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The best holiday homes in Winterton

Check out our pick of great holiday homes in Winterton

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Shepherd Farm, hotel in Winterton

Set 26 km from Winterton in the Central Drakensberg, KwaZulu-Nata, Shepherd Farm has a large balcony offering views of the Bell Park Dam. The property features mountain and lake views.

Wonderful peaceful rural location with a great view. Clean, well-furnished and tastefully decorated house, and the owners exceptionally helpful and welcoming.
Scored 9.4
9.4
Rated superb
Superb
60 reviews
Berg guest farm, hotel in Winterton

Located in Winterton, 8.6 km from Winterton Museum and 19 km from Spioenkop Nature Reserve, Berg guest farm offers a garden and air conditioning.

Beautiful views
Scored 9.5
9.5
Rated exceptional
Exceptional
22 reviews
Tranquility Farmstays, hotel in Winterton

Situated just 23 km from Winterton Museum, Tranquility Farmstays offers accommodation in Winterton with access to a garden, a terrace, as well as private check-in and check-out.

Excellent location with stunning views! The house had everything you could possibly need during your stay. Lovely hosts!
Scored 9.2
9.2
Rated superb
Superb
58 reviews
Berg Escape Bottlebrush - Spacious Luxury Family Home, hotel in Cathkin Park

Berg Escape Bottlebrush - Spacious Luxury Family Home is a recently renovated holiday home in Winterton, where guests can makes the most of its pool with a view, garden and barbecue facilities.

We really had a great time at Berg Escape. Very comfortable home with everything you need. Fantastic towels and linen. Also centrally located with lots of activities in the area The bottle of wine and local artisinal chocolate added a nice touch and were appreciated
Scored 9.7
9.7
Rated exceptional
Exceptional
14 reviews
Plain Champagne Guest Farm, hotel in Winterton

Located just 28 km from Winterton Museum, Plain Champagne Guest Farm offers accommodation in Winterton with access to a garden, barbecue facilities, as well as a shared kitchen.

The view from the cottage was epic. Just stunning. We had everything we needed and David was available to answer any questions we had. He was super flexible, which we appreciated. It’s like a proper rustic farmhouse, so if that’s what you are looking for…this is the place for you! I’ll definitely stay here again but for a longer stay…
Scored 9.6
9.6
Rated exceptional
Exceptional
13 reviews
Berg Escape Kiepersol - Spacious Luxury Family Home, hotel in Winterton

Offering a garden and mountain view, Berg Escape Kiepersol - Spacious Luxury Family Home is located in Winterton, 31 km from Winterton Museum and 46 km from Spioenkop Nature Reserve.

- The location is perfect : near a lot of trails if you into hiking and also near Sun resort if you just want to chill for the day there - very secure (gates community estate ) - The facilities (we had everything we needed ) and the calm and quiet was pure bliss ! - Jess (host) was really responsive and friendly with a nice touch of a bottle of good red wine and chocolate on arrival 😍
Scored 9.0
9.0
Rated superb
Superb
38 reviews
L Chiam Self-Catering Cottage, hotel in Winterton

Offering a garden and river view, L Chiam Self-Catering Cottage is located in Winterton, 7.1 km from Monks Cowl Country Club and 30 km from Winterton Museum.

Neat and Safe Owners very friendly
Scored 8.2
8.2
Rated very good
Very good
25 reviews
Swartkop Cottage, hotel in Winterton

Offering a garden and lake view, Swartkop Cottage is located in Winterton, 10 km from Spioenkop Nature Reserve and 20 km from Winterton Museum.

Very spacious and the sounds of the water gushing past is amazing.
Scored 8.4
8.4
Rated very good
Very good
57 reviews
Claymore Country Cottage, hotel in Winterton

Situated in Winterton, 12 km from Winterton Museum and 28 km from Spioenkop Nature Reserve, Claymore Country Cottage offers a garden and air conditioning.

A very spacious and clean cottage on a peaceful farm. All the amenities one can wish for at an affordable price.
Scored 8.9
8.9
Rated fabulous
Fabulous
14 reviews
Swallowfield Estate 7 & 12 Wits End, hotel in Winterton

Set in Winterton, Swallowfield Estate 7 & 12 Wits End offers a pool with a view. This property offers access to a terrace and free private parking.

The view was amazing, quiet location and friendly neighbours Good hikes and the dam and pool was amazing to use All rooms had on-site bathrooms -BONUS!
Scored 8.4
8.4
Rated very good
Very good
30 reviews
All holiday homes in Winterton
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Winterton this month

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Enjoy breakfast in Winterton!

  • Berg guest farm
    Breakfast options
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 22 reviews

    Located in Winterton, 8.6 km from Winterton Museum and 19 km from Spioenkop Nature Reserve, Berg guest farm offers a garden and air conditioning.

    Location is perfect for a recharge from the busy life.

  • Berg Escape Bottlebrush - Spacious Luxury Family Home
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 14 reviews

    Berg Escape Bottlebrush - Spacious Luxury Family Home is a recently renovated holiday home in Winterton, where guests can makes the most of its pool with a view, garden and barbecue facilities.

    Clean, neat, comfortable! Nice location. Quiet! Everything worked! Perfect stay!

