Horse riding holiday villas and apartments Plettenberg Bay | Holiday Lettings

Close

View larger map

Also consider

Africa Holidays
10976 properties
Log Cabin Holidays
238 properties
Keurboomstrand
9 properties
Brackenridge Estate
8 properties
The Crags
7 properties

Plettenberg Bay

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

43 Holiday homes

Filters applied: Horse riding

Travellers going to Plettenberg Bay are booking March dates now. Secure your holiday home today and have the perfect trip.

(2) Very Good 

8

Holiday apartment with shared pool, golf nearby in Goose Valley Golf Estate

Plettenberg Bay / Goose Valley Golf Estate

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Beach HolidayPlettenberg BayWestern CapeGarden RouteGolf EstateSelf CateringSouth AfricaWildlifeSleeps 6High SecurityRelaxationFishing / Fly FishingDolphin and Whale adventuresGame SafariSunset CruiseMountain TrailsAdventure holidayChildrens facilities<br />>Ch  …see more

from £40 / night

£250 - £360 / week

Book View

from £40 / night

(1) Very Good 

15

Holiday villa rental

Plettenberg Bay / Keurboomstrand

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Base yourself at this modern villa and choose the type of holiday experience you want. Make it happen! Remain in the resort, put your feet up, sunbathe, swim or take a drive for a kaleidoscopic encounter with nature! Great stop-over between Cape Town and the Addo Ele  …see more

from £95 / night

£665 / week

Book View

from £95 / night

(1) Excellent 

25

Western Cape / Plettenberg Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £146 / night

£1137 / week

Book View

from £146 / night

16

Holiday cottage with shared pool in Keurboomstrand

Plettenberg Bay / Keurboomstrand

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
This villa is ideally situated to explore the vast array of attractions and activities on the Garden Route. A great stop-over between Cape Town and the Addo Elephant National Park. Suitable for families, outdoor enthusiasts, birders, fishermen and hikers.  …see more

from £90 / night

£630 / week

Book View

from £90 / night

(13) Excellent 

28

Villa accommodation in Plettenberg Bay with swimming pool, golf nearby

Western Cape / Plettenberg Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Heaven On Earth” We stayed at Villa Rosso in March for the third time and each time we stay there we think it can't get any better but it really does. You will need to look really far and wide to find a more wonderful place to stay. The Villa is s  …see more

from £143 / night

£1000 - £2500 / week

Book View

from £143 / night

(6) Excellent 

15

Holiday home in Plettenberg Bay

Western Cape / Plettenberg Bay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
This is a beautiful, four bedroomed house overlooking Robberg Bay on the Garden Route in the Western Cape of South Africa.There's a stunning sea view of Robberg Bay and the Outeniqua Mountains. The house is a ten minute walk from the beach.The main  …see more

from £134 / night

£1210 - £2420 / week

Book View

from £134 / night

(2) Excellent 

17

Plettenberg Bay holiday apartment rental

Western Cape / Plettenberg Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
This tastefully decorated two storey apartment has sweeping views of the Indian Ocean and the Tsitsikamma Mountains. Located in a prime position and occupying the 3rd and 4th floor of the Lagoon Terrace condominiums, situated in the quiet and secure suburb of Poortjies  …see more

from £140 / night

£980 / week

Book View

from £140 / night

19

Holiday home with swimming pool in Solar Beach

Plettenberg Bay / Solar Beach

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Villa Formosa is a stunning family holiday home over looking the bay and beautiful mountain range of Formosa. With breath taking views the house supports a top level sun deck that gives a 270 degree view of the whole bay. Comfortable loungers and open deck areas allow f  …see more

from £400 / night

£2783 / week

Book View

from £400 / night

(3) Excellent 

27

Holiday villa rental

Plettenberg Bay / Robberg Ridge

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Plettenberg Bay5 StarSpectacular viewsClose to town and beachesUnparalleled luxuryIdeal for entertaining24 hour securityHeated pool and jacuzziFully equipped kitchenAll bedrooms en-suiteState of the art entertainment centreSeparate staff quarters<br />12 guests -  …see more

from £280 / night

£1960 - £5040 / week

Book View

from £280 / night

(2) Very Good 

12

Holiday home with swimming pool in Harkerville

Plettenberg Bay / Harkerville

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Immersed on 20 hectares of pristine forest, half way between Knysna and Plettenberg Bay, and just minutes from the Garden of Eden, town centres, is this 300sqm elevated and exclusive log cabin. The Lodge offers you:4 en-suite bedrooms with built in cupboards. Th  …see more

from £189 / night

£1120 - £1475 / week

Book View

from £189 / night

(3) Excellent 

20

Cottage rental in Keurboomstrand with shared pool

Plettenberg Bay / Keurboomstrand

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect hide away!” Wow, what a stunning place! We loved it! Really home away from home. We felt very comfortable in this spacious house. Accommodation was perfectly clean, quiet envirement and everything was there, from towels, kitchen towels to u  …see more

