A white colonial-style building with a steeply pitched roof, surrounded by lush greenery and a mountainous backdrop.

Cape Winelands Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Cape Winelands vacation rentals

A modern building with a glass entrance, a staircase leading to a balcony, and a seating area with a sofa and a coffee table.

1. Whale Coast All Suite Hotel

Hermanus City-Centre

Andrew

CA $279 total

includes taxes & fees

Nov 10 - Nov 11

A pool area with a wooden deck, lounge chairs, and a view of the surrounding greenery.

2. Franschhoek Winelands stay

Franschhoek

CA $128 total

includes taxes & fees

Nov 20 - Nov 21

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

3. Lands Edge Eco Friendly Cottages

Struisbaai

Denis

CA $99 total

includes taxes & fees

Nov 13 - Nov 14

A spacious living room with a wooden dining table, clear chairs, a sofa, and a large plant.

4. The Ivy Apartments

Franschhoek

Andrew

CA $422 total

includes taxes & fees

Dec 6 - Dec 7

A row of white buildings with a sloped roof, set against a mountainous backdrop.

5. La Cotte Forest Cottages

Franschhoek

Shelley

CA $535 total

includes taxes & fees

Nov 26 - Nov 27

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

6. Sunset Farm Stellenbosch

Stellenbosch

Steve

CA $201 total

includes taxes & fees

Nov 8 - Nov 9

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

7. Middedorp Villa and Apartments

Stellenbosch Central

Adam

CA $375 total

includes taxes & fees

Nov 23 - Nov 24

A modern living room with a sectional sofa, a wooden coffee table, and a dining area with a table and chairs.

8. Kunjani Villas

Stellenbosch

Ann

CA $311 total

includes taxes & fees

Nov 13 - Nov 14

A covered outdoor seating area with wicker furniture and a view of a mountain and church.

9. Le Petit Bijou Boutique Aparthotel

Franschhoek

David

CA $416 total

includes taxes & fees

Nov 21 - Nov 22

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

10. Monkscowl Estate

Stellenbosch

CA $225 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.

11. The Shark Bay Private Villas

Langebaan

Jaco

CA $173 total

includes taxes & fees

Nov 8 - Nov 9

12. Sanddrif Stellenbosch Guest Farm

Madeleine

CA $220 total

includes taxes & fees

Nov 23 - Nov 24

A building with a garden, stone steps, and a mountain in the background.

13. Petit Plaisir Cottage

Franschhoek

Michaela

CA $286 total

includes taxes & fees

Nov 8 - Nov 9

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

14. A Riverbed Guesthouse

Swellendam

Neil

CA $203 total

includes taxes & fees

Dec 6 - Dec 7

A wooden deck with a table and chairs, a glass door leading to a modern building, and a tree in the background.

15. Die Laan 2

Stellenbosch Central

John

CA $310 total

includes taxes & fees

Nov 16 - Nov 17

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

16. Ashley on the Beach

Strand

Robert

CA $200 total

includes taxes & fees

Nov 22 - Nov 23

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

17. The Barn on 62

Montagu

CA $241 total

includes taxes & fees

Dec 6 - Dec 7

A spacious living room with a sofa, a coffee table, and a view of a marina.

18. First Group Port Owen Marina

Bergrivier

Alison

CA $133 total

includes taxes & fees

Dec 5 - Dec 6

An indoor dining area with tables and chairs, a glass wall, and a ceiling with exposed beams and pendant lights.

19. WINK Quiver Tree

Stellenbosch

Nicolai

CA $127 total

includes taxes & fees

Nov 22 - Nov 23

A covered outdoor dining area with a wooden table set for a meal, including a bottle of wine, glasses, and a variety of food items.

20. Dassenheuwel Farm Cottages

Malmesbury

CA $115 total

includes taxes & fees

Nov 30 - Dec 1

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Find vacation rentals that suit your style

Top Cape Winelands Hotel Reviews

A pool area with lounge chairs and a hot tub, surrounded by a white building with arched doorways and a staircase.

Akademie Street Boutique Hotel

Franschhoek

10/10 Excellent

Thomas

A cozy living room with a fireplace, a round coffee table with wine glasses, and comfortable seating.

Avondrood Guest House

Franschhoek

10/10 Excellent

Geoffrey

A lakeside hotel with a green roof, white walls, and a reflection in the water.

