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

Total holiday rentals
Explore 220 holiday rentals in Oudtshoorn

Nightly prices starting at
Oudtshoorn holiday rentals start at $34 NZD per night before taxes and fees

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

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
200 of Oudtshoorn holiday 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!
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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!
LocationValueOutdoor spaces

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.
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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.
ValueLocationHospitality

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.
LocationFamilyQuiet

Sky Light Apt 3
Nested beneath the beach dunes of the beautiful and secluded Wilderness beach, Sky Light offers a peaceful and stylish boutique experience. With a spacious room featuring a kitchenette, king size bed, bathroom and l-shaped couch, this sky-lit haven designed from the ground up for your enjoyment includes a plunge pool, five minute walk over the dune to the beach, close proximity to the Wilderness restaurants and Sedgfield Market, paragliding, canoeing and everything that Wilderness offers.
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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.
ValueFamilyBeach

Stunning location! Heated Pool, Nature, Clifftop!
Backup power supply. 4.4m x 2.4m heated pool. The house is set in a dramatic location perched 60m above the ocean, with endless ocean views. Set in a 94 hectare private , safe reserve, walks and hikes from the front door, come and experience nature in luxury. Whales/Dolphins/wildlife/ stars! 24 hour security 15 minutes to George Mall, 20km from George Airport. The house has 180 degree views over the Ocean, with fresh clean air and the sound of the ocean below.
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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.
LocationValueIndoor spaces

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.
FamilyLocationPool

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.
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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.
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Popular amenities for Oudtshoorn rentals with a pool
House rentals with a pool

HighTea
LocationValueCheckout

1248 Oubaai, Picturesque Sea-view, Herolds Bay
LocationValueBeach

Mirari
ValueFamilyPets

Ama Villa - Mossel Bay
FamilyLocationHospitality

Porctia’s Place
ValueFamilyComfort

8 Sleeper House with Jacuzzi 6km from Cango Caves
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Sedgefield Holiday Accommodation
LocationFamilyRiver

The Grey House - Main
ValueLocationKitchen
Condo rentals with a pool

Rust n Reef
LocationKitchenAmenities

Cozy two-bedroom apartment close to town and Gym
FamilyValueCheck-in

Nautica 411, Apartment with Seaview
FamilyValueBeach

Heydays Diaz
LocationViewSleep quality

Villa with Golf Cart at Pinnacle Point
ValueFamilyLong stay

Ocean View Villa in Pinnacle Point Golf Estate
ValueFamilyAmenities

Deluxe 4 pax apartment with stunning Mountain View
ValueLocationWalkability

Shearwater Studio Apartment Sedgefield
LocationHospitalitySleep quality
Other holiday rentals with a pool

Redstone Hills - Birds Nest
FamilyValueWi-Fi

Beach views
LocationValueAccuracy

Shanalulu Sands (full inverter)
FamilyLocationView

86 on Jubilee - Lavender Annex
LocationFamilyIndoor spaces

Tranquillo Seaview Self Catering Apartment
LocationFamilyTV

Little Patonis
LocationFamilyAccuracy

Nicara Luxury Cabin | Floris
LocationValueAccuracy

On the Waterfront 40 on Diaz beach Hartenbos Mosselbay
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When is the best time to visit Oudtshoorn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 NZD | $125 NZD | $119 NZD | $123 NZD | $109 NZD | $113 NZD | $123 NZD | $121 NZD | $137 NZD | $116 NZD | $118 NZD | $123 NZD |
| 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 |
Destinations to explore
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- Glentana Beach
- Wilderness Beach Front
- Santos Beach Mosselbay
- Pinnacle Point Golf Club
- Buffelsdrift Game Lodge
- Outeniqua Transport Museum
- Redberry Farm
- Map Of Africa
- 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