from £82 / night

£791 / week

Book View

from £82 / night

(5) Excellent 

19

Holiday villa rental

Plettenberg Bay / Robberg Ridge

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Swimming pool
“exceptional home” a beautiful home with magnificent views and perfectly located to walk to town - for food shopping, fun shopping, restaurants and clubs. heaven to wake up and have the sweeping view uninterrupted over the cliff down on to the rest of  …see more

from £358 / night

£2500 - £4000 / week

Enquire View

from £358 / night

24

Holiday villa with golf nearby in Brackenridge Estate

Plettenberg Bay / Brackenridge Estate

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Plettenberg BayLuxuriousSelf-cateringSpectacular viewsClose to town and beachesUnparalleled luxuryIdeal for entertaining24 hour securityHeated rim pool Fully equipped kitchenAll bedrooms en-suiteState of the art entertainment centreChild friendly  …see more

from £290 / night

£2025 - £4660 / week

Book View

from £290 / night

(1) Excellent 

19

Holiday home with swimming pool, golf nearby in Brackenridge Estate

Plettenberg Bay / Brackenridge Estate

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Self catering holiday home in Plettenberg Bay with beautiful views on ocean and mountains  …see more

from £160 / night

£1120 / week

Book View

from £160 / night

(5) Excellent 

20

The Crags holiday cottage rental

Plettenberg Bay / The Crags

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
Self-catering. Swimming pool. Bird-life. Spectacular views. Close to beach. Close to wildlife sanctuaries. Game Reserve nearby. Plettenberg Bay a short drive away. Horse-riding nearby. Hikes. Indigenous forest. We are close to Plettenberg Bay and Natures Vall  …see more

from £57 / night

£396 / week

Book View

from £57 / night

(1) Excellent 

18

Holiday home in Plettenberg Bay

Western Cape / Plettenberg Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Pendeen House is an architecturally designed home, in tranquil surrounds with soothing views onto the surrounding hillside, and is within easy reach of Robberg and Beacon Island beaches (1.2km). The house has three spacious bedrooms, the main (queen-bed) being ensuite  …see more

from £215 / night

£1505 - £1995 / week

Book View

from £215 / night

6

Plettenberg Bay holiday home rental

Western Cape / Plettenberg Bay

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Conveniently located a stone's throw from Plettenberg Bay this unassuming gem formed part of the original cluster of shelters built in the 1940's on Robberg Beach. Ownership of what is lovingly known today as the “Houthuisie” (Wood Cabin) was subse  …see more

from £170 / night

£1186 / week

Book View

from £170 / night

8

Holiday home rental

Plettenberg Bay / Brackenridge Estate

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Beautiful, luxurious and modern holiday villa with pool and wonderful views in the stunning coastal town of Plettenberg Bay.  …see more

from £275 / night

£1500 - £3500 / week

Book View

from £275 / night

(3) Excellent 

24

Brackenridge Estate holiday home rental

Plettenberg Bay / Brackenridge Estate

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Wow” "Wow!" is what we said when we walked in the door. Serenity is absolutely beautiful inside, and the view is breathtaking. It was perfect for our family with three teenagers who wanted to lounge around in the mornings, sightsee in the afternoons  …see more

from £108 / night

£760 - £1600 / week

Book View

from £108 / night

(1) Excellent 

24

Holiday home in Plettenberg Bay

Western Cape / Plettenberg Bay

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Robberg Beach Plettenberg bay BeachyHead beach-front beachfront  …see more

from £418 / night

£1505 / week

Book View

from £418 / night

37

Holiday villa with swimming pool, golf nearby in Plettenberg Bay

Western Cape / Plettenberg Bay

11 18 Min stay varies

  • 11 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
The property consists of two, fully equipped homes that are joined together, Red Box House and Vlei House. This makes it ideal for get-togethers of families or groups who would also appreciate having their own space. 9 en-suite bedrooms, two with private balconies. The  …see more

from £450 / night

£2600 - £9260 / week

Book View

from £450 / night

(3) Excellent 

27

Plettenberg Bay holiday home rental

Western Cape / Plettenberg Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.17 km
  • Swimming pool
“Superb house in Plettenberg Bay” Sondel Beach House is a gem. It is very well equipped and it is obvious that a lot of thought has gone in to every aspect of the house, from luxurious bathrooms to a drinks fridge off the patio next to the swimming poo  …see more

from £369 / night

£2581 - £4194 / week

Enquire View

from £369 / night

15

Holiday home with swimming pool, golf nearby in Brackenridge Estate

Plettenberg Bay / Brackenridge Estate

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
This house is ideal for two families sharing a holiday but each wanting to have their own space. Main and second bathroom on same level so ideal for family with small kids. A wooden deck with a sparkling pool links the two units.  …see more

