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Cummings Guesthouse

20 Cummings Street, Wellington 7655 South Africa
COVID-19 update: See the added health and safety measures this property is taking.Read more
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (20)
Room & Suite (8)
Dining (1)
Travel safe during COVID-19
What you can expect during your stay
  • All linens sanitized in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitizer available to guests & staff
  • Staff required to regularly wash hands
  • Regular temperature checks for staff
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Updated 08/04/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Cummings Guesthouse
Updated 08/04/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.


#12 of 29 B&Bs / Inns in Wellington

Welcome to Cummings Guesthouse, your Wellington “home away from home.” Cummings Guesthouse aims to make your visit as relaxing and enjoyable as possible, which is why so many guests continue to come back year after year.

Given the close proximity to Upland Organic Wine (2.7 mi), guests of Cummings Guesthouse can easily experience one of Wellington's most popular landmarks.

You’ll enjoy relaxing rooms that offer a refrigerator, air conditioning, and a minibar, and you can stay connected during your stay as Cummings Guesthouse offers guests free wifi.

The bed and breakfast features outdoor furniture. Plus, Cummings Guesthouse offers a pool and barbeque facilities, providing a pleasant respite from your busy day. For guests with a vehicle, free parking is available.

If you’re looking for a pub, consider a visit to Gecko Lounge and Restaurant Bar Wellngton or The Heritage Grill & Lounge, which are all conveniently located a short distance from Cummings Guesthouse.

Best of all, Cummings Guesthouse makes it easy to experience some great Wellington attractions like Wellington Museum, which is a popular history museum.

Cummings Guesthouse puts the best of Wellington at your fingertips, making your stay both relaxing and enjoyable.

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Property amenities
Free parking
Free High Speed Internet (WiFi)
Fax / photocopying
BBQ facilities
Non-smoking hotel
Dry cleaning
Laundry service
Outdoor pool
Outdoor furniture
Ironing service
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Room features
Air conditioning
Room types
Non-smoking rooms
Good to know
Languages Spoken
English, Afrikaans
23Reviews0Q+A4Room tips
Traveler rating
  • 14
  • 6
  • 3
  • 0
  • 0
Time of year
Traveler type
Selected filters
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  • English
krugerandmore wrote a review Oct 2018
Nelspruit, South Africa301 contributions52 helpful votes
Great guest house for overnighting. The rooms are basic all that you need. Dinner was served early as I was tired,thanks The owners go out of their way to help you. Thanks for the early breakfast.Thanks Dave
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Date of stay: October 2018
Trip type: Traveled solo
LGliddon wrote a review Oct 2018
Cape Town Central, South Africa2 contributions
What a lovely, quaint, and comfortable guesthouse hidden in the streets of Wellington. Mattie was just so attentive and hospitable. We had a quick dip in the pool to cool off from the (already) hot day and relaxed by the pool. It was so peaceful and pure bliss. We met a man (Crazy Dave) who is running from Nelspruit to Cape Town in 40 days and it was just so cool to have met such a person in a Gem in Wellington! The beds were super comfortable, air conditioning cooled the room down and the area is so peaceful that we HAD to go for a little stroll. The breakfast was proper Farm style mince on toast with eggs: really delicious and homely! We could have stayed for hours chatting to Mattie! When we are in Wellington again, we will certainly return! Business or leisure: this is a must visit.
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Date of stay: October 2018
Trip type: Traveled as a couple
Sandy K wrote a review May 2018
Amanzimtoti, South Africa14 contributions1 helpful vote
Stayed over while attending a nearby wedding on one of the wine farms. We had a small baby with us and they were able to provide a camp cot. The manageress was very hospitable and made our stay quite comfortable. Breakfast was available on request at an additional charge and was delicious. Coffee was delicious. The weather didn't allow us to make use of the outdoor facilities, but they seemed well-maintained.
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Date of stay: May 2018
Trip type: Traveled with family
Room Tip: Make sure you know how to use the aircon remote before management closes office for the day, as...
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278Anne wrote a review Jan 2018
Palmerston North, Manawatu-Wanganui, New Zealand15 contributions10 helpful votes
This is a perfect guesthouse in a central location to explore the Cape Winelands.  Our family of 4 (2 adults & 2 adult children) stayed in the self-contained units for 7 nights during December 2017/Jan 2018. The guesthouse is well appointed, including air-conditioning, comfortable befs, same day laundry service, barbeque facilities, safe on-site parking and out-door relaxing areas.  The hospitality of Mattie and her team were exceptional.  We can definitely recommend the guesthouse and planning to use the guesthouse as our base for future visits to the Cape Winelands.  
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Date of stay: January 2018Trip type: Traveled with family
TrippyVeganFoody wrote a review Dec 2017
Western Cape, South Africa25 contributions9 helpful votes
Stayed in this little gem of a B&B for two nights during the week, Wednesday and Thursday whilst on a business trip. My room was in the front, with large windows that have wooden shutters to block out the light and the sweltering heat. The aircon was blissful to say the least!! My bed was super comfy. As the Western Cape is currently experiencing a massive drought, the B&B is in line with water saving measures, so the pool is a NO GO!! Understandably. Ina was our host over the time there and must commend her for her professional manner. Nothing was too much for her and she is most willing to please her guests. Little things I requested, she went out of her way to make sure I was happy. Her breakfasts were AMAZING too, a BIG thank you to Ina for being such a super star. The grounds in general are very pretty, and although you may not swim, just sitting in the pool area was wonderfully relaxing. This is a 3 star B&B, no smoking is allowed inside. There is a kettle in the room to make coffee / tea and a little bar fridge to keep your things cold. I would HIGHLY recommend this little gem in Wellington to leisure travelers too!
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Date of stay: December 2017
Trip type: Traveled on business
Room Tip: Comfy bed, air-conditioned rooms all round, bar fridge in each room
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$33 - $80 (Based on Average Rates for a Standard Room)
South AfricaWestern CapeWellington
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Frequently Asked Questions about Cummings Guesthouse
Which popular attractions are close to Cummings Guesthouse?
Nearby attractions include Welvanpas (0.2 miles), Bains MTB Trails (0.4 miles), and Wellington Museum (0.3 miles).
What are some of the property amenities at Cummings Guesthouse?
Some of the more popular amenities offered include free wifi, a pool, and free parking.
What food & drink options are available at Cummings Guesthouse?
Guests can enjoy barbeque facilities during their stay.
Is parking available at Cummings Guesthouse?
Yes, free parking is available to guests.
What are some restaurants close to Cummings Guesthouse?
Conveniently located restaurants include Perfect Place, Zomerlust, and Au' de Hex.
Are there opportunities to exercise at Cummings Guesthouse?
Yes, guests have access to a pool during their stay.
Are any cleaning services offered at Cummings Guesthouse?
Yes, dry cleaning and laundry service are offered to guests.
Which languages are spoken by the staff at Cummings Guesthouse?
The staff speaks multiple languages, including English and Afrikaans.
Are there any historical sites close to Cummings Guesthouse?
Many travelers enjoy visiting Groot Drakenstein Prison (Victor Verster Prison) (5.1 miles).