
Vacation rentals with a pool in Oudtshoorn
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Oudtshoorn

Total vacation rentals
Explore 220 vacation rentals in Oudtshoorn

Nightly prices starting at
Oudtshoorn vacation rentals start at G$4,176 GYD per night before taxes and fees

Verified guest reviews
Over 5,270 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
200 of Oudtshoorn vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oudtshoorn rentals

4.8 Average rating
Oudtshoorn stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Oudtshoorn
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Numbi Valley, a magical Permaculture Oasis
Numbi Valley is a wonderful example of off-grid sustainable living. There is one private guest cottage on the farm and Kath and Ross welcome you to enjoy their uniquely created space. There are abundant organic gardens, a spring fed fresh water plunge pool with amazing views, all in a very beautiful and peaceful valley in the klein karoo countryside. There are scenic walks, cycling routes, fresh produce , excellent massage, delicious pizza, stargazing and wi-fi. We would love to have you stay!

Villa with sea & lagoon view, gym and heated pool
Overlooking the ocean and the lagoon, nestled in a bird conservancy against a forested hill and 5 minute drive from pristine beaches and the center of Wilderness, this stylish self-catering house offers spacious living and dining spaces, a deck with a heated pool, 3 bedrooms with en-suite bathrooms and private terraces with views on the sea and the forest. Amenities include a home gym, Pilates equipment, Weber braai, smart TV 75”, full DSTV, Play Station 4, fussball table, and uncapped Wi-Fi.

Lodge in the heart of the Wilderness Forest
Rustic charm in the heart of the Wilderness 3km from Wilderness. A cozy forest Lodge which sleeps a total of 6, 2-4 adult guests as well as 2 children or adults in the loft. A third en suite bedroom is accessed via stairs below the Lodge should 4+ adult guests book. This beautiful wooden lodge nestled amongst the treetops is peaceful & private. Cozy living spaces with small open plan kitchen and private deck with views of the ocean and forest. Communal rock pool and bbq area on the property.

Tip Top Guesthouse
Welcome! Your Home Away from Home! Located in central Mossel Bay, our spacious new upgraded apartment boasts stunning sea and mountain views, perfect for families of four (2 adults, 2 children). Enjoy a large bedroom ( queen size bed) cozy living area with comfortable double sofa bed, and fully equipped kitchen. Relax by the pool and enjoy in/outdoor braai. Unlimited WiFi, Netflix, and DSTV, all you need for a perfect stay. Just 2.5 km from the beach and shopping, it’s the ideal getaway!

Karoo Country Style Cottage
We would love you to stay in our Karoo Country Style cottage. Situated in a corner of our spacious garden with a large swimming pool. Sun-facing terrace with bench and table and chairs. Our property has an inverter, which makes loadshedding less of a problem. Secure parking on the property. There is a most convenient Spar just 'around the corner' 5 minutes walk. 3 minutes from the town center. 1 Minute from the:- N. A. Smit Swimming Pool De Jagers Sport Complex Oudtshoorn Bowling Club.

1248 Oubaai, Picturesque Sea-view, Herolds Bay
Stunning unobstructed, sea-view property. Custom designed and located on the exclusive Oubaai Golf Estate in Herolds Bay, with a signature Ernie Els golf course. This house is an entertainer's dream, with all the cooking amenities you can wish for. Enough space to socialize and enjoy the views & sunsets, designed to accommodate 12 ppl, with 5 private en-suite bedrooms, and a separate guest bathroom, everybody will enjoy the comfort and privacy that comes with this luxury property.

Private clifftop ocean retreat with heated pool
Wake to ocean, fynbos and wildlife from your private clifftop home, 60 metres above the Indian Ocean. Ocean Spirit sits in the secure 94-hectare Ballots Bay Nature Reserve on South Africa’s Garden Route. With panoramic sea views, a private, generously family sized heated pool , backup power and hiking from the front door. Enjoy exceptional privacy, wildlife, seasonal whale and dolphin sightings, star-filled skies and the sound of the ocean. Sleeps 6. Just 20km from George Airport.

