Guesthouse vacation rentals in Western Tobago

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Top-rated guesthouse rentals in Western Tobago

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

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Superhost

A comfortable living area features two gray sofas adorned with patterned throw pillows, positioned across from a light wooden coffee table. A decorative vase sits on the table, and a subtle area rug completes the space. A door and artwork are visible in the background.

Guesthouse in Scarborough

5 out of 5 average rating, 3 reviews

Carlton’s Haven at Robyn’s Nest

Carlton’s Haven at Robyn’s Nest Tucked away in the tranquil village of Union, Tobago, Carlton’s Haven is a modern two bedroom, two bath, condo style duplex designed to make you feel completely at ease. Surrounded by lush greenery, the soothing sounds of birds, and cool island breezes, it’s your perfect escape into nature while still enjoying contemporary comfort and style. A 5-minute drive from Scarborough our capital putting local markets, beaches, and cultural gems right at your fingertips.

Guesthouse in Stonehaven Bay

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Plantation Beach Villas Petrea

One of six oceanfront villas perched on Tobago's Caribbean coastline. Hemmed in by a bird sanctuary, and mere steps to the golden sands of Stonehaven Bay, offering an outdoor pool, beautifully landscaped gardens, WiFi access and private parking. Daily Villa Attendant service, guest may also enjoy the fully equipped kitchens. Crafted by Swedish architect Arne Hasselqvist, reminiscent of classic turn-of-the-century colonial homes . You won’t want to leave this charming, one-of-a-kind place.

Superhost

A serene sunset paints the sky with soft hues of orange and pink, viewed from a balcony. The silhouette of a rustic wooden structure enhances the tranquil atmosphere, framed by lush greenery and distant hills overlooking the water.

Guesthouse in Castara

Alibaba’s Trumpet Tree Cottage

Gönn dir eine Pause und entspann dich in dieser friedlichen Oase. Direkt am Meer gelegen mit Blick auf das Riff und den Strand kannst du auf dem Balkon dieses rustikalen Holzhäuschens die Welt vergessen. Ideal für Tierliebhaber die kein Problem haben zwei Treppen hoch zu steigen. Der Blick ist es wert. Beobachte die Vögel während du in der Outdoor-Küche frühstückst… vielleicht warst du ja schon vorher eine Runde schnorcheln mit Rochen, Reef-Fischen und oft sogar einer Schildkröte. Traumhaft!

The exterior of the cottage reflects a vibrant blue color, with white-framed windows and wooden accents. A staircase painted in teal leads to the upper level. The surrounding area features traditional Caribbean architecture, enhancing the overall character of the setting.

Guesthouse in Mary's Hill

4.78 out of 5 average rating, 37 reviews

COZY COTTAGE FOR BIRD LOVERS

One love cottage Tobago is built by the owner Lion in a traditional style. The cottage comprises two apartments. Both of them can be rented separate. We are located in Whim village. The village is landscaped wise hilly. A perfect bird sanctuary The locals are easy going and love visitors. Walk up the hill and have a view over Scarborough. We have a garden with mangoe trees and most of the time you can get bananas from our garden. Shop your groceries from a mini mart just across the road .

A spacious bedroom features a large bed with a blue duvet, complemented by neatly arranged towels. A refrigerator and microwave are visible in the modern kitchen area. Natural light streams through the window adorned with sheer curtains, highlighting the beach-themed artwork on the wall.

Guesthouse in Crown Point

4.43 out of 5 average rating, 23 reviews

Charming Pigeon Point Nook with Pool

Agatha Studio is a modern and relaxing space, centrally-located in Crown Point. Ideal for those who love the beach by day or are ready for the Crown Point night life. Walk to the ANR Robinson Airport, Store Bay or Pigeon Point beaches or explore Fort Milford. My apartment is gated, clean and newly remodeled with all modern furnishings. The unit is adjacent to the pool and has access to the laundry. I’m happy to assist with booking reef, island and rainforest tours or special celebrations.

Superhost

A serene landscape perspective showcases a lush green hillside leading down to a glistening coastline. Sunlight reflects off the calm water, surrounded by dense foliage and distant cliffs. The sky is partially cloudy, enhancing the tranquil atmosphere of this natural setting.

Guesthouse in Castara

4.91 out of 5 average rating, 11 reviews

Hidden Gem, Castara

Nestled in the picturesque hills of Castara, Hidden Gem offers a tranquil escape surrounded by natural beauty. Located away from the bustling bay, it provides stunning views and is just a short walk from hidden beaches. The spacious bedroom with two queen beds is perfect for families or small groups. Featuring a modern bathroom, cozy living area, and a fully equipped kitchen, this peaceful haven has all the comforts you need for a serene getaway.

Guest favorite

The image presents a charming villa exterior, featuring a spacious driveway with a parked vehicle. Lush palm trees frame the entrance, and a welcoming gated pathway leads to the front steps. The upper balcony showcases decorative railings and arches characteristic of tropical architecture.

Guesthouse in Bon Accord

4.85 out of 5 average rating, 13 reviews

CJ Cottage & Tours

We accommodate 4-8 guests in our comfortable 3 bedroom villa. All bedrooms are air conditioned, the villa features cable TV, as well as WiFi internet access. One bathroom is en-suite and the second bathroom is shared between the other two bedrooms. The kitchen offers all amenities. Furthermore, we offer sun loungers in our beautifully landscaped flower garden as well as a BBQ grill for the use of our guests.

An infinity pool features clear water, offering unobstructed views of the Atlantic Ocean. The surrounding area is filled with lush greenery and rocky coastlines, while a white railing and part of the villa's terrace provide a welcoming space for enjoying the scenic landscape.

Guesthouse in Scarborough

4.75 out of 5 average rating, 4 reviews

Bacolet Villa - A Sanctuary By The Sea

Bring the whole family or your crew to this great place with lots of room for fun. With accommodation for up to 10 persons, this place is the ideal vacation spot. Enjoy stunning ocean views from our infinity pool or even from the comfort of your own bed. Bacolet Villa creates a refreshing oasis for unwinding with two outdoor terraces equipped with a BBQ grill, access to a private beach and a games room.

Guest favorite

A secluded pool area is framed by a well-maintained deck featuring sun loungers and an umbrella. The wooden lodge is visible in the background, surrounded by lush greenery, enhancing the serene atmosphere. The pool's clear blue water invites relaxation under the sunny sky.

Guesthouse in Arnos Vale

4.8 out of 5 average rating, 15 reviews

Mary's Hill Guest house

Introduction This beautifully built wooden lodge is situated on a hillside off the quiet Scarborough to Plymouth road. It looks out over mature trees across the valley to the green hills on the other side, and at the rear of the premises there’s a garden laid to lawn with pretty shrubs, at the top of which is a chain link fence and a line of palms giving privacy to the house, its garden and pool.

A private pool glistens under the sun, surrounded by a stone deck. In the background, a vibrant red building features multiple balconies and large windows, framed by tropical palm trees. A small seating area with black chairs rests near the pool.

Guesthouse in Mt. Irvine

Welcome to Ortanique Villa!

Escape to Ortanique Villa, where modern comfort meets Tobago's natural beauty. With spacious interiors, a private pool, and lush garden grounds, this 8-bedroom retreat accommodates up to 17 guests. Perfect for families or work retreats, it offers three distinct sections: a 1-bedroom, 2-bedroom, and 5-bedroom, ensuring ample space for relaxation and exploration.