Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Castleton vacation rentals

Terrace/patio

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
$80 nightly
The price is $93
Feb 9 - Feb 10
Total with taxes and fees
Tapioca Village Retreat
Exterior

Casa Tianna Guest Apartments

Casa Tianna Guest Apartments
3.0 star property
Havendale
9.2 out of 10, Wonderful, (54 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
$230 nightly
The price is $245
Feb 9 - Feb 10
Total with taxes and fees
Casa Tianna Guest Apartments
Luxury Apartment, 2 Bedrooms, 2 Bathrooms | Bathroom | Combined shower/tub, free toiletries, hair dryer, towels

The Halifax Guest Apartment

The Halifax Guest Apartment
3.5 star property
Kingston
9.6 out of 10, Exceptional, (4 reviews)
"Is not an ideal place for a business trip since it is an apartment with no restaurants at walking distance. Be prepare for an additional charge of US$110 cash for cleaning and management charge. You need to call to arrange someone to meet you at the place as you arrive and as you leave (is not a hotel). The place is nice but is not a hotel."
United States
Nestor
The Halifax Guest Apartment
Indoor wedding

New Kingston Apartments at Kensington

New Kingston Apartments at Kensington
3.5 star property
New Kingston
9.6 out of 10, Exceptional, (11 reviews)
"Decent price, decent apartment and comfortable stay."
United States
Venton
$268 nightly
The price is $286
Feb 18 - Feb 19
Total with taxes and fees
New Kingston Apartments at Kensington
City Apartment, 2 Bedrooms, Kitchen, Ground Floor | Living room | 50-inch flat-screen TV with cable channels, TV, DVD player

New Kingston Guest Apartment at Donhead

New Kingston Guest Apartment at Donhead
3.0 star property
New Kingston
9.6 out of 10, Exceptional, (17 reviews)
"Best value for money in Kingston. Safe, clean apartment with everything you need for self-catering and great air-conditioning and wi-fi. So close to the US Embassy, our trip went smoothly. Only issue is that check-in is very late and check-out is very early."
United States
Anonymous traveler
$290 nightly
The price is $310
Feb 9 - Feb 10
Total with taxes and fees
New Kingston Guest Apartment at Donhead
Front of property

New Kingston Guest Apt at Dorchester

New Kingston Guest Apt at Dorchester
3.5 star property
New Kingston
8.4 out of 10, Very Good, (5 reviews)
"Overall the property was exceptional. Nicely decorated, clean and adequate provisions for cooking, showing and a fridge that was cold. Rory the property manager was most helpful for checking in and providing clear and complete instructions for operating the various items in the apartment. The additional $110 USD made the special price somewhat redundant, but was not a deal breaker. Eating facilities are not readily accessible, but close by on Knutsford Boulevard. The long walk in and out of the...
Canada
Anonymous traveler
$398 nightly
The price is $435
Feb 17 - Feb 18
Total with taxes and fees
New Kingston Guest Apt at Dorchester
2 outdoor pools

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
8.4 out of 10, Very Good, (11 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 traveler
The Country Club Villa I
Luxury Apartment, 2 Bedrooms, 2 Bathrooms, City View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

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
Exterior detail

New Kingston Apt at Wellington Cove

New Kingston Apt at Wellington Cove
3.5 star property
Liguanea
8.0 out of 10, Very Good, (9 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
$221 nightly
The price is $234
Feb 9 - Feb 10
Total with taxes and fees
New Kingston Apt at Wellington Cove
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 reviews)
"Apartment was comfortable , good size but very close to good dining options being Devon house."
United States
Maria
$282 nightly
The price is $301
Feb 9 - Feb 10
Total with taxes and fees
Kingsway New Kingston Guest Apartment II
Gazebo

Centrally Located Guest Apartments

Centrally Located Guest Apartments
3.5 star property
Molynes Gardens
9.8 out of 10, Exceptional, (6 reviews)
"What a wonderful stay I had! The apt was well kept and tidy with lots of natural light. The rooms were nice and cool. I was really pleased with the staff and the whole process. They made it really easy for me. Thanks again!"
United States
Anonymous traveler
Centrally Located Guest Apartments
Villa | Private kitchen | Coffee/tea maker, electric kettle

