A coastal path with rocky outcrops, greenery, and a distant town.

Search Holiday Rentals in Overstrand

Dates

November 2026

December 2026

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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Hermanus City-Centre

Andrew

฿6,658 total

includes taxes & fees

24 Nov - 25 Nov

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

2. Tourist Lodge Gansbaai

Gansbaai

Sylvie

฿1,522 total

includes taxes & fees

10 Nov - 11 Nov

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

3. Landmeterskop

Stanford

฿3,288 total

includes taxes & fees

11 Nov - 12 Nov

A pool with a mountain view, outdoor seating, and lush greenery.

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

Hermanus

A hotel with multiple floors, surrounded by lush greenery and a variety of plants.

5. First Group Hermanus Beach Club

Westcliff

฿4,904 total

includes taxes & fees

10 Nov - 11 Nov

A coastal house with a wooden exterior, a stone foundation, and a view of the ocean at sunset.

6. Klein Hangklip - Eco Mountain Cabin

Rooiels

Chen Han

฿14,459 total

includes taxes & fees

22 Nov - 23 Nov

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

Hermanus

฿12,001 total

includes taxes & fees

6 Dec - 7 Dec

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

Hermanus

Anonymous traveller

฿6,575 total

includes taxes & fees

10 Nov - 11 Nov

A balcony with a view of the sea and buildings.

9. Oom Piet Self Catering Accomodation

Gansbaai

Kathrin

฿1,522 total

includes taxes & fees

11 Nov - 12 Nov

A coastal view from a balcony with a railing, rocky shoreline, and houses in the background.

10. Franskraal Collection

Franskraal

Timothy

฿3,247 total

includes taxes & fees

16 Nov - 17 Nov

11. Ocean Edge Apartments

Westcliff

scott

฿3,298 total

includes taxes & fees

16 Nov - 17 Nov

A hotel room with a bed, bedside tables, a desk, a mirror, and a view of the sea.

12. Hermanus Heights Villa

Hermanus Heights

Miriam

฿4,749 total

includes taxes & fees

28 Nov - 29 Nov

A person relaxing in a stone hot tub with a view of a body of water and greenery.

13. Kennedy's Beach Villa

Onrus

Cathleen L

฿10,745 total

includes taxes & fees

16 Nov - 17 Nov

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

Pringle Bay

฿7,915 total

includes taxes & fees

16 Nov - 17 Nov

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

Struisbaai

Denis

฿2,367 total

includes taxes & fees

10 Nov - 11 Nov

A covered patio with a view of a green field and distant hills.

16. Endless Vineyards at Wildekrans Wine Estate

Bot River

JULIAN

฿5,561 total

includes taxes & fees

10 Nov - 11 Nov

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

17. Sunset Farm Stellenbosch

Stellenbosch

Steve

฿4,804 total

includes taxes & fees

13 Nov - 14 Nov

A coastal building with a flat roof, surrounded by greenery and overlooking the ocean.

18. South Point

L'Agulhas

JUSTIN

฿3,551 total

includes taxes & fees

22 Nov - 23 Nov

A bottle of PONGRACZ champagne, two empty glasses, and a potted plant on a white table in a modern kitchen setting.

19. Villa Eika

Grabouw

Kaoma

฿2,435 total

includes taxes & fees

11 Nov - 12 Nov

A compact living space with a kitchenette, a dining area with breakfast items, a grey sofa, and a small side table with a plant.

20. Little Greece

Strand

฿4,848 total

includes taxes & fees

10 Nov - 11 Nov

View all properties

Find holiday rentals that suit your style

Top Overstrand 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

Natasha

A hotel room with a bed, a window with a view of the sea, and a patterned wall.

Agulhas Ocean House

L'Agulhas

10/10 Excellent

MILES

A balcony with white wicker chairs and a small table, overlooking a garden.

The Whale on Main B&B

Hermanus

10/10 Excellent

Outstanding welcome from the owners. Fabulous location for the Cliff walk which was absolutely stunning. Little touches that made our stay special. Breakfast was amazing and the porridge was delicious! Off road safe parking👍 Our room was beautiful overlooking the mountains with a large veranda. More like a 5 star suite. Gorgeous room scents! Cant recommend highly enough. We loved Hermanus & the Whale on Main❤️

Nicholas

A spacious bedroom with a large bed, a TV, and a balcony with outdoor furniture.

