Chapmans Peak showing a sunset and rocky coastline

Find rentals with pool near Chapmans Peak

We found 557 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Chapmans Peak rentals with pools

Hidden Family Gem In the Bay

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Cottage Cabernet - Veranda with Outdoor Furniture

Holiday Home with 2 Bedrooms, big Veranda, Smart-TV, fast Internet, heated Pool

Sleeps 4 · 2 bedrooms · 2 bathrooms

Top rated rentals with pools - Chapmans Peak

Premier Host

Camps bay

Great location, wonderful house very comfortable warm and inviting. Spotless and tidy. Highly recommend.

Jocelyn M.

Stayed June 2024

Gracious home away from home

Well proportioned, very comfortably furnished and extremely well equipped in a whisper quiet location a short stroll from the vibrant main street with cafes and shops.

Russell Z.

Stayed Apr 2024

Premier Host

Fantastic house, fantastic location

Thank you for your very welcoming stay at your property. 5 minutes walk to the shops and beach, however lounging by the pool and cooking BBQ's made our stay very relaxing. The house was well equipped in every way, from spices in the kitchen to extra pool towels in each bedroom, thank you

Michelle K.

Stayed Jan 2023

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