Holiday houses in Caledon

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Top-rated holiday rentals in Caledon

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Top Guest favourite

Farm stay in Pinelands

5 out of 5 average rating, 121 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.

Top Guest favourite

Farm stay in Stellenbosch

4.98 out of 5 average rating, 248 reviews

Lakeside cabin with wood fired hot tub

Rosemary cottage is one of three cabins which rest on the edge of a lake in the heart of the Banhoek conservancy. It is a light filled, modern cabin with a wood fired hot tub, direct access to endless hiking and the finest mountain biking trails in the western cape. Although it is intended as a two person cabin, there is an open queen sized pod attached to the living room which can sleep 2 children or an extra guest for a small extra fee. There is an infrared sauna below the dam for you to use.

Top Guest favourite

Apartment in Hermanus

4.95 out of 5 average rating, 489 reviews

Westcliff Balcony Room

Welcome to this serene and spacious upstairs apartment - with a pool on the one side and a balcony with amazing sea view on the other side. The room itself is warm, cosy and arty. There is plenty of storage, places to sit and relax, access to the pool and safe off street parking. What I love about the room is the feeling you get when you're there... it seems to say 'you're on holiday.. relaaaaxx'. Other 2 apts on the property: /h/westcliff-pool-room-hermanus /h/westcliff-garden-room-hermanus

Guest favourite

Home in Overberg District Municipality

4.94 out of 5 average rating, 160 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 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.

Top Guest favourite

Apartment in Sandbaai

4.99 out of 5 average rating, 103 reviews

Mountain & Sea Cottage

A neat comfortable flat in a peaceful neighbourhood, a 500m walk away from the Onrus to Sandbaai coastal path. Great locations for swimming, surfing, diving or just catching some sun rays. If you like mountain biking or hiking the mountains are also just around the corner. The stoep features a wood fired hot tub and fire pit and looks towards the mountains and a stand of bluegums which attracts a lot of bird life. The flat is on our property but is completely separate with secure parking.

Guest favourite

Cottage in Greyton

4.86 out of 5 average rating, 252 reviews

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.

Top Guest favourite

Apartment in Stellenbosch

4.99 out of 5 average rating, 210 reviews

Apartment on Windon vineyard,Stellenbosch

A beautiful open plan guest apartment in the Winelands.It has magnificent views ,is beautifully furnished and is quiet and peaceful.There is a kitchenette( microwave,no oven)en suite bathroom( shower only)dining area and balcony.It’s airy & light.Guests are able to walk on the farm to stretch their legs and take in the beautiful views and fresh air or watch the zebras,springbok and wildebeest in the game camp. It is Located 7 km from the town center of Stellenbosch

Top Guest favourite

Guest suite in Stanford

4.96 out of 5 average rating, 359 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.

Top Guest favourite

Home in Stanford

4.96 out of 5 average rating, 144 reviews

Ferrybridge river house

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

Cottage in Caledon

4.95 out of 5 average rating, 128 reviews

Treyntjes River Cottages

Treyntjes Rivier Cottages are about 9 km from Caledon and 25 km from Hermanus. The cottage offer accommodation for up to 4 guests. The cottage consist of 2 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, TV and WIFI Braai facilities are available in the garden. Please note: no day visitors are allowed

Guest favourite

Farm stay in Worcester

4.96 out of 5 average rating, 274 reviews

Vineyard House

30km outside Worcester (towards Villiersdorp) The perfect romantic getaway in beautiful and tranquil surroundings. Vineyard House is surrounded by a 360° view of vineyards and mountains. We offer a modern, private stay just outside Worcester, approximately 1½ hours drive from Cape Town. Vineyard House offer a 2 bedroom house (sleeps 4), a bathroom, fully furnished kitchen, livingroom with a fire place and a stoep looking onto the vineyards.

Top Guest favourite

Farm stay in Stellenbosch

4.97 out of 5 average rating, 403 reviews

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.