Guesthouse vacation rentals in Western Tobago

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Western Tobago

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

0 of 0 items showing

1 of 2 pages

Guest favorite

A person is seated at the edge of a clear, inviting pool, with feet dipped in the water. A wide-brimmed straw hat rests on their head, complementing a light, lace cover-up. Gentle ripples are visible in the pool, reflecting sunlight.

Guesthouse in Western Tobago

4.91 out of 5 average rating, 45 reviews

The Chalet at Villa Bimiti

Welcome to this cozy, white painted, self-contained, one-bedroom Chalet, a guest cottage on the grounds of Villa Bimiti Mt. Irvine. They can be rented separately or together. The Chalet is air conditioned, has an en suite shower room, and full kitchen with a delightful living space that opens onto a shared pool. Qeen-sized bed, smart TV and WiFi. Washing machine on the property. It is a 15-minute walk (3-minute drive) through the village of Buccoo to the beach, close to groceries and dining.

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 wooden pier extends over clear turquoise waters, with several boats anchored nearby. A thatched gazebo provides shaded seating at the end of the pier, while gentle waves lap against the sandy beach in the foreground. The sky is bright with scattered clouds.

Guesthouse in Crown Point

4.41 out of 5 average rating, 22 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.

A wooden exterior of the studio apartment features large windows, blending with the surrounding tropical foliage. Two green chairs are positioned on a deck, overlooking a serene view of the ocean. Gentle light from the setting sun casts a warm glow on the scene.

Guesthouse in Castara

New place to stay

Ocean view Studio - Castara Bay

Firefly is a compact air-conditioned studio apartment with en-suite bedroom, kitchenette and dining area. It also has a sweet garden terrace with lovely views towards the ocean and setting sun – a favoured spot for relaxing and drinking in the views. Firefly offers contemporary living, while being immersed in a tropical garden setting. As night arrives, enjoy gazing up through the tropical garden alight with fireflies and beyond to the expanse of the star-lit sky.

Guest favorite

A modern kitchen showcases gray cabinets and a white countertop with seating for four at a bar. Stainless steel appliances and a patterned backsplash complement the space, while natural light is allowed in through a window adorned with light curtains.

Guesthouse in Castara

5 out of 5 average rating, 6 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.

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

4.83 out of 5 average rating, 12 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 glimmers at the edge of a private deck, overlooking expansive ocean views. Sun loungers are positioned beside the pool, surrounded by lush greenery and pebbled landscaping, creating a serene atmosphere for relaxation.

Guesthouse in Scarborough

4.67 out of 5 average rating, 3 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.

A covered wooden veranda is shown, featuring an intricately designed balustrade and two wicker chairs. Lush greenery surrounds the space, providing a sense of privacy and connection with nature. Open louvered doors lead into the interior of the lodge.

Guesthouse in Arnos Vale

4.75 out of 5 average rating, 8 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.