Bed and breakfast in Simonstown header

The Cheriton has a proud history as a heritage house in this South African home port and enjoys interesting guests from all walks of life. In keeping with the nautical character, the en-suite bedrooms have been named after navy vessels.

Guest House in Simonstown

  • Accredited “Benchmark 3 star B&B” by the Tourist Grading Council of South Africa.
  • Spacious rooms.
  • Stunning pool and Pool deck.
  • Tranquil garden setting with abundant bird life
  • Exclusive to our guests “ The Just Nuisance Pub” the best little pub in Town with snug and games room.
  • Centrally situated, within walking distance to Town Centre, Beaches and Restaurants.
  • FREE Wi-Fi in all rooms. 
The Transvaal @ Cheriton B & B in Simon's Town

Sea-facing room with king-size bed and small lounge area – inside the main house.


The Simon Van Der Stel @ Cheriton B & B in Simon's Town

Two twin single beds, inside the main house.



The Drakensberg @ Cheriton Bed and Breakfast in Simon's Town

Two twin single beds, inside the main house.


Is a family garden room which can cater for a family of up to 4. The room consists of 2 rooms. The main bedroom is furnished with a queen sized bed and the second bedroom with a double bunk, suitable for children. Bathroom is en-suite with shower.


The Protea @ Cheriton B & B in Simon's Town

Garden room with double bed.



The Emily Hobhouse @ Cheriton B & B in Simon's Town

Self-catering unit with queen bed, lounge-cum dining area and small kitchen. It has access to the pool area and Belmont Road.


"Thank you to the Cheriton for a comfortable and most enjoyable stay. We are happy to recommend this as an excellent business or holiday venue." 
"Great breakfast and amazing views!" 
"We spent 5 days at the Cheriton and had an excellent time ... quiet and peaceful ... and there is so much to do!" 
"An amazing gem in this magical little town ..."
"Excellent lodging with a spectacular view ... warm reception by staff and an interesting collection of maritime relics in the pub. Highly recommended!"