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Roxborough holiday lettings

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August 2025

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Discover a selection of holiday rentals in Roxborough that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include parking and a pool. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the best place to stay - Roxborough

CONCORDIA ECO-ESTATE RETREAT IS NOW OPEN

Sleeps 16 · 4 bedrooms · 3+ bathrooms

The Charlotteville Lookout - Oceanview Mountain Top Bird Watchers Paradise

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Top rated rentals - Roxborough

Stunning rainforest hideaway

Just as advertised: beautifully located rainforest retreat, perfect for two. Highly recommended.

Stephen K.

Stayed Oct 2024

Amazing Parlatuvier

For anyone looking for piece and quite this place is amazing, Dale the host was extremely friendly and helpful and the view from the apartment is stunning. Hope too return when budget allows. Highly recommended.

Graham G.

Stayed Feb 2024

The balcony is a perfect place to unwind, eat Al fresco or bird watch

Great stay in a wonderful location in Castara

We had a really happy stay in this comfortable apartment with wonderful, helpful and informative hosts Chris & Yvonne . The apartment is set in a wonderful tropical garden with spectacular views over the ocean, whist being surrounded by hummingbirds and all tropical life. Castara village has has a large selection of restaurants , events and friendly local businesses, set on two soft sandy bays. The nearest to the apartment has a fantastic coral reef full of tropical fish such as Angel fish, Stingrays and Parrot fish, located only 20 metres from the shore , making it great for snorkelling or swimming . It is only 100 metres walk downhill from the apartment.

Paul C.

Stayed Jan 2023

Wonderfully relaxing with beautiful views. Highly recommended.

The Lookout provides an open vista across the rainforest over to the bay of Charlottville. Rainforest trails lead from the property while Charlottville with its ATM, mini-mart and fish market, is a short 5 min. drive down the hill. A place of enormous tranquility with the songs of the local bird population, including the Mot Mot and the Oropondola accompanying the day. Mark and Gayle are wonderfully attentive hosts who gave us invaluable advice about where to eat (Suck Hole and Jemma's) and where to buy fresh bread (Yah Dees) through to the best reefs to see the beautiful French Angel Fish and Parrot Fish. This was a surprise holiday for my husband and an opportunity for all four of us, including our 12 and 11 year old sons, to relax. It did not disappoint. If you like to get away from the crowds, this is the place for you. Mark helpfully organised a guide and boat trip across to Little Tobago and also organised car hire so that we were picked up from the airport. We had nothing to worry about. The only thing that spoilt the quiet during our stay was the all-night beach party on Friday night - not sure whether there is anyone on the beach at 4am and the loud music must disturb all the residents - so it's not clear it's a feature that will last. We thoroughly recommend Tobago for its unspoilt beaches and the north of the island for its peace and tranquillity. The Lookout at Charlottville is a beautiful property and we had both levels so could spread out and enjoy.

Karen W.

Stayed Dec 2018

Premier Host

Charlotteville, Tobago

Very good accommodation (for a couple) in a beautiful location on its own on a forested mountainside accessed 800m up a steep hill outside a beautiful charming village. Cottage has wonderful views of the sea and the village. Not suitable for children, elderly people or wheelchairs

Benedict L.

Stayed Mar 2025

Secluded rainforest retreat near Castara Bay

Had a lovely week here. There was abundant wildlife to observe around the villa, which was very comfortable with the benefit of the pool to cool off in. There are some lovely beaches a short drive away and Castara Bay is nearby.

David H.

Stayed Jan 2024

Lovely house in wonderful location

We are a family of six (with 4 young people aged from late teens to mid-twenties), and Tamarind House provided a fantastic base for our two-week holiday. We all loved it from the moment we arrived- a beautiful airy house set just above the stunning little fishing village of Parletuvier. All the rooms are a good size, and there are numerous places to sit and read or watch the wildlife in or out of the shade throughout the day and evening. The kitchen is an excellent space to work in and very well stocked, and the 'outside kitchen', poolside, has a very good gas grill, so we had a great time cooking fish brought from the fishermen mid-afternoon. Why did we love it so much? Well, there are few more heavenly spots on Tobago, where the rain-forest dips down to the sea, where the local people are so welcoming and friendly, where we could snorkle before breakfast each day, and where the wildlife flowed in and out of the house- birds, bats, lizards....also, we are a diving family, and were able to easily reach key dive sites around Tobago, and we loved the local waterfall and rain-forest with abundant bird- and other wildlife. Sharon is an excellent housekeeper- the house was always clean and tidy after her visits and she was hugely helpful in introducing us and giving us directions- her eggs were delicious too! Hot tips: Shauvanne's fruit and veg stall 500m beyond Glasgow's Bar, and Vaness's little local diner, turn left towards Bloody Bay and immediately on the left, as well, of course as the fish from the jetty. We can't recommend the house highly enough if you love reefs and rain forests, tranquility and passing time with local people; try a house in the south-west of the island if you prefer nightlife or glitzy restaurants!

Fiona W.

