
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!
LocationValueGetting around
4.96 out of 5 average rating, 308 reviews
Karoo Country Style Guest suite
We would love you to stay in our Country Style guest suite, which is situated in a large leafy garden with a swimming pool, which guests are welcome to relax in and use. Secure parking is available on property. Our property has an inverter, which makes loadshedding less of a problem. The guest suit is attached to the main house but not shared with the main house. It has its own outdoor entrance and covered living area, so privacy is ensured. The light and airy rooms are decorated with love.
LocationValueAir conditioning
4.95 out of 5 average rating, 281 reviews
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.
ValueLocationCheckout
4.97 out of 5 average rating, 238 reviews
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.
FamilyLocationBreakfast
4.98 out of 5 average rating, 180 reviews
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!
LocationValueHospitality
4.9 out of 5 average rating, 263 reviews
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.
ValueFamilyHospitality
4.97 out of 5 average rating, 101 reviews
Clifftop Ocean View in Nature | 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.
LocationFamilyWalkability
4.98 out of 5 average rating, 262 reviews
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.
FamilyLocationCheckout
4.98 out of 5 average rating, 232 reviews
Tranquillo Seaview Self Catering Apartment
Tranquillo Self Catering Apartment is situated in MosselBay golf estate. It is a 24 hou security estate with the slogan "see the sea from every tee." Every golfers' dream! Sprinboks roam free in the estate and we are on the edge of the nature reserve overlooking the sea, so birds are abundant. Whale watchers will also be delighted as they compete with the dolphins in passing by. We are close by a few restaurants and the beach.
FamilyLocationWi-Fi
4.89 out of 5 average rating, 198 reviews
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.
ValueLocationBarbecue
4.88 out of 5 average rating, 115 reviews
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.
ValueLocationOutdoor spaces
4.98 out of 5 average rating, 132 reviews
Africa Inn - Chalet 1
Chalet 1 is nice and spacious with two bedrooms with an en-suite bathroom with an outside shower. Beds can be made in King or single bed. The Chalet has a fully equiped kitchen with a dining table and lounge area. The stoep is where the magic takes place with a braai and splash pool for your enjoyment.
LocationValueDecor
4.91 out of 5 average rating, 315 reviewsPopular amenities for Oudtshoorn rentals with a pool
House rentals with a pool

PelserPlesier @Oubaai (Full Inverter)
LocationValueLaundry
4.8 out of 5 average rating, 143 reviews
Sedgefield Holiday Accommodation
ValueFamilyCheck-in
4.86 out of 5 average rating, 121 reviews
Ama Villa - Mossel Bay
LocationFamilyAir conditioning
4.81 out of 5 average rating, 122 reviews
Porctia’s Place
LocationValueWi-Fi
4.89 out of 5 average rating, 27 reviews
HighTea
ValueFamilyAmenities
4.92 out of 5 average rating, 86 reviews
Mirari
FamilyValueNearby
5.0 out of 5 average rating, 41 reviews
The Grey House - Main
FamilyLocationCheck-in
4.95 out of 5 average rating, 78 reviews
8 Sleeper House with Jacuzzi 6km from Cango Caves
FamilyValueCleanliness
4.74 out of 5 average rating, 66 reviewsCondo rentals with a pool

Deluxe 4 pax apartment with stunning Mountain View
FamilyValueSolo travel
4.93 out of 5 average rating, 115 reviews
Cozy two-bedroom apartment close to town and Gym
FamilyLocationIndoor spaces
4.84 out of 5 average rating, 171 reviews
Rust n Reef
LocationViewKitchen
4.91 out of 5 average rating, 11 reviews
The Upper Flat at The Georgian
FamilyLocationCheck-in
5.0 out of 5 average rating, 13 reviews
Penthouse Luxury at Pinnacle
FamilyDecorHiking
5.0 out of 5 average rating, 3 reviews
Seaside Apartment, Shearwater on Sea 124
ValueFamilyHospitality
4.89 out of 5 average rating, 65 reviews
Shearwater Studio Apartment Sedgefield
LocationValueCleanliness
4.71 out of 5 average rating, 7 reviews
Ocean View Villa in Pinnacle Point Golf Estate
ValueLocationParking
4.75 out of 5 average rating, 61 reviewsOther holiday rentals with a pool

Sky Light Apt 3
LocationValueOutdoor spaces
4.94 out of 5 average rating, 269 reviews
Candlewood Beach House
FamilyLocationHospitality
4.93 out of 5 average rating, 149 reviews
Camphersdrift - The Secret Garden Cottage
ValueLocationHospitality
4.94 out of 5 average rating, 172 reviews
Luxury Villa with breaker views on Pinnacle Point
ValueFamilyComfort
4.82 out of 5 average rating, 171 reviews
Shanalulu Sands (full inverter)
FamilyLocationAmenities
4.83 out of 5 average rating, 259 reviews
Stunning Luxury Home | Hot Tub Pool Aircon
FamilyValueBathroom
5.0 out of 5 average rating, 28 reviews
Redstone Hills - Birds Nest
LocationFamilyCleanliness
4.77 out of 5 average rating, 71 reviews
Nicara Luxury Cabin | Floris
LocationValueCheck-in
4.93 out of 5 average rating, 56 reviewsWhen is the best time to visit Oudtshoorn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 NZD | $124 NZD | $119 NZD | $122 NZD | $109 NZD | $112 NZD | $122 NZD | $120 NZD | $136 NZD | $115 NZD | $117 NZD | $122 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 |
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- Glentana Beach
- Wilderness Beach Front
- Santos Beach Mosselbay
- Pinnacle Point Golf Club
- Outeniqua Transport Museum
- Map Of Africa
- Redberry Farm
- Buffelsdrift Game Lodge
- Wild Oats Community Farmers Market
- Bartolomeu Dias Museum Complex
- Outeniqua Family Market
- Garden Route Casino
- Safari Ostrich Farm
- Kingswood Golf Estate
- Cango Wildlife Ranch
- Cape St. Blaize Lighthouse





