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
4.97 out of 5 average rating, 153 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 favorite
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
4.87 out of 5 average rating, 30 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
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 favorite
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
4.93 out of 5 average rating, 14 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!

Top guest favorite
A newly built modern cottage is showcased, featuring a large glass front and gabled roof. The surroundings include expansive fields and mountains in the distance under a clear blue sky. Nearby, a tree offers shade on the lush grass.
Cabin in uThukela District Municipality
4.93 out of 5 average rating, 30 reviews

Northington, Mountain escape

Explore the freedom of 900 hectares of untouched wilderness on a private nature conservancy in the heart of the Kamberg. Start your day with coffee on the mountain as black wildebeest roam below, or spend a quiet morning fly-fishing at your own private trout dam. Explore scenic hiking trails, spot rare bird species. After your adventures, relax in the comfort of a newly built modern cottage — fully equipped with all the amenities you need for a luxurious countryside escape. 4x4 cars needed!

Top guest favorite
A cozy bedroom is furnished with a spacious bed dressed in soft linens and accented by decorative pillows. Two bedside lamps emit a gentle glow. Above the bed, a large artwork features abstract designs in warm tones, enhancing the room's comfort.
Tiny home in Cathkin Park
4.97 out of 5 average rating, 37 reviews

Romantic stardust cottage

Experience an unforgettable getaway in the heart of the Central Drakensberg at this enchanting cottage. Nestled within the breath taking KZN Drakensberg mountains, on a secluded eco estate, Stardust Cottage awaits. This cozy and fully equipped 2 person cottage offers an idyllic retreat for your Drakensberg adventure. Boasting four inviting rooms made up of a spacious beautifully tiled shower and dressing area, a charming en suite bedroom and fully equipped kitchen/ lounge. Wifi provided

Guest favorite
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, 182 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 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, 110 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 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, 107 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
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, 407 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. 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, 178 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
Two charming cottages are set against a backdrop of lush greenery, featuring thatched roofs and large windows. The well-maintained lawn leads up to the cottages, which are surrounded by trees and flowering plants, creating a serene outdoor environment.
Cottage in Winterton
4.96 out of 5 average rating, 234 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 10 vacation rentals in Winterton

  • Nightly prices starting at

    Winterton vacation rentals start at G$6,279 GYD per night before taxes and fees

  • Verified guest reviews

    Over 40 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