Stayed Aug 2017

Gorgeous

Me and my daughter stayed for a fabulous 3 days( 2 nights) in this spectacular location. We had a brilliant time and would love to come back! The views from the top bedroom are gorgeous. And we loved the whole vibe of the village of Castara.

Ella B.

Stayed Apr 2024

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Find out more about Roxborough

Why visit Roxborough

Stunning natural beauty: Experience the breathtaking landscapes, including lush greenery and captivating waterfalls that surround Roxborough.
Outdoor adventures: Engage in an array of outdoor activities, from hiking in Roxborough Park to exploring secluded beaches.
Charming local culture: Immerse yourself in the warm hospitality of friendly locals in the quaint Roxborough Township.
Rich heritage: Discover the historical significance and cultural richness of Tobago through local attractions.
Variety of accommodations: Choose from charming villas, stylish apartments, and inviting holiday rentals for a perfect getaway.

Popular types of accommodation in Roxborough

If you're considering a getaway to Roxborough, you'll find a delightful range of accommodation options to suit your needs. The most sought-after choices include charming villas, stylish apartments, and inviting houses. Whether you're searching for Tobago holiday rentals or Toco holiday rentals, our platform offers transparency and reassurance. Explore our top holiday rentals in Roxborough and read reviews to ensure your island escape is nothing short of perfect.

Villas: The top choice for holidaymakers in Roxborough, offering spacious and luxurious settings for an unforgettable stay.
Apartments: A popular option for visitors seeking self-catering facilities and a home-like atmosphere during their vacation.
Houses: Ideal for families or groups, these homes provide a personal touch and ample space for relaxation.
Cottages: Quaint and charming, these accommodations offer a cosy retreat amidst beautiful surroundings.
Condos: A convenient choice for travellers looking for modern amenities and a central location in Roxborough.**

Top attractions in and around Roxborough

Roxborough, Tobago, is ideal for those seeking outdoor and adventure-filled beach holidays. With its stunning beaches, picturesque islands, and captivating waterfalls, visitors can immerse themselves in the natural beauty of the area. The various attractions around Roxborough promise an exhilarating experience for travellers looking to explore the great outdoors and enjoy the idyllic surroundings.

Argyle Waterfall: Nestled within Roxborough, Argyle Waterfall is a stunning natural gem, perfect for outdoor adventures and romantic escapes. The cascading waters create a picturesque setting, ideal for swimming and picnicking amidst lush greenery.
Little Tobago: A delightful island located 2.5km from Roxborough, Little Tobago offers pristine beaches and vibrant wildlife. Explore scenic walking trails and indulge in incredible birdwatching opportunities while enjoying the tranquil beach vibes.
Man-o-War Bay: Situated 3.1km from Roxborough, Man-o-War Bay boasts beautiful sandy shores and crystal-clear waters. It's an ideal spot for relaxation, sunbathing, and water activities, providing a quintessential beach experience.

Things to do recommended for couples

For a romantic getaway in Roxborough, explore the lush trails of the Tobago Main Ridge Forest Reserve hand-in-hand, or enjoy a sunset picnic at the stunning Speyside Beach. Don't miss a private boat tour to the idyllic Nylon Pool, perfect for a serene escape together.

Things to do recommended for families

Families visiting Roxborough can enjoy the sports atmosphere at Dwight Yorke Stadium, located 6.8km away. Alternatively, the Nylon Pool, situated 11.2km from Roxborough, offers a delightful outdoor experience perfect for family fun and relaxation.

Things to do recommended for groups

Experience local culture with a visit to Gulf City Mall, just 9.3km from Roxborough, where your group can enjoy shopping, dining, and entertainment in a vibrant atmosphere. It’s a perfect spot for families and friends to unwind and explore together.

What do I need to keep in mind when booking a vacation in 'Roxborough

When you're planning a trip—whether with a group, family, pets, or for an extended stay—it's important to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

Traveling to Roxborough with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
Traveling to Roxborough with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Roxborough: For many families, a getaway wouldn't feel complete without their beloved pet by their side. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
Planning for a long term stay visiting Roxborough: If you're in search of holiday rentals that offer special rates for stays of a month or more, you've come to the right place. By using the appropriate filters, you'll be able to effortlessly discover and save on monthly accommodations. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Roxborough

Roxborough, Tobago, is a hidden gem for outdoor enthusiasts seeking adventure and relaxation. Nestled amidst lush landscapes, you can explore the serene Roxborough Park and the charming Roxborough Township, where friendly locals welcome you. The area's secluded beaches offer a perfect retreat, while the vibrant atmosphere invites recreation. Discover the rich heritage and natural beauty of Tobago, making your visit to Roxborough an unforgettable experience.

