Overstrand Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top cities in Overstrand

A rocky coastline with people sitting on the rocks and a seal performing in the water.
Vacation Rentals

Hermanus

Hermanus

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Overstrand holiday 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

Whale Coast All Suite Hotel
4.0 star property
Hermanus City-Centre
9.2 out of 10, Wonderful, (276 reviews)
"The apartment was spotless, check in was pain free and everything you need is in walking distance. Secure parking was appreciated to."
United Kingdom
Andrew
The price is NZ$358
includes taxes & fees
24 Nov - 25 Nov
Whale Coast All Suite Hotel
A bedroom with a bed, two nightstands, a wooden wardrobe, a ceiling fan, and a door leading outside.

2. Tourist Lodge Gansbaai

Tourist Lodge Gansbaai
3.0 star property
Gansbaai
9.0 out of 10, Wonderful, (32 reviews)
"Nice place! Secure parking! Love it"
Canada
Sylvie
The price is NZ$79
includes taxes & fees
10 Nov - 11 Nov
Tourist Lodge Gansbaai
A large metal tank under a covered structure with a view of a landscape.

3. Landmeterskop

Landmeterskop
2.0 star property
Stanford
The price is NZ$175
includes taxes & fees
12 Nov - 13 Nov
Landmeterskop
A pool with a mountain view, outdoor seating, and lush greenery.

4. Family Villa in the Heart of the Hemel en Aarde Valley

Family Villa in the Heart of the Hemel en Aarde Valley
2.0 star property
Hermanus
The price is NZ$1,753
includes taxes & fees
22 Nov - 23 Nov
Family Villa in the Heart of the Hemel en Aarde Valley
A rocky shoreline with waves crashing against the rocks.

5. First Group Hermanus Beach Club

First Group Hermanus Beach Club
2.0 star property
Westcliff
The price is NZ$264
includes taxes & fees
10 Nov - 11 Nov
First Group Hermanus Beach Club
A spacious dining area with a view of the sea, featuring wicker furniture and a wooden table.

6. Klein Hangklip - Eco Mountain Cabin

Klein Hangklip - Eco Mountain Cabin
Rooiels
10.0 out of 10, Exceptional, (1 review)
"The location I recently had the pleasure of staying at was nothing short of amazing. Nestled on the top part of the mountain, it offered an uninterrupted, breathtaking view of the vast, azure ocean that stretched as far as the eye could see. "
South Africa
Chen Han
The price is NZ$777
includes taxes & fees
26 Nov - 27 Nov
Klein Hangklip - Eco Mountain Cabin
A bedroom with a large bed, a ceiling fan, a fireplace, a view of a green landscape through a glass door, and a wooden floor.

7. Private Villa in the Heart of the Hemel en Aarde

Private Villa in the Heart of the Hemel en Aarde
2.0 star property
Hermanus
The price is NZ$675
includes taxes & fees
6 Dec - 7 Dec
Private Villa in the Heart of the Hemel en Aarde
A rectangular swimming pool with a stone border, surrounded by a well-maintained lawn and trees, with mountains in the background.

8. High Season Farm

High Season Farm
4.0 star property
Hermanus
9.6 out of 10, Exceptional, (10 reviews)
"Lovely chalet with lots of exceptional vineyards very close by. Very close to Hermanus as well."
South Africa
Anonymous traveller
The price is NZ$353
includes taxes & fees
8 Dec - 9 Dec
High Season Farm
A balcony with a view of the sea and buildings.

9. Oom Piet Self Catering Accomodation

Oom Piet Self Catering Accomodation
3.0 star property
Gansbaai
9.0 out of 10, Wonderful, (37 reviews)
"Lovely hosts, great amenities in the apartment, good choice!"
Germany
Kathrin
The price is NZ$82
includes taxes & fees
11 Nov - 12 Nov
Oom Piet Self Catering Accomodation
A coastal view from a balcony with a railing, rocky shoreline, and houses in the background.

10. Franskraal Collection

Franskraal Collection
3.0 star property
Franskraal
10.0 out of 10, Exceptional, (1 review)
"Great spot right across the road from the rocks"
United States
Timothy
The price is NZ$175
includes taxes & fees
16 Nov - 17 Nov
Franskraal Collection
Exterior detail

11. Ocean Edge Apartments

Ocean Edge Apartments
3.5 star property
Westcliff
9.2 out of 10, Wonderful, (7 reviews)
"Great communication with hosts, ready for loadshedding by having lamps and a stove, awesome ocean view "
United States
scott
The price is NZ$177
includes taxes & fees
16 Nov - 17 Nov
Ocean Edge Apartments
A hotel room with a bed, bedside tables, a desk, a mirror, and a view of the sea.

