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
A spacious living area is framed by large sliding glass doors, offering a clear view of the surrounding mountains and valleys. A dining table set for guests is positioned near the window, inviting natural light into the room. Cozy seating adds to the inviting atmosphere.
Guest house in Cathkin Park
4.88 out of 5 average rating, 33 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.

Top guest favourite
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, 124 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 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, 135 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!

Top guest favourite
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
4.96 out of 5 average rating, 24 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!

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, 179 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, 400 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, 105 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 panoramic view of Bell Park Dam is presented, surrounded by sweeping green hills and fields. The water reflects the sky, creating a serene landscape. The distant Drakensberg mountains rise majestically, contributing to the tranquil atmosphere.
Cottage in Cathkin Park
4.95 out of 5 average rating, 66 reviews

Shepherd Farm - mountain tranquility.

Situated in the Central Drakensberg, Shepherd Farm is perched on a ridge overlooking the Bell Park Dam, and the majestic Champagne and Cathkin peaks of the Drakensberg mountains. These mountains form part of the Maloti Drakensberg Transboundary World heritage Site, renowned for its spectacular natural landscapes and beautiful fauna and flora. Our cottage is light and modern, comfortable and welcoming, with a modern kitchen, 2 full bathrooms, Netlix and WiFi.

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, 104 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.

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 $39 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