
Holiday rentals with outdoor seating in Caledon
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Caledon

Total holiday rentals
Explore 20 holiday rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Caledon holiday rentals include Wi-Fi access

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

4.6 Average rating
Caledon stays receive an average rating of 4.6 out of 5 from guests
Top-rated Holiday Houses with Outdoor Seating in Caledon
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Sea & Mountain Views+Whales. A Stroll to the beach
Wake up to picturesque sea & mountain views to mesmerize guests. Then take a short stroll to Grotto Beach, the famous cliff path or spot whales while sipping wine on the patio breathing in the ocean and sunset. Incredible views are paired with 3 stylishly decorated en suite bedrooms, a spacious open plan sunny house with lots of light, elegantly furnished and all necessary amenities. Sleeps 4 adults & 2 children. Best location ever. Spoil yourself, just book it. You can't go wrong with this one!

Hidden gem in the heart of the winelands..
A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

Ferrybridge river house
FERRYBRIDGE HOUSE Loadshedding proof • pet friendly • family friendly • remote work friendly • ideal for birdwatchers • not available over public holiday weekends, Christmas and New Years. Located right on the river with sweeping views, our beloved family holiday home is ideal for family getaways, gatherings with friends, business retreats, and quiet weekends away. Please note we don’t accommodate parties, and only accept guests over 25 years of age, with prior reviews and a 4.5+ rating.

Camissa farm. Gorgeous views and a Hottub too!
This stylish and romantic cabin for 2 floats over the Banhoek valley and enjoys exquisite mountain views of outstanding natural beauty. It is the newest in our collection of 6 private serviced eco cabins on a beautiful 60 hectare regenerative farm in the Banhoek nature conservancy. There are hiking trails for you to explore, a hot tub and infra red sauna to luxuriate in and wild swimming to enjoy. Refresh your soul in this natural paradise and renew your connection with nature and yourself.

Vineyard Cottage | Goodluck Homestead
Off-grid eco cottage situated on a working regenerative farm in the heart of the Overberg, with panoramic views towards Walker Bay and the Kleinriviersberg mountains. Surrounded by fynbos and vineyards, this cottage has pure spring fed water, a wood fired hot tub, solar power so is not affected by load shedding. Guests are welcome to wander around the farm, swim and fish in the dams, and meander through the veggie gardens We regret no babies, children or pets are allowed for safety reasons.

Berseba The Buchu Box
Welcome to The Buchu Box, a contemporary self-catering unit nestled within an essential oils farm, offering breathtaking vistas of the picturesque Overberg in Western Cape. This eco-friendly pod promises a luxurious retreat suitable for couples, solo travelers, and families seeking an escape. Indulge in the epitome of relaxation with our wood-fired hot tub, providing a serene oasis with panoramic views that will leave you spellbound. We have a carbon copy of this unit, The Peppermint Box.

Spectacular ocean views @ 38 on Penguin Studio
Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer

Treyntjes River Cottages
Treyntjes Rivier Cottages are about 9 km from Caledon and 25 km from Hermanus. It can accommodate up to 4 persons Two bedrooms each with their own en-suite bathroom. The main bedroom with a king size bed, the second bedroom with 2 single beds. The kitchen is fully equipped and the living area offers couches, Smart TV and WIFI Braai facilities are available in the garden. We no longer allow brides or grooms to get ready at our cottages on the day of their wedding. No day visitors

La Vieille Cure
LaViellie Cure in one of the oldest house in Franschhoek, built earlier than 1850 and declared National Monument in 1981. The cottage has its own private entrance and cozy courtyard with mountain view and pergolas at the front and back patios. The inside is characterised by a spacious open studio that retains the historical features with an added touch of modernity. The historical cottage is at walking distance from restaurants and from the wine tram station and many others amenities!!

Farm house on Windon vineyard,Stellenbosch
This beautiful farm house has amazing views of the Stellenbosch mountain ranges .It has a very special indigenous garden and is beautifully decorated and equipped! It includes a full kitchen ,2 beautiful rooms and en suite bathrooms .There is a beautiful patio and braai area .It is a peaceful setting ,with access to walk and enjoy the farm including the zebra and springbuck ! You won’t be sorry you booked this magnificent spot ,you won’t ever want to leave !

Romantic cottage with a pool AND an open air tub!
RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Dithe Rosemary Hut
Welcome to The Rosemary Hut, a charming rustic retreat nestled within an essential oils farm, offering panoramic views of the stunning Overberg in Western Cape. What sets this unit apart is its unique construction, with hay bales forming the inner walls, exuding rustic charm and warmth. This delightful cottage provides the perfect setting for a romantic escape like no other.
Popular amenities for Caledon outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Amiel's Cottage

Bellevlei Estate | The Rock House

De Villiers House

The heart of Franschhoek

Laleli….The house of Tulips.

Nooks Pied-a-Terre | Architecturally Stunning Home

Gîte 1

Private path to beach, back-up solar power
Apartment rentals with outdoor seating

La Terre Blanche – Loft

Luxury apartment Kandinsky with panoramic views

Whale Song

*Central - Whale Watching Paradise -Self check in*

C'est la Vie 4: Self-catering apartment for adults

Oak & Owl Self-catering Cottage

Modern large cottage with Hot Tub, (-Flora studio)

Whale of a Time
Condo rentals with outdoor seating

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

3-bedroom flat in historic Stellenbosch centre

17 Marine - 2 Bedroom - Garden - Apt 104

Sweeter than Sultana (Solar Powered)

Home With a View in Franschhoek

Cliff Path Cottage

Unique Stay at The Den Stellenbosch

Jacaranda Condominium - Gordon's Bay
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 AUD | $112 AUD | $106 AUD | $80 AUD | $85 AUD | $79 AUD | $79 AUD | $79 AUD | $97 AUD | $99 AUD | $95 AUD | $106 AUD |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°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
- George Holiday rentals
- Hermanus Holiday rentals
- Knysna Holiday rentals
- Drakenstein Holiday rentals
- Stellenbosch University
- Babylonstoren
- Jonkershoek Nature Reserve
- Cavalli Estate
- Grotto Beach (Blue Flag)
- Waterkloof Wine Tasting Lounge
- ATKV Goudini Spa
- Idiom Restaurant & Idiom Wine Tasting Centre
- Voëlklip Beach
- Fernkloof Nature Reserve
- Rust en Vrede Wine Estate
- Hermanus Beach Club
- Babylonstoren Wine Estate
- La Motte Wine Farm & Restaurant
- Haute Cabrière - the home of Pierre Jourdan
- Boschendal Wine Estate
- Kolkol Mountain Lodge
- De Zalze Golf Club
- De Hollandsche Molen
- Delaire Graff Estate
- Kogelberg Nature Reserve
- Somerset Mall
- Agulhas National Park
- Stark-Condé Wines





