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Guesthouse vacation rentals in Cape Winelands District Municipality

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Top-rated guesthouse rentals in Cape Winelands District Municipality

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A private pool is set within a stone patio area, featuring a gentle waterfall cascading from a wall. Nearby, large glass doors offer views of the surrounding landscape, while a shaded umbrella stands elegantly close to the water's edge.
Guesthouse in Montagu
4.99 out of 5 average rating, 220 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. Just Amazing!

Guest favorite
A refreshing pool area is framed by a wooden pergola. Two lounge chairs and two accompanying chairs are positioned beside the pool, with a mix of potted plants adding a natural touch. Sunlight illuminates the clear water, creating a peaceful ambiance.
Guesthouse in Riebeek-Kasteel
4.85 out of 5 average rating, 158 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.

Guest favorite
Guesthouse in Stellenbosch
4.84 out of 5 average rating, 119 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 favorite
Guesthouse in Swellendam
5 out of 5 average rating, 111 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
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, 78 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.

Guest favorite
A charming white house with a corrugated metal roof is surrounded by lush greenery. A white picket fence encloses the front garden, featuring potted plants and shrubs. Sunlight illuminates the inviting facade, creating a warm and welcoming appearance.
Guesthouse in Cape Town
4.93 out of 5 average rating, 45 reviews

One Oak Guest House (solar powered)

One Oak Guest House offers a private and exclusive "home away from home" nestled in the Cape Wine lands. This spacious Guest House has a Beautifully decorated main suite opening up onto family room area which is both elegant and luxurious. The terrace overlooks a garden. Guests can enjoy complimentary wifi , Showmax and Netflex - bathroom amenities - kitchenette (microwave/fridge /Kettle)-Mini bar - Laundry and ironing facilities on request - wine and day tours can be arranged.

Guest favorite
A serene pool area is framed by lush greenery, creating a tranquil outdoor setting. A paved walkway leads to a stone staircase, while two white chairs and a dark wooden table are positioned near the water's edge, offering a space for relaxation.
Guesthouse in Swellendam
4.85 out of 5 average rating, 105 reviews

Granny Kitsch Cottage, Swellendam Historic Distric

Nestled in the charming historic district, our quaint granny cottage awaits you within strolling distance of delightful restaurants and popular tourist attractions. Set in a lush garden, this kitschy gem ensures absolute privacy, creating a tranquil retreat for your stay. A pool, garden patio, Wi-Fi, basic kitchenette, bathroom with both bath and shower, air conditioning, free parking, inverter, a luxurious king size bed and a charming fireplace - what more could one wish for?

Top guest favorite
A rustic stone cottage is set against a backdrop of rolling hills. A circular plunge pool is surrounded by vibrant pink flowers. Lounge chairs are positioned nearby, with a shaded outdoor area featuring a dining table and open fireplace, complementing the serene landscape.
Guesthouse in Robertson
4.93 out of 5 average rating, 90 reviews

Tierhoek Cottages Stone Cottage

One-bedroom, very private romantic cottage with king-size bed and open fire place. Victorian bath for two, exotic out-side shower. Fully-equipped kitchen with fridge, braai and gas stove. An elegant sitting-room with open fireplace. French doors open onto a shaded stoep with a braai place. A deep plunge-pool leads off the stoep and some of some of the most amazing views we can offer. The cottage is not serviced and we will do our best not to bother you at all.

Guest favorite
Guesthouse in Cape Town
4.89 out of 5 average rating, 133 reviews

Greenway Cottage

Stunning self contained cottage offering easy access to Strand Beach, the world renowned Cape Winelands, extensive mountain biking and trail running/hiking trails and local shops. The cottage is situated on a family property, but feel free to enjoy the beautiful garden. We have two very friendly dogs who are not allowed in the cottage but have free range of the garden. If you don’t like, or are frightened of dogs, please consider carefully before booking.

Top guest favorite
Guesthouse in Villiersdorp
4.98 out of 5 average rating, 123 reviews

Kliprivier Cottage

Situated on a working fruit and wine farm beneath the beautiful Stettyn Mountains, Kliprivier Cottage offers vineyard views and a peaceful farm atmosphere. We’re conveniently located just across the road from the Stettyn Family Vineyards tasting room, where you can enjoy award-winning wines and cheese platters. Outdoor lovers will appreciate the MTB and running trails, as well as our tranquil dam, ideal for bass fishing or birding.

Top guest favorite
Guesthouse in Stellenbosch
4.96 out of 5 average rating, 109 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.

Guest favorite
The image captures a well-maintained garden featuring various trees and flowering shrubs, with a backdrop of majestic mountains under a clear blue sky. Lush greenery frames the scene, creating a serene and natural environment.
Guesthouse in Swellendam
4.91 out of 5 average rating, 107 reviews

Swellendam Guesthouse - Bukkenburg

A beautiful luxury two bedroom, self-catering guest cottage in a delightful country garden for those who like their own space - halfway between Cape Town and the Garden Route in South Africa. Set in the garden of the Heritage House Bukkenburg, in the historic heart of Swellendam, which is also the home, studio and gallery of prominent South African Studio Potters, David Schlapobersky and Felicity Potter.

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