Cummings Guesthouse
Bed and breakfast, 4-star20 Cummings Street, Wellington, South AfricaShow on map
Fabulous
Guests rate it highest for location, service and food.
8.9256Reviews- Check-in from 2:00 PMCheck-out by 10:00 AM.
- Superb locationGuests rate the location 9.4 out of 10, at 20 Cummings Street.
- Free parkingThe property states parking on site is free for guests.
Tranquil Oasis in the Heart of Wine Country
Luxurious Accommodations: Each air-conditioned room at Cummings Guesthouse offers a private entrance, satellite TV, and modern amenities for a comfortable stay.
Garden Retreat: Enjoy the lush garden, outdoor pool, and terrace for a relaxing retreat after exploring the nearby wine farms and local attractions.
Culinary Delights: Indulge in daily breakfast at the guesthouse, with the option for delicious dinners and packed lunches. Explore nearby restaurants offering a variety of cuisines.
What this place offers
- WiFi available
- Free WiFi
- Parking
- Free Parking
- Non-smoking rooms
- Air conditioning
- Swimming pool
- Terrace
- Family rooms
- Garden
Rooms
8.9
Fabulous
Rated 8.9 out of 10 by 256 guests who stayed here.
- Cleanliness8.4
- Service9.3
- Location9.4
- Rooms8.3
- Amenities8.8
- Value8.8
- Food & drink8.9
Guests mention
Comfortable stayFriendly staffGreat locationClean facilities
JuanitaSouth Africait was a lovely stay. I will definitely recommend to friends and family
The venuw was suppose to be self caternf but there was facilities to cater for making food.
AdieSouth AfricaClean neat comfortable
JacquesSouth AfricaConvenient, Clean, Spacious!!! Always a good experience!
ArogundadeSouth AfricaLovely
The quietness
Full parking on Saturday
VolkwynSouth AfricaAtmosphere was calming, owners/staff made sure everything you need was catered for. Also very clean and neat!
No complaints.
MorneSouth AfricaStaff is friendly
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 January 2026.
Where you’ll be
20 Cummings Street, Wellington, South Africa
Guests rate the location 9.4 out of 10 — superb.
Things to know
Cancellation
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.
House rules
Check-in from 2:00 PM until 08:00 PM
Check-out by 10:00 AM
Children welcome
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No pets
Free parking on site
Non-smoking rooms available
Payment & property
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.
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Dear visitor, we're currently experiencing drought conditions within this region. Please be aware that certain properties will need to comply with local water usage restrictions. Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. This property does not accommodate bachelor(ette) or similar parties. A deposit may be required at the property.
What we’d check for you here
- Whether there is room for a pickup, a trailer or a van, not just a car.
- Whether the rate moves for your dates, and what it includes.
- What the property actually charges at the desk on top of the rate.
Questions about Cummings Guesthouse
What time is check-in and check-out at Cummings Guesthouse?
Check-in is from 2:00 PM. Check-out is by 10:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
Does Cummings Guesthouse allow pets?
No — the property states that pets are not allowed.
Is there parking at Cummings Guesthouse?
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.
Does Cummings Guesthouse have a pool?
Yes — a pool is listed among the property's facilities. Seasonal closures are common, so we'll confirm it's open for your dates.
Does Cummings Guesthouse have Wi-Fi?
Yes — internet access is listed among the property's facilities.
How do I book Cummings Guesthouse?
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.
Where is Cummings Guesthouse?
20 Cummings Street, Wellington.
Other places we book in Wellington
Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.
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