Guesthouse vacation rentals in Cape Winelands District Municipality

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Top-rated guesthouse rentals in Cape Winelands District Municipality

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Top guest favorite

Guesthouse in Villiersdorp

5 out of 5 average rating, 99 reviews

Kliprivier Cottage

Kliprivier Cottage is nestled within vineyards and surrounded by the beautiful Stettyn mountains. We are completely off-grid with solar electricity, so it's the perfect escape from the city where one can forget about load shedding and traffic for a while. We are just across the road from Stettyn Family Vineyards tasting room, where award winning wines and cheese platters can be enjoyed. We've got amazing MTB / running trials, as well as a beautiful dam to do some bass fishing and/or birding.

Guest favorite

Guesthouse in Riebeek-Kasteel

4.85 out of 5 average rating, 143 reviews

Obiekwa Country House

Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

Top guest favorite

Guesthouse in Montagu

4.99 out of 5 average rating, 187 reviews

Pecan Tree Cottage

Perfect couples retreat in the beautiful village of Montagu, surrounded by breathtaking mountain scenery. Within walking distance of the town centre. Hike the nature trails right on your doorstep, or simply lap up the tranquility in our fully fitted and comfortable little cottage. Explore the amazing attractions the Langeberg area has to offer, and after a long day in the heat of the Little Karoo, relax with a glass of local wine and enjoy the African sun set from the private pool. Amazing !

Superhost

Guesthouse in Stellenbosch

4.85 out of 5 average rating, 104 reviews

Grapevine Cottage separate 2 bedroom at Kriluki.

Kriluki is a character-filled family home that offers various accommodation options in the green and leafy area of Karindal, Stellenbosch. It is situated on the way to Jonkershoek Nature Reserve, close to wine farms and Stellenbosch Central. A small shopping centre is 300m away and is open daily from 7am to 7pm. This property offers guests a huge amount of choice in terms of accommodation. Rooms and facilities can be booked separately or as a group. Free Wi-Fi is available in all rooms.

Guest favorite

Guesthouse in Barrydale

4.87 out of 5 average rating, 113 reviews

Moon Cabin

Moon Cabin is nestled in the centre of Barrydale which rests beneath the majestic spires of the Langeberg mountain range. It's 3 streets from the local restaurants, shops and pubs. The Cabin is a separate guest house on a large green plot with the main house far away enough for guest's privacy. The Cabin is designed to be 'modern rustic' with beautiful light, modern appliances, comfortable beds and quiet serenity. We have wifi & a backup battery for running devices during loadshedding.

Top guest favorite

Guesthouse in Montagu

5 out of 5 average rating, 44 reviews

Grey Rabbit Cottage

Embrace the magic of slow living in Montagu. Boasting breathtaking views of the Langeberg mountains - & within walking distance to the delights of this little Klein Karoo town - Grey Rabbit Cottage is the perfect en-route stopover to slow down & explore all that is on offer: upmarket restaurants, local eateries, charming coffee shops, hiking & mountain biking trails, fruit orchards, olive groves, vineyards & the friendliest people. It won't be long before you fall under Montagu's spell.

Guest favorite

Guesthouse in Cape Town

4.91 out of 5 average rating, 223 reviews

Sunbird Cottage - Somerset West

My place is in the heart of the Cape Winelands, in the picturesque town of Somerset West. Ideally located, only a scenic 20 min drive into the tourist town of Stellenbosch. 40 min to Cape Town CBD. 10 min to the beach. 1 hour to Hermanus (whale viewing and shark diving). Plenty of wine estates for tasting /meals (Lourensford & Vergelegen only 5 minutes away). Many hiking trails & MTB trails within walking/cycling distance. My place is good for couples , adventurers, business travelers.

Top guest favorite

Guesthouse in Swellendam

5 out of 5 average rating, 94 reviews

River Superior Suites

Superior, air conditioned suites (2) facing the Langeberg mountains. Each suite consists of a spacious, separate bathroom with walk in shower, bath & heated towel rail, couch, working area and kitchenette. Private patio seating area with umbrella. 43" Smart TV, very fast Wi-Fi, Microwave oven, Snappy Chef induction stove, Nespresso coffee machine with coffee pods, milk & homemade rusks. Access to garden, BBQ fire pit area, river & hiking trails. Walking distance to shops & restaurants.

Top guest favorite

Guesthouse in Riebeek-Kasteel

4.97 out of 5 average rating, 62 reviews

Silky Oaks Couples Retreat

Silky Oaks isn't just a place to visit; it's a personal hideaway immersed in the stunning landscapes of Riebeek Valley. Our self-catering accommodation is meticulously designed to create an atmosphere of serenity, providing you with the perfect escape from the frantic pace of daily life. Whether you're seeking a romantic excursion, eager to discover local sights, or simply yearning for a break, Silky Oaks in Riebeek Kasteel stands as the ultimate destination for a peaceful getaway.

Top guest favorite

Guesthouse in Franschhoek

5 out of 5 average rating, 57 reviews

Upmarket cottage exclusively for a couple

Luxury cottage exclusively for a couple with its own walled, manicured garden with own pool and stunning mountain views. Covered patio with loungers, dining table and easy chairs. Large sitting/dining room; King double bed; luxury marble bathroom: fully fitted kitchen and gas braai. Free WIFI; 2x TVs with DSTV, Netflix. Five star self catering in a fully fenced property with alarm and generator .Walk across the road to nearest wine farm and a 1.4 KM walk to Franschhoek Village.

Superhost

Guesthouse in Citrusdal

4.67 out of 5 average rating, 33 reviews

Weavers Cottage on Waterfall Farm (sleeps 4)

Welcome to Weavers Cottage, set among orange orchards on our 80-hectare farm. A 12-minute walk takes you to a quiet waterfall and natural swimming spots. Guests spend their time hiking, swimming, and bouldering — or just enjoying the stillness. The patio’s a great place to unwind, and you’ll likely spot a few tortoises passing by. Wander the orchards and pick your own lemons, limes, or oranges while you're at it. For more info, just search Waterfall Farm Citrusdal.

Top guest favorite

Guesthouse in Franschhoek

4.96 out of 5 average rating, 132 reviews

Stylish one bedroom guest house

Leopard cottage is a quiet, newly finished and safe one bedroom self catering cottage located behind our house on a residential street in Franschhoek. You will have privacy on the covered stoop as you relax looking at the garden enjoying a meal and a glass of wine. A separate entrance to our cottage allows you to come and go as you please. A five to eight minute walk will take you to restaurants and shopping. Come and stay at Leopard Cottage, we’d love to meet you!