Luxury in nature. Solar Powered. Endless sea views
Experience the ultimate coastal lifestyle in our luxury cliff-top home with stunning ocean views from every room. Our organic modern design features natural wood and designer soft furnishings. Dip in our semi heated pool, or enjoy our yoga & chill deck or cook a meal in our designer kitchen. Complete with solar power system & set in a private nature reserve. Just 25 mins from George Airport, 15 mins from the Garden Route Mall and Wilderness. Come unwind in comfort & style.

Tranquility at Its Finest - Kaaimans Kloof Villa
Kaaimans Kloof is a modern and charming Luxury Villa perched high up on the mountain side within a private nature reserve at the Map of Africa, Wilderness. This lovely holiday home is ideal for anyone looking for a peaceful break in the Garden Route, just 10 minutes from Wilderness Village and the beach. With no neighbors in sight, enjoy privacy as well as stunning views of the Kaaimans gorge and river below.

Hartland Garden Suite
Privacy and space is important to some extinguished guests..... The doors open onto your own garden where you can relax under the trees or enjoy the hot Karoo sun on the pool lounger. In winter the fireplace heats up the entire suite right to your bath when you feel like floating in the water with the crackle of wood to complete a romantic breakaway.

Candlewood Beach House
5 bedroom 5 bathroom Beach House situated on the Garden Route in South Africa. Completely solar and gas powered so no disruption from load shedding. Situated in an Eco Reserve with uninterupted views of the Indian Ocean and private access to 2.5km of white sandy beach. Security access. 45min from George Airport. Private swimming pool.

Selfcatering Family Unit with 4 Bedrooms - sleep 7
Spacious self-catering freestanding unit with four bedrooms - Ideal for family's or small groups - sleeps seven - kitchen, pot, pans & braai facilities, lounge and dining area - balcony, garden and easy access to the swimming pool area. Secure off street parking.
Popular amenities for Oudtshoorn rentals with a pool
House rentals with a pool

PelserPlesier @Oubaai (Full Inverter)

Sedgefield Holiday Accommodation

Ama Villa - Mossel Bay

HighTea

Porctia’s Place

Mirari

The Grey House - Main

8 Sleeper House with Jacuzzi 6km from Cango Caves
Condo rentals with a pool

Deluxe 4 pax apartment with stunning Mountain View

Rust n Reef

The Upper Flat at The Georgian

Penthouse Luxury at Pinnacle

Seaside Apartment, Shearwater on Sea 124

Shearwater Studio Apartment Sedgefield

Ocean View Villa in Pinnacle Point Golf Estate

Villa with Golf Cart at Pinnacle Point
Other vacation rentals with a pool

Sky Light Apt 3

Tranquillo Seaview Self Catering Apartment

Te Waterkant 40 on Diaz beach Hartenbos Mosselbay

Stunning Luxury Home | Hot Tub Pool Aircon

Nicara Luxury Cabin | Floris

Redstone Hills - Birds Nest

Little Patonis

Luxury Villas
When is the best time to visit Oudtshoorn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,033 GYD | G$15,242 GYD | G$14,615 GYD | G$15,033 GYD | G$13,363 GYD | G$13,780 GYD | G$15,033 GYD | G$14,824 GYD | G$16,703 GYD | G$14,198 GYD | G$14,407 GYD | G$15,033 GYD |
| Avg. temp | 20°C | 21°C | 19°C | 18°C | 16°C | 14°C | 13°C | 13°C | 14°C | 16°C | 17°C | 19°C |
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- Glentana Beach
- Wilderness Beach Front
- Santos Beach Mosselbay
- Pinnacle Point Golf Club
- Outeniqua Transport Museum
- Redberry Farm
- Map Of Africa
- Buffelsdrift Game Lodge
- Wild Oats Community Farmers Market
- Bartolomeu Dias Museum Complex
- Outeniqua Family Market
- Cape St. Blaize Lighthouse
- Garden Route Casino
- Safari Ostrich Farm
- Cango Wildlife Ranch
- Kingswood Golf Estate