from £160 / night

£1120 / week

Book View

from £160 / night

11

Keurboomstrand holiday log cabin rental

Plettenberg Bay / Keurboomstrand

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Sea view, quiet, nature, bird life, magnificent view, secure  …see more

from £162 / night

£1130 / week

Book View

from £162 / night

(1) Excellent 

9

Holiday cottage with shared pool in Plettenberg Bay

Western Cape / Plettenberg Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
Peace and tranquility abound! A lovely rural setting for those needing to relax and unwind and enjoy the beauty of nature.<br />The Garden Route is one of the most popular holiday destinations in South Africa.  …see more

from £28 / night

£196 / week

Book View

from £28 / night

(2) Excellent 

24

Solar Beach holiday home rental

Plettenberg Bay / Solar Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“The perfect house in the perfect location” Our first trip to South Africa and we knew Plett was the top beach location and did not want to stay in a hotel or B&B as we wanted flexibility and privacy. Khusela House is really very special place in the b  …see more

from £490 / night

£3430 - £6500 / week

Book View

from £490 / night

13

Holiday home with swimming pool, golf nearby in Brackenridge Estate

Plettenberg Bay / Brackenridge Estate

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly
Family home by the sea. This house is ideal for family with children. Ideally located within safe and secure estate with beautiful views. Every comfort needed is supplied. The sparkling pool is totally private.  …see more

from £160 / night

£1120 / week

Book View

from £160 / night

39

Plettenberg Bay holiday apartment rental

Western Cape / Plettenberg Bay

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
This "home away from Home" upstairs apartment is a few minutes walk & 5 minutes drive from the main beaches & is centrally situated to many places of interest. It has a private entrance adjacent to a home set in an indigenous garden. It is comfortab  …see more

from £37 / night

£255 - £819 / week

Book View

from £37 / night

7

Holiday chalet in The Crags

Plettenberg Bay / The Crags

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
TreeHouse Cottage is part of the home of local artists, Sally Rush and Margaret Knight, but has a separate entrance and secure parking. Sally and Margaret run their artists’ studio from their home. The cottage has a kitchenette, with a two-plate stove, microwave  …see more

from £49 / night

£339 / week

Book View

from £49 / night

8

Holiday cottage in The Crags

Plettenberg Bay / The Crags

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Nearest beach 10 km
  • Child friendly
  • Private garden
TreeHouse Cottage is part of the home of local artists, Sally Rush and Margaret Knight, but has a separate entrance and secure parking. Sally and Margaret run their artists’ studio from their home. The cottage has a kitchenette, with a two-plate stove, microwave  …see more

from £49 / night

£339 / week

Book View

from £49 / night

10

Holiday apartment with shared pool in Plettenberg Bay

Western Cape / Plettenberg Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
2 Greenpoint Mews is a lovely apartment in Plettenberg Bay just a few minutes away for a Blue Flag beach. The apartment is situated on the ground floor and offers 2 bedrooms and a bathroom. The main bedroom is furnished with a queen sized bed and opens onto the furnis  …see more

from £49 / night

£339 / week

Book View

from £49 / night

14

Holiday home in Harkerville

Plettenberg Bay / Harkerville

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Olive Grove Country House is situated just 10km from Plettenberg Bay's main centre on a private boutique olive farm. Close to the beautiful blue flag beaches, the Plett Airport and all the attractions the Garden Route has to offer, this private self-catering home  …see more

from £130 / night

£904 / week

Book View

from £130 / night

22

Western Cape / Plettenberg Bay

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

 …see more

from £89 / night

£565 / week

Book View

from £89 / night

(47) Excellent 

59

Western Cape / Plettenberg Bay

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 12 km
  • Child friendly

 …see more

from £40 / night

£252 - £645 / week

Book View

from £40 / night

(1) Excellent 

84

Western Cape / Plettenberg Bay

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £162 / night

£1130 / week

Book View

from £162 / night

25

Western Cape / Plettenberg Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

 …see more

from £329 / night

£2299 - £4033 / week

Book View

from £329 / night

(1) Excellent 

10

Western Cape / Plettenberg Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £45 / night

£311 / week

Book View

from £45 / night

(1) Excellent 

16

Plettenberg Bay / Brackenridge Estate

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Ask owner if suitable for children

 …see more

from £56 / night

£389 - £689 / week

Book View

from £56 / night

(1) Excellent 

10

Western Cape / Plettenberg Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly

 …see more

from £55 / night

£320 - £785 / week

Book View

from £55 / night

(1) Excellent 

17

Western Cape / Plettenberg Bay

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

 …see more

from £242 / night

£1613 / week

Book View

from £242 / night