
Holiday houses in Winterton
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Top-rated holiday rentals in Winterton
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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.

Beautiful Breeze Cottage
Beautiful Breeze Cottage sits among the stunning hills of the Dargle Valley. It overlooks 3 tranquil dams, rolling pastures and an indigenous forest. There are cattle and horses in the fields, abundant bird life to enjoy and peacefulness to breath in. It's the perfect place to recharge while escaping the pressures of city life and with the Midlands Meander on our doorstep you can be as busy or as quiet as you choose. The farm is now fully off Eskom power so load shedding is a distant memory.

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.

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.

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.

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.

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!

Cathkin Valley View Cottage
This scenic, homestyle cottage cradles the famous mountain range of Central Drakensberg. The private accommodation features a spacious patio overlooking the breathtaking mountains and sweeping valley. Guests can enjoy a braai, fire pit, and outdoor shower in the lush garden. The cottage includes a bathroom, fully functioning kitchen, an entertainment and lounge area equipped with Apple TV, and a cosy bedroom. This cottage is ideal for couples, and pets are welcome.

NGUNI RIDGE - Farm Cottage in the KZN Midlands
This charming farm cottage is perfectly located on Sakabula Country Estate. Just a short drive from Howick, you’ll have easy access to quaint cafés, farm stalls, and the famous Midlands Meander, offering everything from artisanal goods to outdoor adventures. Wake up to beautiful farm views and enjoy the Nguni cows grazing. Whether you're looking for a romantic retreat, a family getaway, or a weekend with friends, this cottage is a warm, welcoming and relaxing.

Ama Casa - Kingfisher - Jacuzzi with Mountain View
The cottage is nestled within beautiful indigenous gardens. For that special occasion, honeymoon or escape from the stress of everyday life in the city, Kingfisher 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!

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..

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.
Popular amenities for Winterton holiday rentals
Other great holiday rentals in Winterton

Farhills Guesthouse

Glenside, an historic Drakensberg farmhouse

no 7 Inkungu beautiful mountains

Ambleside House- Riverfront Farm Stay with Jacuzzi

Zebra View 117, Cathkin Estates

Drakensberg Farm Escape | Sleeps 12

Drakensberg Bungalow

Shiloh Cottage | Place of Peace
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





