Winterton Holiday Rentals from €111: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winterton has to offer?

Berg Treat : This holiday home rental outside of Winterton offers a garden and a BBQ to help you feel comfortable in your new surroundings.

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Holiday Rentals in Winterton

includes taxes & fees

14 Mar - 15 Mar

3 bedrooms, iron/ironing board, WiFi, bed sheets

"Overall very neat and tidy! beautiful view of the mountains. Small shops located along the road to the property. Would have liked to be able to use the pool for the weekend. Apart from that we had a very pleasant stay! Will definitely stay at this property again."

"The hosts were super helpful and friendly. We loved the cottage. It had a cosy, homely charm, fully equipped with cooking utensils and braai facilities. It was very clean and neat. WIFI and TV worked well. The cottage is well situated and close to various middleberg outdoor experiences and great cafes and convenience shops plus local arts & crafts. We wish we ccould have stayed longer. could have longer"

includes taxes & fees

14 Mar - 15 Mar

"Wholeheartedly recommended, very comfortable place with wonderful views, walking and hiking from the door. The pool was a bit cold in June but we still used it..."

Self Catering Cottage (6 Sleeper) | Private kitchen

"Beautifully appointed cottage in the most stunning location. The three ensuite bedrooms would suit families or friends travelling together any time of the year. The view from here is second to none and it is set on a beautiful property with stunning gardens and also secure. Can't recommend this property highly enough."

"The setting of this property is beautiful. The property was clean but cluttered. Double bed in upstairs main bedroom was small - warm weather made it uncomfortable for sleeping - maybe needs a ceiling fan and a queen sized bed for comfort."

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"Conveniently located for exploring the Drakensberg area"

"The stay was very relaxing and the the owners were very helpfull. Can recomend. Thank you for lovely stay. Tony and Marinda"

"Awesome in all areas"

Find out more about Winterton

Everything you need to know about Winterton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winterton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winterton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winterton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winterton. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winterton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winterton holiday rentals we have selected for you start as low as €111 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winterton rentals

At Expedia, we put the best Winterton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winterton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winterton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winterton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Winterton properties

5/5 Excellent

Reminder of the best of a bygone era

"Amazing setting, ever helpful staff, food, food and more food. Fortunately lots of activities to burn the excess calories."

A verified traveller stayed at Cathedral Peak Hotel

Posted 3 weeks ago

4/5 Good

One Night Family-Stay

"The hotel is conveniently located near attractions in the Central Drakensberg. Check-in was easy and efficient. We had a problem with our air conditioner, which was swiftly resolved after reporting the issue. Parking is conveniently located close to the rooms. Breakfast was good with a good selection of food. Overall, a good experience and good value for money."

A verified traveller stayed at Gooderson Monks Cowl Golf Resort

Posted 9 months ago

Frequently asked questions

Are there holiday rentals in Winterton?

Yes, there are holiday rentals close to the most popular sights in Winterton, or you can select a more secluded option if you're looking for a relaxing stay. Winterton is known for its gardens and museums. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Winterton has to offer?

Berg Treat: This holiday home rental outside of Winterton offers a garden and a BBQ to help you feel comfortable in your new surroundings.

What’s there to see and do in Winterton?

While exploring the area, visit the sights like Winterton Museum, Spioenkop Dam and Drakensberg Boys Choir School. In the wider area, you’ll find Bergville Mosque and Spioenkop Battlefield.

What’s a holiday rental in Winterton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winterton. Holiday rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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Holiday Rentals in Winterton

Plan, book, stay with confidence

Check prices for these dates

Holiday Rentals in Winterton

Castle View Farm & Cottage

Hidden Gem with magnificent lake and mountain views.

Breathe the mountain air in front of Cathkin Peak!

Cosy Cottage with Magnificent Lake and Mountain Views

The Bunker

Dragon`s Mist, located in Cathkin Estates Nature Reserve

Ama Casa Cottages

Champagne Haven

Bye Gums Cottage

Berg Treat

Other types of properties in Winterton you may be interested in

Swallows Nest B&B

Lilac Lodge Purple House

Winterton Country Lodge at Rose Cottage

Find out more about Winterton

Recent reviews of Winterton properties

Cathedral Peak Hotel

SpionKop Lodge

Cayley Mountain Resort

The Nest Drakensberg Hotel

Dragonview Lodge

Gooderson Monks Cowl Golf Resort

Royal Hotel Ladysmith

Frequently asked questions