Holiday Rentals Cape Winelands from ฿2,751: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Cape Winelands holiday rentals

A wooden deck with a table set for dining, a grill, and a brick wall with sliding glass doors.

1. Lands Edge Eco Friendly Cottages

Struisbaai

Denis

฿2,369 total

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a bonsai tree.

2. A Riverbed Guesthouse

Swellendam

Neil

฿4,920 total

includes taxes & fees

12 Oct - 13 Oct

A person holding a tray with two drinks by a pool with a view of a lake and hills.

3. De Hoop Collection

Overberg

Matthias

฿4,368 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio with a wooden table and chairs, a hanging light fixture, and a view of a mountainous landscape.

4. Kingfisher Cottages

Montagu

฿2,916 total

includes taxes & fees

14 Oct - 15 Oct

An aerial view of a coastal town with a large parking lot, a prominent building with a flat roof, and a road leading to the sea.

5. Whale Coast All Suite Hotel

Hermanus City-Centre

Glenn

฿6,664 total

includes taxes & fees

4 Nov - 5 Nov

A white building with a grey roof, surrounded by a white fence, set against a backdrop of yellow fields and green hills under a clear blue sky.

6. Landmeterskop

Stanford

฿3,291 total

includes taxes & fees

12 Oct - 13 Oct

A modern house with a pool, surrounded by greenery and mountains.

7. The Barn on 62

Montagu

฿4,962 total

includes taxes & fees

12 Oct - 13 Oct

A modern dining area with tables and chairs, large windows with a view of the sea, and hanging wicker lamps.

8. The Shark Bay Private Villas

Langebaan

Rhoma

฿4,469 total

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with white cabinetry, a large island, and bar stools.

9. Middedorp Villa and Apartments

Stellenbosch Central

Sayna

฿7,666 total

includes taxes & fees

12 Oct - 13 Oct

A cozy living room with a wooden ceiling, a dining area with a table and chairs, a sofa, and a window with blinds.

10. Dassenheuwel Farm Cottages

Malmesbury

฿2,742 total

includes taxes & fees

12 Oct - 13 Oct

A spacious bedroom with a large bed, wooden beams, a desk, and a fireplace.

11. Sunset Farm Stellenbosch

Stellenbosch

Stefan

฿5,092 total

includes taxes & fees

12 Oct - 13 Oct

A modern house with a stone facade, large windows, and a patio with a table and chairs.

12. Wildebraam Berry Estate

Swellendam

Herb

฿1,625 total

includes taxes & fees

6 Nov - 7 Nov

A vineyard with rows of grapevines leading to a white building with a dark roof.

13. Monkscowl Estate

Stellenbosch

฿4,114 total

includes taxes & fees

28 Oct - 29 Oct

A rocky shoreline with waves crashing against the rocks.

14. First Group Hermanus Beach Club

Westcliff

฿3,991 total

includes taxes & fees

20 Oct - 21 Oct

A vineyard estate with multiple white buildings, including a large house and several smaller structures, surrounded by lush greenery and a mountainous backdrop.

15. Endless Vineyards at Wildekrans Wine Estate

Bot River

JULIAN

฿4,485 total

includes taxes & fees

12 Oct - 13 Oct

A coastal town with white buildings, a sandy beach, and a clear blue sky.

16. Speelhuis Studios

Langebaan

Liezel

A room with a wooden door, two black chairs, a desk with a computer, and a window with blinds.

17. Zeederberg Corner

Paarl

Ryan

฿2,893 total

includes taxes & fees

12 Oct - 13 Oct

An open wooden window with a view of a forested hillside.

18. African Hut

Tulbaghweg

฿3,382 total

includes taxes & fees

12 Oct - 13 Oct

A balcony with a view of the beach and ocean, featuring a table with a striped tablecloth and a glass bowl.

19. Ashley on the Beach

Strand

Robert

฿5,272 total

includes taxes & fees

13 Oct - 14 Oct

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Top Cape Winelands Hotel Reviews

Aquila Private Game Reserve & Spa

10/10 Excellent

"Aquila was a brilliant 24 hour experience. From the welcome drink at check-in and the free upgrade to the luxury cottage to the great food and safari drives, we were well looked after and entertained for the 24 hours. The area is very nice to spend the evening in with sounds of wildlife all around and starry skies while you relax on your deck / balcony or by the fire."

