Holiday houses in Woodbrook

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Top-rated holiday rentals in Woodbrook

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy courtyard is illuminated by warm string lights, featuring a small dining table surrounded by chairs. Green plants are arranged in pots along the dark walls, creating a calm outdoor space for relaxation, with a doorway leading to the interior of the apartment.
Tiny home in Woodbrook
5 out of 5 average rating, 13 reviews

the micro owlet | studio on the avenue (5 of 5)

The newest addition to The Owlet, hides the ultimate micro apartment in Woodbrook - just 10 secs walk to the MIDDLE of Ariapita Ave. Ever seen a tiny IKEA model apt and quipped, "You know, I could live in this!"? Then THIS is the place for you! This urban oasis has a place for you to feel safe while you sleep, work, cook, eat, binge watch, relax outside or do laundry! The tiniest details will surely impress you. Don't define comfort by sq footage only. This is all you need, nothing you don't.

Top Guest favourite
A cozy sitting area is presented with a round black table and two chairs, accompanied by a decorative plant in the corner. A round mirror reflects light, while a large photograph of a serene dock graces the wall, enhancing the minimalist decor.
Apartment in Woodbrook
4.95 out of 5 average rating, 21 reviews

Fitt Inn #1 One Bedroom NEW Woodbrook apartment

Location! Location! Location! Perfect place for a business trip, attending an event, visiting family or just to get away. Steps from Ariapita Avenue - the hub of exciting entertainment, restaurants galore, supermarket, bank, and pharmacy. 2 km from the capital city of Port of Spain and close proximity to shopping malls. This newly renovated modern, clean apartment is fully airconditioned and can accomodate 2 persons. Outdoor patio, laundry facilities and a kitchenette make your stay perfect!

Guest favourite
A modern living area is shown, featuring a comfortable gray sofa with decorative cushions, placed near a large window that allows natural light to fill the space. A stylish coffee table sits in front, complemented by a vibrant rug and elegant wall art.
Apartment in Newtown
4.93 out of 5 average rating, 27 reviews

Savannah Bliss

Welcome to Savannah Bliss, your tranquil retreat only steps away from the iconic Queen’s Park Savannah. This modern 2-bedroom apartment offers cozy furnishings, a fully equipped kitchen, and plush beds with premium linens for a restful stay. Perfect for families, couples, or small groups, it’s conveniently located near top attractions, restaurants and nightlife. Whether visiting for Carnival, business, or leisure, Savannah Bliss provides the perfect base to relax and create lasting memories.

Top Guest favourite
The image displays a compact living area featuring a cozy couch and a small dining table set for four. Natural light illuminates the room, where a wall clock and framed artwork add character. A kitchenette is visible, along with a television and plants for decoration.
Apartment in Woodbrook
4.91 out of 5 average rating, 120 reviews

Warm 1-Bedroom Annexe Woodbrook

Hamilton House has a warm and cosy annexe attached to the back of the main house with limited natural light. Sufficiently decorated 1-bedroom in Woodbrook ideally suited for the lone traveller or up to 2 persons. Comes with all the amenities close to significant conveniences (walking distances) such as parks, pharmacies, restaurants, supermarkets, bars, cinemas, public/private health institutions, embassies & more. It is located on a short, quiet street but can get noisy on the weekends.

Top Guest favourite
A modern living area is depicted, featuring a cozy sofa and a stylish butterfly chair beside a round side table. A wall-mounted TV is visible, and a spacious bed is located in the background. Natural light filters in from large sliding doors, revealing greenery outside.
Apartment in Woodbrook
5 out of 5 average rating, 13 reviews

Stylish Urban Oasis, Woodbrook (Corner House)

Newly renovated and modern, this centrally located ground floor space is the perfect base for anyone who wants to work or play in Port of Spain — it's steps away from the oldest bar in town, a block away from nightlife on Ariapita Avenue, and a short walk away from cricket, coffee shops, pharmacies, food, and a grocery. There's lots of greenery, and secure parking for two cars. This is an owner-occupied property, but you'll be in a private unit with a separate entrance and outdoor space.

Guest favourite
A spacious living area features a mix of comfortable seating options, including a white sofa, a blue chair, and a dining table. Abundant natural light fills the room through multiple framed windows adorned with white shutters. A neutral color palette enhances the clean design.
Apartment in Port of Spain
5 out of 5 average rating, 31 reviews

Fantastic Woodbrook Apartment

Enjoy a stylish experience at this 3-bedroom modern apartment centrally located in the heart of Woodbrook. The large wrap-around balcony overlooks the pool and offers fantastic views over the mountain range and is close to excellent eateries, a movie theatre and other amenities. The apartment is located in a tower away from public roads so offers a quiet location despite being centrally located. The apartment is fully-equipped and with parking available for 2 cars.

