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Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

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
$78 nightly
The price is $91
Jul 5 - Jul 6
Total with taxes and fees
Tapioca Village Retreat
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
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
$276 nightly
The price is $318
Jul 3 - Jul 4
Total with taxes and fees
Phoenix Park Villas Portmore
15 outdoor pools

City Apartment in Kingston AC with Pool

City Apartment in Kingston AC with Pool
3.0 star property
Half Way Tree
$187 nightly
The price is $216
Jul 8 - Jul 9
Total with taxes and fees
City Apartment in Kingston AC with Pool
Full-size fridge, microwave, oven

PH 1

PH 1
3.0 star property
Half Way Tree
$134 nightly
The price is $155
Jul 9 - Jul 10
Total with taxes and fees
PH 1
Terrace/patio

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
$100 nightly
The price is $116
Jul 29 - Jul 30
Total with taxes and fees
Serenity Oasis Apartment
Deluxe Suite, Balcony, Garden View | Premium bedding, bed sheets

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
$91 nightly
The price is $106
Jul 5 - Jul 6
Total with taxes and fees
Windbreak Villa
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, (69 reviews)
"Was located well close to some good night spots / fast food and shops. Gated off with a key to leave whenever, bathroom too squashed and small tho."
United Kingdom
Harris
$91 nightly
The price is $101
Jul 26 - Jul 27
Total with taxes and fees
Abacus Jamaica the Zana Suite
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
$380 nightly
The price is $421
Jul 2 - Jul 3
Total with taxes and fees
New Kingston Guest Apartment VII
Interior

Premium Suite at The Vineyards

Premium Suite at The Vineyards
2.0 star property
Kingston
2.0 out of 10, (1 review)
$275 nightly
The price is $317
Jul 5 - Jul 6
Total with taxes and fees
Premium Suite at The Vineyards
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, (68 reviews)
"Place was very clean and comfortable."
United States
Demar
$234 nightly
The price is $250
Jul 2 - Jul 3
Total with taxes and fees
Casa Royale Guest Apartment
Economy Studio | 2 bedrooms, hypo-allergenic bedding, in-room safe, iron/ironing board

The Gardens

The Gardens
3.0 star property
Barbican
7.8 out of 10, Good, (67 reviews)
"The place was very clean, the bed was comfortable and the bathroom was very modern. Loved the place!"
United States
Jelani
$90 nightly
The price is $91
Jul 6 - Jul 7
Total with taxes and fees
The Gardens
Exterior detail

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
$217 nightly
The price is $232
Jul 5 - Jul 6
Total with taxes and fees
New Kingston Apt at Wellington Cove
Exterior

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
$215 nightly
The price is $229
Jul 4 - Jul 5
Total with taxes and fees
Casa Tianna Guest Apartments
Executive Apartment, 1 Bedroom, Kitchen, City View | View from room

Chancery Hall Hideaway Guest Apt

Chancery Hall Hideaway Guest Apt
3.5 star property
Kingston
$219 nightly
The price is $243
Jul 3 - Jul 4
Total with taxes and fees
Chancery Hall Hideaway Guest Apt
Studio | Private kitchen

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
$203 nightly
The price is $234
Jul 5 - Jul 6
Total with taxes and fees
Modern 1BR Condo in Kingston
Studio, Balcony | Free WiFi

Stylish Studio in Chelsea Manor

Stylish Studio in Chelsea Manor
2.0 star property
New Kingston
8.0 out of 10, Very Good, (2 reviews)
"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
$289 nightly
The price is $333
Jul 3 - Jul 4
Total with taxes and fees
Stylish Studio in Chelsea Manor
2 outdoor pools

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 traveler
$230 nightly
The price is $245
Jul 3 - Jul 4
Total with taxes and fees
The Country Club Villa I
Outdoor pool

New Kingston Guest Apt at Sonoma Estate

New Kingston Guest Apt at Sonoma Estate
3.0 star property
New Kingston
$727 nightly
The price is $835
Jul 19 - Jul 20
Total with taxes and fees
New Kingston Guest Apt at Sonoma Estate
Exterior

Finest Accommodation Renfrew Place

Finest Accommodation Renfrew Place
3.0 star property
New Kingston
7.0 out of 10, Good, (2 reviews)
"The property was double booked the first two days leaving us without a place to stay. The property manager said he booked another place when we got there that was also not available. We spent several hours late in the evening until we were finally able to get a temporary booking. Communication was extremely poor overall it was hard initially to get a hold of the property owner although we had paid in advance our accommodations was not available first two days. "
United States
cornel
$152 nightly
The price is $165
Jul 19 - Jul 20
Total with taxes and fees
Finest Accommodation Renfrew Place
Exclusive Apartment, 1 Queen Bed | Living area | 50-inch flat-screen TV with cable channels, TV, DVD player

Kingston Town Suite

Kingston Town Suite
3.5 star property
Half Way Tree
$449 nightly
The price is $494
Jul 4 - Jul 5
Total with taxes and fees
Kingston Town Suite
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
"Welcoming staff, amazing property. The best stay!"
Rhaena 1-night trip
Posted 7 hours 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.

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 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.