Holiday rentals in Winterton

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Top-rated holiday rentals in Winterton

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Top guest favourite
The exterior of the house is surrounded by lush greenery, with a stone-paved driveway leading to the entrance. Majestic mountains are visible in the background under a clear blue sky, creating a serene natural setting.
Villa in Cathkin Park
4.97 out of 5 average rating, 151 reviews

Grassroots Guesthouse - DRAKENSBERG ECO ESTATE

PRIVATE ECO ESTATE: CENTRAL DRAKENSBERG Recently purchased and fully renovated - Grassroots is ready to welcome you! We have designed the house with our guests' happiness at heart. The house is in the exclusive private eco estate - Cathkin Estate, bordering the uKhahlamba Drakensberg Park World Heritage Site. The estate exceeds 1,000 hectares, with an abundance of free roaming wildlife (zebra, eland, wildebeest, oribi etc) and a host of birds and flora. A dreamy location for any nature lover!

Guest favourite
The exterior of the cottage features a sloped roof and a welcoming entry door. A wooden deck is visible, equipped with a table and chairs, ideal for outdoor dining. The vibrant garden blooms with flowers, enhancing the serene environment.
Home in Cathkin Park
4.9 out of 5 average rating, 29 reviews

Highbourne Cottages - Protea

Tucked away on the side of a mountain overlooking the surrounding mountains. Protea cottage is open plan family cottage with the heart of the cottage opening onto a wooden deck – the perfect spot to watch the setting sun. The cottage sleeps up to four people with one large open planned studio-style bedroom on the ground floor and an open loft upstairs with two single beds, just perfect for a family of 4. The studio design allows flow from the well-equipped kitchen to the lounge area and bedroom.

Guest favourite
A thatched cottage is set amid lush green lawns, showcasing large windows that allow natural light to fill the space. A patio area features light-colored seating, and the cottage is surrounded by trees, adding to the peaceful atmosphere.
Farm stay in Bergville
4.83 out of 5 average rating, 136 reviews

Saligna Dam View Guest House

Beautiful thatched cottage with an extra Rondavel set on our farm in the Northern Drakensberg area. It has its own private garden with lawns down to the edge of the dam. In the corner is a gorgeous private swimming pool to enjoy sundownders in on hot lazy summer evenings or keep the kiddies busy. The pool is safely fenced off. Ideal for a couple or a larger group. Lovely farm holiday for all. Although it can sleep 10 comfortably it is perfect for a cosy get away for just two. You will love it.

Guest favourite
A tranquil outdoor hot tub is situated on a wooden deck, overlooking the Tugela River. Lush greenery and distant hills provide a serene backdrop, with clouds gathering overhead. Bamboo fencing complements the natural setting, enhancing the peaceful atmosphere of the lodge.
Cottage in Winterton
4.92 out of 5 average rating, 13 reviews

Tugela River Lodge: Rapids Cottage with Hot Tub

Tugela River Lodge is a pet friendly, self-catering Eco-Lodge, located on a private cattle and game farm on the banks of the Tugela River, near Winterton, KZN, South Africa. We run off solar and gas and invite guest to come and enjoy the quiet side of nature. Our lodge has access to many miles of trails for hiking, biking and running through our private game farm where one can get up close and personal with our resident giraffe. The sounds of the river are sure to put you to sleep at night!

Guest favourite
A unique, owner-built unit with a rock-inspired design is set against a backdrop of majestic mountains. Lush green lawns and diverse plants frame the property, creating a natural ambiance. The serene landscape features rolling hills, inviting a peaceful retreat in a private environment.
Place to stay in Winterton
4.93 out of 5 average rating, 181 reviews

Inkunzi Cave - A Unique African experience.

Situated in one of the safest, crime-free areas of SA, with tar roads all the way, is INKUNZI CAVE. A totally unique, owner built unit with a Bushman theme. 1 bedroom only with double bed. Single bed in lounge . An amazing "rock" bath and separate shower. Overlooks a beautiful rock pool. Very private. 2 other cheaper units on the property are listed separately: THE ZULU HUT, and DIDDLY SQUAT. All have stunning mountain views, are comfortable and fully equipped for self catering.

Guest favourite
A modern vehicle is parked on a green lawn in front of a white building with a distinctive roofline. Surrounding hills are visible in the background, while a large tree provides shade. The entrance features wooden accents and windows, offering a glimpse of the scenic landscape.
Barn in Van Reenen
4.9 out of 5 average rating, 403 reviews

A barn with great views of the valley into KZN

A hop, skip and a jump off the N3, situated in in the Van Reenen Eco Village Precinct. Down the road from the little church tea garden. A great one night stop off. Breakfast at the Tea Garden (not included) or take a early morning walk before continuing with your journey. Dinner can be booked in advance. Safe and convenient for single female travelers with manager living next door. No charge for children/elderly parent sleeping on lounge bed if accompanied by both parents.

