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Chacachacare Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Chacachacare vacation rentals

1. Cosy Carnival Central|WIFI| Ariapita Ave

Cosy Carnival Central|WIFI| Ariapita Ave
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"If using hot water you just turn on a switch, otherwise host in fantastic in communicating with tenants."
United States
QUEENALICIA
$116 nightly
The price is $116
Oct 1 - Oct 2
Total with taxes and fees
Cosy Carnival Central|WIFI| Ariapita Ave
A modern living room with a sofa, a glass coffee table, and a dining area with a table and chairs. There is a kitchen area with a refrigerator and a TV mounted on the wall.

2. Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
3.0 out of 10, (2 reviews)
"Paid for a service and got no booking or check in information. Zero contact from host and Expedia refuse to refund my money . Do not recommend ! BIG SCAM and I’ll and be reporting fraud."
Canada
Nikio
$414 nightly
The price is $414
Sep 27 - Sep 28
Total with taxes and fees
Glencoe Townhome With Loft Jacuzzi and Pool
A bedroom with a bed, pillows, a wooden wardrobe, a mirror, and a TV.

3. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
Downtown Port of Spain
$109 nightly
The price is $109
Sep 28 - Sep 29
Total with taxes and fees
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
A modern building with a sign reading "Tiffany's Suites".

4. 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, (6 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
$119 nightly
The price is $119
Sep 27 - Sep 28
Total with taxes and fees
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
A kitchen with a stove, two refrigerators, a sink, and an emergency exit sign.

5. Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook

Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook
Woodbrook
$150 nightly
The price is $150
Sep 30 - Oct 1
Total with taxes and fees
Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook
A pool area with a view of a hill and a building in the background.

6. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
$116 nightly
The price is $116
Sep 28 - Sep 29
Total with taxes and fees
WINDCREST VILLA - Great view near Port of Spain
A living room with a wooden floor, two wooden chairs, a small round table with a bowl and remote, and a TV mounted on the wall.

7. 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
$164 nightly
The price is $164
Sep 28 - Sep 29
Total with taxes and fees
Stylish 1-bed Opposite Queens Park Savannah
A house with a blue exterior, a covered porch, and a variety of plants including ferns and palm trees.

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

Welcome to The Studio Nest — your peaceful perch in paradise.
Diego Martin
$243 nightly
The price is $243
Sep 28 - Sep 29
Total with taxes and fees
Welcome to The Studio Nest — your peaceful perch in paradise.
A person lying in a pool with clear water.

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
$113 nightly
The price is $113
Sep 27 - Sep 28
Total with taxes and fees
BUENA VISTA | Views•Pool•Location•Wellness•Nature
A tiled patio with a view of the ocean, a white wall, and some greenery.

10. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
$429 nightly
The price is $429
Sep 29 - Sep 30
Total with taxes and fees
Arlene's & Chris's Guesthouse
A pool area with a view of a hill and a building in the background.

11. Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
2.0 out of 10, (1 review)
"Family of Nine Left Stranded Outside in the Dark An extremely distressing experience. I booked Flowers of Joy Wellness Villa through Hotels.com for nine family members, including my elderly mother and four children aged 7–14. The host called on check-in day and I confirmed arrival between 5–6 pm. Check-in was advertised until 9 pm. At 6:06 pm, I WhatsApped to say we were almost there; the message was delivered. We arrived at 6:20 pm, but repeated calls went unanswered. At 6:24 pm, I messaged...
United States
Bevil
$146 nightly
The price is $146
Sep 27 - Sep 28
Total with taxes and fees
Flower Of Joy Wellness Villa
A modern living room with a sofa, coffee table, and dining area.

12. Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1 review)
$468 nightly
The price is $468
Sep 27 - Sep 28
Total with taxes and fees
Gulfview Townhouse With Pool and Jacuzzi
A modern kitchen with white cabinets, a black refrigerator, a microwave, and a dining area with two black bar stools.

13. 2 bedroom Tranquil Retreat

2 bedroom Tranquil Retreat
Port of Spain
$128 nightly
The price is $128
Sep 27 - Sep 28
Total with taxes and fees
2 bedroom Tranquil Retreat
A residential area with houses, a gated entrance, and a clear sky.

14. Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups
Newtown
$83 nightly
The price is $83
Sep 27 - Sep 28
Total with taxes and fees
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups
A spacious living area with a sofa, dining table, and ceiling fans.

15. This is a Family Friendly property ideal for groups of up to six people.

This is a Family Friendly property ideal for groups of up to six 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.
$270 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
This is a Family Friendly property ideal for groups of up to six people.

16. Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
$141 nightly
The price is $141
Oct 6 - Oct 7
Total with taxes and fees
Charming Studio in Port of Spain With Pool Access
A kitchen with a large window, a sink, and dish drying racks.

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

Cozy 1-bedroom apartment in amazing Port of Spain with AC
Woodbrook
$79 nightly
The price is $87
Sep 29 - Sep 30
Total with taxes and fees
Cozy 1-bedroom apartment in amazing Port of Spain with AC
A bedroom with a bed, a bedside table, a mirror, and a window with curtains.

18. Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
Newtown
$168 nightly
The price is $168
Sep 27 - Sep 28
Total with taxes and fees
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
A beach with palm trees, a sign reading 'MARACAS BAY', and parked cars.

19. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

-20% Queen's Park Court 1 BR Condo in Port-of-Spain
Belmont
$142 nightly
The price is $142
Sep 28 - Sep 29
Total with taxes and fees
-20% Queen's Park Court 1 BR Condo in Port-of-Spain
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

Alicia's Palace

Alicia's Palace

10/10 Excellent
"Don't forget to take a dip in the pool."
Jemell 1-night trip
Posted 20 hours ago
Alicia's Palace

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 $116 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?

Gulfview Townhouse With Pool and Jacuzzi: Visitors like this Chacachacare vacation home rental. It offers an outdoor pool, a garden, and laundry facilities 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.