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Why did we hand pick Penelope's Guesthouse?

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  • Intimate, charming, owner-run guesthouse provides a home-away-from-home feeling
  • Set in a peaceful suburb with easy access to town
  • A central base for exploring the winelands

Penelope's Guesthouse

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Price tier (pps): R200  R1500+

Child policy: 12 years and older

In Stellenbosch


-33.9638, 18.8537


Situated in the peaceful Paradyskloof suburb of Stellenbosch, Penelope’s Guest House offers intimacy, character and convenience, making it easy for visitors to experience all the delights of the City of Oaks. The guest house is surrounded by treasured gardens resplendent with colourful flowers, and owner Penelope ensures that the rooms and service match the loveliness of the setting.

Furnished with a tasteful homely charm, the four guest rooms are air conditioned and appointed with satellite televisions, wireless internet, hairdryers, safes and tea/coffee facilities with Nespresso coffee machines. In the bathrooms - which contain either a shower over a bath or a shower only - guests will find heated towel rails, and can wrap themselves into a fluffy dressing gown before climbing into a dreamy King-size bed that can be converted to twins if necessary. Fresh flowers, complimentary bottled water and tasty home-baked cookies add to the highly personal feel of the guest house. 

Each room opens onto a furnished balcony, three of which showcase magnificent views of the mountains around Stellenbosch. The balcony in the particularly-spacious Room 4 has a pretty view of the garden. 

All guests have access to an honesty bar in the kitchenette, where food can be stored in the refrigerator or heated up in the microwave. In summer, guests can enjoy a filling al-fresco breakfast on the main verandah, which can be enclosed to keep things cosy in winter. On especially chilly days, the meal is served in front of a warming fireplace inside.

The guest house has a variety of facilities and services to make a stay as pleasurable as possible. Guests can take advantage of balmy days by swimming in the pool or relaxing in the serene garden.

Transfers to and from Cape Town International Airport can be arranged.

The guest house has the advantage of being within easy walking distance of two Stellenbosch restaurants, an upmarket 24-hour store, and a golf course. Golfers can have a round at the Stellenbosch Golf Club or one of numerous other superb courses in the area, while nature lovers are a short walk from the fynbos-covered mountain foothills. The winelands experience can be fully appreciated at one of the dozens of estates, while the countryside offers plenty of outdoor activities catering to people of all tastes. 

Penelope is happy to point the way to the area’s many places of interest. To cap it all off, guests can pay a visit to Cape Town, which is an easy 20 minute drive away.

Rates & Summary

4 Double Rooms

Each sleeps 2 in King-size/twin beds
En-suite shower or shower over bath
Shared kitchenette
Balcony with garden or mountain views


  • For pricing detail, click on CHECK AVAILABILITY & BOOK ONLINE above


Continental and English breakfast included


Children 12 and older are welcome.

Why Stay Here?

Located on a quiet street in the heart of historic Stellenbosch, Penelope’s Guest House offers four tastefully-decorated rooms with balconies, complemented by a filling breakfast, swimming pool and convenient services. An intimate home-from-home atmosphere awaits visitors to this charming owner-run guest house, which provides comfy accommodation a short walk from Stellenbosch’s shops, cafes and historical attractions. Food and wine evenings, as well as braais, can be organised on request.


  • Intimate, charming, owner-run guesthouse provides a home-away-from-home feeling
  • Set in a peaceful suburb with easy access to town
  • A central base for exploring the winelands

Things to consider Bringing

Sunblock, hat, walking shoes, swimming costume, swimming towels, golf clubs, binoculars for bird watching.

Road Conditions

All roads leading to the guest house are tarred.

Activities & Attractions

  • Swimming pool
  • Braai facilities
  • Nearby: wine and brandy tasting, nature reserves, cheetah sanctuary, golf courses, hiking trails, 4x4 trails, mountain biking, hang-gliding, abseiling, paintball, canoeing , museums, Stellenbosch University, art galleries, shopping, Cape Town.


Accommodation & Hospitality

  • Verandah / patio
  • Air conditioning
  • Bed linen supplied
  • Bathroom towels supplied
  • Hair dryer available
  • Daily housekeeping
  • Laundry service available
  • Ironing service available
  • Self-service tea and coffee available
  • No smoking indoors

Catering & Kitchen

  • Breakfast
  • No Restaurant
  • Licensed
  • Full Kitchen
  • Microwave oven
  • Stove
  • Fridge or minibar


  • Water supply good for drinking
  • Electric geysers
  • Eskom electricity

Leisure Amenities

  • Swimming pool
  • Satellite television
  • Garden

Business & Connectivity

  • Wi-Fi
  • Good cell phone reception
  • No business centre
  • No conference facilities available

Access & Convenience

  • Not wheelchair friendly
  • No pets allowed
  • Off street parking
  • Nearest shops within 2km
  • Nearest fuel within 5km
  • Shuttle service can be arranged


  • Credit cards accepted
  • EFT accepted
  • Cash accepted




Cape Winelands

Western Cape


As the name suggests, the Cape Winelands is an area of vines and vineyards; the berries of which are responsible for that most delicious fermented juice of the grape: wine. The region is well known for its proliferation of estates and cellars that continually create quality wines throughout the cultivar spectrum.

