Vacation rentals in Estcourt

4.97 out of 5 average rating, 120 reviews

A zebra grazes on lush green grass, its striking black and white stripes contrasting with the vibrant greenery surrounding it. The background features various plants and trees under a clear blue sky, capturing the essence of nature within the eco estate.

Villa in Cathkin Park

Grassroots Guesthouse - DRAKENSBERG ECO ESTATE

PRIVATE ECO ESTATE: CENTRAL DRAKENSBERG Recently purchased and fully renovated - Grassroots is ready to welcome you! We have designed the house with our guests' happiness at heart. The house is in the exclusive private eco estate - Cathkin Estate, bordering the uKhahlamba Drakensberg Park World Heritage Site. The estate exceeds 1,000 hectares, with an abundance of free roaming wildlife (zebra, eland, wildebeest, oribi etc) and a host of birds and flora. A dreamy location for any nature lover!

Cottage in Nottingham Road

The cottage is shown from an elevated angle, with a covered patio extending from the structure. Lush green fields and rolling hills are visible in the background, alongside a peaceful stretch of the Mooi River. Clear skies add to the serene landscape.

4.99 out of 5 average rating, 107 reviews

Coldstream Cottage

Set on a 20hectare property on the banks of the Mooi River, Coldstream Cottage is the perfect place to unwind. Enjoy the beautiful views on the verandah, stroll down to the river or have an early morning run. The cottage is an architect designed, open plan, one bedroom unit with partly open plan bathroom. Morning sun pours through expansive glass panes, a free standing fireplace and solid wood floors help keep it warm in winter. A 20 minute drive gets you to Nottingham Road shops and restaurant

4.95 out of 5 average rating, 295 reviews

A covered porch features two reclining chairs arranged on polished wooden flooring, offering a serene view of rolling hills and a tranquil dam. Lush greenery and trees frame the landscape, creating a sense of peaceful seclusion.

Cottage in Dargle

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.

4.97 out of 5 average rating, 101 reviews

Home in Howick

360 at Mission House

This beautiful home is situated on a ridge with breathtaking 360* views of the Drakensberg Mountains and rolling hills of the midlands; a short distance from the N3, but set back from the road so it is peaceful and quiet. We are just 2km from some of the best MTB and running trails in the country, and perfectly located for the abundance of great restaurants, coffee shops and activities in the area for both adults and children. An ideal spot to retreat with family and friends, or get active.

Farm stay in Nottingham Road

4.92 out of 5 average rating, 133 reviews

Yellowwoods Farm - WILLOUGHBYS COTTAGE

We like to think that we have the best of both worlds here at Yellowwoods! The benefits of farm life, yet easy access to cafes, restaurants, bicycles trails, farmers markets, golf courses and schools. Only 2kms off the N3, we are easily accessible and very easy to find. We are a little farm so expect a bit of ‘farm noise’ about and general day-to-day goings on. Willoughbys has both inside and outside table/chairs & braai facilities - Weber as well as outside braai+'firepit'. WiFi and DSTV.

4.96 out of 5 average rating, 150 reviews

A spacious outdoor dining area is situated under a covered terrace, featuring a wooden table with ample seating. In the background, colorful trees contrast against the green lawn, with fields and distant hills creating a serene landscape.

Cottage in Mooi River

Vista Road Farm Cottage

Relax with the whole family on this working farm nestled in the bends of the Mooi River. Experience the peace of the meandering Mooi River, nature, livestock and the quiet bustle of an active farmyard. Paddle on the river, hike trails on goat hill, or relax and braai on the verrandah and play mini croquet on the lawn. The cottage is self catering, and close to Mooi River town for supplies or takeaways. There is 4km of rough dirt road to access the farm (high clearance vehicles recommended)

Place to stay in Winterton

The exterior of a uniquely designed stone unit is framed by lush greenery and vibrant orange flowers. The backdrop features dramatic mountains with snow-capped peaks under a partly cloudy sky, highlighting a tranquil outdoor setting.

4.93 out of 5 average rating, 164 reviews

Inkunzi Cave - A Unique African experience.

Situated in one of the safest, crime-free areas of SA, with tar roads all the way, is INKUNZI CAVE. A totally unique, owner built unit with a Bushman theme. 1 bedroom only with double bed. Single bed in lounge . An amazing "rock" bath and separate shower. Overlooks a beautiful rock pool. Very private. 2 other cheaper units on the property are listed separately: THE ZULU HUT, and DIDDLY SQUAT. All have stunning mountain views, are comfortable and fully equipped for self catering.

4.94 out of 5 average rating, 66 reviews

A spacious bedroom features a thatched ceiling with exposed beams, complemented by a king-size bed. Natural light enters through large windows, illuminating the room. An armoire stands beside the bed, and a dresser is positioned across from it. Scenic views of the surrounding landscape are visible outside.

Farm stay in Winterton

Guinea Cottage - Schiet Drift Farm - Winterton

Guinea Cottage is a remote, self-catering unit situated on Schiet Drift, a working farm on the the banks of the mighty Tugela River. Fishing is available on the farm. We love animals, so you will definitely find a friendly, wet nose coming up close to you. Geese and chickens roam around the homesteads freely. Come for an off-the-beaten-track-NO WiFi-farm experience. This remote, rustic but very cozy one-bedroomed cottage is 18km from Winterton, 15km of which is via a dirt road.

Home in Central Drakensberg

A spacious eco-estate is viewed from a landscaped garden featuring native plants. The building’s modern architecture incorporates large balconies on two floors, surrounded by soft hills under a cloudy sky. Pathways lead through the greenery, enhancing the scenic mountainous backdrop.

