50 Best Vacation Rentals in Overberg District - Holiday Lettings - Cabins

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Self catering Hermanus
88 properties
Cape Agulhas
17 properties
Betty's Bay
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Napier
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Gansbaai
13 properties
Self catering Pringle Bay
8 properties
Estates Kleinmond
8 properties
Greyton
6 properties

Overberg District

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189 Vacation rentals

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(3) Very Good 

17

Vacation apartment with shared pool in Hermanus

Overberg District / Hermanus

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The apartment is on the ground floor with an entertaining garden and sea views. From the apartment take your sundowner in hand and walk down the boardwalk to the beach and enjoy spectacular sunset and ocean views and watch the whales frolic in season (June to October a  …see more

from $101 / night

$706 / week

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from $101 / night

(1)  

10

Swellendam Vacation home rental

Overberg District / Swellendam

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
The Country cottage offers you a private self catering country stay, with all the winter luxuries that makes you fall in love with winter. Our beds are fitted with Egyptian cotton and luxury quilts.There is plenty of firewood and this quaint cottage warms up in no time  …see more

from $96 / night

$666 / week

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from $96 / night

(10) Very Good 

20

Vacation home in Hermanus

Hermanus / Onrus River

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Geheim is a spacious 3 bedroom home situated in Onrus, Western Cape, South Africa. With its double volume bedrooms it offers the very best in luxury and comfort. The famous Onrus beach is only a 3 minute walk away.This home has breathtaking views of the ocean and mo  …see more

from $139 / night

$882 - $1386 / week

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from $139 / night

(12) Excellent 

24

Hermanus Vacation home rental

Hermanus / Sandbaai

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Private garden
Seagull House Hermanus is a self catering holiday house situated in Sandbaai, Hermanus, featuring two individually decorated bedrooms with en-suite bathrooms.There is a fully equipped open plan kitchen, dining area and a lounge. The lounge comes equipped with DSTV, a DV  …see more

from $101 / night

$706 - $1059 / week

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from $101 / night

(11) Excellent 

27

Hermanus Vacation apartment rental

Overberg District / Hermanus

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Quiet and sought-after apartment complex located directly on the sea front Breathtaking sea-front lounge area with unparalleled 180' vista across Walker Bay allowing arm-chair whale watching from the windows 3rd (top) floor situation adjacent to lifts/stairwell Sea  …see more

from $125 / night

$874 - $1844 / week

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from $125 / night

(1) Very Good 

15

Villa rental in Bot River with swimming pool

Overberg District / Bot River

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Beautifully located at the secure Benguela Cove Wine Estate, with absolute stunning views over the lagoon, sea and the overberg maintains. Has 3,5 bedroom, 3 bathrooms, 2 kitchens, dining room, lounge, fireplace, TV, air-conditioning, a 15 meter infinity pool. In short  …see more

from $466 / night

$3259 / week

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from $466 / night

(1) Excellent 

18

Vacation home in Hermanus

Overberg District / Hermanus

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
Birdsong lies nestled in a grove of Milkwood trees, overlooking the Vermont Saltpan, which is a bird sanctuary. This four bedroomed, three bathroomed house is fully equipped for eight people. It is an ideal location for nature lovers wanting to relax away from the bust  …see more

from $111 / night

$786 - $1345 / week

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from $111 / night

(1) Excellent 

13

Vacation home rental

Overberg District / Hermanus

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Ask about pets
Modern cottage walking distance from Langbaai beach in Voelklip, Hermanus. Fully equipped modern kitchen including oven and glass hob, dishwashing and waching machines. Main bedroom with en-suite shower and toilet. Another full bathroom. Very close to walking paths and  …see more

from $131 / night

$913 / week

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from $131 / night

(1) Excellent 

20

Gansbaai Vacation home rental

Overberg District / Gansbaai

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Boasting views of the Atlantic Ocean, Birkenhead 19 is a holiday home situated in De Kelders. The 4-bedroom house is located 30 km from Hermanus and 2 km from Gansbaai. This 2-storey home features an open-plan lounge, dining room, kitchen and main en-suite bedroom on th  …see more

from $177 / night

$1235 / week

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from $177 / night

22

Overberg District / Betty's Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden

