Chacachacare Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Chacachacare vacation rentals

TV

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 ￥12,575
￥19,649 total
includes taxes & fees
May 14 - May 15
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
Dining

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is ￥19,099
￥27,116 total
includes taxes & fees
May 13 - May 14
Cosy Carnival quarters in downtown POS
Outdoor pool

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is ￥27,690
￥30,459 total
includes taxes & fees
May 20 - May 21
Flower Of Joy Wellness Villa
Private kitchen

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 ￥12,508
￥23,954 total
includes taxes & fees
May 27 - May 28
Charming Studio in Port of Spain With Pool Access
House (Gulfview Townhouse with Pool and Jacu) | Exterior

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 ￥31,124
￥73,534 total
includes taxes & fees
May 13 - May 14
Gulfview Townhouse With Pool and Jacuzzi
Comfort Apartment | Living area

The Cosy Konak

The Cosy Konak
3.0 star property
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"Its open space and family friendly"
United States
Aslam
The price is ￥14,933
￥21,142 total
includes taxes & fees
May 13 - May 14
The Cosy Konak
Exterior

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 ￥14,101
￥20,368 total
includes taxes & fees
May 17 - May 18
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Interior

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

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is ￥14,147
￥31,909 total
includes taxes & fees
May 17 - May 18
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Property grounds

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 ￥39,298
￥43,699 total
includes taxes & fees
May 15 - May 16
This is a Family Friendly property ideal for groups of 6 people.
Pool

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
Port of Spain
The price is ￥12,378
￥22,562 total
includes taxes & fees
May 18 - May 19
BUENA VISTA | Views•Pool•Location•Wellness•Nature
Pool

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
Port of Spain
The price is ￥25,465
￥37,883 total
includes taxes & fees
May 13 - May 14
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
Terrace/patio

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 ￥11,789
￥38,826 total
includes taxes & fees
May 13 - May 14
Welcome to The Studio Nest — your peaceful perch in paradise.
Interior

WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
Port of Spain
The price is ￥10,375
￥18,235 total
includes taxes & fees
May 19 - May 20
WINDCREST VILLA - Great view near Port of Spain
Apartment, 1 Bedroom, Smoking | Living room

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 ￥13,779
￥27,313 total
includes taxes & fees
May 20 - May 21
Stylish 1-bed Opposite Queens Park Savannah
Interior

Cozy 1-bedroom apartment in amazing Port of Spain with AC

Cozy 1-bedroom apartment in amazing Port of Spain with AC
Woodbrook
The price is ￥9,196
￥13,720 total
includes taxes & fees
May 13 - May 14
Cozy 1-bedroom apartment in amazing Port of Spain with AC
House (Glencoe Townhome with Loft Jacuzzi an) | Exterior

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 ￥23,421
￥65,061 total
includes taxes & fees
May 13 - May 14
Glencoe Townhome With Loft Jacuzzi and Pool
Pool

Charming Studio in Port of Spain with Pool Access

Charming Studio in Port of Spain with Pool Access
Belmont
The price is ￥14,630
￥24,789 total
includes taxes & fees
May 13 - May 14
Charming Studio in Port of Spain with Pool Access
Interior

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 ￥6,417
￥9,839 total
includes taxes & fees
May 13 - May 14
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
TV

Stylish 1-Bed Opposite Queen’s Park Savannah

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is ￥16,254
￥28,446 total
includes taxes & fees
May 25 - May 26
Stylish 1-Bed Opposite Queen’s 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chacachacare Hotel Reviews

The BRIX, Autograph Collection

The BRIX, Autograph Collection

10/10 Excellent
"Excellent"
Hayden O 4-night trip
Posted 4 hours ago
The BRIX, Autograph Collection

Find out more about Chacachacare

Search for holiday rentals in Chacachacare on Expedia! You can easily find your home rentals, villas, holiday apartments in Chacachacare using one of the methods below:

  • View our selection of featured holiday rentals in Chacachacare
  • Use the map to find apartments and other holiday homes in the Chacachacare neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chacachacare while they last

Look no further and take a look at our great range of rental properties in Chacachacare!

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 free 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 Queen's Park Savanah. 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.