Cape Winelands Vacation Rentals from ￥15,973: Search Short-Term Rentals

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Our top choices for Cape Winelands vacation 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

￥11,179 total

includes taxes & fees

Oct 14 - Oct 15

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

2. A Riverbed Guesthouse

Swellendam

Neil

￥21,599 total

includes taxes & fees

Oct 17 - Oct 18

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

￥20,608 total

includes taxes & fees

Oct 16 - Oct 17

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

4. Kingfisher Cottages

Montagu

￥13,294 total

includes taxes & fees

Oct 22 - Oct 23

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

￥27,950 total

includes taxes & fees

Nov 4 - Nov 5

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

￥15,528 total

includes taxes & fees

Oct 14 - Oct 15

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

7. The Barn on 62

Montagu

￥21,099 total

includes taxes & fees

Nov 13 - Nov 14

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

￥20,355 total

includes taxes & fees

Oct 14 - Oct 15

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

9. Middedorp Villa and Apartments

Stellenbosch Central

Sayna

￥32,120 total

includes taxes & fees

Oct 21 - Oct 22

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

￥13,048 total

includes taxes & fees

Oct 21 - Oct 22

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

11. Sunset Farm Stellenbosch

Stellenbosch

Stefan

￥22,564 total

includes taxes & fees

Oct 27 - Oct 28

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

12. Wildebraam Berry Estate

Swellendam

Herb

￥7,201 total

includes taxes & fees

Nov 6 - Nov 7

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

13. Monkscowl Estate

Stellenbosch

￥21,136 total

includes taxes & fees

Oct 28 - Oct 29

A rocky shoreline with waves crashing against the rocks.

14. First Group Hermanus Beach Club

Westcliff

￥16,949 total

includes taxes & fees

Oct 20 - Oct 21

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

￥18,220 total

includes taxes & fees

Oct 14 - Oct 15

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

￥13,651 total

includes taxes & fees

Oct 14 - Oct 15

A red inflatable flamingo in a metal tub filled with water.

18. African Hut

Tulbaghweg

￥15,960 total

includes taxes & fees

Oct 14 - Oct 15

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

￥23,131 total

includes taxes & fees

Oct 14 - Oct 15

A covered porch with two white chairs, a small table, and a birdcage.

20. Spacious 2-bedroom apartment in Riviersonderend

Riviersonderend

￥16,657 total

includes taxes & fees

Oct 14 - Oct 15

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Top Cape Winelands Hotel Reviews

Oude Werf Hotel

10/10 Excellent

"This hotel is wonderful all around. The location is in the heart of Stellenbosch with several good restaurants on the same street. The staff was so professional and courteous. We were greeted at breakfast every morning by charming Leticia who made us feel at home. The breakfast was amazing, with both buffet and hot to order food. There is also a nice bar and several sitting areas on the property. We had a rental car and there was valet parking which took all the stress away of having to find parking. There were countless wineries within 20-30 minutes. Don’t miss Rainbow’s End winery tucked into a small gorgeous valley. Also Tokara and Thelma wineries."

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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Cape Winelands Vacation Rentals

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Check prices for these dates

Our top choices for Cape Winelands vacation 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

20. Spacious 2-bedroom apartment in Riviersonderend

Find vacation rentals that suit your style

Top Cape Winelands Hotel Reviews

Oude Werf Hotel

Find out more about Cape Winelands

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