Vacation rentals in Winterton

5 out of 5 average rating, 44 reviews

A serene natural setting is depicted, featuring a small waterfall cascading into a clear pool surrounded by rocky terrain. Lush greenery frames the scene, with towering trees and dense foliage creating a tranquil atmosphere. Smooth stones line the water's edge, enhancing the organic feel.

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!

Tiny home in Cathkin Park

A serene landscape is depicted, showcasing rolling green hills that frame a calm lake reflecting soft orange and pink hues of the sunset. Lush vegetation surrounds the water, creating a tranquil scene ideal for nature lovers.

4.95 out of 5 average rating, 21 reviews

Romantic stardust cottage

Experience an unforgettable getaway in the heart of the Central Drakensberg at this enchanting cottage. Nestled within the breath taking KZN Drakensberg mountains, on a secluded eco estate, Stardust Cottage awaits. This cozy and fully equipped 2 person cottage offers an idyllic retreat for your Drakensberg adventure. Boasting four inviting rooms made up of a spacious beautifully tiled shower and dressing area, a charming en suite bedroom and fully equipped kitchen/ lounge. Wifi provided

4.8 out of 5 average rating, 55 reviews

A cozy outdoor seating area features a table set with fresh fruit, surrounded by green chairs and wooden decking. A fire pit rests nearby, accompanied by a single chair. Lush greenery and trees create a peaceful backdrop, enhancing the tranquil atmosphere.

Cabin in Cathkin Park

2BR Mountain Cabin

Surrounded by the Drakensberg mountains, our Rondavel is a 2-bedroom self-catering rustic cottage. Situated in the Monks Cowl area of the central Drakensberg. This cottage is off grid, perfect for hikers, trail runners and nature lovers alike, situated in a tranquil area. We have limited solar electricity, hot water and water straight from a nearby stream. We live simply and respect nature. The property is one of the highest private properties in this part of the mountains.

4.9 out of 5 average rating, 21 reviews

An exterior view of a brick apartment is shown, featuring well-maintained landscaping with lush green grass and potted plants. A set of stairs leads up to the entrance, framed by vibrant greenery, creating an inviting approach to the home.

Apartment in Harrismith

E'kaya Overnight Accommodation

Soak up the breathtaking mountain views from our stylish apartment in a serene small town. Unwind in our spacious and inviting living space, complete with a large bathtub and shiwer to unwind and soak away your cares. Immerse yourself in tranquility as you gaze out at the majestic mountains, providing a stunning backdrop for relaxation. Children from 0 - 8 don't pay. From 9 - 17 they pay R350.00 and older than that normal price.

4.77 out of 5 average rating, 47 reviews

A spacious wooden deck is surrounded by lush greenery and vibrant flowers. Large trees provide shade, while the view opens up to rolling fields in the distance. Potted plants are arranged on the deck, enhancing the natural setting.

Farm stay in Mooi River

Family getaway

A clean farmstyle cottage.....Self catering..Not prissy and a home from home...Beautiful veiws andlittle piece of heaven...Peacefull and calm....You can bring your dogs if they dont kill other animals...your horse is also welcome. Stabling and a paddock available.Fishing dams,walks,and all manner of things to do.If you arrive late,I can find you a chicken pie or lasagne in the deepfreeze...R30pp...Just give me some warning

4.88 out of 5 average rating, 168 reviews

A sunlit seating area features a woven rattan sofa and chairs arranged around a glass-topped table. Large windows provide a view of the manicured lawn and distant hills, allowing natural light to fill the space. A pool is visible outdoors, enhancing the setting.

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.

4.97 out of 5 average rating, 144 reviews

A charming cottage is nestled amidst lush greenery, surrounded by trees under a clear blue sky. A spacious lawn stretches in front, complemented by a well-maintained fence that adds to the tranquil setting. The cottage features a covered patio area for outdoor relaxation.

Cottage in Howick

180* at Mission House

This beautiful cottage is secluded and cozy, with expansive views and outlook. Light, spacious and airy, it is comfortably furnished with everything you'd need for a weekend away in the beautiful Kzn midlands. Mission House is in the heart of the Midlands Meander craft route, and only a short distance from the N3.

4.96 out of 5 average rating, 223 reviews

The outdoor view presents a scenic landscape featuring rolling hills and distant mountains, framed by trees casting shadows. Clear blue skies complement the lush greenery, creating a serene backdrop for relaxation. A paved area is visible in the foreground, enhancing the connection to nature.

Cottage in Winterton

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).

Vacation rentals for every style

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Popular amenities for Winterton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Winterton

Guest suite in Cathkin Park

A spacious green lawn surrounds a charming house, with a picnic area featuring wooden seating. In the background, rolling hills are visible under a partly cloudy sky, while a few grazing animals can be seen nearby, adding to the serene pastoral setting.

4.8 out of 5 average rating, 119 reviews

Orchard Manor Unit 2

4.81 out of 5 average rating, 32 reviews

A spacious terrace is visible, featuring large tiles and rounded seating along the edge. Lush greenery surrounds the area, with trees providing shade. A panoramic view of open fields is seen in the background, with gentle hills in the distance under a cloudy sky.

Home in Nottingham Road

Magical Little Green Cottage @ Indigo Fields

4.79 out of 5 average rating, 246 reviews

Farm stay in Howick

Romantic Rondawel on the forest's edge

The kitchen features modern cabinetry with light wood finishes and granite countertops. Natural light fills the space through the window, adorned with sheer curtains. Appliances include a stove, refrigerator, and microwave, offering a functional cooking area for families.

Guesthouse in Estcourt

4.57 out of 5 average rating, 7 reviews

The Family Unit -The Haven Guesthouse 1

4.67 out of 5 average rating, 89 reviews

A spacious cottage is set on a grassy hillside, surrounded by trees. The building features large windows offering views of rolling hills and a cloudy blue sky. A stone pathway leads to the entrance, with a bench positioned to the side for relaxation.

Cottage in Cathkin Park

Bergview Cottage with views!

4.98 out of 5 average rating, 65 reviews

A bright and airy interior is presented with a spacious bed adorned with soft linens. The room features a comfortable seating area with a sofa and small dining table. Large windows allow natural light to illuminate the space and showcase views of the surrounding garden.

Cottage in KwaZulu-Natal

Drakensberg Bungalow

Cottage in Mooi River

4.62 out of 5 average rating, 21 reviews

Lake Zonk Cottage