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

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Overberg District

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171 Vacation rentals

Travelers going to Overberg District are booking December dates now. Secure your vacation rental today and have the perfect trip.

(2) 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
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 $280 / night

$1960 / week

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from $280 / night

(2) Excellent 

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 bed  …see more

from $139 / night

$973 / week

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from $139 / night

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 $245 / night

$1715 / week

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from $245 / night

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

(9) Excellent 

18

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 $138 / night

$875 - $1263 / week

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from $138 / night

(2) Excellent 

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 $89 / night

$623 / week

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from $89 / 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 $165 / night

$1157 - $1270 / week

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from $165 / night

(4) Excellent 

11

Apartment rental in Hermanus with shared pool, golf nearby

Overberg District / Hermanus

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $338 / night

$2363 - $3063 / week

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from $338 / night

(3) Good 

15

Struisbaai Vacation home rental

Cape Agulhas / Struisbaai

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
You can't get any closer to the picturesque harbour in this idyllic little town. This ground floor unit is opposite the harbour and one of the two swimming beaches. Within walking distance of the supermarket, restaurants, bottle store and shops. The pier where Parr  …see more

from $140 / night

$980 - $2100 / week

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from $140 / night

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 unique  …see more

from $54 / night

$348 / week

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from $54 / night

16

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 $85 / night

$595 / week

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from $85 / night

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 $106 / night

$741 / week

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from $106 / night

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 $458 / night

$3206 / week

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from $458 / night

(18) Very Good 

12

Overberg District / Gansbaai

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $150 / night

$1050 / week

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from $150 / 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 $100 / night

$700 / week

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from $100 / night

9

Vacation home in Pringle Bay

Overberg District / Pringle Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

14

Home rental in L'Agulhas

Cape Agulhas / L'Agulhas

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Pet friendly
The Southern Beach House is a rustic beach house situated in the Agulhas National Park in the village of Suiderstrand. The house can be rented out to large groups of friends and family. It is a kick off your shoes and make your self at home kind of place. Discount is g  …see more

from $54 / night

$364 - $3884 / week

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from $54 / night

12

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

$785 - $1205 / week

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from $110 / night

(2) 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 $75 / night

$525 - $744 / week

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from $75 / night

(1) Excellent 

16

Vacation home with swimming pool in Kleinmond

Overberg District / Kleinmond

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
Situated on a internationally acclaimed gated golf estate, close to the world renowned whale watching resort of Hermanus in South Africa's beautiful Cape, just 90 kilometres from Cape Town is Bella Bella, a luxury designer residence. This property, situated right on the  …see more

from $380 / night

$2500 / week

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from $380 / night

(2) Excellent 

65

Hermanus Vacation farmhouse rental

Overberg District / Hermanus

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $500 / night

$3125 - $5000 / week

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from $500 / 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 $241 / night

$1683 - $3692 / week

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from $241 / 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 $165 / night

$1157 - $1384 / week

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from $165 / 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 $134 / night

$695 - $1080 / week

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from $134 / night

22

Vacation home in Hermanus

Overberg District / Hermanus

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Situated in walking distance of Langbaai beach and the best eating spots Voelklip has to offer. Comfortable, well equipped home. Features & Amenities Open plan kitchen, lounge and dining 3 out door dinning/seating areas Outdoor entertaining braai area DSTV Radio, blue  …see more

from $183 / night

$1281 / week

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from $183 / night

(12) 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 $44 / night

$307 / week

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from $44 / night

(11) 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 $94 / night

$657 - $963 / week

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from $94 / night

(1) Excellent 

20

Vacation home in Hermanus

Overberg District / Hermanus

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 $100 / night

$700 / week

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from $100 / night

22

Home rental in Struisbaai

Cape Agulhas / Struisbaai

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
The beach front house in Beach Road Struisbaai: Close to Cape Agulhas the Southernmost Tip of Africa A Short walk away from the harbour and the main beach in Struisbaai. • 4 Bedrooms (One bedroom with a double bed, two bedrooms with 2 single/three quarter beds, and  …see more

from $63 / night

$441 - $735 / week

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from $63 / night

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
  • Private garden
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 $88 / night

$613 - $875 / week

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from $88 / night

(9) 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

$569 / week

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from $82 / 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 $50 / night

$313 / week

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from $50 / night

(3) Very Good 

18

Vacation home in Hermanus

Overberg District / Hermanus

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Private garden
Open plan home in Voelklip, Hermanus, with stunning views of the mountain and the ocean, large grass area outside for braais, pool table, braai inside, sleeps 8 guests . Walking distance to the beaches, and very close to the mountain trails. Great spaces for kids. Larg  …see more

from $85 / night

$290 / week

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from $85 / night

25

Vacation apartment in Struisbaai

Cape Agulhas / Struisbaai

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • 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 $63 / night

$441 - $686 / week

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from $63 / 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 $438 / night

$3542 - $10500 / week

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from $438 / night

38

Pringle Bay Vacation villa rental

Overberg District / Pringle Bay

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 0.3 mi
  • Swimming pool
  • Child friendly
Maison Blanche is a four bedroom four bathroom minimalist modern contemporary beach home set a mere 300m back form the main beach parking lot. The house consists of three double bedrooms with on suite modern bathrooms. The fourth bedroom has two double bunks which slee  …see more

from $245 / night

$1715 / week

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from $245 / night

(9) 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 5 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 $124 / night

$867 - $1742 / week

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from $124 / night

47

Pringle Bay Vacation home rental

Overberg District / Pringle Bay

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 $188 / night

$1875 / week

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from $188 / night

(27) 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 $100 / night

$700 / week

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from $100 / night

(9) Excellent 

19

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  …see more

from $75 / night

$488 - $980 / week

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from $75 / night

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