
Holiday houses in Chapman's Peak
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Top-rated holiday rentals in Chapman's Peak
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The Lookout - dream, hide, explore!
Calling all explorers, dreamers and creatives! Come for a quick retreat or stay to write that book. The lookout was built by owner Rob himself over ten years. There is thought and love behind every little detail. The house isn't perfect, there is raw wood, some things aren't finished, the furniture is vintage and may appear worn but if you look past that, you will find that everything there has its own story and that this house is made for the big things: sunrises, ocean dreaming and full-moons

Reservoir Pod, Cyphia Close Cabins, Hout Bay
Stay at Cyphia Close Cabins in Hout Bay, in a unique, micro wooden cabin with magnificent outdoor spaces, sea & mountain views, surrounded by beaches & sanddunes while still close to town/CBD Features a queen sized bed, en suite bathroom, kitchen, work-from-home, deck & open firepit. Off street parking Internet: upto 500MB down/200M up. Loadshedding backup Not secluded; we have other cabins & animals onsite Really small & no space for large luggage. Good for a few nights and limited cooking

Apartment with panoramic ocean and mountain views
A minute walk from the beach, this space is ideal for you to recharge and reset. Grab a bit to eat in the picturesque fishing village of Kalk Bay before taking a sunset stroll along the catwalk. With no shortage of activities from a round of golf at the Clovelly Golf Course, spying on the penguins residing at Boulder’s Beach as they go about their business to catching a wave at Muizenberg surfer’s corner. You are perfectly located to take advantage of all the Southern Penisula has to offer.

+ Sunset Villa for 2 (Apartment) +
This is the most beautiful village I have been to. And this is the house with the most beautiful position in this village. 5mins walk to the beach. Slightly higher positioned, to have the most amazing views of the ocean and mountains. The apartment was recently renovated with complete new furniture, you will love it! You are close to everything: Cape Point national park, a handful of beautiful cafés/restaurants within walking distance, a beautiful mountain side, wildlife & the penguin colony.

Cape Point Mountain Getaway - Cottage
This is one of Cape Town's environmental and historic treasures. It is a candle-lit hideaway with stunning views of mountain and sea. The Cottage is completely off grid, with fresh water coming off the mountain and energy from the sun. The cottage is built from local materials - stone walls, reed ceilings, blue gum supports. There are glass doors and windows throughout the cottage. The cottage has a beautiful open-plan bedroom and bathroom. The bathroom includes a tub, a toilet and a basin.

Seaside Mountain Retreat in Misty Cliffs w/ Sauna
Seaside mountain retreat in exclusive Misty Cliffs nature reserve with endless views, pool and large fynbos garden with private path down to the beach. This architect designed wooden bungalow is perfect for exploring Cape Point and the Southern Peninsula or just switching off and relaxing in the verdant immersion of a conservation village. Featuring 2 large en-suite bedrooms as well as a cosy loft and additional bunkbeds for the kids. The house is just 45 minutes from Cape Town city centre.

Spacious poolside Studio
Glencairn, tucked away between Fish Hoek and Simons Town you will find Sea Holly. With decor inspired by the blue mussel shell makes for a tranquil setting. A super practical linear kitchen with a cute dinning area. A Queen bed flanked by wall lights opening up the space on the bedside tables. The arm chairs are great for relaxing after a fun filled day. Attractions: Glencairn beach and Tidal pool only 7min walk, amazing local restaurants and shops with fresh produce and chemist 5min walk.

The Sky Cabin Misty Cliffs
Experience one of the most pristine stretches of the south peninsula coastline from our laidback house. The upstairs offers spectacular ocean views with a big open plan bathroom. Downstairs is the perfect setting for dinners around the dining table leading onto the open plan kitchen. The downstairs double bedrooms share a bathroom and the front bedroom has beautiful sea views. While the downstairs deck is great for sundowners. Situated 45 minutes from Cape Town’s city centre.

Endless Views & Privacy
Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Blackwood Studio
A modern and beautifully decorated house, nestled in Hout Bay, with magnificent views of the mountain. This is a great place for singles or a couple. There is a queen bed that sleeps up to 2. Power outages are being experienced by SA but we have tried to minimalise the effect for our guests - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Hillside Penthouse with Spectacular Table Mountain Views
Gaze out on Cape Town from this exclusive retreat high above the city. This quiet cocoon is a place to relax, featuring contemporary furnishings, sliding floor-to-ceiling windows, terrace walkouts, panoramic views of Table Mountain, and a private splash pool. You have an expansive space over two levels to enjoy. Experience the urban buzz or the peace of the great outdoors, both just minutes from the apartment.

Sea View, Luxury Apartment near by the sea
100sqm, central located (200m to the beach) shopping in walking distance, safe area, no loadshedding ( inverter), fully equipped, luxury bedding, absolutely stunning sea views, Tv in every room, ps4 for the kids ( or for the kids who are a bit older already😉), Braai and outside furniture, stylish with a taste if Africa
Popular amenities for Chapman's Peak holiday rentals
Other great holiday rentals in Chapman's Peak

Sea Breeze at the Majestic

HillTop Nature Retreat - The best of everything

The Penthouse at The Beach House

Beach, Mountain & Pool side home - no loadshedding

The Conch - Sea View Apartment

Serene apartment for 2 Mountain Views Shared pool

Luxury Ocean Views, Bantry Bay

Ocean View · Fireplace · Design Country Home
Destinations to explore
- Cape Town Holiday rentals
- Plettenberg Bay Holiday rentals
- Langebaan Holiday rentals
- Hermanus Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
- Betty's Bay Holiday rentals
- George Holiday rentals
- Breerivier Holiday rentals
- Bo-Kaap Museum
- Cbd
- Cape Town International Convention Centre
- Atlantic Seaboard Community
- Cape Town Stadium
- Fish Hoek Beach
- Bloubergstrand Beach
- V & A Waterfront
- Muizenberg Beach
- Boulders Beach
- GrandWest Casino and Entertainment World
- Long Beach
- Canal Walk Shopping Centre
- Green Point Park
- Clifton 4th
- St James Beach
- Hout Bay Beach
- Stellenbosch University
- Babylonstoren
- District Six Museum
- Tyger Waterfront Apartments Deck
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Two Oceans Aquarium




