Vacation rentals in Winterton

Guest suite in Cathkin Park

A blue waterslide can be seen curving downwards, with a child sliding down and water splashing around. In the background, several children play in a shallow pool, surrounded by green trees and grassy areas, creating a lively and inviting atmosphere.

4.83 out of 5 average rating, 140 reviews

Orchard Manor Unit 1

Orchard Manor Unit 1 has an open plan kitchenette, dining room, lounge and main bedroom with king bed. A side room and loft contain 2 singles and a 3/4 bed. The unit shares one large bathroom with a stunning mountain view, containing a bath and shower. There is a cosy fireplace and a beautiful outdoor braai area, looking on to Cathkin and Champagne Castle mountain peaks. For those with mobility limitations, it has an access ramp, raised bed, lip-free shower with grab rail, and raised toilet.

4.97 out of 5 average rating, 121 reviews

A zebra grazes on lush green grass, its striking black and white stripes contrasting with the vibrant greenery surrounding it. The background features various plants and trees under a clear blue sky, capturing the essence of nature within the eco estate.

Villa in Cathkin Park

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!

Guesthouse in Cathkin Park

A tall aloe plant stands in the foreground, featuring elongated green leaves with vibrant orange flowers reaching upwards. In the background, mountains are bathed in sunlight, showcasing a rugged landscape under a clear blue sky.

4.92 out of 5 average rating, 26 reviews

Highbourne Cottages - Aloe

An eco-friendly, off grid self-catering family style cottages part of the Monks Cowl Drakensberg World Heritage Site in KZN, South Africa. This is the perfect home away from home for anyone looking to relax. Whether it is hiking in the mountains, surrounded by beautiful nature, wildlife and birds, relaxing next to our natural stream that runs through the property with a book or wondering around the shops and restaurants down the road - there is something for everyone here at Highbourne Cottages.

Cottage in Nottingham Road

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.

4.99 out of 5 average rating, 109 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

Place to stay in Winterton

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.

4.93 out of 5 average rating, 168 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.

4.94 out of 5 average rating, 66 reviews

A spacious bedroom features a thatched ceiling with exposed beams, complemented by a king-size bed. Natural light enters through large windows, illuminating the room. An armoire stands beside the bed, and a dresser is positioned across from it. Scenic views of the surrounding landscape are visible outside.

Farm stay in Winterton

Guinea Cottage - Schiet Drift Farm - Winterton

Guinea Cottage is a remote, self-catering unit situated on Schiet Drift, a working farm on the the banks of the mighty Tugela River. Fishing is available on the farm. We love animals, so you will definitely find a friendly, wet nose coming up close to you. Geese and chickens roam around the homesteads freely. Come for an off-the-beaten-track-NO WiFi-farm experience. This remote, rustic but very cozy one-bedroomed cottage is 18km from Winterton, 15km of which is via a dirt road.

4.9 out of 5 average rating, 361 reviews

A serene landscape is depicted, showcasing lush green fields dotted with white flowers. Two trees stand prominently, providing shade and a sense of tranquility. The distant hills create a gentle backdrop, highlighting the natural beauty of the surrounding environment.

Barn in Van Reenen

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.

4.95 out of 5 average rating, 86 reviews

A spacious outdoor seating area is presented on a patio, featuring a modern table and comfortable chairs beneath a large umbrella. A barbecue grill stands nearby beside the wall, while lush greenery surrounds the area, providing a serene environment.

Cottage in Cathkin Park

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.

4.92 out of 5 average rating, 78 reviews

An outdoor patio area is shown, featuring a patterned hexagonal stone floor. Two decorative potted plants are positioned near the wooden support posts, adding greenery to the space. A grassy lawn extends beyond the patio, framed by hedges and trees in the background.

Cabin in Winterton

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..

Home in Central Drakensberg

An outdoor dining area is set beside a peaceful pond, featuring a wooden table with benches, shaded by a large fabric canopy. Nearby, lush green grass and reeds frame the water, while distant hills provide a scenic backdrop under a clear blue sky.

4.85 out of 5 average rating, 227 reviews

Dragon View Estate, Central Drakensberg

Set on a private eco-estate. Dragon View Estate is situated in the heart of the much loved, Champagne Valley. Centrally located close to family-friendly activities including 2 golf courses, hiking, the reptile centre, the extreme adventure centre, Drakensberg Boys Choir, Bakeries and Restaurants. A Saverite grocery store is also available a couple of Kms away. Great for families, and larger groups.

4.88 out of 5 average rating, 171 reviews

A sunlit seating area features a woven rattan sofa and chairs arranged around a glass-topped table. Large windows provide a view of the manicured lawn and distant hills, allowing natural light to fill the space. A pool is visible outdoors, enhancing the setting.

Farm stay in Winterton

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.

Farm stay in Cathkin Park

A spacious wooden deck is visible, with six individuals seated in casual positions, enjoying each other's company. The outdoor area is shaded by a thatched roof, featuring a charcoal grill nearby. Lush greenery and distant mountains are seen in the background under a clear blue sky.

4.87 out of 5 average rating, 135 reviews

Plain Champagne Guest Farm

Plain Champagne is a 60Ha farm nestled in the heart of the Central Drakensberg, 2,5hrs drive from Durban, 4hrs drive from Johannesberg. Many activities in the area including: Mountain biking, Fishing, Hiking, Canopy Tours, Golf, Tennis, Birding, Farming, Drakensberg Mountain hiking, Champagne Sports Resort, Raptor Centre, Mountain Splendor Eco Resort, Drakensberg Boys Choir, Winterton.

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Popular amenities for Winterton vacation rentals

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Air conditioning

Other great vacation rentals in Winterton

5 out of 5 average rating, 7 reviews

A spacious bed is presented with neatly arranged towels on top, positioned in front of large glass doors. These doors open to a view of lush greenery and rolling hills, allowing natural light to fill the room. Soft curtains frame the windows.

Home in Cathkin Park

Berg Escape Poplar - Spacious Family Home

4.85 out of 5 average rating, 52 reviews

The farmhouse is viewed from the garden, surrounded by lush greenery and large trees. A tranquil outdoor pool reflects the sky, with a wooden deck providing access. Cozy seating areas are visible, enhancing the spacious, serene atmosphere of the property.

Villa in Winterton

Glenside, an historic Drakensberg farmhouse

4.96 out of 5 average rating, 72 reviews

A person is seen from behind, enjoying a beverage while overlooking a lush green pasture dotted with grazing cows. The distant Drakensberg mountain range creates a serene backdrop under a soft, hazy sky. Large glass doors frame the expansive view, enhancing the connection to nature.

Cottage in Bergville

Kingfisher

4.86 out of 5 average rating, 7 reviews

Home in Winterton

no 7 Inkungu beautiful mountains

4.76 out of 5 average rating, 37 reviews

Home in Winterton

Nyati Valley Berg House, Champagne Castle

5 out of 5 average rating, 46 reviews

A dog is seen navigating the shallow waters of a serene stream. Smooth stones and pebbles line the water's edge, while greenery and rocks create a natural background, enhancing the peaceful ambiance of the setting.

Villa in Cathkin Park

Luxury home with breathtaking mountain views

4.9 out of 5 average rating, 63 reviews

A panoramic view captures distant mountains partially shrouded in mist, rising above a blanket of clouds. Lush trees and verdant foliage fill the foreground, signaling the natural beauty of the surrounding farm landscape.

Farm stay in Winterton

The Willow Cottage @ Tranquility Farm