Chestnut Drive — property with mountain backdrop at golden hour
Boutique Guesthouse · Cape Town

Chestnut
Drive

What makes it special

Discover the features that make
Chestnut Drive unforgettable

Seven individually designed rooms, a private pool, a lush garden, and a mountain rising directly behind — all in one place.

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Private Pool & Sun Deck

A beautiful pool with striped sun loungers, hammocks, and a wooden pergola — the centrepiece of life at Chestnut Drive.

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7 Unique Rooms

Each room has its own name, story, and character — from white-washed brick and timber beams to lush garden outlooks.

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Mountain Backdrop

Table Mountain rises directly behind the property — visible from the garden and terraces throughout the day.

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Tropical Garden

Bougainvillea, banana trees, mango, and macramé — a lush, shaded garden made for lingering and slow mornings.

Chestnut Drive pool with striped sun loungers and mango tree
The property

Seven rooms, one garden, a mountain behind you

Chestnut Drive is a boutique guesthouse where no two rooms are alike. Each has been designed with its own character — white-washed brick, timber beams, macramé, stone — and all of them open onto a shared garden that feels like a small private world. A lush tropical canopy, hammocks, a swimming pool, and the mountain watching over it all.

It's the kind of place that slows you down without trying. Breakfast in the garden. Afternoons by the pool. Evenings under the pergola. Cape Town is close, but you won't feel the need to rush back to it.

Rooms
7 unique rooms
Pool
Private & heated
Breakfast
Available daily
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Choose your room

Seven rooms, each with its own story

Every room at Chestnut Drive has a distinct name, character, and design. No two are the same.

Pool Suite

Where Time Slows by the Water

A raw driftwood bed sits beneath a driftwood branch chandelier strung with cage pendants. The bathroom is carved into a dark niche with mosaic tiles and a round mirror. Step outside directly onto the pool deck — this room and the water are inseparable.

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Ibiza Suite

A White Room with Old Soul

Whitewashed brick walls, exposed timber beams, a macramé wall hanging above the bed, and a chandelier that throws warm light across the whole room. Clean and honest, with the texture and character of something that has always been here.

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Garden Room

The Garden That Lives Inside

Sage-green plastered walls, macramé plant hangers trailing down from timber beams, a wicker pendant lamp, and plants at every turn. The garden doesn't stop at the door — it continues right into this room.

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Blush Room

A Little Room Made for Joy

Compact, cheerful, and full of personality. A pink bench on the private wooden deck, a stone wall entrance, and an interior that punches well above its size. Everything here was chosen with care — nothing is here by accident.

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Stone Suite

The Quiet Curve of Stone and Light

An arched plaster niche frames the bed, with wicker pendant lights casting dappled patterns across the ceiling. Outside, a curved stone seating area in a private garden nook. Calm, sculptural, and deeply restful.

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Cozy Place

A Room Made With Care

A perfectly arched plaster alcove holds the bed, flanked by wicker wall sconces that cast intricate light patterns across warm neutral walls. Minimal, intimate, and beautifully considered — the kind of room that makes you feel held.

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Golden Room

Where the Light Stays Longest

The largest and warmest room in the house. Raw timber headboard panelling meets a feature stone wall, wicker pendants throw golden light, and a private deck with a reading chair makes this the room you'll be sorry to leave. A coffee station, mini fridge, and every small luxury already taken care of.

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Everything included

What's included in your stay

Every room includes all essentials — plus access to the shared garden, pool, and pergola spaces.

Private swimming pool
Breakfast available daily
Lush tropical garden
Hammocks & sun loungers
Mountain backdrop
Outdoor pergola & braai
High-speed Wi-Fi
Fresh linen & towels
En-suite bathrooms
24/7 guest support
Reserve your stay

Plan your visit to Chestnut Drive

Tell us your preferred dates and which room style appeals — we'll come back with availability, rates, and everything you need to decide.

No payment required until your booking is confirmed.

Chestnut Drive cottage with hammock on the deck
Chestnut Drive
Live availability & rates

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No charge until confirmed