Montagu Vines Guest House

Montagu

10/10 Excellent

Don W

A hotel room with a large bed, a sitting area with a chair, a view of the outdoors, and a brick wall.

Les Chambres

Franschhoek

10/10 Excellent

Alexandra

A hotel room with two beds, a view of the ocean, and a balcony with outdoor furniture.

White Shark Guest House

Kleinbaai

10/10 Excellent

joseph

A modern kitchen with a bar area, featuring a stone island, bar stools, and a wine rack.

Fleur du Soleil

Franschhoek

10/10 Excellent

Angela

A balcony with a clear view of the ocean, a bottle of water, and two glasses.

Agulhas Ocean House

L'Agulhas

10/10 Excellent

Wouter

A room with a large bathtub, a wooden chair, and a view of a mountainous landscape through an open door.

Sanbona Wildlife Reserve

Barrydale

10/10 Excellent

An absolute amazing stay from beginning to end!! We stayed in one of the tents and it was absolutely gorgeous!! The service was top notch and a big thank you to Julio who took such good care of us in the dining room! The Safari's were incredible with Josh as our guide. He had such passion and was so interesting and knowledgeable. My only regret was that we were only there for one night. This was definitely one of the main highlights on our 3 week vacation in south Africa!

Ellen

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and mountains in the background.

Plumwood Boutique Hotel

Franschhoek

10/10 Excellent

We loved our boutique room with huge bathroom and veranda overlooking the lavendar and pool. The bathroom was quite large with a separate room for toilet and bidet, large 2 person soaker tub and shower room. The bedroom was also quite large and luxurious. The air smells like jasmine and there are nice views towards the mountains. Each unit has a secure parking stall and a remote for opening the gate. The hotel is walking distance to the restaurants and shops of Franschhoek. We dined at...

Carmen

A garden with a fountain, surrounded by various plants and flowers.

Schoone Oordt Country House

Swellendam

10/10 Excellent

The stress of travelling just melts away the minute you step on to the grounds of this magnificent country house. Welcoming staff, complimentary refreshments, speedy settling in and you feel wonderful after just a few minutes here. The morning breakfast in the light and airy conservatory was first rate. The rooms were extremely well kept and no detail was too small. From the heated bathroom floor to the chocolates left wishing you a good night. The staff and their beaming smiles made this one of...

Jane

A swimming pool with a wooden deck, surrounded by potted plants and a pergola.

Ashbourne Boutique Guesthouse

Franschhoek

10/10 Excellent

Robyn

A house with a swimming pool, outdoor seating, and potted plants.

Auberge Clermont

Franschhoek

10/10 Excellent

Michael

A pathway flanked by lush greenery and a wooden pergola structure.

Last Word Franschhoek

Franschhoek

10/10 Excellent

Colleen

A couple walking through a vineyard with a mountain backdrop.

Angala Boutique Hotel

Franschhoek

10/10 Excellent

Anonymous traveller

Find out more about Cape Winelands

Everything you need to know about Cape Winelands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cape Winelands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cape Winelands vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cape Winelands vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cape Winelands. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cape Winelands vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cape Winelands vacation rentals we have selected for you start as low as CA $99 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cape Winelands rentals

At Expedia, we put the best Cape Winelands vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cape Winelands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cape Winelands vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cape Winelands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Cape Winelands Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cape Winelands vacation rentals

1. Whale Coast All Suite Hotel

2. Franschhoek Winelands stay

3. Lands Edge Eco Friendly Cottages

4. The Ivy Apartments

5. La Cotte Forest Cottages

6. Sunset Farm Stellenbosch

7. Middedorp Villa and Apartments

8. Kunjani Villas

9. Le Petit Bijou Boutique Aparthotel

10. Monkscowl Estate

11. The Shark Bay Private Villas

12. Sanddrif Stellenbosch Guest Farm

13. Petit Plaisir Cottage

14. A Riverbed Guesthouse

15. Die Laan 2

16. Ashley on the Beach

17. The Barn on 62

18. First Group Port Owen Marina

19. WINK Quiver Tree

20. Dassenheuwel Farm Cottages

Find vacation rentals that suit your style

Top Cape Winelands Hotel Reviews

Akademie Street Boutique Hotel

10/10 Excellent

Find out more about Cape Winelands

Cape Winelands vacation rentals: An excellent choice for every season

How to find incredible deals on Cape Winelands rentals

Explore a world of travel with Expedia