4.85 out of 5 average rating, 225 reviews

Dragon View Estate, Central Drakensberg

Set on a private eco-estate. Dragon View Estate is situated in the heart of the much loved, Champagne Valley. Centrally located close to family-friendly activities including 2 golf courses, hiking, the reptile centre, the extreme adventure centre, Drakensberg Boys Choir, Bakeries and Restaurants. A Saverite grocery store is also available a couple of Kms away. Great for families, and larger groups.

4.88 out of 5 average rating, 170 reviews

A sunlit seating area features a woven rattan sofa and chairs arranged around a glass-topped table. Large windows provide a view of the manicured lawn and distant hills, allowing natural light to fill the space. A pool is visible outdoors, enhancing the setting.

Farm stay in Winterton

Noodhulp Holiday House

Our house is close to the Central Drakensberg and 5km outside of Winterton. You’ll love panoramic view of the Drakensberg. A fireplace and an entertainment area with a pool and table tennis table. Patio with braai facilities. A pool and deck. There is walk to the dam or river on the property. 3 garages. Our house is good for couples, business travelers, families (with kids), and big groups.

Farm stay in Cathkin Park

A spacious wooden deck is visible, with six individuals seated in casual positions, enjoying each other's company. The outdoor area is shaded by a thatched roof, featuring a charcoal grill nearby. Lush greenery and distant mountains are seen in the background under a clear blue sky.

4.87 out of 5 average rating, 135 reviews

Plain Champagne Guest Farm

Plain Champagne is a 60Ha farm nestled in the heart of the Central Drakensberg, 2,5hrs drive from Durban, 4hrs drive from Johannesberg. Many activities in the area including: Mountain biking, Fishing, Hiking, Canopy Tours, Golf, Tennis, Birding, Farming, Drakensberg Mountain hiking, Champagne Sports Resort, Raptor Centre, Mountain Splendor Eco Resort, Drakensberg Boys Choir, Winterton.

4.97 out of 5 average rating, 269 reviews

Cottage in Dargle

Woodsong Cottage - Self Catering

The cottage is situated in The Dargle Valley bordering a forestry estate and overlooks the uMngeni River. It is nestled in the trees next to the main house on Woodsong Farm, which is a small life-style farm where you are free to explore the surroundings. Enjoy walks to the small dam with a picnic basket and bird-watch, take photos, enjoy some casual fishing and wild-swimming.

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Other great vacation rentals in Estcourt

5 out of 5 average rating, 7 reviews

A spacious bed is presented with neatly arranged towels on top, positioned in front of large glass doors. These doors open to a view of lush greenery and rolling hills, allowing natural light to fill the room. Soft curtains frame the windows.

Home in Cathkin Park

Berg Escape Poplar - Spacious Family Home

Jo-HannéRating, 5 stars1 month ago

Beautiful view from almost every room, inside is very modern , solar but also Eskom electricity on those rainy days made a big difference. Clean rooms and bathrooms Private and very safe area Few nice hikes inside the estate easily accessed from the house which was great fun Thank you for a lovely stay

4.77 out of 5 average rating, 13 reviews

Farm stay in Dargle

Stables Cottage - BCCottages

SmitaRating, 5 stars5 months ago

We spent 3 days with our family at the Stables cottage and had a wonderful stay. The location is peaceful and the scenery is stunning. Kate also organised dinner on request and we thoroughly enjoyed it esp the vegetarian meal. Our 3 yr old was overjoyed to see horses, goats and dogs on the property. The staff ( Anna, Ruthie and Mbongeni) were super nice and made sure we had a comfortable stay.

4.92 out of 5 average rating, 72 reviews

A cottage with a red roof is visible in the background, surrounded by lush greenery and trees. A rustic wooden sign reading 'Tin' stands in the foreground, indicating the entrance. A water tank is positioned beside the cottage, contributing to the rural charm of the setting.

Cottage in Curry's Post

GUM TREE GLEN Wrinkly Tin Cottage

BernideneRating, 5 stars3 weeks 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.

4.8 out of 5 average rating, 5 reviews

A dirt path leads through an open gate, flanked by green grass and sparse trees. The road stretches into the distance, surrounded by farmland under a cloudy sky, creating a serene and natural atmosphere.

Home in KwaZulu-Natal

Bokmakierie Cottage

BretRating, 5 stars11 months ago

what a special place for our family retreat. we found the perfect spot ro relax and enjoy quality family time. we had our fury friends with us which was a bonus. thank you Elsabe!

4.94 out of 5 average rating, 18 reviews

A small pool with clear, inviting water is surrounded by lush greenery and vibrant flowering plants. The pool area is bordered by a wooden fence, and a gentle water feature flows into the pool, contributing to a serene outdoor space.

Cabin in Hilton

Timber Cabin Retreat with Drakensberg Views

RethabileRating, 5 stars1 day ago

Lora was simply the best. The place was super cosy. Very peaceful. Wouldn't mind going back and probably stay for a week.

Guest suite in Cathkin Park

A vibrant water slide curves down into a pool, with water splashing around. Several children are seen enjoying the cool water in the pool below, surrounded by lush greenery. The atmosphere reflects a lively outdoor recreational area.

4.79 out of 5 average rating, 121 reviews

Orchard Manor Unit 2

LonaRating, 5 stars5 months ago

Oh what a beautiful & peaceful place to be in. The pictures honestly do not do justice, it’s much more beautiful in person with gorgeous surroundings and the rooms are huge. The restaurant, playground and horse riding being in the same estate are a cherry on top. My family and I will definitely be coming back.

4.81 out of 5 average rating, 32 reviews

Home in Nottingham Road

Magical Little Green Cottage @ Indigo Fields

RichardRating, 5 stars1 month ago

The place was a special find and exceeded expectations.