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Chacachacare Vacation Rentals

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Our top choices for Chacachacare vacation rentals

1. Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue
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
The price is CA $111
CA $174 total
includes taxes & fees
Oct 1 - Oct 2
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

2. 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)
"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 CA $110
CA $166 total
includes taxes & fees
Sep 1 - Sep 2
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

3. 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
The price is CA $207
CA $576 total
includes taxes & fees
Sep 1 - Sep 2
Glencoe Townhome With Loft Jacuzzi and Pool

4. 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
The price is CA $81
CA $151 total
includes taxes & fees
Sep 9 - Sep 10
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

5. 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 CA $109
CA $230 total
includes taxes & fees
Sep 1 - Sep 2
Stylish 1-bed Opposite Queens Park Savannah

6. 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 CA $104
CA $350 total
includes taxes & fees
Sep 1 - Sep 2
Welcome to The Studio Nest — your peaceful perch in paradise.

7. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is CA $81
CA $150 total
includes taxes & fees
Sep 2 - Sep 3
WINDCREST VILLA - Great view near Port of Spain

8. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is CA $501
CA $597 total
includes taxes & fees
Sep 29 - Sep 30
Arlene's & Chris's Guesthouse

9. 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
The price is CA $79
CA $107 total
includes taxes & fees
Sep 2 - Sep 3
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

10. 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.
The price is CA $348
CA $396 total
includes taxes & fees
Sep 3 - Sep 4
This is a Family Friendly property ideal for groups of up to six people.

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
The price is CA $221
CA $243 total
includes taxes & fees
Sep 1 - Sep 2
Flower Of Joy Wellness Villa

12. 2 bedroom Tranquil Retreat

2 bedroom Tranquil Retreat
Port of Spain
The price is CA $150
CA $178 total
includes taxes & fees
Sep 23 - Sep 24
2 bedroom Tranquil Retreat

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is CA $65
CA $148 total
includes taxes & fees
Sep 13 - Sep 14
BUENA VISTA | Views•Pool•Location•Wellness•Nature

14. 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 CA $90
CA $132 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 1-bedroom apartment in amazing Port of Spain with AC

15. 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 CA $96
CA $198 total
includes taxes & fees
Sep 16 - Sep 17
Charming Studio in Port of Spain With Pool Access

16. 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
The price is CA $169
CA $247 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

17. 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 CA $275
CA $650 total
includes taxes & fees
Sep 1 - Sep 2
Gulfview Townhouse With Pool and Jacuzzi

18. Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is CA $217
CA $332 total
includes taxes & fees
Sep 2 - Sep 3
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

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

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is CA $125
CA $282 total
includes taxes & fees
Sep 1 - Sep 2
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

20. Stylish 1-Bed Opposite Queen’s Park Savannah

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is CA $129
CA $236 total
includes taxes & fees
Sep 1 - Sep 2
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.
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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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chacachacare vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chacachacare vacation rentals we have selected for you start as low as CA $148 per night. Entering your travel dates in the search wizard 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 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 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.