
Holiday rentals with outdoor seating in Caledon
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Top-rated rentals with outdoor seating in Caledon
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

Romantic lakeside cottage
Anzan Farm, Sunbird cottage: Take it easy at this unique, tranquil farm getaway on the waters edge. Self catering cottage for a couple.Spacious lounge with indoor fireplace , well equipped kitchen and large patio with gas braai. The cottage has a hot tub, with lake and mountain views. Enjoy the bird life,peace or be active swimming, canoeing and fishing in the lake.Elgin offers nearby wine farms,cycling routes, horse riding, hikes, zip lining and plenty more. No pets allowed. 6 kms dirt rd

Cottage on Fir Hermanus
Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

Oceanfront Villa 4br/4ba pool wifi, solar power
Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

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!!

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 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

Potato Patch Self Catering Cottage
This versatile thatched roofed cottage is centrally located in a private setting offering contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property with its own entrance and secluded garden. The cottage consists of 3 en suite bedrooms furnished with king sized beds. The rates are based on 2 people sharing a room. Using additional rooms comes with an additional charge. Pets are permitted on request at an additional charge.

Farmstay for nature lovers Jonkershoek
A serene farm stay retreat set against Jonkershoek’s majestic mountains, ideal for a couple seeking peace and nature. Relax in a spacious, beautifully furnished home with wood‑burning stove and private outdoor space. Explore trails, swim in the farm dam, or unwind with wine on the deck. Minutes drive from Stellenbosch’s vibrant food and wine scene, yet feels worlds away. Perfect for a peaceful escape or creative work retreat.

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 outdoor seating rentals in Caledon
House rentals with outdoor seating

Seaside Sanctuary

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Magnificent views / luxurious setting- Sérendipité

Peaceful and Pet Friendly Family Home🏡

Cosy 2-Bedroom Sea Front Cottage

Tockie's: An idyllic & historic 2-bedroom cottage

Nooks Pied-a-Terre | Architecturally Stunning Home

Bellevlei Estate | Protea Cottage
Apartment rentals with outdoor seating

'African adventure' in Wine Country - Aircon

Luxury romantic apartment at the ocean 1h CapeTown

La Terre Blanche – Loft

Luxury apartment Kandinsky with panoramic views

*Central - Whale Watching Paradise -Self check in*

The Tram Stop

Oak & Owl Self-catering Cottage

Mountain & Sea Cottage
Apartment rentals with outdoor seating

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

3-bedroom flat in historic Stellenbosch centre

17 Marine/Garden Apt.104 /Inverter/AC/Spa-bath

Sweeter than Sultana (Solar Powered)

Home With a View in Franschhoek

Cliff Path Cottage

Jacaranda Condominium - Gordon's Bay

No 3 @ The Yard ,Franschhoek
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £43 | £40 | £41 | £43 | £45 | £42 | £42 | £42 | £52 | £52 | £50 | £56 |
| 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 |
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 £8 per night before taxes and fees

Verified guest reviews
Over 410 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

Wifi availability
20 of Caledon holiday rentals include wifi access

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

4.5 Average rating
Caledon stays receive an average rating of 4.5 out of 5 from guests
Destinations to explore
- Cape Town Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- Hermanus Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
- Betty's Bay Holiday rentals
- George Holiday rentals
- Breerivier Holiday rentals
- Voëlklip Beach
- Stellenbosch University
- Babylonstoren
- Jonkershoek Nature Reserve
- Grotto Beach (Blue Flag)
- Cavalli Estate
- Idiom Restaurant & Idiom Wine Tasting Centre
- Waterkloof Wine Tasting Lounge
- Fernkloof Nature Reserve
- De Zalze Golf Club
- Greenways Golf Estate
- Rust en Vrede Wine Estate
- De Hollandsche Molen
- Babylonstoren Wine Estate
- Haute Cabrière - the home of Pierre Jourdan
- Delaire Graff Estate
- Tokara Wine Estate
- ATKV Goudini Spa
- Hermanus Beach Club
- Stark-Condé Wines
- La Motte Wine Farm & Restaurant
- Kolkol Mountain Lodge
- Somerset Mall
- Mont Rochelle Nature Reserve




