Cottage holiday rentals in Winterton

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Winterton

Cottage rentals with a hot tub

Cottage in ZA
5 out of 5 average rating, 4 reviews

Chelsea Cottage, Otters Den Self Catering

DawnRating, 5 stars40 months ago
Great view, swimming in the river was wonderful. Very easy check in and out. Spotless accommodation. We will return for sure. Tx Dawn
Superhost
Cottage in Winterton
4.82 out of 5 average rating, 17 reviews

Tugela River Lodge: Hot Tub Hideaway

VanessaRating, 5 stars3 months ago
Tugela river lodge is the perfect blend of nature and comfort. Highly recommend for anyone looking to disconnect and recharge!
Cottage in KWAZULU NATAL
4.5 out of 5 average rating, 6 reviews

Sani Lodge & Cottages Aloe Mountain View 4 Sleeper

SarahRating, 5 stars4 days ago
Beautiful spot with mountain views! I've stayed at this venue a couple times and it really is something special :)
Cottage in Mkhomazi Wilderness area
4.7 out of 5 average rating, 10 reviews

Sani Lodge & Cottages Mountain View 5 sleeper

ShanRating, 5 stars1 month ago
We had the most incredible stay. The hot tub is an absolute hit! Star gazing at night under the beautiful Milky Way. Clear beautiful skies. Incredible views. Peaceful and absolutely breath taking. What a lovely get away. They were super helpful in organising a horse ride outside of their services. Always smiling and friendly and willing to assist.
Top guest favourite
Cottage in Hlatikulu
4.91 out of 5 average rating, 34 reviews

The Fisherman's Cottage

KathrynRating, 5 stars2 months ago
Beautiful beautiful place - we had a lovely family holiday here.
Cottage in Nottingham Road

Otters Den Romantic Honeymoon Cottage

Keith & BrigitteRating, 5 stars12 months ago
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.
Guest favourite
Cottage in Cathkin Park
5 out of 5 average rating, 14 reviews

Ama Casa - Hoopoe - Jacuzzi with Mountain Views

LisaRating, 5 stars1 month ago
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.
Cottage in ZA

Great Western Cottage, Otters Den Self Catering

Pet-friendly cottage rentals

Guest favourite
Cottage in Hilton
5 out of 5 average rating, 54 reviews

The Studio at The Aloes Farm - Hilton

NicolaRating, 5 stars3 months ago
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!
Guest favourite
Cottage in Lions River
4.96 out of 5 average rating, 28 reviews

Wild Hare: Aloe self-catering - Lions River area

Sarah And GuyRating, 5 stars3 months 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!
Guest favourite
Cottage in Curry's Post
4.92 out of 5 average rating, 72 reviews

GUM TREE GLEN Wrinkly Tin Cottage

BernideneRating, 5 stars1 month ago
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.
Cottage in Hilton
4.9 out of 5 average rating, 20 reviews

Far end of the Forest

NathanRating, 5 stars1 month ago
We had a fantastic stay. Lovely home, even though the weather was cold we were warm by the fire.
Cottage in Pietermaritzburg
4.67 out of 5 average rating, 3 reviews

20 on Thorpe

NgceboRating, 5 stars9 months ago
The place is in a good area. Peaceful and relaxing. I enjoyed the stay.
Cottage in Lidgetton West
4.7 out of 5 average rating, 50 reviews

Caversham Woods farm cottage 1 in the KZN Midlands

HelenRating, 5 stars3 days ago
Such a beautiful house that more than comfortably accomodated our group - everything you need is catered for. Stunning location and a special mention that the fire was lit when arrived on a chilly evening made us feel very welcome.
Cottage in Lidgetton West
4.81 out of 5 average rating, 16 reviews

Hum Lilly Lake House

PatRating, 5 stars2 months 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 :)
Top guest favourite
Cottage in Mooi River
4.87 out of 5 average rating, 95 reviews

Thistledown Cottage

MantseboRating, 5 stars2 weeks ago
Very responsive and hospitable host with a guest in mind. We had a relaxed and restful weekend with kids. Thank you for the treats rusks, rum, milk and eggs. Wood supply was very thoughtful on a chilly Midlands weather. Thank you Steve

Private cottage rentals

Top guest favourite
Cottage in Cathkin Park
4.96 out of 5 average rating, 55 reviews

Shepherd Farm - mountain tranquility.

CharleneRating, 5 stars2 months ago
It was the most beautiful Airbnb we have stayed at. The view is absolutely amazing and the cabin so so peaceful. The location is great and is more than what we expected. Victoria was a great host and very helpful. We will definitely be back. Thank you Victoria we just love your place.
Superhost
Cottage in Howick
4.89 out of 5 average rating, 27 reviews

Garden Cottage

TamaraRating, 5 stars10 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 Winterton

Drakensberg Dream Cottage

FabioRating, 5 stars14 months ago
Great host. Beautiful views and accommodation
Cottage in Cathkin Park
4.59 out of 5 average rating, 278 reviews

Highlands Cottage 10

RosemarieRating, 5 stars2 weeks ago
Beautiful surroundings and located close to many attractions. We were comfortable and Brett made us feel at home.
Guest favourite
Cottage in Merrivale Heights
4.96 out of 5 average rating, 75 reviews

Idavold Cottages

AndreRating, 5 stars1 month ago
Always made to feel welcome and at "home". Bryan and Lynn are fantastic hosts. Thank you again for a lovely stay. My family and I do enjoy the location and little touches. Will be back again. Andre', Bridget and kids
Guest favourite
Cottage in Balgowan
4.96 out of 5 average rating, 49 reviews

Nguni Cottage - 6 Sleeper Midlands Break Away

BoipeloRating, 5 stars1 week ago
The farm is easy to find, roads are good and accessible. The farm is quiet and beautiful and the cows grazing gives it a sense of peace. The house is beautiful, just as indicted in the pictures, if not better. We really enjoyed our stay and the lack of wifi provides for stay that is intentional, especially when travelling as a group. One criticism is that the fridge is not cold enough and in summer may be an issue to keep food cool. Six guests sharing one bathroom may be stretch for some, We were three so it was fine for us. Overall an excellent place and location.
Top guest favourite
Cottage in Cathkin Park
4.72 out of 5 average rating, 25 reviews

Hillbilly's Self Catering Accommodation Unit 1

GabrielleRating, 5 stars6 months ago
Wonderful and generous hosts who shared a whole bag of fresh plums with us on our way out!
Superhost
Cottage in Howick
4.72 out of 5 average rating, 32 reviews

The Little Garden Cottage

TashlynRating, 5 stars7 months ago
Beautiful place , equipped with everything , friendly host . We enjoyed our stay . Thank you

Destinations to explore