Default HTG hotel image

Chacachacare Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chacachacare vacation rentals

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
Woodbrook
The price is AED 262
AED 427 total
includes taxes & fees
27 Jun - 28 Jun
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is AED 364
AED 547 total
includes taxes & fees
3 Jul - 4 Jul
Cosy Carnival quarters in downtown POS

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is AED 1,322
AED 1,576 total
includes taxes & fees
21 Jul - 22 Jul
Arlene's & Chris's Guesthouse

BUENA VISTA | Views•Pool•Location•Wellness•Nature

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is AED 231
AED 415 total
includes taxes & fees
27 Jun - 28 Jun
BUENA VISTA | Views•Pool•Location•Wellness•Nature

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
The price is AED 584
AED 643 total
includes taxes & fees
27 Jun - 28 Jun
Flower Of Joy Wellness Villa

Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1 review)
The price is AED 727
AED 1,718 total
includes taxes & fees
29 Jun - 30 Jun
Gulfview Townhouse With Pool and Jacuzzi

This is a Family Friendly property ideal for groups of 6 people.

This is a Family Friendly property ideal for groups of 6 people.
Diego Martin
8.0 out of 10, Very Good, (2 reviews)
"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 AED 918
AED 1,050 total
includes taxes & fees
29 Jun - 30 Jun
This is a Family Friendly property ideal for groups of 6 people.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"My stay was comfortable and awesome. The cleanliness and availability of household effects made me very relaxing, plus the safety and security of the area is phenomenal. Parking is also available on the premises. Thanks again for the wonderful and reasonable accommodation."
United States
Eric A.
The price is AED 331
AED 477 total
includes taxes & fees
10 Jul - 11 Jul
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is AED 242
AED 426 total
includes taxes & fees
28 Jun - 29 Jun
WINDCREST VILLA - Great view near Port of Spain

Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is AED 269
AED 534 total
includes taxes & fees
27 Jun - 28 Jun
Charming Studio in Port of Spain With Pool Access

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is AED 650
AED 966 total
includes taxes & fees
27 Jun - 28 Jun
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Welcome to The Studio Nest — your peaceful perch in paradise.

Welcome to The Studio Nest — your peaceful perch in paradise.
Diego Martin
The price is AED 275
AED 937 total
includes taxes & fees
30 Jun - 1 Jul
Welcome to The Studio Nest — your peaceful perch in paradise.

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is AED 331
AED 753 total
includes taxes & fees
4 Jul - 5 Jul
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
St Clair
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 AED 145
AED 223 total
includes taxes & fees
27 Jun - 28 Jun
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Stylish 1-Bed Opposite Queen’s Park Savannah

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is AED 380
AED 665 total
includes taxes & fees
28 Jun - 29 Jun
Stylish 1-Bed Opposite Queen’s Park Savannah

Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
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 AED 547
AED 1,520 total
includes taxes & fees
29 Jun - 30 Jun
Glencoe Townhome With Loft Jacuzzi and Pool

Charming Studio in Port of Spain with Pool Access

Charming Studio in Port of Spain with Pool Access
Belmont
The price is AED 342
AED 580 total
includes taxes & fees
27 Jul - 28 Jul
Charming Studio in Port of Spain with Pool Access

Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"This property is AMAZING! It is spotless, conveniently located and the owner has used her own travel experiences to anticipate what a traveler may need while staying at her property. The home is beautifully decorated, extremely well maintained. The neighbors are all friendly and helpful & the owner is extremely responsive to any questions you may have. We HIGHLY recommend this property. We are definitely planning to be repeat customers. Top level accommodations and host accountability at a...
United States
Gary
The price is AED 290
AED 598 total
includes taxes & fees
28 Jun - 29 Jun
Stylish 1-bed Opposite Queens Park Savannah
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chacachacare Hotel Reviews

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: Visitors like this Chacachacare vacation home rental. It 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 Five Islands Water & Amusement Park, 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.