Carter's Nest Villa

Carter's Nest Villa
3.5 star property
New Kingston
Carter's Nest Villa
Interior detail

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
$203 nightly
The price is $222
Feb 9 - Feb 10
Total with taxes and fees
Eclipse Suite Guest Apartments
Family House, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
10.0 out of 10, Exceptional, (5 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
$241 nightly
The price is $278
Feb 15 - Feb 16
Total with taxes and fees
Phoenix Park Villas Portmore
Premium Apartment, 1 Queen Bed, Kitchen, Mountain View | View from room

New Kingston Guest Apartment VII

New Kingston Guest Apartment VII
3.0 star property
Liguanea
10.0 out of 10, Exceptional, (8 reviews)
"This is an older building but a recently renovated apartment. I travel to New Kingston for business every other week and to enjoy the nightlife after. At first, it was all hotels, but the dynamics of lodging have shifted and I have done apartments almost exclusively for the past 2 years. I have stayed at enough apartments to conclusively say this one is the better of them all. Most New Kingston one bedroom apartments were built as studios. Most New Kingston one bedroom is so cramped with a...
United States
Thomas Lake
New Kingston Guest Apartment VII
Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-size fridge, microwave, oven, stovetop

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 traveler
Caribe Estate Guest Apartment I
Elite Apartment, 1 Bedroom, Ensuite | Private kitchen | Full-size fridge, microwave, oven, stovetop

New Kingston Guest Apt at Kingsway

New Kingston Guest Apt at Kingsway
3.5 star property
New Kingston
$541 nightly
The price is $584
Feb 17 - Feb 18
Total with taxes and fees
New Kingston Guest Apt at Kingsway
Exclusive Cabin | Terrace/patio

Reggae Legends Estate

Reggae Legends Estate
2.5 star property
Jack's Hill
9.8 out of 10, Exceptional, (6 reviews)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "
Canada
Anthony
$269 nightly
The price is $310
Feb 9 - Feb 10
Total with taxes and fees
Reggae Legends Estate
Premium Apartment, 2 Bedrooms, City View, Executive Level | Bathroom | Combined shower/tub, free toiletries, hair dryer, towels

New Kingston CA Guest Apartment VI

New Kingston CA Guest Apartment VI
3.5 star property
New Kingston
8.4 out of 10, Very Good, (8 reviews)
"Very good stay, clean, comfortable and quiet apartment. The location was also a big bonus. This apartment is across street for the Pegasus, Marriott and the Emancipation park. The cost was a fraction of a room at the Marriott. Mark the manage was very helpful as well. It is worth giving this apartment a try."
United States
Max
New Kingston CA Guest Apartment VI
Comfort Studio, 1 Bedroom | In-room dining

Sunset Strip Acadia Guest Apartment

Sunset Strip Acadia Guest Apartment
3.0 star property
Kingston
7.6 out of 10, Good, (14 reviews)
"I visited the property on Saturday March 5 and found difficulty in gaining entrance and after the taxi entered on the opening of the mechanical controlled gate there were no signs indicating reception. After over 15 minutes I instructed the driver to leave the property and I went to R hotel where I booked a room for the duration of my stay in Jamaica. It was frustrating and embarrasing."
United States
Hartley
Sunset Strip Acadia Guest Apartment
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
"I had a wonderful stay at The Courtleigh Hotel and Suites from last Sunday until today. Everything was excellent. The staff were friendly, caring, and truly welcoming from start to finish. The front desk team was always helpful and kind, making check-in and any questions easy and stress-free. Housekeeping was absolutely superb—special thanks to Nadia, who kept my room spotless every single day. Her hospitality and attention to detail did not go unnoticed. The complimentary breakfast was always fresh and delicious. Big thanks to the chef and all the dining room staff for consistently great service. Overall, shout-out to all the staff, even though I don’t remember everyone’s name. Your professionalism and warmth made this stay special. One love ❤️ I’ll definitely be back—no other hotel for me. Courtleigh all the way. "
Maxwell 6-night trip
Posted 1 day 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 $93 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?

2 Bedroom Townhouse at Surbiton Square: This vacation home rental outside of Castleton is equipped with a private yard, 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 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.