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Guesthouse holiday rentals in Cape Winelands District Municipality

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Top-rated Guesthouses in Cape Winelands District Municipality

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
The cottage is set against the backdrop of the Stettyn mountains, showcasing a serene white exterior. A porch with seating offers a comfortable place to enjoy the surrounding nature, while the expansive green lawn emphasizes the peaceful off-grid environment.
Guesthouse in Villiersdorp
5 out of 5 average rating, 101 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 favourite
A scenic view showcases Obiekwa Country House surrounded by a well-established indigenous garden. The property features a covered patio and swimming pool, with mountains providing a tranquil backdrop. The image captures the serene rural setting and proximity to vineyards.
Guesthouse in Riebeek-Kasteel
4.85 out of 5 average rating, 144 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 favourite
The exterior of the cottage features a white facade with black window frames. A shaded patio is accessible through glass doors, complete with outdoor seating and an umbrella. A stone wall adds a decorative element, complemented by surrounding greenery and a tree.
Guesthouse in Montagu
4.99 out of 5 average rating, 188 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 !

Guest favourite
A well-lit sleeping area features two beds adorned with soft, neutral linens and decorative throws. A bedside lamp is positioned on a wooden table. Natural light filters through a window adorned with horizontal blinds, casting gentle patterns on the room's carpet.
Guesthouse in Stellenbosch
4.85 out of 5 average rating, 105 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.

Top Guest favourite
A spacious cottage is surrounded by lush gardens with well-maintained hedges and pathways. The green roof complements the mountainous backdrop. A fountain is centered in the garden, adding to the serene atmosphere. The inviting porch showcases ample seating and scenic views of the landscape.
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 favourite
A well-lit bedroom features a queen-size bed with floral accent pillows and soft cotton bedding. Nightstands with lamps flank the bed, and sheer curtains frame a door leading to the garden, creating a serene atmosphere with views of lush greenery.
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 favourite
A spacious suite features a comfortable sleeping area with a wooden headboard, flanked by soft lighting. A light-colored couch with patterned accents and a desk are visible, offering a functional living space. Large windows provide ample natural light, with views of greenery outside.
Guesthouse in Swellendam
5 out of 5 average rating, 96 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 favourite
An airy bedroom features a wooden sleigh bed draped with delicate sheer fabric. Natural light floods the space through nearby balcony doors, revealing exposed wooden beams that enhance the height of the ceiling. A bedside table and lamp complement the warm tones of the room.
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 favourite
The exterior of the cottage is showcased, featuring a sleek, modern roof and earthy-toned walls. A path composed of stone leads to the entrance. Lush greenery and manicured hedges are positioned alongside the structure, with mountainous terrain visible in the background under a clear blue sky.
Guesthouse in Franschhoek
5 out of 5 average rating, 59 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.

Top Guest favourite
The open living area features a comfortable seating arrangement with a wooden coffee table and an accent lamp. A dining table is positioned nearby, while a sliding door provides natural light and views of the outside. A separate bedroom can be seen in the background.
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!

Guest favourite
A charming private stoep features two rattan chairs positioned beside a small table, inviting relaxation. Natural light filters in from the adjacent large doors, leading into the cottage. Lush greenery and a low garden wall offer a serene view of the surroundings.
Guesthouse in Paarl
4.87 out of 5 average rating, 232 reviews

Pepperpot Cottage in Paarl

Tranquil and serene, Pepperpot Cottage is a hidden gem situated in the historical centre of Paarl. The tiny 22 square meters is stylish and quaint with its own entrance and off street parking for one vehicle. It is completely private and guests are welcome to come and go at leisure. It has all the luxuries to make your stay relaxing and memorable with a lush view from the stoep across the garden, farm style pond and vegetable patch of our work in progress garden.

Guest favourite
An outdoor seating area is featured, containing a round black table accompanied by two patterned chairs. Sunlight filters through the modern wooden slats overhead, highlighting the lush green lawn and distant mountain views.
Guesthouse in Stellenbosch
4.95 out of 5 average rating, 58 reviews

Guesthouse in the Winelands

Welcome to your stylish retreat in the Stellenbosch Winelands, just a short drive from Cape Town. The property offers spectacular views of the surrounding vineyards. The tastefully furnished property has a practical kitchenette with fridge and microwave oven. The stylish bathroom is equipped with a rain shower and invites you to relax. Perfect for travelers seeking comfort and elegance in a scenic setting.

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