La Fontaine Guest House

Westcliff

10/10 Excellent

We received a warm welcome whereby Natasha showed us where to park, where to eat, the property and extras like mini bar and fruits. As it was Christmas Eve she also reminded us that places close early and that we needed a reservation for restaurants nearby. The rooms were clean and cosy with fluffy duvets and pillows. We had a great rest that night as well as enjoyed the chess board in the living room area in the evening. Breakfast was amazing as they had prepared a personalized note as well as...

Natasha

A swimming pool with a view of the ocean and a thatched umbrella.

Crayfish Lodge Sea & Country Guest House

De Kelders

10/10 Excellent

Ashley

A building with a covered outdoor area, a gravel driveway, and a parked car.

Fisherhaven Traveller's Lodge - Hostel

Hermanus

10/10 Excellent

David

A bedroom with a stone fireplace, a bed, and a view of a mountain landscape.

Mosaic Lagoon Lodge

Stanford

10/10 Excellent

Adrian

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

Gordon's Bay

10/10 Excellent

Felicitas

A spacious interior with a wooden floor, a staircase, and a large window offering a view of the outdoors.

Glow Boutique Suites

Sandbaai

10/10 Excellent

Anthony

A balcony with a view of the ocean and a mountain, featuring a sofa with cushions.

138 Marine Beachfront Guesthouse

Sandbaai

10/10 Excellent

A pool surrounded by large rocks and palm trees.

Villa Chad Luxury Guesthouse

Kleinmond

10/10 Excellent

Anonymous traveller

A spacious bedroom with a large bed, a view of the sea, and a balcony with a chair.

Abalone Guest Lodge

Kwaaiwater

10/10 Excellent

Anthony

A bedroom with a large bed, a view of a golf course, and a dining area with chairs and a table.

Mulligans Golf Lodge

Hermanus

8/10 Good

Stephen

A bedroom with a large window overlooking a scenic view of the ocean and mountains.

Kleinzee Oceanfront Guesthouse

De Kelders

10/10 Excellent

Alastair Graham

A bedroom with a large window, a bed with patterned pillows, and a view of a tree and balcony.

Whale Rock Luxury Lodge

Westcliff

10/10 Excellent

Right from our check in and all the time we were there all the staff were so friendly and just excellent. Adrian was so friendly and could not have been more helpful The hotel itself was perfect for us, small, quiet and we just loved the relaxed atmosphere. They had a small bar area in the reception which works on an honesty basis. Just help yourself and make a note (Not very often you find that these days) Breakfast was just lovely and everything was so fresh and cooked to order. We...

James

A balcony with wicker furniture overlooking a coastal view, a road with vehicles, and a building with a white facade.

Hermanus Boutique Guest House

Westcliff

10/10 Excellent

Will

A room with a view of the sea, a chair, a table with a vase of flowers, and a bottle of wine.

65onCliff

De Kelders

10/10 Excellent

Kevan

Find out more about Overstrand

Vacation Apartments in Overstrand

Search for Vacation rentals in Overstrand on Expedia.! You can easily find your home rentals, villas, Vacation apartments in Overstrand using one of the methods below:

View our selection of featured Vacation rentals in Overstrand
Use the map to find apartments and other Vacation homes in the Overstrand neighbourhood you prefer
Enter your travel dates to view the best deals on Vacation rentals in Overstrand while they last

Look no further and take a look at our great range of rental properties in Overstrand!

Search Holiday Rentals in Overstrand

Change your mind

Treat yourself

Be picky

Top cities in Overstrand

Hermanus

Check prices for these dates

Our top choices for Overstrand holiday rentals

1. Whale Coast All Suite Hotel

2. Tourist Lodge Gansbaai

3. Landmeterskop

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

5. First Group Hermanus Beach Club

6. Klein Hangklip - Eco Mountain Cabin

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

8. High Season Farm

9. Oom Piet Self Catering Accomodation

10. Franskraal Collection

11. Ocean Edge Apartments

12. Hermanus Heights Villa

13. Kennedy's Beach Villa

14. The Mermaids Tail

15. Lands Edge Eco Friendly Cottages

16. Endless Vineyards at Wildekrans Wine Estate

17. Sunset Farm Stellenbosch

18. South Point

19. Villa Eika

20. Little Greece

Find holiday rentals that suit your style

Top Overstrand Hotel Reviews

White Shark Guest House

10/10 Excellent

Find out more about Overstrand

Vacation Apartments in Overstrand