12. Hermanus Heights Villa

Hermanus Heights Villa
3.5 star property
Hermanus Heights
9.6 out of 10, Exceptional, (12 reviews)
"Very nice location "
Germany
Miriam
The price is NZ$244
includes taxes & fees
2 Dec - 3 Dec
Hermanus Heights Villa
A person in a white swimsuit sitting in a hot tub with a view of a beach and ocean.

13. Kennedy's Beach Villa

Kennedy's Beach Villa
4.0 star property
Onrus
9.0 out of 10, Wonderful, (18 reviews)
"Absolutely a beautiful property, the view to the sea was stunning. The amenities in the room were "over the top" James was at our "beck and call" and very polite and spoke wonderful English. If we had know how close this property was to the Arabella Golf resort we would have stayed there the entire 5 days. Will definitely come back and stay here again."
South Africa
Cathleen L
The price is NZ$578
includes taxes & fees
16 Nov - 17 Nov
Kennedy's Beach Villa
A room with a telescope on a tripod, a white sofa with cushions, and large windows offering a view of a mountainous landscape.

14. The Mermaids Tail

The Mermaids Tail
3.5 star property
Pringle Bay
The price is NZ$411
includes taxes & fees
17 Nov - 18 Nov
The Mermaids Tail
A wooden deck with a table set for dining, a grill, and a brick wall with sliding glass doors.

15. Lands Edge Eco Friendly Cottages

Lands Edge Eco Friendly Cottages
3.0 star property
Struisbaai
10.0 out of 10, Exceptional, (6 reviews)
"Great apartment and very clean, great value for your money."
Canada
Denis
The price is NZ$127
includes taxes & fees
10 Nov - 11 Nov
Lands Edge Eco Friendly Cottages
A vineyard estate with multiple white buildings, including a large house and several smaller structures, surrounded by lush greenery and a mountainous backdrop.

16. Endless Vineyards at Wildekrans Wine Estate

Endless Vineyards at Wildekrans Wine Estate
3.5 star property
Bot River
8.8 out of 10, Excellent, (13 reviews)
"amazing breakfast and a super cozy bed"
United States
JULIAN
The price is NZ$299
includes taxes & fees
10 Nov - 11 Nov
Endless Vineyards at Wildekrans Wine Estate
A spacious bedroom with a large bed, wooden beams, a desk, and a fireplace.

17. Sunset Farm Stellenbosch

Sunset Farm Stellenbosch
4.0 star property
Stellenbosch
10.0 out of 10, Exceptional, (18 reviews)
"Stunningly beautiful property, great location and the inside and outside of the Stable residence was fantastic. Great folks that manage the place as well. We'll definitely be back, 10 out of 10."
United States
Steve
The price is NZ$258
includes taxes & fees
15 Nov - 16 Nov
Sunset Farm Stellenbosch
A spacious living room with a dining area, large windows with a view of the ocean, a flat-screen TV mounted on the wall, and a teal side table.

18. South Point

South Point
3.0 star property
L'Agulhas
9.6 out of 10, Exceptional, (30 reviews)
"Great value, well located."
South Africa
JUSTIN
The price is NZ$166
includes taxes & fees
10 Dec - 11 Dec
South Point
A spacious indoor market with wooden tables and benches, a high ceiling with exposed beams, and a variety of food stalls.

19. Villa Eika

Villa Eika
3.0 star property
Grabouw
7.6 out of 10, Good, (8 reviews)
"Good stay, beautiful apartment "
United States
Kaoma
The price is NZ$116
includes taxes & fees
10 Dec - 11 Dec
Villa Eika
A parking area with multiple vehicles, including a white van and several cars, under red canopies.

20. Little Greece

Little Greece
2.0 star property
Strand
The price is NZ$261
includes taxes & fees
10 Nov - 11 Nov
Little Greece
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Overstrand Hotel Reviews

A dining table set with a view of the sea and mountains, wooden chairs, and a vase with flowers.
18 on Kloof Bed and Breakfast

18 on Kloof Bed and Breakfast

18 on Kloof Bed and Breakfast
Gordon's Bay

10/10 Excellent

If I could rate higher I would. One of if not the best bed and breakfast I have ever stayed at. Amazing and so welcoming the hosts, Cindy and Charlie are. The room was perfect with breathtaking views. Great breakfasts. I did not want to leave. If I ever return, this will be the only place I will want to stay. Thank you both.
Australia
Donovan
Reviewed February 28, 2025
18 on Kloof Bed and Breakfast

Find out more about Overstrand

Everything you need to know about Overstrand holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Overstrand holiday rental for you. At Expedia, you can take your pick from private holiday 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 Overstrand holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Overstrand holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Overstrand. 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 Overstrand holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Overstrand holiday rentals we have selected for you start as low as NZ$79 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Overstrand rentals

At Expedia, we put the best Overstrand holiday 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 Overstrand 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 Overstrand holiday.

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