 …see more

from $91 / night

$630 - $1255 / week

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from $91 / night

(1) Excellent 

16

Vacation home with swimming pool in Kleinmond

Overberg District / Kleinmond

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Air conditioning
Situated on a internationally acclaimed gated golf estate, close to the world renowned whale watching resort of Hermanus and Kleinmond in South Africa's beautiful Cape, just 90 kilometres from Cape Town is our luxury designer residence offered on a self-catering ba  …see more

from $252 / night

$1412 - $3428 / week

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from $252 / night

49

Vacation hotel apartment in Gansbaai

Overberg District / Gansbaai

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
Accommodation is 5 newly renevated hotel rooms. Rooms are very neat and spacious.This accommodation is on the first floor, on top of the Seaview Sports Pub. The passage to the rooms has a full seaview. Red and Blue room has there own private balcony's. Accommodatio  …see more

from $50 / night

$346 / week

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from $50 / night

(1) Excellent 

7

Vacation cottage in Hermanus

Hermanus / Stanford Village

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Pet friendly
This is a lovely romantic getaway set in a tranquil garden in a lovely village called Stanford, approximately 150 km from Cape Town. It is the ideal place from which to explore the southern-most tip of Africa (which is NOT in Cape Town!) and enjoy South Africa's u  …see more

from $55 / night

$354 / week

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from $55 / night

7

Vacation apartment in Hermanus

Overberg District / Hermanus

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Exceptionally positioned these luxury serviced apartments offer guests breathtaking ocean views and the perfect location from which to explore the eclectic town of Hermanus. Modern, luxurious and superbly appointed these sea-facing apartments are fully equipped and feat  …see more

from $167 / night

$1166 - $1281 / week

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from $167 / night

(13) Very Good 

16

Vacation cottage in Hermanus

Hermanus / Sandbaai

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Situated in the Western Cape, South Africa, Vanhaven offers budget self catering holiday apartments in Sandbaai, Hermanus.Nestling between mountains and the cool Atlantic Ocean, Hermanus is famed for its mild climate, champagne air and famous vineyards. The annual Herm  …see more

from $51 / night

$353 / week

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from $51 / night

(11) Excellent 

12

Vacation b&b with shared pool in Agulhas

Cape Agulhas / Agulhas

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
The Accommodation: Spacious 8.5m x 4.5m room offers lounge and bedroom areas. The comfy king size bed is also extra length for our taller visitors! 2 single beds can be moved in for extra guests. All quality white cotton linen, towels and swimming towels are supplied a  …see more

from $82 / night

$574 / week

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from $82 / night

(1) Excellent 

11

Vacation home in Hermanus

Overberg District / Hermanus

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Carole’s Cottage is a welcoming well appointed, self-catering cottage, in a secure private estate in Sandbaai, a suburb just 3km from the centre of Hermanus. You will have everything you need for a fabulous long holiday or just brief weekday breaks or weekends  …see more

from $71 / night

$491 / week

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from $71 / night

(4) Excellent 

32

Vacation home with swimming pool in Witsand

Overberg District / Witsand

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Luxury designer Beach Villa situated in Witsand - THE GATEWAY TO THE GARDEN ROUTE - located on the beach with direct beach access. The home has 5 double bedrooms of which 3 are en-suite and 2 bedrooms share a full bathroom. There is an additional guest WC. The villa  …see more

from $283 / night

$1976 / week

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from $283 / night

(6) Very Good 

17

Villa accommodation in Hermanus with swimming pool

Overberg District / Hermanus

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Spectacular historic beach villa, recently refurbished and outdoor pool, Jacuzzi and barbecue area added. La Gratitude has the best location in Hermanus, being the closest house to Grotto beach in Voelklip. Yet the house enjoys splendid seclusion, being built on 3000 sq  …see more

from $473 / night

$3570 / week

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from $473 / night

(8) Very Good 

18

Apartment rental in Hermanus

Overberg District / Hermanus

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Luxury 2 bedroom / 2 bathroom Apartment 1 Queen bed with En Suite 2 Single or can be converted to Queen Secure Parking DSTV / Satellite 5 minutes away from town centre Mountain Views Fully Equipt Private large Balcony with BBQ facilities<  …see more

