Discover Your Perfect Woodford Square Rentals by Owner

Woodford Square Rentals by Owner

10.0 (1 Review)
Apartment
Norfolk Inn
  • Air Conditioner
  • Parking
  • Security/Safety
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10.0 (18 Reviews)
House
Shalom Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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More Top-Rated Rentals by Owner in Woodford Square Area

Why Choose Rent By Owner for your Woodford Square vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Woodford Square Rentals by Owner

Where are the best neighborhoods to stay in Woodford Square?

When choosing a neighborhood to stay in within Woodford Square, Port of Spain, Trinidad and Tobago, you'll find that this central area offers convenient access to the city's vibrant cultural scene and historic landmarks. Staying nearby provides a seamless experience for exploring the lively streets and engaging with the local community, making it an ideal spot for your vacation rental through Rent By Owner. Whether you're seeking a lively atmosphere or a quiet retreat, the neighborhoods around Woodford Square are designed to give you a comfortable and authentic Trinidadian experience while ensuring your booking process remains simple and trustworthy.

Downtown

Staying in the heart of the city places you close to vibrant commerce and cultural landmarks, offering a dynamic experience right here in Port of Spain. This area provides convenient access for exploring local attractions and enjoying the lively atmosphere.

View 94+ Rentals in Downtown

Success

Located nearby, Success offers a peaceful retreat with easy connectivity to the central region, making it a practical choice for those seeking comfort and accessibility while staying within Port of Spain.

View 144+ Rentals in Success

Best Times to Visit Woodford Square

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here can enhance your experience and ensure you enjoy the vibrant atmosphere of the region when it’s at its best, making it ideal for securing a comfortable rental by owner through Rent By Owner in this lively destination.

Peak Season Highlights

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December to April (Dry Season)

During the dry season, you can expect warm daytime temperatures and minimal rain, making it ideal for exploring the area comfortably.

Average Temperature Daytime: 30°C - Nighttime: 22°C
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June to November (Wet Season)

This period features higher humidity and frequent showers, which may affect outdoor plans but offers lush scenery and fewer crowds.

Average Temperature Daytime: 29°C - Nighttime: 23°C

Off-Season Highlights

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May (Early Wet Season)

In May, the region experiences slightly increased rain with lower tourist activity, providing a quieter experience while still enjoying warm weather.

Average Temperature Daytime: 30°C - Nighttime: 22°C
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September to November (Late Wet Season)

These months see regular rainfall and cooler evenings, offering a peaceful stay for travelers seeking solitude before the busy dry season begins again.

Average Temperature Daytime: 29°C - Nighttime: 23°C

Weekly Weather Forecast for Woodford Square

How to Book Your Woodford Square vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Woodford Square

More Top-Rated Rentals by Owner in Woodford Square Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to well-maintained outdoor seating areas perfect for relaxing or socializing outdoors.
  • Take advantage of landscaped gardens that offer a serene environment within the vicinity.
  • Benefit from outdoor dining spaces ideal for enjoying meals in the fresh air.
  • Make use of on-site barbecue facilities to host your own cookout in the region's favorable climate.
  • Explore nearby walking paths and scenic routes suited for leisurely strolls around the area.
  • Relax by community pools or splash pads available at select vacation rentals here.
  • Utilize outdoor recreational areas such as sports courts or playgrounds for active entertainment during your stay.

Top Attractions Around Woodford Square

What attractions are nearby?

In this vibrant area, you can enjoy a variety of cultural events and local markets that showcase the lively spirit of Port of Spain.

