Cottage vacation rentals in Winterton

Beautiful Breeze Cottage

Beautiful Breeze Cottage sits among the stunning hills of the Dargle Valley. It overlooks 3 tranquil dams, rolling pastures and an indigenous forest. There are cattle and horses in the fields, abundant bird life to enjoy and peacefulness to breath in. It's the perfect place to recharge while escaping the pressures of city life and with the Midlands Meander on our doorstep you can be as busy or as quiet as you choose. The farm is now fully off Eskom power so load shedding is a distant memory.

Far Away Place (Dashy Cottage) Midlands Meander

Welcome to "A Far Away Place DASHY COTTAGE"—a charming gay-owned guesthouse nestled in the heart of the stunning Kwazulu Natal Midlands Meander. Our cozy two-bedroom cottage offers breathtaking views of a serene dam, surrounded by a vast Pine forest and the majestic Karkloof mountains. Perfect for a tranquil getaway, enjoy trout fishing right on your doorstep. Come experience the magic of the Midlands at "A Far Away Place"—where tranquility, natural beauty, and warm hospitality await.

The Goodland - Cottage One

Perfect for a relaxing couple’s mountain getaway or work remotely. The garden boasts 200 year old trees and abundant bird life. Enjoy panoramic mountain views from the veranda. The cottage boasts an uber comfy king size bed, fluffy towels included. En-suite bathroom with walk-in shower. Well equipped kitchen with Nespresso machine. Fast WIFI. Netflix. Cozy fireplace for cold days. Fire pit. All self-catering. Explore nearby shops and restaurants or hike in the berg.

Ama Casa - Hoopoe - Jacuzzi with Mountain Views

The cottage is nestled within beautiful indigenous gardens. For that special occasion, honeymoon or escape from the stress of everyday life in the city, Hoopoe is the ideal romantic getaway for a couple. Whether you relax in your own jacuzzi on the private patio & garden space with magnificent views of the Central Drakensberg Mountains or participate in the many activities in the valley, the cottage offers a secluded haven for you to relax and unwind!

180* at Mission House

Located in picturesque Currys Post, 180* at Mission House is a charming studio/cottage surrounded by breathtaking views of the Drakensberg Mountains. This cottage is secluded and cozy, with expansive views and outlook. Light, spacious and airy, it is comfortably furnished with everything you'd need for a weekend away in the beautiful KZN Midlands. Mission House is in the heart of the Midlands Meander route, and only a short distance from the N3.

The Snuggery Cottage - your snug Howick stay

Welcome to The Snuggery Cottage in the picturesque town of Howick, gateway to the KZN Midlands. Nestled in a 1940s property with solid brick walls and oodles of character, the Cottage is ideal for one or two people. Whether over-nighting, or staying longer, guests are welcome to unplug, visit our chickens and ducks, light the fireplace, play card games, read a book or head out and enjoy the sights and beauty on offer in the KZN Midlands.

Fisherman's cottage with spectacular view

The fisherman's cottage is situated right on the water's edge and has a panoramic view of the dam and indigenous forest. Relax and enjoy the abundant bird life or tumble out of bed to cast a line for bass. The cottage is centrally located on the Midlands Meander in the Balgowan area, and is close to popular restaurants and wedding venues.

The Hayloft - Relax, Recharge & Unwind

✨ Among the trees with donkeys nearby, The Hayloft’s charm will make spirits fly. A light-filled, stylishly upcycled cottage, perfect for families, couples, or business travellers. Secure with electric fencing and beams, featuring on-site parking, gorgeous gardens, and a fireplace for all seasons. A calm retreat close to Hilton’s heart.

The Barn, Hilton

The Barn is a self catering cottage set in the leafy suburb of central Hilton. It is strategically positioned in the garden to ensure the privacy of the guests, and is located close to upmarket shopping centres, schools, restaurants, hospitals and The Midlands Meander, as well as to many major sporting events.