Theewaterskloof Vacation Rentals from CA $114: Short-Term Rentals for 2026

A barren landscape with dead trees and a mountain range in the background.

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Top Cities in Theewaterskloof

A town with industrial buildings, a river, and surrounding hills.

Our top choices for Theewaterskloof vacation rentals

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

1. Endless Vineyards at Wildekrans Wine Estate

Bot River

JULIAN

CA $211 total

includes taxes & fees

Oct 29 - Oct 30

A spacious indoor market with wooden tables and benches, a high ceiling with exposed beams, and a variety of food stalls.

2. Villa Eika

Grabouw

Kaoma

CA $103 total

includes taxes & fees

Oct 24 - Oct 25

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

3. Spacious 2-bedroom apartment in Riviersonderend

Riviersonderend

CA $148 total

includes taxes & fees

Oct 21 - Oct 22

A red hot tub with a metal container beside it, set on a gravel surface with a view of a rural landscape.

4. This cosy 2-bedroom cottage offers beautiful mountain and vineyard views.

Bot River

CA $121 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

CA $250 total

includes taxes & fees

Nov 4 - Nov 5

A balcony with a view of the sea and buildings.

6. Oom Piet Self Catering Accomodation

Gansbaai

Kathrin

CA $60 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a zebra painting, two potted plants, and a shower area.

7. Franschhoek Winelands stay

Franschhoek

CA $129 total

includes taxes & fees

Oct 26 - Oct 27

A rocky shoreline with waves crashing against the rocks.

8. First Group Hermanus Beach Club

Westcliff

CA $192 total

includes taxes & fees

Oct 25 - Oct 26

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Top Theewaterskloof Hotel Reviews

Krystal Beach Hotel

10/10 Excellent

"Clean room, friendly staff, and the best location in Gordons Bay. Being on the harbor means instant access to all the other restaurants, including Antonios Pizza. Breakfast had a wide selection. Interesting to see Europeans do not know health etiquette rules around the buffet."

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."

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!"

Find out more about Theewaterskloof

Everything you need to know about Theewaterskloof 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 Theewaterskloof 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 Theewaterskloof vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Theewaterskloof vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Theewaterskloof. 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 Theewaterskloof 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 Theewaterskloof vacation rentals we have selected for you start as low as CA $114 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Theewaterskloof rentals

At Expedia, we put the best Theewaterskloof 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 Theewaterskloof 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 Theewaterskloof 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 Theewaterskloof. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Theewaterskloof

Caledon

Our top choices for Theewaterskloof vacation rentals

1. Endless Vineyards at Wildekrans Wine Estate

2. Villa Eika

3. Spacious 2-bedroom apartment in Riviersonderend

4. This cosy 2-bedroom cottage offers beautiful mountain and vineyard views.

5. Whale Coast All Suite Hotel

6. Oom Piet Self Catering Accomodation

7. Franschhoek Winelands stay

8. First Group Hermanus Beach Club

9. Duck pond - 2 bedroom cottage in quaint Stanford with a duck pond!

10. Sunset Farm Stellenbosch

11. Merino - 2 bedroom cottage in welcoming Stanford with stunning views and space

12. Nautical @ Salt Shore Studios, luxury mountain facing studio apartment

13. Cozy 1-bedroom, 3 sleeper studio in fabulous Kleinmond

14. Triple Garden Suite

15. Ashley on the Beach

16. Kennedy's Beach Villa

17. Monkscowl Estate

18. Dormer - 2 bedroom cottage in charming Stanford for a relaxing stay with eggs!

19. mon Reve Estate

20. WINK Quiver Tree

Find vacation rentals that suit your style

Top Theewaterskloof Hotel Reviews

Krystal Beach Hotel

Cultivar Guest Lodge

Misty Waves Boutique Hotel

Devonvale Golf & Wine Estate

Oude Werf Hotel

The Stellenbosch Hotel

Esplanade Hermanus

The Marine Hermanus

Arabella Hotel Golf & Spa

Find out more about Theewaterskloof