from $101 / night

$706 / week

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from $101 / night

(2) Very Good 

14

Vacation apartment with shared pool in Hermanus

Overberg District / Hermanus

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Exceptionally positioned these luxury serviced apartments offer guests breathtaking ocean views and the perfect location from which to explore the eclectic town of Hermanus. Modern, luxurious and superbly appointed these sea-facing apartments are fully equipped and feat  …see more

from $167 / night

$1166 - $1395 / week

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from $167 / night

(28) Excellent 

20

Home rental in Hermanus with swimming pool

Overberg District / Hermanus

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
This magnificent seafront home is in a spotless condition, offering guests amazing sea views and unique luxuries, not usually associated with a self-catering facility. No wonder it was nominated as a finalist in the National Top Destinations Awards (2015). The open-pl  …see more

from $139 / night

$971 / week

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from $139 / night

10

Vacation cottage in Hermanus

Overberg District / Hermanus

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask about children
This upmarket self-catering cottage is located only a few blocks away from several excellent restaurants, shops and the cliff path of Hermanus. Stylishly appointed, the cottage has a contemporary feel with its double volume, open-rafter living space, and tasteful decor.  …see more

from $100 / night

$700 / week

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from $100 / night

6

Vacation apartment rental

Overberg District / Hermanus

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
Welcome to Rock Inn. A self-catering unit with a separate entrance. It features two bedrooms with double beds in each along with secure parking. It is only a five minute walk from the city centre, shopping mall, numerous restaurants, and cliff path. Other listings are a  …see more

from $60 / night

$417 / week

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from $60 / night

12

Vacation home in Hermanus

Hermanus / Sandbaai

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
This lavish Mediterranean home defies description: An upper deck open plan kitchen-lounge-sunset balcony offers breathtaking views of the ocean and the main beach which is directly out front. Add to this a beautiful colonial garden which surrounds a heated pool and it&r  …see more

from $227 / night

$1588 / week

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from $227 / night

(1)  

6

Vacation apartment in Hermanus

Overberg District / Hermanus

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Private garden
A beautifully furnished apartment in the Hemel &Aarde valley, on the wine route, near the beaches close to town. A small town that nestles between the sea and mountains. Everything is near to cycle routes, restaurants, shops, walking trails, golf courses, and near s  …see more

from $51 / night

$351 / week

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from $51 / night

(6) Excellent 

12

Cottage rental in Greyton with swimming pool

Overberg District / Greyton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Greyton Small House, Greyton, South Africa If you are looking for a true Greyton cottage, with a wonderful garden and sparkling big pool, but also for a well equipped kitchen, an eclectic style in the house, a home away from home feeling - you are welcome to the Greyton  …see more

from $180 / night

$880 - $1647 / week

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from $180 / night

(3) Excellent 

17

Vacation villa in Witsand

Overberg District / Witsand

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Truly exceptional accommodation, beautifully furnished, safe inside a gated community with its own harbor and private mooring. For the fishing enthusiast that wants to spoil his or her family on the pristine Breeda River. Only a stones throw away from the river and two  …see more

from $288 / night

$2011 / week

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from $288 / night

9

Vacation home in Pringle Bay

Overberg District / Pringle Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Named after a lighthouse overlooking Vineyard Sound in Cape Cod Massachusetts Nobska House is located in the heart of beautiful Pringle Bay. It's open plan living area with French windows opening onto a courtyard surrounded by local fynbos is perfect for "al f  …see more

from $172 / night

$1200 / week

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from $172 / night

(3) Very Good 

25

Vacation home with shared pool in Hermanus

Overberg District / Hermanus

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Hermanus is the world’s foremost land based whale watching destination and it is here where you will find our beach house. A stylish decorated beach house situated on a private beach in Hermanus with magnificent sea views opening out to a kitchen/lounge/dining. 3  …see more

