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Guest house holiday rentals in Tobago

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Tobago

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

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A glistening swimming pool is set amidst lush greenery, providing a clear view of the ocean in the background. Lounge chairs and a shaded table are positioned on the pool deck, enhancing the inviting outdoor space.
Guest house in Plymouth
5 out of 5 average rating, 9 reviews

Cabana 1 with Private Garden; Walk to Beach

Cabana 1 at Top O’Tobago is ideal for a couple on a romantic getaway, a young family, or a group of 4 singles on a weekend adventure. It is a studio apartment with an outdoor dining gazebo and garden. It is the topmost of the 3 cabanas at Top O’ Tobago, and the swimming pool is a few steps away. You can walk to Arnos Vale Beach, one of the island’s best snorkeling beaches, and it is a 25 min. drive to the airport and the many tourist activities on Tobago’s south. Silja, our manager, lives onsite

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.
Guest house in Scarborough
4.9 out of 5 average rating, 21 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.

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.
Guest house in Castara
5 out of 5 average rating, 3 reviews

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!

Guest favourite
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.
Guest house in Mary's Hill
4.79 out of 5 average rating, 39 reviews

Onelovecottagetobago

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 .

Superhost
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.
Guest house in Crown Point
4.48 out of 5 average rating, 25 reviews

Tobago Studio Near Pigeon Point

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.

Guest favourite
A wooden deck provides an expansive view of the Caribbean Sea and the lush, green hills of Charlotteville. The railing features a natural wood design, allowing for unobstructed scenery of the bay and coastline under a partly cloudy sky.
Guest house in Charlotteville
4.9 out of 5 average rating, 162 reviews

Beautiful View Cottage

Charlotteville (within the UNESCO biosphere reserve) is approximately 1.2hrs from the Tobago Airport, and off the beaten path. The property is 100% smoke free, this includes the balcony. Bella Vista cottage overlooks the village, rainforest and Caribbean Sea. It is situated close enough to experience village life but tucked away to enjoy solitude and the most breath-taking views of the ocean, village, and rainforest! Beautiful beaches are just a 5-10 min walk away.

Superhost
Guest house in Western Tobago
4.89 out of 5 average rating, 55 reviews

The Chalet | Poolside Retreat | 5 Beaches

Wake up to hummingbirds. Swim before breakfast. End the evening with a rum punch. The Chalet at Villa Bimiti is a self-contained poolside retreat, set within a beautifully maintained private estate in Mt. Irvine — one of Tobago's most coveted addresses. Architect-designed, fully air-conditioned, and steps from an exceptional pool, it's an ideal base for couples, honeymooners, and solo travellers who want genuine privacy with a real sense of Caribbean place.

Guest favourite
Guest house in Speyside
5 out of 5 average rating, 5 reviews

Secluded Loft in Private Hilltop Gardens

Zaptree Cottage is a modern, air conditioned lofted tiny home in the secluded hills above Speyside and Charlotteville. Enjoy incredible access to nature, fast wifi, gated entry, private parking, an equipped kitchenette, and the owner's unique art and landscape design. A sanctuary for those who want a quiet escape in nature. A perfect birdwatcher's outpost or anyone who prefers to stay in the quiet outside of town.

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.
Guest house in Bon Accord
4.79 out of 5 average rating, 14 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.
Guest house in Scarborough
4.83 out of 5 average rating, 6 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 favourite
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.
Guest house in Arnos Vale
4.87 out of 5 average rating, 23 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 two-story villa presents a spacious outdoor area featuring a private pool surrounded by lush greenery. The pool area includes a sunken seating arrangement and an umbrella for shade. Palm trees frame the scene, adding to the tranquil atmosphere of the spacious yard.
Guest house in Bon Accord
4.8 out of 5 average rating, 5 reviews

Breezy Palms

Breezy Palm, is a two-story Spanish style villa, that offers a warm and welcoming home away from home atmosphere. It is fully furnished and equipped, with 3 en-suite bedrooms, airconditioned with ceiling fans. It is ideally located in the Bon Accord area and is just a few minutes drive to the airport, beaches and restaurants.

Popular amenities for guest house rentals in Tobago