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

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Self catering Hermanus
96 properties
Cape Agulhas
22 properties
Betty's Bay
16 properties
Napier
15 properties
Gansbaai
13 properties
Estates Kleinmond
10 properties
Self catering Pringle Bay
8 properties
Greyton
7 properties

Overberg District

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207 Vacation rentals

(1) Very Good 

14

Gansbaai Vacation home rental

Overberg District / Gansbaai

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Built on a special location. An Architectural designed double storey house. A 160 degrees sea-view. Ground Floor: Lounge and dining room with an open-plan kitchen Bedroom and full bathroom A Spacious room with an BBQ Top Floor: Two bedroo …see more

from $117 / night

$723 / week

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from $117 / 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 $142 / night

$994 / week

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from $142 / 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 $52 / night

$362 / week

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from $52 / night

82

Vacation home rental

Overberg District / Betty's Bay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Nestled among hectares of pristine fynbos on the slopes of the mountain, the our house offers sea views from literally every room. Vaya con Dios is a modern 4-bedroom house that overlooks Jock's Bay and borders the hundred thousand hectare UNESCO-designated Kogelberg …see more

from $114 / night

$1295 - $1795 / week

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from $114 / night

(12) 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-faci …see more

from $128 / night

$894 - $1888 / week

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from $128 / 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 $185 / night

$908 - $1699 / week

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from $185 / 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 away. …see more

from $70 / night

$490 / week

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from $70 / 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 $60 / night

$400 - $600 / week

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from $60 / night

(3) Excellent 

17

Vacation villa in Witsand

Overberg District / Witsand

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $270 / night

$1890 / week

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from $270 / 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 Hermanus The chalet is west facing so sunsets and spectacular beach end mountain views over the lagoon are …see more

from $149 / night

$1000 / week

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from $149 / night

(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 $100 / night

$700 / week

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from $100 / night

(10) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $142 / night

$903 - $1419 / week

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from $142 / night

47

Pringle Bay Vacation home rental

Overberg District / Pringle Bay

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Private garden
Pringle Beach House is more than your average holiday home. It's beautifully furnished and just so comfortable - many personal touches add to the feeling of being in a home from home. The kitchen is incredibly well equipped, with absolutely everything you could possibly …see more

from $194 / night

$1355 / week

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from $194 / 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 bedro …see more

from $139 / night

$973 / week

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from $139 / night

(5) Excellent 

32

Vacation home with swimming pool in Witsand

Overberg District / Witsand

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
This Luxury designer Beach Villa is situated in the safe seaside village of Witsand - THE GATEWAY TO THE GARDEN ROUTE - and caters to the discerning guest looking for up-market beach front self catering accommodation. The home is tastefully and luxuriously decorated i …see more

from $280 / night

$1960 / week

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from $280 / 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 crannies Se …see more

from $62 / night

$393 / week

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from $62 / 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 $481 / night

$3366 / week

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from $481 / 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 fresco" din …see more

from $170 / night

$1190 / week

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from $170 / night

(2) 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 $81 / night

$566 - $1744 / week

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from $81 / night

(3) Very Good 

41

Tented camp rental in Swellendam with shared pool

Overberg District / Swellendam

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
AfriCamps at Kam’Bati is situated on an Overberg farm about 20km west of Swellendam. AfriCamps Forest at Kam’Bati River Resort is a nature lovers’ paradise and the perfect getaway for the adventurous family. There are canoeing, mountain biking and fishing facilities and …see more

from $68 / night

$476 / week

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from $68 / night

(3) Excellent 

8

Vacation apartment rental

Hermanus / Sandbaai

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Private garden
Seagull Apartment Hermanus is a self catering Holiday Apartment situated in Sandbaai, Hermanus. There one Double Bedroom and a fully equipped open plan kitchen and lounge. The lounge comes equipped with DSTV, a DVD player and free Wi-Fi. Guests can relax on the …see more

from $84 / night

$896 / week

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from $84 / night

(1) Excellent 

18

Vacation home in Hermanus

Overberg District / Hermanus

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $110 / night

$882 - $1302 / week

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from $110 / night

(11) Excellent 

18

Vacation chalet in Hermanus

Hermanus / Stanford Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 30 mi
  • Child friendly
The spacious chalet-style cottage has 3 bedrooms: a double en-suite and two twins with a shared bathroom containing bath and shower. All towels and bedding are provided. The main living area is open plan with plenty of room so that you are not getting under each other’s …see more

from $97 / night

$613 - $1174 / week

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from $97 / night

(1) Excellent 

20

Gansbaai Vacation home rental

Overberg District / Gansbaai

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $181 / night

$1265 / week

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from $181 / 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

