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Chacachacare Holiday Rentals

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Our top choices for Chacachacare holiday 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 NZ$255
includes taxes & fees
31 Aug - 1 Sept
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

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
The price is NZ$692
includes taxes & fees
23 Aug - 24 Aug
Glencoe Townhome With Loft Jacuzzi and Pool

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
The price is NZ$182
includes taxes & fees
24 Aug - 25 Aug
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

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, (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 NZ$199
includes taxes & fees
7 Sept - 8 Sept
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

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 NZ$280
includes taxes & fees
25 Aug - 26 Aug
Stylish 1-bed Opposite Queens Park Savannah

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is NZ$189
includes taxes & fees
23 Aug - 24 Aug
BUENA VISTA | Views•Pool•Location•Wellness•Nature

7. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is NZ$718
includes taxes & fees
23 Aug - 24 Aug
Arlene's & Chris's Guesthouse

8. 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 NZ$293
includes taxes & fees
23 Aug - 24 Aug
Flower Of Joy Wellness Villa

9. 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 NZ$417
includes taxes & fees
31 Aug - 1 Sept
Welcome to The Studio Nest — your peaceful perch in paradise.

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 NZ$473
includes taxes & fees
21 Sept - 22 Sept
This is a Family Friendly property ideal for groups of up to six people.

11. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is NZ$194
includes taxes & fees
5 Sept - 6 Sept
WINDCREST VILLA - Great view near Port of Spain

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)
The price is NZ$783
includes taxes & fees
23 Aug - 24 Aug
Gulfview Townhouse With Pool and Jacuzzi

13. 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 NZ$128
includes taxes & fees
21 Sept - 22 Sept
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

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

Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,
Woodbrook
The price is NZ$336
includes taxes & fees
25 Aug - 26 Aug
Walkable, Nightlife, Safe Neighborhood,POS,WiFi, Coffee,

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 NZ$241
includes taxes & fees
31 Aug - 1 Sept
Charming Studio in Port of Spain With Pool Access

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

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is NZ$433
includes taxes & fees
5 Sept - 6 Sept
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

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

Stylish 1-Bed Opposite Queen’s Park Savannah
Downtown Port of Spain
The price is NZ$286
includes taxes & fees
25 Aug - 26 Aug
Stylish 1-Bed Opposite Queen’s Park Savannah

18. Charming Studio in Port of Spain with Pool Access

Charming Studio in Port of Spain with Pool Access
Belmont
The price is NZ$263
includes taxes & fees
21 Sept - 22 Sept
Charming Studio in Port of Spain with Pool Access

19. 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 NZ$267
includes taxes & fees
19 Sept - 20 Sept
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chacachacare holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chacachacare. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chacachacare. Seeing all the best attractions is bound to make you fall in love with Chacachacare. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chacachacare short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Chacachacare?

Yes, there are holiday rentals close to the most popular sights in Chacachacare, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chacachacare has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: This holiday home rental outside of Chacachacare offers an outdoor pool, a BBQ and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday 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 wider area.

What are holiday rentals like in Chacachacare?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chacachacare. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.