Chacachacare Vacation Rentals

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Our top choices for Chacachacare vacation rentals

$128 nightly
The price is $128
Dec 31 - Jan 1, 2026
Total with taxes and fees
BUENA VISTA | Views•Pool•Location•Wellness•Nature
2.0 star property
$236 nightly
The price is $236
Jan 1 - Jan 2, 2026
Total with taxes and fees
Welcome to The Studio Nest — your peaceful perch in paradise.
$204 nightly
The price is $204
Jan 13 - Jan 14, 2026
Total with taxes and fees
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Condo in Port of Spain

Flower Of Joy Wellness Villa
4.5 star property
$194 nightly
The price is $194
Dec 31 - Jan 1, 2026
Total with taxes and fees
Flower Of Joy Wellness Villa
$130 nightly
The price is $130
Jan 6 - Jan 7, 2026
Total with taxes and fees
WINDCREST VILLA - Great view near Port of Spain
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great place and it have a wonderful view looking over a lot of Trini "
United States
Shaneneal
$385 nightly
The price is $385
Dec 31 - Jan 1, 2026
Total with taxes and fees
Jacuzzi Loft and Pool Glencoe Townhome

Apartment in Port of Spain

Arlene's & Chris's Guesthouse
4.0 star property
Arlene's & Chris's Guesthouse
5.0 out of 10, (4)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
$62 nightly
The price is $62
Dec 31 - Jan 1, 2026
Total with taxes and fees
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
$591 nightly
The price is $609
Jan 6 - Jan 7, 2026
Total with taxes and fees
5-bedroom, 2 baths house with WiFi, AC in Woodbrook. Near many mas camps.
$231 nightly
The price is $231
Dec 31 - Jan 1, 2026
Total with taxes and fees
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Apartment in Diego Martin Regional Corporation

Charming 2-bedroom apartment with WiFi, AC in pleasant Westmoorings
Charming 2-bedroom apartment with WiFi, AC in pleasant Westmoorings
10.0 out of 10, Exceptional, (1)
"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.
$223 nightly
The price is $223
Jan 2 - Jan 3, 2026
Total with taxes and fees
This is a Family Friendly property ideal for groups of 6-10 people.
$303 nightly
The price is $303
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tranquility Hotel Suite RC, walking distance to the QPS, Ariapita Ave, & EV Zoo,
$589 nightly
The price is $589
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tranquility Hotel Suite Pent, walking distance to the QPS, Ariapita Ave & EV Zoo
3.5 star property
4.0 out of 10, (1)
$468 nightly
The price is $468
Jan 18 - Jan 19, 2026
Total with taxes and fees
Gulfview Townhouse With Pool and Jacuzzi

Apartment in Glencoe

Pool Jacuzzi Gulfview Townhome
2.0 star property
$466 nightly
The price is $466
Jan 18 - Jan 19, 2026
Total with taxes and fees
Pool Jacuzzi Gulfview Townhome
$303 nightly
The price is $303
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tranquility Hotel Suite RF, walking distance to the QPS, Ariapita Ave, & EV Zoo,
10.0 out of 10, Exceptional, (1)
"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.
$303 nightly
The price is $303
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
$303 nightly
The price is $303
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tranquility Hotel Suite RE, walking distance to the QPS, Ariapita Ave, & EV Zoo,
$417 nightly
The price is $417
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tranquility Hotel Suite RD, walking distance to the QPS, Ariapita Ave, & EV Zoo,
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 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 Chacachacare 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 Chacachacare vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chacachacare vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chacachacare 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 $130 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 Chacachacare rentals

At Expedia, we put the best Chacachacare 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 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 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 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 vacation rentals in Chacachacare?

Yes, you can find vacation rentals close to the most popular sights in Chacachacare, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Chacachacare has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: You might want to consider this vacation home rental near Chacachacare, which offers an outdoor pool, a barbecue grill, and WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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 Macqueripe Bay. Hasely Crawford Stadium and Movietowne are a couple of places you'll find in the larger area.

What are vacation rentals like in Chacachacare?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Chacachacare. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.