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Houses in Overberg District and Apartments – Holiday Lettings - Holiday Rentals Overberg District

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249 Holiday homes

Cottage letting in Pringle Bay

Pringle Bay cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from £50 / night

£198 / week

1 / 29

Holiday apartment in Hermanus

Hermanus apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £132 / night

£919 / week

1 / 15

Holiday home in Hermanus

Hermanus house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £53 / night

£366 / week

1 / 12

Apartment rental in L'Agulhas

L'Agulhas apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £132 / night

£802 / week

1 / 25

Kleinmond holiday apartment rental

Kleinmond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £58 / night

£388 / week

1 / 9

Kleinmond holiday penthouse rental

Kleinmond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £162 / night

£924 - £1,079 / week

1 / 15

Kleinmond holiday cottage rental

Kleinmond cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £69 / night

£479 / week

1 / 11

De Kelders holiday home accommodation

De Kelders house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £139 / night

£832 / week

1 / 16

Kleinmond holiday bungalow rental

Kleinmond bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £277 / night

£1,940 / week

1 / 6

Holiday farmhouse in Caledon

Caledon farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £41 / night

£139 - £507 / week

1 / 21

Cottage rental in Hermanus

Hermanus cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £102 / night

£610 - £1,256 / week

1 / 2

Hermanus holiday beach hut let

Hermanus beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £93 / night

£647 / week

1 / 4

Holiday home with swimming pool in Hermanus

Hermanus house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £514 / night

£3,595 / week

1 / 6

Pearly Beach holiday log cabin rental

Pearly Beach log cabin

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £157 / night

£1,095 / week

1 / 15

Holiday home with shared pool in Stanford

Stanford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £207 / night

£1,443 / week

1 / 4

Holiday apartment in Kleinmond

Kleinmond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £70 / night

£485 / week

1 / 15

Holiday lodge in Barrydale

Barrydale lodge

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £58 / night

£401 / week

1 / 9

Hermanus holiday apartment rental

Hermanus apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £277 / night

£1,940 / week

1 / 11

Apartment rental in Hermanus with shared pool

Hermanus apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from £74 / night

£518 / week

1 / 43

Apartment rental in Hermanus with shared pool

Hermanus apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 23

Holiday villa rental

Gansbaai villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £346 / night

£2,170 / week

1 / 86

Struisbaai holiday home rental

Struisbaai house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £231 / night

£1,386 / week

1 / 22

Home letting in Hermanus with swimming pool

Hermanus house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £516 / night

£3,607 / week

1 / 23

Pringle Bay holiday home rental

Pringle Bay house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 12

from £178 / night

£1,242 / week

1 / 26

Holiday apartment in Kleinmond

Kleinmond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £59 / night

£346 - £456 / week

1 / 18

Pearly Beach holiday home rental

Pearly Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £97 / night

£679 / week

1 / 15

Holiday home in Pearly Beach

Pearly Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,367 / night

£9,569 / week

1 / 7

Hermanus holiday home rental

Hermanus house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £185 / night

£1,293 / week

1 / 23

Holiday home in Vermont

Vermont house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £42 / night

£291 / week

1 / 39

Home rental in Pringle Bay

Pringle Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £179 / night

£1,248 / week

1 / 27

Holiday home in Kleinmond

Kleinmond house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £99 / night

£691 / week

1 / 11

Holiday apartment in Betty's Bay

Betty's Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £111 / night

£370 / week

1 / 11

Holiday b&b accommodation

Napier b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £23 / night

£162 / week

1 / 12

Holiday apartment in Swellendam

Swellendam apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £56 / night

£388 / week

1 / 17

Holiday apartment with shared pool in Napier

Napier apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£296 / week

1 / 15

Caledon holiday guest house rental

Caledon guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £60 / night

£417 / week

1 / 14

Holiday home in Gansbaai

Gansbaai house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £351 / night

£2,457 / week

1 / 19

Home rental in Stanford

Stanford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £277 / night

£1,940 / week

1 / 30

Home rental in Kleinmond

Kleinmond house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £125 / night

£864 / week

1 / 14

Apartment rental in Gansbaai

Gansbaai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£296 / week

1 / 26

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Top Destination reviews

Charming cottage on the Hermanus Wine Route Heaven-and-Earth Valley
Peace and quiet, great views and loved the animal life close by.

Friendly welcome by the Liane, A lovely surprise visit to the ducks, chickens and horses a couple of meters away from the cottage. A surprisingly cool cottage in the heat of the day. We loved the walks and the runs up to the top of the mountain overlooking Hermanus Town. The drive to the village in only 5 minutes and only a 3km drive to Hermanus beaches and town with lovely walks along the coastline. It beats a B&B or Hotel for a nice rustic stay. We will return soon. Thank you Tino and Liane.see more
Villa the Cherry
Sheer bliss!

A villa where every need has been provided, fully equipped kitchen, comfortable beds, state of the art music system plus kayaks, mountain bikes, golf clubs and Landrover if requested. The villa has a stunning location with mountain and sea views which, if you are there at the right time of year, includes whales just off shore. It is also extremely peaceful. Eddy (the owner) and the local manager (Steyn) are both most helpful and a pleasure to deal with.see more
Geheim Luxury Seafront Accommodation
Magical place - book it!

We booked this house, in its tranquil setting, as a group of friends and we had loads of space. The top balcony is especially nice to sit and chat and watch the sea. There is even space to park at least five cars inside the gate! The house is very homely with exquisite furnishings and it really does have luscious bedding making for an excellent night's sleep. It is fully equipped and has a dishwasher, which makes life so much easier. There is also a stairlift and a downstairs toilet which makes life possible for those who struggle to climb stairs. I'd highly recommend it and I'm already looking at my diary to see when I can take my family.see more
Stanford Bugler's Cottage
Stepping into history

This cottage has been sympathetically restored by the owners and it is amazing. The cottage gives the traveller space to unwind and enjoy a very special village. Sanford is small but perfectly formed with great coffee shops and restaurants which is just fantastic for enjoying surrounding … see more
La Gratitude
Simply stunning ..........

Our stay at La Gratitude was simply stunning in everyway. The location was amazing the ocean and whales on one side and the breathtaking scenery of the mountains on the other. A few minutes walk along the coastal path to the bakery for wonderful crossiants for breakfast. If you don't want to cook take a stroll down to Dutchies for lunch or dinner it's really lovely. La Gratitude has everything such a beautiful home with everything you could wish for to have an amazing holiday even wonderful Iris the housekeeper to look after you. We are in the process of planning to go back in January 2017 can't wait! Thank you La Gratitude xsee more
Phillipskop Mountain Reserve
Spectacular views and wonderful setting

We had a wonderful stay at these fantastic cottages! Loads of space inside and out of the cottage for the kids to run around. Cottage was clean and excellent value for money. Unfortunately, didn't have time to do any of the hikes that the reserve offers but will definitely be back again to do them. Thank you Chrissee more

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