Theewaterskloof Vacation Rentals from CA $60: Short-Term Rentals for 2026

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Top cities in Theewaterskloof

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

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In two weeks

In two months

In three months

In four months

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 $231 total

includes taxes & fees

Nov 16 - Nov 17

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 $91 total

includes taxes & fees

Nov 25 - Nov 26

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

3. Spacious 2-bedroom apartment in Riviersonderend

Riviersonderend

CA $138 total

includes taxes & fees

Nov 16 - Nov 17

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 $111 total

includes taxes & fees

Nov 16 - Nov 17

5. Ocean Edge Apartments

Westcliff

scott

CA $136 total

includes taxes & fees

Nov 16 - Nov 17

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

6. Whale Coast All Suite Hotel

Hermanus City-Centre

Andrew

CA $261 total

includes taxes & fees

Dec 1 - Dec 2

A large metal tank under a covered structure with a view of a landscape.

7. Landmeterskop

Stanford

CA $137 total

includes taxes & fees

Nov 16 - Nov 17

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

8. Sunset Farm Stellenbosch

Stellenbosch

Steve

CA $148 total

includes taxes & fees

Nov 16 - Nov 17

A rocky shoreline with waves crashing against the rocks.

9. First Group Hermanus Beach Club

Westcliff

CA $202 total

includes taxes & fees

Nov 17 - Nov 18

A terrace with wicker chairs and a view of the ocean.

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

Hermanus

James G.

CA $106 total

includes taxes & fees

Dec 11 - Dec 12

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

11. Franschhoek Winelands stay

Franschhoek

CA $126 total

includes taxes & fees

Nov 16 - Nov 17

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

12. Monkscowl Estate

Stellenbosch

CA $201 total

includes taxes & fees

Dec 2 - Dec 3

A kitchen with a view of a green landscape, wooden beams, and a dining area with a table and chairs.

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

stanford

CA $158 total

includes taxes & fees

Nov 16 - Nov 17

A white building with a gabled roof, surrounded by a white fence, and trees in the background.

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

Hermanus

CA $158 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, two nightstands, a wooden wardrobe, a ceiling fan, and a door leading outside.

15. Tourist Lodge Gansbaai

Gansbaai

Sylvie

CA $61 total

includes taxes & fees

Nov 16 - Nov 17

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

16. WINK Quiver Tree

Stellenbosch

Nicolai

CA $135 total

includes taxes & fees

Dec 15 - Dec 16

A rustic wooden house with a large front door, a small porch, and a stone wall.

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

Kleinmond

CA $117 total

includes taxes & fees

Nov 16 - Nov 17

A patio with a table and chairs, a potted plant, and a wooden fence.

18. Triple Garden Suite

Kleinmond

CA $103 total

includes taxes & fees

Nov 16 - Nov 17

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

19. Zeederberg Corner

Paarl

Ryan

CA $111 total

includes taxes & fees

Nov 22 - Nov 23

A dining area with a view of a rural landscape, a heart-shaped decoration on the wall, and a table with bread and a bowl.

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

Stanford

CA $158 total

includes taxes & fees

Nov 16 - Nov 17

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Top Theewaterskloof Hotel Reviews

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 large white building with multiple windows and balconies, surrounded by a vineyard and a mountain in the background.

Banhoek Lodge

Stellenbosch

10/10 Excellent

Nicole

A swimming pool with numbered diving boards, a covered seating area, and a view of the sky.

Trails End Bike Hotel

Grabouw

10/10 Excellent

Judy

A coastal landscape with clear blue waters, sandy beaches, and distant mountains under a partly cloudy sky.

Kleinzee Oceanfront Guesthouse

De Kelders

10/10 Excellent

What a beautiful place! We had a really, really great time at the Kleinzee. My wife and I had a slight communication issue with the B&B at first because the phone numbers listed on expedia and on Google don't work. Once that was sorted (big thanks to expedia customer service!) everything else was brilliant. The views will be some of the best you'll see in Western Cape, and the staff and on-site manager are some of the kindest people we met on our trip. They gave us great recommendations and...

Anonymous traveller

A hotel room with a large bed, two armchairs, a balcony with a view of the sea, and a white wardrobe.

One Marine Drive Boutique Hotel

Westcliff

10/10 Excellent

James and Liz

A balcony with a view of the ocean, a grey sofa, and a table with a bottle and glasses.

Mosselberg on Grotto Beach

Voelklip

10/10 Excellent

Judith

A white building with a pond in front, surrounded by trees and a clear sky.

Holden Manz Country House

Franschhoek

10/10 Excellent

Anonymous traveller

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

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 $60 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.

Theewaterskloof Vacation Rentals

Change your mind

Treat yourself

Be picky

Top cities in Theewaterskloof

Caledon

Check prices for these dates

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. Ocean Edge Apartments

6. Whale Coast All Suite Hotel

7. Landmeterskop

8. Sunset Farm Stellenbosch

9. First Group Hermanus Beach Club

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

11. Franschhoek Winelands stay

12. Monkscowl Estate

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

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

15. Tourist Lodge Gansbaai

16. WINK Quiver Tree

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

18. Triple Garden Suite

19. Zeederberg Corner

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

Find vacation rentals that suit your style

Top Theewaterskloof Hotel Reviews

White Shark Guest House

10/10 Excellent

Find out more about Theewaterskloof

Theewaterskloof vacation rentals: An excellent choice for every season

How to find incredible deals on Theewaterskloof rentals