from $141 / night

$981 / week

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from $141 / night

(5) Excellent 

11

Apartment rental in Hermanus with shared pool, golf nearby

Overberg District / Hermanus

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Le Paradis Penthouse is a luxury, self-catering apartment for the discerning guest. All the living areas offer spectacular ocean views of Walker Bay. It is perfectly situated in the heart of Hermanus, and within easy walking distance to shops and restaurants. The pentho  …see more

from $341 / night

$2382 / week

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from $341 / night

(1) Excellent 

33

Vacation cottage with golf nearby in Hermanus

Overberg District / Hermanus

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 6 mi
  • Ask about children
  • Private garden
Welcome to Die Blou Deur, a quaint 1940’s well-loved Cape townhouse and heritage site, well-preserved and refurbished with a warm, romantic but rejuvenated atmosphere. Experience a holiday beyond the entrapment of machine, no traffic problems and no parking head  …see more

from $196 / night

$1365 / week

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from $196 / night

32

Struisbaai Vacation apartment rental

Cape Agulhas / Struisbaai

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
SEAGULLS NEST FLAT: The flat adjacent to the double storey house in Main Road: • Two Bedrooms (One bedroom with a double bed, and one bedroom with two single beds) • Kitchenette and lounge  …see more

from $61 / night

$424 - $671 / week

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from $61 / night

18

Vacation apartment rental

Overberg District / Hermanus

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
Fully equipped, clean and neat Penthouse unit (Top floor) at Hermanus Beach Club. Absolutely stunning 360 degree view of sea and mountains.Hermanus Beach Club which is only 1 hours drive from Cape Town. It is a 24 hour security complex with loads of entertainment for bo  …see more

from $81 / night

$504 - $696 / week

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from $81 / night

(1) Very Good 

19

Hermanus Vacation home rental

Overberg District / Hermanus

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Ask about pets
The main house and separate flat will cater for your every need while relaxing in one of the prettiest tourist attractions in South Africa. The main house sleeps 10 people and the separate flat sleeps 4 people. The plot is fully walled with strong gates and an activated  …see more

from $79 / night

$548 - $1688 / week

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from $79 / night

(8) Excellent 

39

Vacation cottage in Hermanus

Overberg District / Hermanus

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 6 mi
  • Child friendly
  • Private garden
Near the whale-watching coast of Hermanus, in the beautiful Hemel-en-Aarde Valley, you'll come across Earth Cottage. It's the ideal self-catering Hermanus breakaway. The cottage is tucked away on a smallholding in the valley, and yet it's only 6 km from  …see more

from $58 / night

$406 / week

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from $58 / night

(11) Very Good 

29

Vacation villa with golf nearby in Gansbaai

Overberg District / Gansbaai

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Swimming pool
Villa the Cherry is a 5-star ocean front retreat, located on the cliff, next to perfect white beaches. Quiet, safe, private and peaceful, where whales frolic and give birth to their baby's. All rooms have sea view, all rooms have underfloor heating, all bedrooms ha  …see more

from $245 / night

$1711 - $3753 / week

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from $245 / night

(2) Excellent 

65

Hermanus Vacation farmhouse rental

Overberg District / Hermanus

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool
Contemporary homestead located at the luxury Benguela Cove Wine Estate on the outskirts of Hermanus, only an hour away from Cape Town International airport with breath-taking views over the lagoon,sea and the overberg mountains. This exquisite luxury newly completed hom  …see more

from $504 / night

$3276 - $3780 / week

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from $504 / night

11

Vacation cottage rental

Hermanus / Stanford Village

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Loving restored labourers' cottage with a thatch roof in core architectural conservation area. Fireplace (Queen Anne) Large covered patio with braai (barbecue) facilities: ideal for outdoor entertaining and summer meals. Enclosed garden with many nooks and cranni  …see more

from $60 / night

$381 / week

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from $60 / night

(1) Excellent 

22

Vacation bungalow rental

Hermanus / Sandbaai

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Swimming pool
The Chalet/bungalow is situated an hours drive from Cape town airport just outside of Hermanus in a nature reserve on the whale coast.Between Kleinmond and HermanusThe chalet is west facing so sunsets and spectacular beach end mountain views over the lagoon are  …see more

from $145 / night

$977 / week

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from $145 / night

1