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$8,368 GYD per night before taxes and fees
Verified guest reviews
Over 90 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities
Wi-Fi availability
20 of Winterton vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winterton rentals
4.7 Average rating
Winterton stays receive an average rating of 4.7 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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Guest favorite

A spacious lounge area is furnished with comfortable sofas and armchairs, arranged around a wooden coffee table. A stone fireplace complements the design, while large glass doors open to reveal scenic views of the outdoors, allowing natural light to fill the space.

Home in Cathkin Park

Champagne View - Cathkin Central Drakenberg

This comfortable and well-furnished holiday home is ideal for the whole family. It is your home away from home, fully equipped with DSTV, Wi-Fi, large dining area, outside braai and beautiful communal pool. Experience the beauty of the Champagne Valley whilst sitting on the wooden deck and the kids go bunny hunting. Within the safety of the Inkungu Estate, you can choose to dine in or out at the Mystique Restaurant. The estate is within minutes drive of Central Drakenberg sites and amenities.

4.89 out of 5 average rating, 103 reviews

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

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!

4.97 out of 5 average rating, 66 reviews

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

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.

4.94 out of 5 average rating, 194 reviews

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

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.

4.92 out of 5 average rating, 12 reviews

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

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!

4.96 out of 5 average rating, 171 reviews

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

The Goodland - Cottage One

Perfect for a relaxing couple’s mountain getaway. 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. En-suite bathroom with walk-in shower. Well equipped kitchen with Nespresso machine. Private splash pool (not heated) Cozy indoor fireplace. Outdoor braai and fire pit. *Off-grid property - No personal heaters or electric cooking equipment permitted.

4.94 out of 5 average rating, 126 reviews

Top guest favorite

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

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.

4.95 out of 5 average rating, 79 reviews

Top guest favorite

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

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!

4.98 out of 5 average rating, 41 reviews

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

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..

4.93 out of 5 average rating, 125 reviews

Guest favorite

Barn in Van Reenen

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.

4.9 out of 5 average rating, 441 reviews

Top guest favorite

Guest suite in Winterton

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.

4.84 out of 5 average rating, 70 reviews

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

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.

4.89 out of 5 average rating, 185 reviews