Holiday houses in Winterton

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Top-rated holiday rentals in Winterton

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Guest favourite
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.
Place to stay in Winterton
4.94 out of 5 average rating, 186 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.

Top Guest favourite
A cascading waterfall flows over a rocky ledge, surrounded by lush greenery and rolling hills. The frothy water creates a serene atmosphere, while a small group of individuals can be seen enjoying the view from a safe distance on the rocky outcrop.
Farm stay in Van Reenen
4.93 out of 5 average rating, 132 reviews

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.

Top Guest favourite
Farm stay in Balgowan
4.97 out of 5 average rating, 112 reviews

Peaceful Farm Retreat - Summerfield Farmhouse.

Enjoy peaceful but sophisticated living on a tranquil working farm with cattle, sheep, chickens and ducks. Walk in the indigenous forests, run, ride bikes, paddle our kayaks on the dam or just sit next to your fireplace and relax. Entire four en-suite bedroom home with ample living and entertaining spaces for exclusive use. A lovely family stay venue. Price is for 4 people. Additional guests charged extra. Maximum 8 guests allowed. NB Large duck pond 20 M from the Farmhouse.

Guest favourite
Cottage in Cathkin Park
4.95 out of 5 average rating, 116 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
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
4.96 out of 5 average rating, 160 reviews

Grassroots Guesthouse - DRAKENSBERG ECO ESTATE

PRIVATE ECO ESTATE: CENTRAL DRAKENSBERG Grassroots is ready to welcome you! We have carefully designed the house with our guests' happiness at heart. The house is in the exclusive private eco estate - Cathkin Estates, 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!

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
4.96 out of 5 average rating, 73 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
4.92 out of 5 average rating, 118 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 favourite
Barn in Van Reenen
4.9 out of 5 average rating, 424 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 pre-ordered for delivery. Good parking for Caravans and trailers. No charge for children/elderly parent sleeping on lounge bed if accompanied by both parents.

Guest favourite
Guest suite in Winterton
4.83 out of 5 average rating, 63 reviews

Nyati Valley Berg House, Champagne Castle

Mountain views, Amazing views of Cathkin Peak and Champagne Castle, 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.

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, 181 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 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
4.86 out of 5 average rating, 37 reviews

Highbourne Cottages – Aloe | Nature & Tranquillity

Eco-friendly, off-grid family-style cottage at the Monks Cowl Drakensberg World Heritage Site in KZN. Perfect for relaxing, hiking the mountains, spotting wildlife, or unwinding by the natural stream. Explore nearby shops and restaurants or simply enjoy nature and birdsong — Highbourne Cottages offers a peaceful home-away-from-home for everyone.

Top Guest favourite
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, 240 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 holiday rentals

Quick stats about holiday rentals in Winterton

  • Total holiday rentals

    Explore 20 holiday rentals in Winterton

  • Nightly prices starting at

    Winterton holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 50 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, Wifi and Pool across Winterton rentals

  • 4.5 Average rating

    Winterton stays receive an average rating of 4.5 out of 5 from guests