Vacation rentals in Winterton

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Top-rated vacation rentals in Winterton

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Top guest favorite
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
4.96 out of 5 average rating, 160 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!

Top guest favorite
The cottage is shown from an elevated angle, with a covered patio extending from the structure. Lush green fields and rolling hills are visible in the background, alongside a peaceful stretch of the Mooi River. Clear skies add to the serene landscape.
Cottage in Nottingham Road
4.99 out of 5 average rating, 133 reviews

Coldstream Cottage

Set on a 20hectare property on the banks of the Mooi River, Coldstream Cottage is the perfect place to unwind. Enjoy the beautiful views on the verandah, stroll down to the river or have an early morning run. The cottage is an architect designed, open plan, one bedroom unit with partly open plan bathroom. Morning sun pours through expansive glass panes, a free standing fireplace and solid wood floors help keep it warm in winter. A 20 minute drive gets you to Nottingham Road shops and restaurant

Guest favorite
A spacious wooden deck extends from the cottage, featuring outdoor seating and a patio umbrella. The two-story structure boasts a modern roof and large windows, showcasing a serene view of the surrounding landscape and mountains.
Home in Cathkin Park
4.89 out of 5 average rating, 36 reviews

Highbourne Cottages - Protea | Mountain Retreat

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 favorite
The exterior of a uniquely designed stone unit is framed by lush greenery and vibrant orange flowers. The backdrop features dramatic mountains with snow-capped peaks under a partly cloudy sky, highlighting a tranquil outdoor setting.
Place to stay in Winterton
4.94 out of 5 average rating, 186 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.

Top guest favorite
A cascading waterfall flows over a rocky ledge, surrounded by lush greenery and rolling hills. The frothy water creates a serene atmosphere, while a small group of individuals can be seen enjoying the view from a safe distance on the rocky outcrop.
Farm stay in Van Reenen
4.93 out of 5 average rating, 132 reviews

Waterfall River Lodge

This is a unique, comfortable, fully kitted, self-catering house sleeping 8/10 people. Hidden in a quiet corner of our working farm it overlooks a pristine section of the Wilge River, with the famous waterfall and Nelson's Kop mountain providing spectacular scenery. Guests will be able to enjoy absolute peace, uninterrupted views and walks in almost every direction. Please note that the property is remote and the last 200m of the access road will require a high clearance vehicle.

Guest favorite
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, 115 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.

Guest favorite
A panoramic view of the cottage nestled among trees and greenery, framed by the expansive Central Drakensberg mountain range. Lush hills and valleys extend towards the horizon, under a clear blue sky with a few scattered clouds.
Guest suite in Cathkin Park
4.76 out of 5 average rating, 156 reviews

Cathkin Valley View Cottage

This scenic, homestyle cottage cradles the famous mountain range of Central Drakensberg. The private accommodation features a spacious patio overlooking the breathtaking mountains and sweeping valley. Guests can enjoy a braai, fire pit, and outdoor shower in the lush garden. The cottage includes a bathroom, fully functioning kitchen, an entertainment and lounge area equipped with Apple TV, and a cosy bedroom. This cottage is ideal for couples, and pets are welcome.

Guest favorite
A single-story cottage is surrounded by landscaped gardens featuring diverse greenery. Large windows and sliding glass doors provide natural light and views of the outdoor space. A cozy seating area can be seen on the patio, inviting relaxation in a tranquil setting.
Home in Cathkin Park
5 out of 5 average rating, 35 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 favorite
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
4.92 out of 5 average rating, 116 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..

Guest favorite
Barn in Van Reenen
4.9 out of 5 average rating, 424 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 pre-ordered for delivery. Good parking for Caravans and trailers. No charge for children/elderly parent sleeping on lounge bed if accompanied by both parents.

Top guest favorite
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, 181 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.

Top guest favorite
Cottage in Winterton
4.96 out of 5 average rating, 239 reviews

Celtis Cottage, self catering accomodation

Celtis cottage overlooks Bell Park Dam with magnificent views of Champagne Castle and Cathkin Peak forming part of the renowned Drakensburg World Heritage site. You'll love the outdoor space offering a quiet, relaxed and comfortable stay. The cottage is suitable for couples and families (with kids).

Popular amenities for Winterton vacation rentals

Quick stats about vacation rentals in Winterton

  • Total vacation rentals

    Explore 20 vacation rentals in Winterton

  • Nightly prices starting at

    Winterton vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Wi-Fi availability

    10 of Winterton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winterton rentals

  • 4.5 Average rating

    Winterton stays receive an average rating of 4.5 out of 5 from guests