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Family Activities

  • Explore the Historic Park and Monuments: You can enjoy a leisurely stroll through the park, taking in the historic monuments that tell stories of the area's rich cultural heritage.
  • Attend Family-Friendly Events: The central square hosts various public events and festivals ideal for family participation and entertainment.
  • Visit Local Food Vendors: Savor local flavors at nearby food vendors offering authentic Trinidadian cuisine, perfect for a casual family meal.
  • Enjoy Open-Air Picnics: Spacious grassy areas make for a relaxed picnic experience, making it an excellent outdoor activity for families visiting here.
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Adult Activities

  • Attend Local Cultural Events: Immerse yourself in the vibrant arts and cultural scene that often takes center stage in the area surrounding this popular destination.
  • Visit Historical Monuments: Explore the neighborhood’s rich history by discovering nearby monuments and landmarks that tell the story of the region’s past.
  • Enjoy Outdoor Public Spaces: Relax or take a leisurely stroll in the bustling park areas and open-air spaces that are perfect for unwinding after a day of sightseeing.
  • Experience Local Cuisine: Savor authentic Trinidadian flavors at nearby cafes and eateries, offering a taste of the region’s diverse culinary heritage.

Woodford Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Markets: Engage with the vibrant community by discovering nearby markets and cultural events to fully experience the area's lively spirit during your stay.
  • Choose a Central Rental: Opt for accommodations close to key attractions and transportation hubs to maximize your time exploring here without unnecessary travel delays.
  • Respect the Neighborhood Environment: Maintain consideration for residents by following local guidelines and keeping noise levels low, ensuring a pleasant experience for everyone in this region.
  • Utilize Local Transportation Options: Take advantage of the area’s public transit or walkable streets to easily access popular sites and enjoy an authentic urban experience here.

Transportation Options

  • Public Buses: The area is well-connected by a network of public buses that offer an affordable and convenient way to explore Port of Spain and beyond.
  • Taxis and Ride-Sharing Services: Taxis and popular ride-sharing options provide a reliable and direct transportation method for quick access around the region.
  • Rental Car Services: Numerous rental car agencies are available nearby, giving you flexibility to discover the surroundings at your own pace.
  • Walking: For short distances within the neighborhood, walking offers a pleasant and eco-friendly way to enjoy the local atmosphere.

Local Customs Options

  • Respect for Public Gatherings: During events held at the square, locals value maintaining decorum, making it important for visitors to observe and participate respectfully.
  • Celebrating Carnival Traditions: The area is central during Carnival season, where embracing traditional costumes and music enhances your authentic experience of local culture.
  • Local Art and Handicrafts: It’s customary to appreciate and support the region’s vibrant art scene by visiting nearby stalls showcasing handmade crafts and artwork.
  • Greetings and Social Etiquette: Friendly nods and warm greetings are common here, reflecting the welcoming nature of those who live in this lively destination.

Woodford Square Rentals by Owner Frequently Asked Questions

1. What are the top vacation rentals in Woodford Square?

There are a lot of options in Woodford Square. If you plan on staying in the Woodford Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Woodford Square:

2. How many Rentbyowner vacation rentals are available in Woodford Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 174 in the Woodford Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Woodford Square. 

3. What is the cancellation policy for rental properties near Woodford Square in Port of Spain?

The cancellation policy varies by property listing. Please review the specific terms on the rental's page or contact the owner directly to understand the cancellation timeframe and any applicable fees.

4. How do I confirm my booking at a rental by owner in Port of Spain?

Booking confirmation typically occurs once you complete the reservation process and the owner approves your reservation request. Be sure to check your email for confirmation details and contact the owner if needed.

5. Are there any additional fees or charges when booking a rental in the area?

Additional fees such as cleaning fees, security deposits, or service charges may apply depending on the property. Details will be provided during the booking process or in the listing description.

6. What amenities are usually included in rentals by owner near here?

Most rentals include essential amenities like Wi-Fi, air conditioning, and kitchen facilities. For specific amenities, please review the property listing or reach out to the owner before booking.

7. Is it safe to stay in a rental by owner in this part of the city?

Renters should always assess safety by reading reviews and communicating with the owner. The listings strive to provide safe and secure accommodations, but it's advisable to verify local safety tips and property details prior to booking.

More Rentals You May Like Near Woodford Square

More Top-Rated Rentals by Owner in Woodford Square Area