Holiday houses in Winterton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winterton

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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, 139 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.
Guesthouse in Cathkin Park
4.9 out of 5 average rating, 31 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, 119 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
4.82 out of 5 average rating, 126 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 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, 177 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
The cottage is surrounded by lush greenery, with a modern exterior featuring a corrugated metal roof. A private patio is visible, furnished with wooden chairs and a table, ideal for outdoor relaxation. Large windows allow natural light to fill the space.
Guest suite in Cathkin Park
4.76 out of 5 average rating, 109 reviews

Cathkin Peak Cottage

A blissful, comfortable cottage nestled in the heart of the Central Drakensberg. This cozy accommodation boasts breathtaking views of Cathkin Peak and Champagne, as well as the surrounding mountain range. It's located near all the major hiking routes, making exploration an easy step out the door. The cottage itself is equipped with a fully functioning kitchenette, bathroom, lounge, private patio, bedroom, and entertainment room. Perfect for a single, couple, or small family.

Top 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, 389 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
4.96 out of 5 average rating, 100 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 favourite
A hot tub is positioned on a private patio, offering views of expansive green gardens and the Central Drakensberg Mountains in the background. The calming scene is complemented by touches of native foliage and a clear sky, enhancing the sense of tranquility.
Cottage in Cathkin Park
5 out of 5 average rating, 21 reviews

Ama Casa - Hoopoe - Jacuzzi with Mountain Views

The cottage is nestled within beautiful indigenous gardens. For that special occasion, honeymoon or escape from the stress of everyday life in the city, Hoopoe 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 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
4.92 out of 5 average rating, 93 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, 177 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.

Guest favourite
A clear blue swimming pool occupies the foreground, surrounded by a well-maintained lawn and natural stone accents. Lush greenery and rolling hills extend into the distance, with mountains on the horizon under a bright blue sky.
Guest suite in Winterton
4.81 out of 5 average rating, 52 reviews

Nyati Valley Berg House, Champagne Castle

Mountain views, Amazing views, Solitude, Peace, Open Spaces, Countryside Atmosphere, Free parking, great for pets, relaxing, many nearby amenities. Berg House 29° 2'13.87"S 29°26'0.74"E Sleeps 6 Adults and child cot or bed can fit comfortably. There are 3 Ensuite Bedrooms There is also a 2-sleeper cottage available on the property as a separate booking.

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 $71 NZD per night before taxes and fees

  • Verified guest reviews

    Over 40 verified reviews to help you choose

  • Wi-Fi availability

    10 of Winterton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winterton rentals