(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 $85 / night

$592 / week

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from $85 / night

(1) Excellent 

20

Vacation home in Hermanus

Overberg District / Hermanus

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Open plan lounge/kitchen area. Fireplace in separate dining room with television. Kitchen equipped with washing machine, dishwasher and all other kitchen crockery that you may need. Lounge have tv with dvd recorder. Main bedroom with queen bed and doors leading to garde …see more

from $113 / night

$789 / week

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from $113 / night

(2) 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 $135 / night

$943 / week

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from $135 / night

(2) Excellent 

15

Vacation cottage in Hermanus

Overberg District / Hermanus

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 0.3 mi
  • Child friendly
  • Pet friendly
Snails' End Cottage is an owner run establishment, close to the sea and many walking areas. It is situated on a quiet street and is a five minute drive from the centre of town. Close proximity to restaurants, three golf courses, shark cage diving and whale sighting bo …see more

from $52 / night

$323 / week

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from $52 / 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 $171 / night

$1194 - $1311 / week

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from $171 / 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 $110 / night

$1084 / week

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from $110 / night

(2) Excellent 

37

Hermanus Vacation guest house rental

Overberg District / Hermanus

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Pet friendly
The Vishuis is a newly renovated guesthouse. It is situated in the heart of the charming seaside village of Hermanus. Guests are within strolling distance of restaurants, coffee shops, bars, boutiques, art galleries and all the supermarkets. The famous Cliff Path (wher …see more

from $220 / night

$1540 / week

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from $220 / 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. Accommodation is …see more

from $34 / night

$238 / week

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from $34 / night

(1)  

14

Vacation cottage in Witsand

Overberg District / Witsand

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Whale View Cottage is situated along the southern coast of South Africa. Situated next to the beach with a stunning view over the ocean, one can relax in the tranquility of a small fisherman's town. Beautiful views of the Whales calving during season and of the Breede …see more

from $208 / night

$1456 / week

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from $208 / 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 $95 / night

$665 / week

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from $95 / night

25

Vacation apartment in Struisbaai

Cape Agulhas / Struisbaai

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Ask about children
The SEAGULLS NEST double storey house in Main Road Struisbaai is centrally situated. It is only a two minute walk away from the main beach and close to the harbour in Struisbaai. The top floor, ground floor apartments and flat of Seagulls Nest are rented out separatel …see more

from $75 / night

$525 - $875 / week

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from $75 / night

(1) Good 

33

Vacation home accommodation

Hermanus / Stanford Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fairhill is a private, self catering farmhouse situated on a nature reserve of 200 hectares of beautiful fynbos and has superb sea and mountain views. The property borders the Cape nature reserve and the 17km long Walker Bay private beach. The house is fully furnished a …see more

from $461 / night

$3213 / week

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from $461 / night

4

Betty's Bay Vacation guest house rental

Overberg District / Betty's Bay

6 21 2 nights min

  • 6 bedrooms
  • Sleeps 21
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Bayside is situated in Betty's Bay, a quiet, chilled out holiday village, located in the Overberg region. Over looking the ocean and at the foot of the Kogelberg Mountains, Bayside provides the perfect views for the perfect past time here, chilling! Bayside does …see more

from $387 / night

$2709 / week

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from $387 / night

13

Cottage rental in Napier

Overberg District / Napier

6 4 1 night min

  • 6 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 30 mi
  • Child friendly
  • Private garden
Close to the foot of Soetmuisberg lies deSkaap, Sandfontein. Embedded within a picturesque landscape of rolling farmlands characterizing the Overberg. A soothing soundtrack of freely roaming sheep and active bird life compliments the breathtaking views and memorable sun …see more

from $90 / night

$630 / week

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from $90 / night

(1) Very Good 

12

Vacation home accommodation

Hermanus / Onrus River

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Onrus Cottage is situated on a quiet crescent in Onrus River, a seaside village only fifteen minutes drive from the very popular Hermanus. On a large plot with a garden and braai area, the property is walled all around with an electric gate. The cottage has a large open …see more

from $91 / night

$633 - $903 / week

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from $91 / night

1