Guest hou34 Chapman Avenue, Gordonʼs Bay, South AfricaShow on map
One of our highest-scored stays, according to its guests.
9.832ReviewsStunning Sea Views and Luxury Amenities Located in Gordon's Bay, Chocolate Box Guesthouse offers breathtaking sea views and luxurious accommodations. Guests can enjoy free WiFi, private parking, and full-day security for a worry-free stay.
Home-like Comfort and Entertainment The guesthouse features units with satellite TV, fully equipped kitchens, and elegant bathrooms with bathrobes. A bar on-site adds to the entertainment options available for guests.
Relaxation and Leisure Guests can unwind in the garden, by the pool with a view, or on the sun terrace. Barbecue facilities are also included for outdoor gatherings. With nearby attractions like Cayman Beach and Heidelberg Golf Club, there's something for everyone to enjoy.
Book your stay at Chocolate Box Guesthouse for a luxurious and memorable experience.
9.8
Rated 9.8 out of 10 by 32 guests who stayed here.
This property is one of the nicest I have ever stayed at. The property is beautiful, spacious, well-maintained, and had a lovely view. The room we stayed in was actually a full suite with living room, full kitchen, large…
It has been just perfect. Debbie and her team are doing a wonderful job and we felt at home from the very first moment. We will definitely be back. Thank you once again for everything ♥️
Everything has been perfect
Where do I even begin?
From the very first message Debbie and I exchanged, I knew she was the perfect host.
Let me start by talking about Debbie—she made our stay incredibly pleasant, safe, entertaining, and…
Incredible setting over Gordon’s Bay. Fantastic service and hospitality. So many small details and exceptional quality, the sheets, the bathroom amenities, books galore, honesty bar and the best breakfast experience. I…
Debbie was the most amazing host. Made sure we were treated like royalty. Absolutely love her.
Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated December 2025.
34 Chapman Avenue, Gordonʼs Bay, South Africa
Guests rate the location 9.8 out of 10 — exceptional.
Each room shows its own terms before you pay.
Most rates can be cancelled free until a date shown on the room.
Non-refundable rates are marked as such.
Check-in from 2:00 PM until 12:00 AM
Check-out by 10:30 AM
Children welcome
No pets
Free parking on site
Non-smoking rooms available
Parking. Free private parking is possible on site (reservation is not needed).
Children and extra bed policy. Children ages 12 and older are allowed. You haven't added any cots. You haven't added any extra beds.
Internet. WiFi is available in all areas and is free of charge.
Pets. Pets are not allowed.
Paid when you book, not at the desk.
Rates include the taxes and fees we can read.
The property may take a card at check-in for incidentals.
This property does not accommodate bachelor(ette) or similar parties. Managed by a private host A deposit may be required at the property.
Check-in is from 2:00 PM. Check-out is by 10:30 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
No — the property states that pets are not allowed.
Yes — the property states that parking on site is free. Whether a space can be reserved in advance varies, so we check it against your dates.
Yes — a pool is listed among the property's facilities. Seasonal closures are common, so we'll confirm it's open for your dates.
Yes — internet access is listed among the property's facilities.
Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.
34 Chapman Avenue, Gordonʼs Bay.
Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.