Cottage vacation rentals in Winterton

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Popular amenities for Winterton cottage rentals

Pet-friendly cottage rentals

Guest favorite
Cottage in Lions River
4.96 out of 5 average rating, 28 reviews

Wild Hare: Aloe self-catering, Midlands Meander

Sarah And GuyRating, 5 stars1 month ago
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!
Cottage in Lidgetton West
4.75 out of 5 average rating, 56 reviews

Caversham Woods farm cottage 2B - 2 bedroom

LieselRating, 5 stars2 months ago
Staying in this little cottage felt like being in a hug - comfortable and snug. We could not get enough of the view from the lounge. The decor is both stylish and invitingly cozy. We have a new Midlands-fave. An extra is the fact that this gem is so close to many of our family favourite foodie places….. PS: we loved how Fortunate switched on the heaters for our later than planned arrival.
Guest favorite
Cottage in Curry's Post
4.92 out of 5 average rating, 71 reviews

GUM TREE GLEN Wrinkly Tin Cottage

Mary-AnneRating, 5 stars1 week ago
Peta is an amazing host. She gave us excellent recommendations and took us on a lovely walk. She really went out of her way to ensure that we had a good stay and that we did. The beds were very comfortable and warm, the house was cozy and we had stunning views over farmland. It was like living in a story book. She left us delicious bread, butter and we even had tea, coffee and rusks. The sherry was a lovely little touch. We will definitely be back to this hidden gem
Guest favorite
Cottage in Lidgetton West
4.8 out of 5 average rating, 15 reviews

Hum Lilly Lake House

PatRating, 5 stars3 weeks ago
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 :)
Guest favorite
Cottage in Uthukela DC
4.85 out of 5 average rating, 74 reviews

The Goodland Honey Cottage - Newly Renovated

NtokozoRating, 5 stars2 weeks ago
Absolutely loved staying here. My girlfriends and I needed time away from the city, to relax and have a mini staycation and the honey cottage allowed us to have that experience! Definitely coming back
Superhost
Cottage in Winterton
5 out of 5 average rating, 4 reviews

Tugela River Lodge: Rapids Cottage with Hot Tub

BastianRating, 5 stars18 months ago
The chalet is part of the beautiful and spacious lodge. The environment is nice and quiet. Perfect place to disconnect and relax. We found everything as described, communication and check-in were easy. Definitely a recommendation, probably worthwhile spending even more time here 🙂
Guest favorite
Cottage in Howick
4.96 out of 5 average rating, 49 reviews

Far Away Place (Nguni Cottage) Midlands Meander

LaurenRating, 5 stars9 months ago
Certainly a paradise that’s far far away from any form of distraction or noise. A safe-haven and special spot to recover, rejuvenate, and renew. Loved the complimentary fresh fruit, tea, and rusks. Morning walks were special on the property, and I spent the entire day outside writing and breathing in the fresh air. What a gem!
Guest favorite
Cottage in Mooi River
4.87 out of 5 average rating, 92 reviews

Thistledown Cottage

CharmaineRating, 5 stars3 months ago
Thank you for sharing your place with us Steve. We had an amazing holiday. The peaceful surroundings and the Mearns dam made our stay more memorable. Steve was so helpful and assisted us throughout our trip. We appreciated all the free goodies that welcomed us into the cottage. We highly recommend your place and we will definitely visit again.

Private cottage rentals

Superhost
Cottage in Lidgetton West
4.82 out of 5 average rating, 60 reviews

Paddock Cottage Beautiful old Farmhouse

TiffanyRating, 5 stars1 month ago
Beautiful & tranquil place. Really enjoyed our stay & our son loved seeing the cows & horses. Such a relaxing environment
Superhost
Cottage in Howick
4.89 out of 5 average rating, 27 reviews

Garden Cottage

TamaraRating, 5 stars8 months ago
Daniel was an amazing host, very open and supportive! Very happy for me to chosen this house. Its cozy, very beautiful and absolutely lovely. Daniel, thank you very much! Highly recommend and hopefully will return to this place)
Superhost
Cottage in Cathkin Park
4.67 out of 5 average rating, 89 reviews

Bergview Cottage with views!

PierreRating, 5 stars1 week ago
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
Top guest favorite
Cottage in KwaZulu-Natal
4.98 out of 5 average rating, 64 reviews

Drakensberg Bungalow

ElizabethRating, 5 stars1 day ago
The place was spotless, fully furnished and equipped with a gas heater, electric blankets, an amazing kitchen with even an egg boiler! Large bathroom with a shower and built in cupboard with enough space. Beautiful tranquil spot and I loved the privacy and separate own entrance that my host respected. Plenty of walking trials around. All the basic groceries were provided like tea, coffee, sugar, milk, cooking oil, salt, pepper … the list just goes on. I enjoyed my stay and had a good rest as well. Television is provided with DSTV channels. The weather: don’t believe the weather predictions … I packed completely wrong. Take clothes for hot summer as well as cold winter days. Thank you for a lovely and comfortable stay. Highly recommended.
Guest favorite
Cottage in Balgowan
4.96 out of 5 average rating, 46 reviews

Nguni Cottage - 6 Sleeper Midlands Break Away

StefanieRating, 5 stars3 weeks ago
Even more beautiful than in the pictures! The lake is absolutely stunning, with cows peacefully roaming around and breathtaking surroundings in every direction. It truly feels like a hidden gem. Unfortunately, it had rained quite a bit before we arrived, and our bus got stuck going up the driveway—but it was still 100% worth it. Would definitely come again!
Cottage in Mooi River
4.67 out of 5 average rating, 21 reviews

Mill Cottage - Garden Cottage

AllenRating, 5 stars32 months ago
Lovely clean and comfortable stay. Beds and pillows were comfy and shower was really nice. Thanks Janice.
Cottage in Bergville
4.6 out of 5 average rating, 5 reviews

Montusi Self-catering Cottages

AdrielleRating, 5 stars64 months ago
What a beautiful place to stay in the most picturesque valley. The accommodations were comfortable and cozy after a long day of hiking!

Destinations to explore

  1. Airbnb
  2. South Africa
  3. KwaZulu-Natal
  4. uThukela District Municipality
  5. Winterton
  6. Cottage rentals