Vacation rentals in Winterton

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Quick stats about vacation rentals in Winterton

  • Total vacation rentals

    Explore 20 vacation rentals in Winterton

  • Nightly prices starting at

    Winterton vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 50 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

  • 4.5 Average rating

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

Top-rated vacation rentals in Winterton

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

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Top guest favorite
A wooden deck offers a scenic view of the sunset over the rolling hills and a river below. Lush greenery frames the landscape, accentuated by the warm glow of the sun casting soft light across the serene scene.
Villa in Cathkin Park
4.97 out of 5 average rating, 65 reviews

Luxury home with breathtaking mountain views

Take it easy at this unique and tranquil getaway. Located in the Central Drakensberg this family-friendly luxury home will capture your heart and soul with it's beautiful surreal views of the iconic mountain range, and overlooking the Drakensberg Sun resort. Centrally located with a broad range of activities like hiking, zip-lining, hot air ballooning, horsetrails, abseiling or visiting the heritage sites and Drakensberg Boys Choir. Discover restuarants that will surely tickle those tastebuds!

Top guest favorite
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, 190 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.

Superhost
The exterior of a modern home is depicted, featuring a welcoming entrance with a red-and-white striped awning. Lush greenery surrounds the pathway, and potted plants are positioned near the door. A clear blue sky complements the tranquil setting.
Home in Winterton
4.92 out of 5 average rating, 12 reviews

No 1 on Springfield

This spacious and modern two-bedroom home is fully equipped to make your stay a home away from home. Accommodation is Solar and WIFI friendly. Located 20 minutes from the central Drakensberg, the accommodation is situated in Winterton near various restaurants and within walking distance of local grocery stores. Local attractions include Spionkop Nature Reserve, Winterton Museum, Drakensberg Boys Choir School, home to Berg and Bush, Oxpecker trail run and Park Run Winterton.

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
4.94 out of 5 average rating, 120 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
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, 164 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 favorite
A private patio is shown, featuring a wooden jacuzzi with lush gardens visible in the background. A round table is set with tea and refreshments, while stunning mountain views encompass the scene, enhanced by a shaded area above.
Home in Cathkin Park
5 out of 5 average rating, 40 reviews

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!

Guest favorite
Farm stay in Winterton
4.91 out of 5 average rating, 77 reviews

The Willow Cottage @ Tranquility Farm Stays

The Willow Cottage is located on the beautiful Tranquility farm in the Central Drakensberg. This newly renovated cottage is perfect for a small family or couple accommodating up to 3 guests (2 adults & 1 child). On your stay, enjoy views of the mountains, an onsite reservoir converted swimming pool with an expansive deck for sunbathing/ sundowners, jungle jim, farm walks, 2 dams (catch & release welcome) and the rest & relaxation the farm offers.

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
4.93 out of 5 average rating, 121 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
Barn in Van Reenen
4.9 out of 5 average rating, 431 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.

Top guest favorite
Apartment in Winterton
4.94 out of 5 average rating, 16 reviews

The Kingfisher @ Acorn Farm Cottages

Charming Open-Plan Farm Stay Apartment – Enjoy a peaceful countryside escape, located in The Central Drakensberg, in this self-catering apartment for two adults (plus a small child on the sleeper couch). Located on the first floor with farm views, it features an open-plan lounge, kitchenette, and ensuite bathroom. Relax at your private braai area and soak in the tranquil farm setting- perfect for a romantic getaway or family retreat.

Guest favorite
Guest suite in Winterton
4.82 out of 5 average rating, 62 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.

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, 183 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 vacation rentals