Misty Waves Boutique Hotel

10/10 Excellent

"Beautiful hotel with stunning sea views, wish we had stayed longer. Misty Waves was one of the standout hotels of our South African trip. Although we only stayed for one night, we left wishing we had booked longer to enjoy both the hotel and spend more time exploring Hermanus itself. The whole property is beautiful, with a relaxed boutique feel and stunning views. Our room was exceptionally spacious, beautifully decorated and overlooked the sea, making it a real highlight of our stay. The reception staff were friendly, welcoming and very helpful throughout. Combined with the quality of the accommodation and location, it made for a memorable stay that we would happily recommend to anyone visiting Hermanus."

The Marine Hermanus

10/10 Excellent

"This was my second excellent stay at the Marine Hotel. The first time could've been a fluke, but this second stay and the outstanding service and warmth of the staff proved that five star service is the absolute norm at this oustanding property and the management is clearly strong. I had a girls trip and two ocean facing rooms. Two of my friends this was a first visit to Africa and one of them had a lot of serious medical challenges (organ transplants and cancer survivor). For her, we needed a lot of bottles of distilled water for medical care and the Marine stepped up without any questions!! The tears of relief in my friends eyes, who is so used to searching for this critical medical need anytime she travels, was worth the booking alone. But the staff went out of their way to make the trip special. Patrick gave us a wonderful overview of the hotel and rooms and tips on whale watching that exceeded our expectations. The rooms were lovely, comfortable and beautifully appointed with every amenity (love the Africology products). Food in the restaurants was outstanding as well as the friendly service. The location is superb - WE HEARD WHALES breathing from our room when the window was open!! The location on the Cliff Walk is stunning. When visiting Hermanus this is the only place I will stay. If you have a chance to book an ocean view room, or just stay at this hotel, do not miss it!!! It was a universal favorite amongst my girlfriends - hands down and two thumbs up!!! Love love!"

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cape Winelands holiday rentals

1. Lands Edge Eco Friendly Cottages

2. A Riverbed Guesthouse

3. De Hoop Collection

4. Kingfisher Cottages

5. Whale Coast All Suite Hotel

6. Landmeterskop

7. The Barn on 62

8. The Shark Bay Private Villas

9. Middedorp Villa and Apartments

10. Dassenheuwel Farm Cottages

11. Sunset Farm Stellenbosch

12. Wildebraam Berry Estate

13. Monkscowl Estate

14. First Group Hermanus Beach Club

15. Endless Vineyards at Wildekrans Wine Estate

16. Speelhuis Studios

17. Zeederberg Corner

18. African Hut

19. Ashley on the Beach

Find holiday rentals that suit your style

Top Cape Winelands Hotel Reviews

Aquila Private Game Reserve & Spa

Misty Waves Boutique Hotel

The Marine Hermanus

Cultivar Guest Lodge

Oude Werf Hotel

The Stellenbosch Hotel

Arabella Hotel Golf & Spa

Southern Sun de Wagen

The Spier Hotel

Find out more about Cape Winelands

Go further with the Expedia app

Search Holiday Rentals in Cape Winelands

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cape Winelands holiday rentals

1. Lands Edge Eco Friendly Cottages

2. A Riverbed Guesthouse

3. De Hoop Collection

4. Kingfisher Cottages

5. Whale Coast All Suite Hotel

6. Landmeterskop

7. The Barn on 62

8. The Shark Bay Private Villas

9. Middedorp Villa and Apartments

10. Dassenheuwel Farm Cottages

11. Sunset Farm Stellenbosch

12. Wildebraam Berry Estate

13. Monkscowl Estate

14. First Group Hermanus Beach Club

15. Endless Vineyards at Wildekrans Wine Estate

16. Speelhuis Studios

17. Zeederberg Corner

18. African Hut

19. Ashley on the Beach

Find holiday rentals that suit your style

Top Cape Winelands Hotel Reviews

Aquila Private Game Reserve & Spa

Find out more about Cape Winelands

Go further with the Expedia app