This is an area that encourages leisurely meanders along its various wine routes, absorbing the natural beauty of the rural surroundings.

The region stretches northwards from the eastern outskirts of Cape Town. In the south the popular and trendy towns of Stellenbosch and Franschhoek nestle in the shadow of the mountains that make up the Hottentots Holland Nature Reserve. To the west the popular tourist ‘Route 62’ follows the Breede River Valley. It takes in the town of Robertson, the quaint village of McGregor and continues to Worcester.

North, across the N1 highway, the historic towns of Paarl, Wellington and Tulbagh are strung out between a series of mountains. In the far north-east, the town of Ceres is a dot in a sweeping valley of fruit orchards.

Craggy mountains are a feature of the landscape, giving rise to the region also being called the Boland (High Land). The mountains include the ranges of the Groot Drakenstein, Langeberg, Hexrivier and Witzenberg. Their steep rocky peaks plunge to gentler gradients rich in fynbos and proteas, before levelling out in fertile valleys threaded with chortling streams.

In these low-lying areas, suspended between the slopes, vineyards stretch in patchwork patterns. Like an artist’s palette the area changes with the seasons - from subtle spring pastels, through lush summer greens, to the earthy shades of autumn.

Not only are the Cape Winelands a delight for connoisseurs of fine wines; the towns themselves are centres for a host of enjoyable pastimes. Many are steeped in history and have magnificent collections of traditional Cape Dutch and period architecture.

These are best viewed during a stroll along the leafy streets. The historic Church Street in Tulbagh has the largest concentration of provincial monuments in one street in South Africa. The university town of Stellenbosch, with its oak-lined boulevards, is the second-oldest town in the country, dating back to 1671. Today it is an important cultural centre with a host of galleries and museums, and the country’s oldest music school.

Franschhoek, reclining in a somnolent valley ambience, entices gourmets to sample its fare at some of South Africa’s top restaurants. McGregor is well known for its life-enriching tranquillity and Ceres for its fruit production and snow-covered mountains in winter. Besides their wineries, Robertson and Worcester are known for the production of some of South Africa’s best known brandies – Klipdrift and KWV, respectively.

The winelands is great country in which to enjoy a leisurely trip along minor roads that fade into the fynbos. They will take you into valleys and gorges, past barns stacked with bales of lucerne, and paddocks with grazing sheep and lazing cows. Around farmsteads and cottages, chickens strut their stuff and pigs wallow in slushy heaven. Dams mirror the sky and hillsides, their reflections rippled by drifting and preening waterbirds. Tractors till the land, and labourers and farmers wave to every passer-by.

For centuries the terroir here has been ideally suited to the production of great wine and today, more than ever before, it is also conducive to the making of good times and fond memories. The Cape Winelands is a region to relax in, whilst inhaling the warm, scented air and indulging in the finer things in life.

Look out for

Wine tasting – naturally this is a popular and pleasant pastime in the region. The Stellenbosch wine route, established in 1971, is the oldest in South Africa. Today other routes lead to the cellars and estates around virtually every town in the region. Many of the wineries offer tasting and sales from Monday to Saturday. Maps are available from the tourism office in each town.

Brandy tasting – this much-loved spirit is produced by a good number of cellars and specialist distillers throughout the region. There are 2 brandy routes in the region. The Western Cape Brandy Route winds through Stellenbosch, Franschhoek, Paarl and Wellington. The R62 Brandy Route goes through Robertson and Worcester. Many of these offer tasting, tours and sales from Monday to Friday.

Historical towns – the Cape Winelands is rich in history, with most towns and many of the wine estates having their own collections of historical buildings, museums and monuments. The region is synonymous with Cape Dutch and Victorian architecture. Highlights include Church Street in Tulbagh and the De Oude Drostdy Museum just outside the town. There are Zeederberg Square and the Paarl Museum in Paarl, and Klein Plasie open air Museum in Worcester. Twenty declared National Monuments are in Wellington and there is the Huguenot Memorial and Museum in Franschhoek.

Scenic drives – where there are mountains and valleys there are always scenic roads and passes to explore; here is no exception.

River rafting – the Breede River is the sixth largest river in South Africa and is a playground of fun and adventure.

Adrenalin - for lovers of the adrenalin rush, Ceres Zipslide Adventures offers 8 slides totalling 1.4km amongst the rock formations of the Skurweberg mountains near Ceres.

Art galleries – the towns are home to a host of artists and galleries. The Stellenbosch Gallery and Rupert Gallery in Stellenbosch are popular and showcase art through many mediums and genres.

Wildlife on display – the area has a number of parks that allow one to get close to a variety of wild creatures in captivity. Some of the better known ones include the Drankenstein Lion Park, Butterfly World, Paarl Bird Sanctuary and the Le Bonheur Crocodile Farm - all situated between Paarl and Stellenbosch. 

When to go

To Do

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