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.

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Guest favourite

Farm stay in Stellenbosch

5.0 out of 5 average rating, 115 reviews

Stay on a Working Flower Farm in a Modern Home

Soak up the secluded splendor of this modern farmhouse in the Cape Winelands. A new expansive view awaits at every turn—admire one side of the mountain range in the light-filled entrance hall, and take in the other from the spacious sitting room that brings the outdoors in with a full-size maple tree and sliding glass doors. Colorful textiles and eclectic art objects collected from around the world enliven the farmhouse interiors, where leafy greens and flowers fill each room. Take a dip in the outdoor 15m pool, then enjoy a meal near a wood-burning fireplace on the outdoor patio. Modern house with farm interior. Access to all areas including own pool and garden. Open plan kitchen and living areas with access to verandah and vegetable garden. Will be welcome and greeted by myself ,always available by phone or text . The farmhouse is set in a secluded area just a short drive away from the quaint town of Stellenbosch, ripe with many fruit orchards and wine vineyards—some date as far back as the 1650s. Foodies would be wise to pit stop at Foliage, an award-winning restaurant listed as one of the “World’s 50 Best” restaurants. Own transport is recommended, but Uber is available if needed, guests use them often successfully. Gay friendly. Perfectly located.

Guest favourite

Farm stay in Stellenbosch

4.98 out of 5 average rating, 123 reviews

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.

Guest favourite

Home in Franschhoek

4.99 out of 5 average rating, 130 reviews

Mongoose Manor, walk to wine estates and town.

This is the most perfect ever listing. Privacy, location, quality. FULLY SOLAR POWERED. Completed by a top designer, breathtaking views of the mountains and wine valley, next to Le Lude champagne estate and restaurant, on an equestrian estate. And under 10 minutes walk to the centre of town, 5 minutes to Le Lude or Haute Cabriere estates, the monument, museum etc. There is even a friendly water mongoose named Tilly who will come to visit! NO CHILDREN of any age allowed, including infants.

Guest favourite

Tiny home in Stellenbosch

4.98 out of 5 average rating, 508 reviews

HoneyOak Tiny house & jacuzzi next to a WineEstate

Nestled between two oak trees on the edge of a vineyard and at the foot of the Simonsberg mountain, lies HoneyOak cottage. An exquisite garden, cosy firepit, enticing jacuzzi and fresh vegetables to pick for dinner, all add up to a unique experience. Being mere minutes from central Stellenbosch and down the road from an excellent shopping centre and Health Hydro, just add to the convenience of HoneyOaks situation. The cottage borders a working wine farm which boasts a beautiful labyrinth.

Guest favourite

Farm stay in Stanford

4.89 out of 5 average rating, 103 reviews

Gledsmuir Spacious Homestead

Magnificent 47 hectare property set on the banks of the Klein River. The Thatched Homestead dates circa 1890’s and boast an ancient Oak Forest. Private and secure. The home offers 7 generous en suite bedrooms, a” Voorkamer”, dining room, two lounges, spacious modern farm styled kitchen in American Walnut plus separate Garden Cottage. The North side of the home features large garden, a covered Veranda with bar overlooking a large 12 metre swimming pool with water features. Book now!

Guest favourite

Farm stay in Stellenbosch

4.97 out of 5 average rating, 136 reviews

Amour - Home with spectacular Mountain view

Self-Catering Unit for 4 guests with BACK UP POWER, Amour is situated in the Banhoek valley on a farm, 7 km outside of Stellenbosch and is surrounded by mountains. Ideal for couples with kids, solo adventurers and business travelers. You need to book Amour (left section) which sleeps 2 couples or a family with kids that is completely private. Wifi with TV streaming . Both rooms have desk space. Cosy lounge with a fire place downstairs. Come and experience luxury country side living.

Guest favourite

Cottage in Franschhoek

4.97 out of 5 average rating, 459 reviews

Hanepoot Cottage on Franschhoek farm

Hanepoot Cottage is close to Franschhoek village. You’ll love the cottage because of the spacious, private, setting on a working wine and fruit farm nestled against the mountains of Franschhoek Valley. Good for couples, solo adventurers, business travelers, and families (with kids). You are welcome to explore the farm and even practice your chipping and putting skills on the green.There is an inverter to provide electricity during loadshedding periods.

Guest favourite

Home in Stanford

4.96 out of 5 average rating, 123 reviews

Ferrybridge House by the river

FERRYBRIDGE HOUSE Loadshedding proof • pet friendly • family friendly • remote work friendly • ideal for birdwatchers • not ideal for parties • no bookings for guests under 24 • not available over Christmas and New Years. Located right on the river with sweeping views and a laid-back open-plan setting, our beloved family holiday home is ideal for family getaways, bridal parties, gatherings with friends, business retreats, and quiet weekends away.

Guest favourite

Yurt in Bot River

4.97 out of 5 average rating, 222 reviews

Southern Yurts - Private Forest View Yurt

Yurts are a unique weekend escape - in 2018, Southern Yurts brought this memorable getaway experience to the Overberg! At Forest View Yurt you can enjoy the comfort of your own private Yurt, including a well equipped kitchen cabin and bathroom with an outdoor shower. Watch the sun set over the nature conservancy from your elevated sundowner deck, plan a hike or walk on one of our many trails, or just relax in the candle-lit hot tub under the stars.

Guest favourite

Holiday home in Overberg District Municipality

4.95 out of 5 average rating, 106 reviews

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 travellers, and families seeking an unforgettable 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.

Guest favourite

Tiny home in Cape Winelands

4.88 out of 5 average rating, 164 reviews

The Pod Robertson

In this beautiful valley lies a stunning minimalistic, off the grid studio house, with heated outdoor pool Off the grid living is a unique experience, with borehole water and solar power Solar power is limited so if you hit a cloudy spell, romantic candles can be used Uninterrupted mountain views A wide variety of outdoor activities, including hiking/biking Stove, geyser and heater are gas powered. No Wifi/Tv High clearance vehicle recommended

Guest favourite

Loft in Franschhoek

4.91 out of 5 average rating, 220 reviews

La Roche Estate Pinot Noir Suite 1

Nestled in the tranquil Robertsvlei valley in Franschhoek lies our luxury vineyard suites with picturesque views of La Roche Estate, Robertsvlei road. 5km away from the centre of Franschhoek and surrounded by many mountain biking/ hiking trails, as well as wine farms . Each suite has their own private wood fired hot tub, fireplace and a welcome basket with bubbly for you to enjoy in this tranquil setting.