Vacation rentals with outdoor seating in Caledon

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Top-rated outdoor seating rentals in Caledon

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Guest favorite

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.

Jul 24 – 31

G$232,296 GYD per night

Guest favorite

Farm stay in Stellenbosch

4.98 out of 5 average rating, 120 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.

Jul 18 – 25

G$28,459 GYD per night

Guest favorite

Home in Franschhoek

4.99 out of 5 average rating, 128 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.

Jul 27 – Aug 3

G$40,588 GYD per night

Guest favorite

Tiny home in Stellenbosch

4.98 out of 5 average rating, 498 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.

Apr 3 – 10

G$16,184 GYD per night

Guest favorite

Guesthouse in Hermanus

4.99 out of 5 average rating, 227 reviews

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.

May 25 – Jun 1

G$28,444 GYD per night

Guest favorite

Apartment in Franschhoek

4.99 out of 5 average rating, 195 reviews

NUMBER FIVE: PRIME LOCATION, LUXURIOUS AND SAFE

*A luxurious, private, upper-floor apartment in a beautiful and safe neighbourhood *Warm and welcoming *Sustainable solar power *Take it easy, relax, and use the ample laptop space for work *Unlimited and fast wifi *Quiet, light and spacious *Lovely views *Leave the car behind and walk along leafy streets to restaurants, cafés, and the Wine Tram *Surrounded by mountains, vineyards and historic wine estates *Great hiking and biking trails in the area *Private pool *Sparkling clean

Jul 17 – 24

G$21,634 GYD per night

Guest favorite

Farm stay in Stellenbosch

4.97 out of 5 average rating, 133 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.

Apr 14 – 21

G$36,665 GYD per night

Guest favorite

Guest suite in Stanford

4.96 out of 5 average rating, 308 reviews

Studio suite; king or 2 single bed, private garden

Escape to a wonderland of rural tranquility. The Bird House is perfect for a weekend getaway, Garden Route stopover or longer stay for touring the Overberg-Hermanus area. Nestled in its own private garden, the stylish suite offers a well-equipped kitchenette, cosy seating & table for eating/work. Relax in the private bird-filled garden, enjoy a braai & experience starlight quiet. Convenient proximity to wedding venues, wine & cheese farms & places for fine food.

Jul 23 – 30

G$7,111 GYD per night

Guest favorite

Cottage in Franschhoek

4.97 out of 5 average rating, 457 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.

Sep 13 – 20

G$24,116 GYD per night

Guest favorite

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.

Aug 30 – Sep 6

G$23,967 GYD per night

Guest favorite

Vacation home in Overberg District Municipality

4.95 out of 5 average rating, 103 reviews

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.

Dec 26 – Jan 2

G$24,481 GYD per night

Guest favorite

Cottage in Robertson

4.95 out of 5 average rating, 328 reviews

Solitude Cottage

Solitude Cottage is one of 5 unique A-Frame cottages situated within a private nature reserve with spectacular views of the Langeberg Mountains. About an hour and a half from Cape Town, near the Nuy valley, Amandalia farm is home to Saggy Stone Brewery, it delivers as it's name suggests - peace and quiet. Embrace the quiet of the reserve, relaxing in the hottub and watching game drinking at the private waterhole

Jun 28 – Jul 5

G$18,151 GYD per night