Top Guest favourite
A private bedroom features a wooden bed with a plush mattress and decorative pillows. Soft curtains frame the window, allowing gentle light to filter in. Framed artwork is displayed on the wall, adding a touch of color to the serene space.
Apartment in Woodbrook
4.87 out of 5 average rating, 97 reviews

Calypso Cottage

The Property is located in the heart of Woodbrook just a 5 minute walk away from either Ariapita Avenue or Tragarete Road. It is in close proximity to the Long Circular Mall, Queen's Park Savannah, the Oval and the restaurants, bars and cinemas in One Woodbrook Place or MovieTowne. Public Transport is accessible from either Ariapita Avenue or Tragarete Road. Alternatively there is one parking space to the front of the building for a rental car.

Guest favourite
A modern kitchenette is visible with stainless steel appliances and a compact dining area featuring a blue table and two stools. The space is illuminated by recessed lighting and natural light from a window. A red couch and a striped chair are positioned in the inviting living area.
Tiny home in Woodbrook
4.93 out of 5 average rating, 124 reviews

Hamilton Place

Newly renovated, fully self contained, stand alone, tiny dwelling with its own secure parking for one, as well as free accessible street parking. Tucked away in the heart of the Woodbrook residential area but still close enough to the commercial and entertainment districts which are a short walk away. Recreational spaces are also readily accessible with green spaces and parks within walking distance. Truly a place set apart.

Top Guest favourite
A brightly lit living area features a glass dining table surrounded by four upholstered chairs. A cozy seating space is arranged with an orange sofa and a wicker chair, complemented by decorative plants. A piece of wall art adds visual interest to the neutral space.
Apartment in Woodbrook
4.93 out of 5 average rating, 130 reviews

Stylish Woodbrook 2 Bedroom Apartment(3)

Newly built, comfortable apartment that is conveniently located in the Woodbrook area of Port of Spain. Walking distance to Ariapita Avenue, the famous Queen's Park Oval and many restaurants and bars on Tragrete Road. Easy access to many popular spots but quiet enough to have a night in. The flat is equipped with two double bedrooms, a living room, a kitchen, a washer and dryer, free wifi and fully air conditioned.

Superhost
The kitchen area features a spacious counter with wooden cabinets and an oven. A dining table with yellow chairs is positioned at the center, while a shelf above displays a colorful collection of glassware. Natural light is invited through large windows draped with dark curtains.
Guest suite in Saint Joseph
4.88 out of 5 average rating, 292 reviews

Tropical hillside studio perfect for hikers

A perfect place for eco-tourists and bird enthusiasts looking for a relaxing spot to explore the northern range on foot from. We are situated at the base of El Tucuche, fabled in Amerindian lore as a sacred mountain. The studio is large and comfortable with good views and perfectly located for guests seeking to explore the island. The apartment also has a projector system with Netflix.

Guest favourite
A compact studio apartment is observed, featuring a kitchen area equipped with a sink and refrigerator. A cozy sleeping area includes a bed with a patterned coverlet. Additional seating is provided by two chairs and a table. A bathroom can be seen through the open door.
Apartment in Woodbrook
4.89 out of 5 average rating, 95 reviews

SNUG QUIET CITY Studio near Restaurants & Embassy

INSTANTLY BOOK and ENJOY your peaceful, modern, self-contained Woodbrook CITY STUDIO apartment. Sofa-bed topped with a FULL MATTRESS. Steps away from Restaurants, Nightlife, Supermarkets, Carnival Festivities and all conveniences. Public transportation is also steps away. Private transportation at a reasonable price is available if preferred.

Guest favourite
A modern kitchen area features dark cabinetry and a sleek countertop. A dining table with two chairs lies adjacent to a spacious grey sofa in a living area. Natural light fills the room, highlighting a simple wall art piece above the table.
Apartment in Saint James
4.92 out of 5 average rating, 108 reviews

#2 Stylish Centrally Located Apartment

Brand new building located in the heart of Saint James with six fully furnished, stylish apartments on the first floor. Supermarket, pharmacy, ATM, fast-food, beauty salons, public transportation within one minute walk. Bars, restaurants and shopping, less than 5 minutes walk.

Popular amenities for Woodbrook holiday rentals

When is the best time to visit Woodbrook?

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Quick stats about holiday rentals in Woodbrook

  • Total holiday rentals

    Explore 130 holiday rentals in Woodbrook

  • Nightly prices starting at

    Woodbrook holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Woodbrook holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Woodbrook rentals

  • 4.8 Average rating

    Woodbrook stays are highly rated by guests—averaging 4.8 out of 5!