"It’s like being home away from home. I would book to stay here again. "
United States
Everol
$80 nightly
The price is $80
Nov 10 - Nov 11
Total with taxes and fees
COMFORTABLE APARTMENT WITH BEDROOM, LIVING ROOM, KITCHEN
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

S Hotel Kingston

S Hotel Kingston

10/10 Excellent
"Spotless room and courteous staff"
GEORGE 2-night trip
Posted 3 days ago
S Hotel Kingston

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.

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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 Kings 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.