
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 $35 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.

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.
LocationValueSleep quality

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!
FamilyLocationIndoor spaces

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!
LocationValueCheckout

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.
FamilyValueWi-Fi

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.
FamilyLocationLaundry

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.
ValueFamilyDecor

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.
FamilyLocationCheckout

PelserPlesier @Oubaai (Full Inverter)
Pure bliss. That’s the feeling that will strike you at PelserPlesier. Want to get away with the family? Planning a weekend of golf with the boys? Dreaming of unwinding with a good book and your favourite wine? Outeniqua Mountains, Indian Ocean, Oubaai Golf Course — everything you need around you! Stop making excuses. Life is short. We look forward to hosting you at PelserPlesier! PS: Installed inverter system to cover LS!
ValueLocationLong stay

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.
ValueFamilyCondition

Luxury Villa with breaker views on Pinnacle Point
Beautifully furnished villa with magnificent views perfect for family/ group holidays. Play a round of golf or relax in the Spa, take the kids to the private beach and then watch the sunset from the large balconies or cook up a storm in the Chef's kitchen. Easy access to a number of Blue Flag beaches with a variety of exciting activities to be explored in the area.
FamilyValueView

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.
ValueLocationLaundry

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

HighTea
LocationFamilyAccuracy

1248 Oubaai, Picturesque Sea-view, Herolds Bay
ValueFamilyQuiet

Mirari
FamilyLocationSleep quality

Porctia’s Place
FamilyLocationAir conditioning

The Lighthouse
FamilyLocationBarbecue

Sedgefield Holiday Accommodation
LocationFamilyCondition

The Grey House - Main
LocationValueOutdoor spaces

Num Num House sleeps 6
ValueFamilyGetting around
Condo rentals with a pool

Rust n Reef
LocationComfortKitchen

Cozy two-bedroom apartment close to town and Gym
LocationValueHospitality

Nautica 411, Apartment with Seaview
FamilyLocationPool

Villa with Golf Cart at Pinnacle Point
FamilyLocationHiking

Ocean View Villa in Pinnacle Point Golf Estate
LocationFamilyCondition

Blue Crane Self Catering Cottage
LocationAmenitiesHospitality

Deluxe 4 pax apartment with stunning Mountain View
LocationValueHeating

Shearwater Studio Apartment Sedgefield
LocationHospitalityCleanliness
Other holiday rentals with a pool

Oakhurst Farm Cottages - The Forge
ValueLocationCleanliness

Redstone Hills - Birds Nest
LocationValueHiking

Sky Light Apt 3
ValueLocationView

86 on Jubilee - Lavender Annex
FamilyLocationBarbecue

Tranquillo Seaview Self Catering Apartment
FamilyValueQuiet

Little Patonis
FamilyValueHospitality

Nicara Luxury Cabin | Floris
ValueLocationCleanliness

On the Waterfront 40 on Diaz beach Hartenbos Mosselbay
ValueFamilyBarbecue
When is the best time to visit Oudtshoorn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 NZD | $127 NZD | $121 NZD | $123 NZD | $120 NZD | $120 NZD | $125 NZD | $123 NZD | $139 NZD | $118 NZD | $120 NZD | $125 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
- Cape Town Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Franschhoek Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- Kouga Holiday rentals
- George Holiday rentals
- Port Elizabeth Holiday rentals
- Hermanus Holiday rentals
- Rentals with a fireplace Oudtshoorn
- House rentals Oudtshoorn
- Rentals with a washing machine and dryer Oudtshoorn
- Bed and breakfasts Oudtshoorn
- Family-friendly rentals Oudtshoorn
- Smoking-friendly rentals Oudtshoorn
- Apartment rentals Oudtshoorn
- Rentals with a patio Oudtshoorn
- Guesthouse rentals Oudtshoorn
- Pet-friendly rentals Oudtshoorn
- Rentals with outdoor seating Oudtshoorn
- Farmstay rentals Oudtshoorn
- Rentals with a fire pit Oudtshoorn
- Private suite rentals Oudtshoorn
- Rentals with breakfast Oudtshoorn
- Rentals with pools Eden
- Rentals with pools Western Cape
- Rentals with pools South Africa
- Glentana Beach
- Santos Beach Mosselbay
- Wilderness Beach Front
- Pinnacle Point Golf Club
- Redberry Farm
- Buffelsdrift Game Lodge
- Map Of Africa
- Outeniqua Transport Museum
- 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





