Chacachacare Holiday Rentals

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Our top choices for Chacachacare holiday rentals

10.0 out of 10, Exceptional, (2 reviews)
"This was an amazing stay. Our host looked out for our every need, the compound was clean and safe for parking and the apartment was immaculate. The Christmas decor definitely put my partner and I in the holiday spirit, popular food chains and shopping centers are available in near proximity. We felt right at home and we’re desperate to book another stay soon!"
United States
Ryan
The price is AU$197
includes taxes & fees
26 Jan - 27 Jan
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
The price is AU$218
includes taxes & fees
21 Jan - 22 Jan
BUENA VISTA | Views•Pool•Location•Wellness•Nature
The price is AU$193
includes taxes & fees
21 Jan - 22 Jan
WINDCREST VILLA - Great view near Port of Spain
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great place and it have a wonderful view looking over a lot of Trini "
United States
Shaneneal
The price is AU$566
includes taxes & fees
17 Feb - 18 Feb
Jacuzzi Loft and Pool Glencoe Townhome

Condo in Port of Spain

Flower Of Joy Wellness Villa
4.5 star property
The price is AU$290
includes taxes & fees
27 Jan - 28 Jan
Flower Of Joy Wellness Villa
2.0 star property
The price is AU$258
includes taxes & fees
25 Jan - 26 Jan
Stylish One-bedroom Apartment in Secure Compound, Port of Spain
2.0 star property
The price is AU$378
includes taxes & fees
26 Jan - 27 Jan
Welcome to The Studio Nest — your peaceful perch in paradise.
10.0 out of 10, Exceptional, (1 review)
"Me and my friends had an amazing time being hosted at this property. The owner, Mr Dass was very easy to communicate with, polite and even gifted a birthday cake to one of the guests (since it was her birthday that week). We organized pickup and drop off with the owner and everything was seamless. The home looks even better in person and we felt at home. I would stay here again in the future and I’d also recommend this property to others. "
United States
Woodley A.
The price is AU$339
includes taxes & fees
23 Jan - 24 Jan
This is a Family Friendly property ideal for groups of 6-10 people.
The price is AU$343
includes taxes & fees
21 Jan - 22 Jan
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Apartment in Port of Spain

Arlene's & Chris's Guesthouse
4.0 star property
Arlene's & Chris's Guesthouse

Apartment in Diego Martin Regional Corporation

Charming 2-bedroom apartment with WiFi, AC in pleasant Westmoorings
The price is AU$347
includes taxes & fees
1 Feb - 2 Feb
Charming 2-bedroom apartment with WiFi, AC in pleasant Westmoorings
The price is AU$444
includes taxes & fees
19 Feb - 20 Feb
Tranquility Hotel Suite RF, walking distance to the QPS, Ariapita Ave, & EV Zoo,
3.5 star property
4.0 out of 10, (1 review)
" Im the guy that would always see the glass half full and to never complain..This i can't let go without adressing. The master bedroom a/c is not working!!! My wife and i slept on the sofa the 6 nights we were there.called for maintenance.no one came...the last 3 days, the water was turned off.No running water!!!. "
United States
Terrandale h
The price is AU$697
includes taxes & fees
23 Jan - 24 Jan
Glencoe Townhome With Loft Jacuzzi and Pool
The price is AU$883
includes taxes & fees
30 Jan - 31 Jan
5-bedroom, 2 baths house with WiFi, AC in Woodbrook. Near many mas camps.
5.0 out of 10, (4 reviews)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
The price is AU$95
includes taxes & fees
19 Feb - 20 Feb
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Apartment in Glencoe

Pool Jacuzzi Gulfview Townhome
2.0 star property
The price is AU$682
includes taxes & fees
22 Jan - 23 Jan
Pool Jacuzzi Gulfview Townhome
The price is AU$451
includes taxes & fees
21 Jan - 22 Jan
Tranquility Hotel Suite RE, walking distance to the QPS, Ariapita Ave, & EV Zoo,
10.0 out of 10, Exceptional, (1 review)
"Our host was amazing and incredible hospitable. The place was clean and tidy and communication was stellar. Would definitely stay here again. Thanks you so much for a wonderful short stay. "
United States
Christopher F.
The price is AU$444
includes taxes & fees
19 Feb - 20 Feb
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
The price is AU$444
includes taxes & fees
19 Feb - 20 Feb
Tranquility Hotel Suite RC, walking distance to the QPS, Ariapita Ave, & EV Zoo,
3.5 star property
4.0 out of 10, (1 review)
The price is AU$700
includes taxes & fees
22 Jan - 23 Jan
Gulfview Townhouse With Pool and Jacuzzi
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 Chacachacare Hotel Reviews

Find out more about Chacachacare

Everything you need to know about Chacachacare 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 Chacachacare 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 Chacachacare holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chacachacare holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chacachacare. 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 Chacachacare 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 Chacachacare holiday rentals we have selected for you start as low as AU$95 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chacachacare rentals

At Expedia, we put the best Chacachacare 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 Chacachacare 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 Chacachacare 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 Chacachacare. 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

Can I find holiday rentals in Chacachacare?

Yes, there are holiday rentals close to the most popular sights in Chacachacare, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chacachacare has to offer?

Beautiful 4 bedroom home & additional 2 bedroom detached guess house.: This holiday home rental outside of Chacachacare has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

What can I see and do in Chacachacare?

Explore the area and family-friendly sights such as Emperor Valley Zoo, or get out into nature at a spot like Royal Botanical Gardens. Hasely Crawford Stadium and Movietowne are a couple of places you'll find in the wider area.

What are holiday rentals like in Chacachacare?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chacachacare. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.