Guest house holiday rentals in Western Tobago

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Top-rated guest house rentals in Western Tobago

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

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Guest house in Scarborough
New place to stay

Minutes from Scarborough • King Room +Beach Access

Just minutes from the heart of Scarborough. Beautifully decorated room combines comfort of a boutique hotel with privacy of an independent stay. Guests have access to a swimming pool, relaxing outdoor spaces, and a pool table. Café Havana across the road, serving bf, lunch, dinner, cocktails and more. The perfect balance of convenience and tranquility—close to Scarborough, yet tucked away in one of the island's most peaceful seaside neighborhoods. Perfect for: Couples, Solo, Business travelers

Guest favourite
A glistening swimming pool is surrounded by a tiled patio, offering views of lush greenery and the ocean beyond. Sun loungers rest beside the pool, with an umbrella providing shade. Vibrant foliage adds color to the tranquil scene, inviting relaxation.
Guest house in Plymouth
4.87 out of 5 average rating, 15 reviews

Cabana 2 with Private Garden; Walk to the Beach

Cabana 2 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 middle 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
4.88 out of 5 average rating, 25 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
4.8 out of 5 average rating, 40 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 .

Guest house in Western Tobago
4.88 out of 5 average rating, 56 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.

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.

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
4.88 out of 5 average rating, 26 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.

Guest house in Crown Point
4.6 out of 5 average rating, 5 reviews

Island Palm Villa #7

Situated in the heart of Crown Point, just three minutes away from the ANR Robinson International Airport, our villa offers three bedrooms (including 2 en-suite bedrooms and a loft), a cozy living room, a fully equipped kitchen, a washer/dryer, and a refreshing plunge pool. Cozy, comfortable and convenient spot near beaches and local activities.

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
4.83 out of 5 average rating, 6 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.

Guest house in Lowlands

Secret Garden Guest House 1 bedroom suite

Embrace Paradise, Embody Comfort Welcome to Secret Garden Guest House, your ultimate escape nestled in the heart of Tobago's serene Lowlands. Immerse yourself in the tranquil ambience of Sweet Lime Lane, where lush greenery and exotic blooms paint a picture of perfect paradise.

A sandy area is shaded by large trees, providing a serene spot near the beach. Gentle waves can be seen in the background, with the shoreline visible beyond the tree leaves. The ground is textured with sand and scattered stones.
Guest house in Scarborough
4.8 out of 5 average rating, 5 reviews

2 bedroom apt, 5 mins from city (C)

Duncans Sea View your family will be close to everything when you stay at this centrally-located place.

Popular amenities for guest house rentals in Western Tobago