Guest favourite
A modern cottage is set amidst lush greenery, featuring large glass doors that allow natural light to fill the interior. An outdoor seating area is shaded by a large umbrella, while a chimney adds to the cozy exterior. Scenic views are visible beyond the cottage.
Cottage in Cathkin Park
4.95 out of 5 average rating, 106 reviews

The Goodland - Cottage One

Perfect for a relaxing couple’s mountain getaway or work remotely. The garden boasts 200 year old trees and abundant bird life. Enjoy panoramic mountain views from the veranda. The cottage boasts an uber comfy king size bed, fluffy towels included. En-suite bathroom with walk-in shower. Well equipped kitchen with Nespresso machine. Fast WIFI. Netflix. Cozy fireplace for cold days. Fire pit. All self-catering. Explore nearby shops and restaurants or hike in the berg.

Top guest favourite
A private patio is shown, featuring a wooden jacuzzi with lush gardens visible in the background. A round table is set with tea and refreshments, while stunning mountain views encompass the scene, enhanced by a shaded area above.
Home in Cathkin Park
5 out of 5 average rating, 31 reviews

Ama Casa - Kingfisher - Jacuzzi with Mountain View

The cottage is nestled within beautiful indigenous gardens. For that special occasion, honeymoon or escape from the stress of everyday life in the city, Kingfisher is the ideal romantic getaway for a couple. Whether you relax in your own jacuzzi on the private patio & garden space with magnificent views of the Central Drakensberg Mountains or participate in the many activities in the valley, the cottage offers a secluded haven for you to relax and unwind!

Top guest favourite
A welcoming entrance features a spacious porch covered by a wooden overhang. Potted plants and barrels are placed along the path, complementing the natural setting. A sturdy wooden door is centered at the front, with large windows allowing for natural light.
Cabin in Winterton
4.91 out of 5 average rating, 105 reviews

Garden Cottage

Nestled in the town of Winterton just below the Central Drakensberg is this lovely solar powered self catering cottage. King size bed (can be split into two 3/4 beds), WIFI, kitchen and undercover parking. Bathroom has a shower. A short drive away from a variety of sites, hikes and activities in the Berg. Coffee shops and restaurants within a few minutes drive. Please note: there is a private pool, for hosts only, that isn't fenced off..

Top guest favourite
An inviting outdoor area includes a clear swimming pool edged by a stone patio. In the background, expansive fields stretch towards distant mountains under a soft sunset glow, with a serene water body visible nearby.
Farm stay in Winterton
4.89 out of 5 average rating, 179 reviews

Noodhulp Holiday House

Our house is close to the Central Drakensberg and 5km outside of Winterton. You’ll love panoramic view of the Drakensberg. A fireplace and an entertainment area with a pool and table tennis table. Patio with braai facilities. A pool and deck. There is walk to the dam or river on the property. 3 garages. Our house is good for couples, business travelers, families (with kids), and big groups.

Guest favourite
A clear blue swimming pool occupies the foreground, surrounded by a well-maintained lawn and natural stone accents. Lush greenery and rolling hills extend into the distance, with mountains on the horizon under a bright blue sky.
Guest suite in Winterton
4.8 out of 5 average rating, 56 reviews

Nyati Valley Berg House, Champagne Castle

Mountain views, Amazing views, Solitude, Peace, Open Spaces, Countryside Atmosphere, Free parking, great for pets, relaxing, many nearby amenities. Berg House 29° 2'13.87"S 29°26'0.74"E Sleeps 6 Adults and child cot or bed can fit comfortably. There are 3 Ensuite Bedrooms There is also a 2-sleeper cottage available on the property as a separate booking.

Superhost
An outdoor patio area features a wooden dining table surrounded by striped chairs. The space is framed by stone columns and offers unobstructed views of the surrounding mountainous landscape, enhanced by greenery and a wooden railing.
Home in Winterton
4.92 out of 5 average rating, 12 reviews

no 7 Inkungu beautiful mountains

Forget your worries in this spacious and serene space. Come and relax and enjoy the moods of the mountains .Enjoy the nearby actives and beautiful walks and cycling paths Attend the world famous Drakenberg boys choir in the adjacent valley .Many more to enjoy and choose from or just relax and unwind

Popular amenities for Winterton holiday rentals

Quick stats about holiday rentals in Winterton

  • Total holiday rentals

    Explore 10 holiday rentals in Winterton

  • Nightly prices starting at

    Winterton holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 40 verified reviews to help you choose

  • Wifi availability

    10 of Winterton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winterton rentals