  • Berg Escape Kiepersol - Spacious Luxury Family Home
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 38 reviews

    Offering a garden and mountain view, Berg Escape Kiepersol - Spacious Luxury Family Home is located in Winterton, 31 km from Winterton Museum and 46 km from Spioenkop Nature Reserve.

    Beautiful property, amazing facilities, safe estate

  • Shepherd Farm
    Breakfast options
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 60 reviews

    Set 26 km from Winterton in the Central Drakensberg, KwaZulu-Nata, Shepherd Farm has a large balcony offering views of the Bell Park Dam. The property features mountain and lake views.

    Amazing views, Peaceful surroundings, Attentive host

  • Claymore Country Cottage
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 14 reviews

    Situated in Winterton, 12 km from Winterton Museum and 28 km from Spioenkop Nature Reserve, Claymore Country Cottage offers a garden and air conditioning.

    A very spacious and clean cottage on a peaceful farm. All the amenities one can wish for at an affordable price.

  • Swallowfield Estate 7 & 12 Wits End
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 30 reviews

    Set in Winterton, Swallowfield Estate 7 & 12 Wits End offers a pool with a view. This property offers access to a terrace and free private parking.

    The area was excellent.. Also was plenty of activities

  • Serenity, Cathkin Estates by Euphoric Leisure
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 24 reviews

    Offering pool views, Serenity, Cathkin Estates by Euphoric Leisure is an accommodation located in Winterton, 29 km from Winterton Museum and 45 km from Spioenkop Nature Reserve.

    Spacious and comfortable. Stunning views. Hosts were very accommodating.

  • L Chiam Self-Catering Cottage
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 25 reviews

    Offering a garden and river view, L Chiam Self-Catering Cottage is located in Winterton, 7.1 km from Monks Cowl Country Club and 30 km from Winterton Museum.

Great access to the city centre! Check these holiday homes in Winterton

  • Plain Champagne Guest Farm
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 13 reviews

    Located just 28 km from Winterton Museum, Plain Champagne Guest Farm offers accommodation in Winterton with access to a garden, barbecue facilities, as well as a shared kitchen.

    It's an amazing getaway from daily life Just to relax The fishing was good as well

  • Tranquility Farmstays
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 58 reviews

    Situated just 23 km from Winterton Museum, Tranquility Farmstays offers accommodation in Winterton with access to a garden, a terrace, as well as private check-in and check-out.

    The willow cottage was very homy and felt like home.

  • No 1 on Springfield
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Set in Winterton in the KwaZulu-Natal region, with Winterton Museum nearby, No 1 on Springfield offers accommodation with free WiFi and free private parking.

  • Swartkop Cottage
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 57 reviews

    Offering a garden and lake view, Swartkop Cottage is located in Winterton, 10 km from Spioenkop Nature Reserve and 20 km from Winterton Museum.

    Remoteness, privacy, proximity, scenery, and the thatched cottage

FAQ about holiday homes in Winterton

Holiday homes that guests love in Winterton

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  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 124 reviews
    The best hosts ever. The property is superbly positioned with views galore over the Champagne Valley The accommodation was very clean and left you with that warm homely feeling you got when visiting your Granny. We would return without hesitation.
    Robert Gregson
    Group
  • Avg. price/night: £31.12
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 57 reviews
    Very clean . All you need is in the rooms.
    Yolanda
    Family with young children
  • Avg. price/night: £154.51
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 1,034 reviews
    The place is very clean and staff 👌 I enjoyed every moment
    Kgopa Johannes
    Young couple
  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 124 reviews
    It was self catering with well appointed kitchen. Loved that all the rooms had en suite bathrooms. Lovely views of the Berg.Location is good as close to various activities . We were in area for a wedding nearby. Cottage very clean and comfortable and hosts accommodating, friendly and helpful.
    Ingrid
    Family with young children
  • Avg. price/night: £63.55
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 58 reviews
    They've catered for everything you could possibly need. There's even an info book that gives you ideas on activities, restaurants, and places to visit in the area. Very clean and isolated to just switch off and relax.
    Cherise
    Young couple
  • Avg. price/night: £120.96
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 313 reviews
    A magnificent and peaceful setting with incredible staff and hosts. The room was very clean and comfortable and the meals were excellent. The highlight of the stay was the half-day "Battlefields" trip to Spioen Kop and Mount Alice provided by our host/guide, Raymond Herron. Incredible! For bird enthusiasts, the bird life is prolific. All in all Spioen Kop Lodge is highly recommended and we look forward to a return trip. Our thanks to all.
    Louis
    Young couple
  • Avg. price/night: £200.43
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 654 reviews
    All meals were excellent. Room had excellent views Very clean Shower was tiny.
    Dayalan
    Young couple
  • Avg. price/night: £154.51
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 1,034 reviews
    Food. Friendly staff. The rooms were very clean.I will recommend to my friends and family.
    Nokuzola
    Young couple
  • Avg. price/night: £226.80
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 126 reviews
    Very clean and accommodating to the kids
    Mildred
    Family with young children
  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 124 reviews
    Beautiful family holiday homestead and cottage with stunnings views over Cathkin peak and Champange valey .Thank you to Megan and Gary for the special Christmas surprises for the kids and adults and all the kindness during our stay
    E ZIETSMAN
    Family with young children