Speyside: Speyside is a charming coastal city located 2.5km from Roxborough, known for its stunning beaches and breathtaking scenery. The area offers a plethora of outdoor activities, including underwater sports like snorkelling and diving, making it a haven for water enthusiasts. Visitors can unwind at local resorts or explore the nearby nature reserve, featuring lush landscapes and vibrant wildlife. The picturesque bay and pristine beaches are ideal for sunbathing and relaxation, ensuring a memorable seaside experience.
Eastern Tobago: Just 1.2km from Roxborough, Eastern Tobago is a delightful destination for those seeking beautiful beaches and outdoor adventures. The region is characterised by its serene atmosphere and breathtaking natural beauty, making it perfect for relaxation and exploration. Visitors can enjoy various activities at local resorts while being surrounded by stunning views of the coastline and lush greenery. The nearby beaches and nature reserves offer excellent opportunities for hiking, birdwatching, and soaking up the sun, providing a truly immersive experience in Tobago's natural splendour.
Pembroke: Pembroke, located 2.5km away from Roxborough, is a quaint city that offers a laid-back vibe and beautiful coastal views. The area is primarily known for its lovely beaches, perfect for a relaxing day by the sea. While Pembroke may not be as bustling as other destinations, its charm lies in its simplicity and natural beauty. Visitors can enjoy the local beach, take leisurely strolls along the shore, and experience the tranquillity of this picturesque location, making it a lovely spot for unwinding during your Tobago adventure.

Best time to go to Roxborough

If you're planning a trip to Roxborough, it's a good idea to check both the weather and property rates. The warmest months are September and September. Peak season runs in February, February to March, March, December and December, while off-peak times, like September, September to October, October to November and November tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	79.7°F (26.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
January	79.7°F (26.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	79.2°F (26.2°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly Low
February	79.2°F (26.2°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly Low
March	79.5°F (26.4°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
March	79.5°F (26.4°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
April	80.4°F (26.9°C)	No Rain (Dry)	Mostly Sunny	Average	Average
April	80.4°F (26.9°C)	No Rain (Dry)	Mostly Sunny	Average	Average
May	81.3°F (27.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
May	81.3°F (27.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
June	81.5°F (27.5°C)	Light Rain	Mostly Cloudy	Average	Average
June	81.5°F (27.5°C)	Light Rain	Mostly Cloudy	Average	Average
July	81.7°F (27.6°C)	Moderate Rain	Mostly Cloudy	Average	Slightly High
July	81.7°F (27.6°C)	Moderate Rain	Mostly Cloudy	Average	Slightly High
August	82.6°F (28.1°C)	Moderate Rain	Mostly Cloudy	Average	Slightly High
August	82.6°F (28.1°C)	Moderate Rain	Mostly Cloudy	Average	Slightly High
September	83.3°F (28.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
September	83.3°F (28.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
October	82.9°F (28.3°C)	Moderate Rain	Mostly Cloudy	Slightly Low	Average
October	82.9°F (28.3°C)	Moderate Rain	Mostly Cloudy	Slightly Low	Average
November	82.0°F (27.8°C)	Moderate Rain	Mostly Cloudy	Slightly Low	Average
November	82.0°F (27.8°C)	Moderate Rain	Mostly Cloudy	Slightly Low	Average
December	80.8°F (27.1°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
December	80.8°F (27.1°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being open to adjusting your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to create new trips, manage your plans, or review and organise your bookings. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Take in the natural beauty of Roxborough

The parks and surrounding scenery provide a peaceful ambience to your holiday home in Roxborough. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Exploring the natural features in Roxborough

Whether you're looking for adventure or just want to take in the scenery, Roxborough is a great place to get outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

Man-o-War Bay (5.2 mi / 8.4 km)
Englishman's Bay (7.1 mi / 11.4 km)
Castara Beach (8.4 mi / 13.5 km)
Turtle Beach (14.1 mi / 22.7 km)
Mount Irvine Bay (15.8 mi / 25.4 km)
Buccoo Beach (16.4 mi / 26.4 km)

How to get to and around Roxborough

Fly into Tobago (TAB-A.N.R. Robinson Intl.), the closest airport, located 19.1 mi (30.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Roxborough when booking a holiday rental?

When considering a holiday rental in Roxborough, Tobago, a popular area to stay is the picturesque village itself, known for its stunning natural beauty and rich cultural heritage. Roxborough is located among lush greenery and offers a tranquil atmosphere, making it an ideal spot for those seeking a peaceful retreat. The village is well-positioned for exploring some of Tobago's top attractions, such as the nearby Tobago Main Ridge Forest Reserve, which is renowned for its diverse flora and fauna, and the beautiful beaches of the Caribbean coastline.

Another excellent option is the surrounding areas of Scarborough and Crown Point, which provide a vibrant atmosphere with a variety of rental properties available. These regions are not only close to Roxborough but also offer easy access to attractions like Fort King George, where visitors can learn about the island's history while enjoying panoramic views of the sea. Additionally, the lively nightlife and dining options in Crown Point enhance the overall holiday experience.

How much does it cost to rent a holiday home in Roxborough?

Prices for holiday rentals in Roxborough vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Roxborough to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.

Are there any discounts for Roxborough holiday house rentals?

You can find great discounts on house rentals in Roxborough on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay holiday rentals in Roxborough?

A long-stay holiday rental in Roxborough is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Roxborough holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Roxborough with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

How early should I book a Roxborough holiday rental?

Book your Roxborough holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Can I change or cancel my Roxborough home rental booking on Vrbo?

To find Roxborough holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Roxborough holiday rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.