
Cottage holiday rentals in Winterton
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Top-rated cottage rentals in Winterton
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Popular amenities for Winterton cottage rentals
Cottage rentals with a hot tub

Chelsea Cottage, Otters Den Self Catering
Great view, swimming in the river was wonderful. Very easy check in and out. Spotless accommodation. We will return for sure. Tx Dawn

Tugela River Lodge: Hot Tub Hideaway
Tugela river lodge is the perfect blend of nature and comfort. Highly recommend for anyone looking to disconnect and recharge!

The Fisherman's Cottage
Beautiful beautiful place - we had a lovely family holiday here.

Otters Den Romantic Honeymoon Cottage
We had a lovely stay at Christine's place. It was peaceful and serene, and just what we needed in a romantic weekend getaway. Christine is a great host, very friendly and open to communication.

Ama Casa - Hoopoe - Jacuzzi with Mountain Views
What a gem! Perfect place for 2. Spacious, modern and very clean, with everything you need for a very comfortable self-catering stay. Stunning views of Cathedral Peak from the hottub, covered braai area, beautiful gardens, easy access to local restaurants and shops, and 10mins drive from Monks Cowl Campsite/office for some of the best hikes the Berg has to offer. Jess was a fantastic host. We would definitely stay here again.

Great Western Cottage, Otters Den Self Catering
Pet-friendly cottage rentals

The Studio at The Aloes Farm - Hilton
This cottage is really lovely, it’s a beautiful, calm and peaceful place - a perfect stop off for our long trip but next time I’d like to stay a few nights and explore the area. The cottage is well thought out - abasing attention to detail, including a box for the dogs (including treats, blankets, towels and bowls) a really nice touch. Also a pack of marshmallows to toast at the beautiful fireplace which is well equipped. Beds are really comfy too!

Wild Hare: Aloe self-catering - Lions River area
A beautiful and tranquil place. Debbie was great to communicate with. Check in and out were both easy. The cottage is lovely and very well appointed. Highly recommended!

Nkunzi Cottage
#rd time staying with Nicola, and will be back again!

GUM TREE GLEN Wrinkly Tin Cottage
We had a wonderful weekend away at Wrinkly Tin Cottage my family. Peta was friendly and responsive, leaving nothing to question as far as directions and checking in goes. I was surprised by so many special touches; from fresh milk and eggs, to flowers for my birthday! The cottage was private, peaceful, and surrounded by nature; perfect for unwinding and reconnecting. At the same time, it was just a short drive from many of the Midlands’ best attractions, giving us the best of both worlds. A lovely blend of tranquillity and convenience; we’d gladly return.

Far end of the Forest
We had a fantastic stay. Lovely home, even though the weather was cold we were warm by the fire.

Hum Lilly Lake House
We loved our stay at Hum Lilly - even allowed to bring our little pooch which was an added bonus. Very private setting. Road is a bit of a challenge when it rains but doable (we have sedans and it was fine, just very muddy). The place has a lovely feel to it. It's basic in terms of supplies as it's self catering so make sure you bring things, as it's not like you can just pop to the shops if you run out (like we did!). We wouldn't hesitate to book there again. Loved the fire place in the lounge, the beds were SUPER comfy and all in all, I would recommend it. Certainly worth staying at :)

Caversham Woods farm cottage 1 in the KZN Midlands
We had such a peaceful stay in a very beautiful countryside neighbourhood. Everything was on point!👏🏽

Thistledown Cottage
Lovely , neat and homely accommodation -- thank you for the personal touch -- milk, eggs and chocolate bar. We loved our stay thank you ;)
Private cottage rentals

Paddock Cottage Beautiful old Farmhouse
Just loved staying at the cottage. Wonderful to be in the countryside with the kids and to make such special memories. Cottage is full of heritage with small touches that make such a difference. Lots of warm blankets and electric blankets for the beds for those cold winter evenings. Such a treat to be able to have an indoor fire too

Little Fields -Self-Cater Loft Cottage w/Fireplace
We had a beautiful and relaxing time in a tranquil and peaceful setting. Di and her staff provided a homely welcome and we enjoyed a pre-loaded indoor fire, as well as an outdoor fire pit. The setting provided great exploring and easy walking, the chickens and bunnies also added to our son's excitement and entertainment; the toys and books were also great. Although hot water was initially faulty, Di and her team responded effectively to remedy the problem. The home baked muffins in the morning and rusks in the kitchen were delicious, and the French-press coffee an added treat. Definitely a venue well worth re-visiting.

Yellowwoods Farm-Old Stables -2bedroom
Wish we were staying longer so that we could have enjoyed the accommodation more. Beautifully decorated and spotlessly clean. Everything you could possibly want or need without being cluttered. Beds were super comfortable and linen was fresh. Close enough to quickly go to get a coffee at Terberdore or a pizza at Midlands Fable Taproom and perfectly central to get to the many attractions in the area. We would definitely love to book this accommodation again, hopefully for a longer stay.

The FarSide Dam Cottage
Absolutely fantastic dam side cottage with gorgeous views. Extremely peaceful and just what we needed 👍🏻 Will definitely be back for an extended stay.

Bergview Cottage with views!
Amazing location, and access to Drakensurg Sun facilities is a bonus. Plenty of activities to do - hiking, swimming, horse riding, canoeing, abseiling, all right on your doorstep

Drakensberg Bungalow
We had a wonderful weekend stay at Debby & John's place. It was comfortable, neat and clean with all the amenities we needed and more. Debby and John were fantastic hosts and provided lots of recommendations for places to visit in the area and also made a reservation at the perfect restaurant for us to enjoy lunch before heading home. I would highly recommend staying here if you're looking for accommodation that's peaceful, private and feels like a home away from home.

River Cottage
Another wonderful stay at Gartmore Guest Farm! This time, we stayed in the new cottage and were absolutely blown away by its beauty and the stunning natural surroundings. As always, our host Bronwyn was incredibly welcoming and went out of her way to accommodate our personal needs. We truly appreciate her hospitality. We’ll definitely be back as soon as we get the chance!

Gumtree Cottage
When spontanously looking for an accomodation in the Drakensberg, we stumbled over Emmas beautiful cottage. The road to this little cottage was a bit adventourous, but totally worth it. On the one hand you can go on the most amazing hikes close by and on the other hand relax at the lovely little cottage. Thanks to Emma we had a fantastic stay and can recommend staying here to a 100%.
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