Vacation rentals in Winterton

4.97 out of 5 average rating, 120 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!

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, 107 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

4.96 out of 5 average rating, 150 reviews

A spacious outdoor dining area is situated under a covered terrace, featuring a wooden table with ample seating. In the background, colorful trees contrast against the green lawn, with fields and distant hills creating a serene landscape.

Cottage in Mooi River

Vista Road Farm Cottage

Relax with the whole family on this working farm nestled in the bends of the Mooi River. Experience the peace of the meandering Mooi River, nature, livestock and the quiet bustle of an active farmyard. Paddle on the river, hike trails on goat hill, or relax and braai on the verrandah and play mini croquet on the lawn. The cottage is self catering, and close to Mooi River town for supplies or takeaways. There is 4km of rough dirt road to access the farm (high clearance vehicles recommended)

Place to stay in Winterton

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.

4.93 out of 5 average rating, 164 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.

Home in Central Drakensberg

4.87 out of 5 average rating, 103 reviews

Zebra View Lodge - Families only

2 Zebra View Cathkin estate, in the picturesque tranquil valley, Central Drakensberg Kwa-Zulu Natal. Nestled against Ukahlamba Drakensberg park, world heritage site. Covers 1000 hectares of virgin grasslands, indigenous forests, crystal clear mountain streams. An abundance of animal, plant species, including Eland. Unobstructed views of Cathkin peak mountains. Services/activities include trout fishing, hiking trails, game viewing, mountain biking and professional security 24 hours.

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.

4.91 out of 5 average rating, 104 reviews

A rock surface serves as a barbecue area, with a grill positioned atop it. Two individuals stand nearby, overlooking a serene river flowing through expansive grassland, with a prominent mountain range in the background under a clear blue sky.

Farm stay in Van Reenen

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.

4.9 out of 5 average rating, 355 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, 85 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, 76 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, 225 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, 170 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.

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Popular amenities for Winterton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Winterton

4.97 out of 5 average rating, 145 reviews

A modern dining area features a wooden table surrounded by white chairs. A long shelf runs along the wall beneath a large window, which offers views of the landscape beyond. The room is decorated with a collage of photographs, adding character to the space.

Cottage in Howick

180* at Mission House

MariRating, 5 stars1 month ago

We booked Penny's place at the last minute and she was more than willing to assist us. The space is lovely, we enjoyed meals in the open plan kitchen with a view over the valley. The kitchen is well equipped for self catering. The shower was piping hot and clean which was superb on a rainy cold weekend. Full dstv bouquet allowed us to enjoy the UCI XCO races. All in all, an incredibly pleasant weekend. Thanks Penny.

4.77 out of 5 average rating, 48 reviews

A tranquil scene showcases a person in a small boat on a calm body of water, surrounded by trees displaying vibrant autumn foliage. The mirror-like surface of the water reflects the warm colors of the trees, enhancing the peaceful atmosphere of the natural setting.

Farm stay in Mooi River

Family getaway

QuintenRating, 5 stars1 week ago

Really beautiful part of the world, cottage is right among the farm animals, great to wake up to lovely views and wonderful sounds. Hosts were very friendly and helpful. Will definitely be returning for a longer stay.

4.94 out of 5 average rating, 18 reviews

A small pool with clear, inviting water is surrounded by lush greenery and vibrant flowering plants. The pool area is bordered by a wooden fence, and a gentle water feature flows into the pool, contributing to a serene outdoor space.

Cabin in Hilton

Timber Cabin Retreat with Drakensberg Views

RethabileRating, 5 stars2 days ago

Lora was simply the best. The place was super cosy. Very peaceful. Wouldn't mind going back and probably stay for a week.

Guest suite in Cathkin Park

4.79 out of 5 average rating, 121 reviews

Orchard Manor Unit 2

LonaRating, 5 stars5 months ago

Oh what a beautiful & peaceful place to be in. The pictures honestly do not do justice, it’s much more beautiful in person with gorgeous surroundings and the rooms are huge. The restaurant, playground and horse riding being in the same estate are a cherry on top. My family and I will definitely be coming back.

4.93 out of 5 average rating, 80 reviews

Home in Cathkin Park

12 Mount Champagne - Luxury Holiday Home

WarrenRating, 5 stars1 month ago

We enjoyed our stay. The house was clean and fresh on arrival. We appreciated the daily cleaning and Sylvia was extremely helpful. The position of the property was private but also gave easy access to the pool and tennis courts. We really enjoyed the amazing views. We also enjoyed the location as we could walk and enjoy the surrounding area. We will definitely return to this gem!

4.79 out of 5 average rating, 249 reviews

A charming cottage with a thatched roof can be seen nestled among lush greenery and blooming flowers. The landscape features a vibrant garden and large lawns, enhancing the sense of a serene outdoor setting.

Farm stay in Howick

Romantic Rondawel on the forest's edge

TashRating, 5 stars3 days ago

A truly charming stay! The cozy fireplace and unique outdoor shower added so much character to the experience. The kitchen was well-equipped with everything we needed, and the location was incredibly convenient for getting around. Angela was friendly and helpful, making us feel right at home. We’ll definitely be back!

5 out of 5 average rating, 27 reviews

The open-plan living area features high ceilings and a blend of modern and traditional decor. A dining table with four chairs sits next to a cozy seating arrangement. A wood stove is positioned in one corner, providing warmth and ambiance. Light enters through large windows, illuminating the space.

Loft in Nottingham Road

Hillside Loft Apartment

BessieRating, 5 stars1 week ago

Gail was very friendly, kind and helpful. On our arrival there were fresh eggs from her hens in her garden. The loft was great and we felt right at home. We would love to return to the Midlands and stay here.