Vacation rentals in Caledon

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Quick stats about vacation rentals in Caledon

  • Total vacation rentals

    Explore 70 vacation rentals in Caledon

  • Nightly prices starting at

    Caledon vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 950 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Caledon vacation 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 vacation rentals in Caledon

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A wood-fired hot tub is situated on a concrete patio, framed by large glass windows that showcase expansive mountain views. Soft light filters through the space, enhancing the natural elements of stone and greenery just outside.
Cabin in Botrivier
4.87 out of 5 average rating, 377 reviews

Berseba Lavender Cottage

Welcome to The Cottage, a charming rustic retreat nestled within an essential oil farm. This self-catering unit is perfect for couples, solo adventurers, families with children and furry friends! Step into comfort with two cozy bedrooms, a bathroom, an open kitchen and living space with an indoor fireplace. Outside, the verandah beckons with a braai and wood-fired hot tub, where you can unwind and solve the problems of the world while sipping on a sundowner and soaking in the breathtaking views.

Top guest favorite
Farm stay in Caledon
5.0 out of 5 average rating, 22 reviews

Twilight Glamp Tent

The Twilight Glamp Tent offers a unique escape. The two glamping tents, positioned on either side of the fully equipped kitchen area, serve as two private ensuite bedrooms. In the evenings, gather around the firepit and braai area—the perfect spot for sharing stories, and soaking in the peaceful farm surroundings. After a day of exploring, unwind in the wood-fired hot tub under the stars. Note that your nearby neighbours include our campgrounds and a pod, adding to the communal farm atmosphere.

Guest favorite
Tiny home in Caledon
4.96 out of 5 average rating, 24 reviews

The View Patio Hide-Away

Whether celebrating an anniversary or simply getting away, this space offers the perfect blend of comfort and romance. Unwind in the private hot tub, perfect for relaxing evenings, and enjoy a beautifully designed interior and featuring a cozy outdoors living area and kitchen with all the modern amenities you need. Conveniently located near local dining and attractions, it’s the ideal retreat for couples looking to relax, reconnect, and make lasting memories in an intimate and stylish setting.

Top guest favorite
Home in Grabouw
5.0 out of 5 average rating, 9 reviews

Romantic lakeside cottage (Sunbird)

Take it easy at this unique and tranquil farm getaway. On the waters edge of the Arieskraal dam. Self catering cottage for 4 guests. Spacious lounge with indoor fireplace, well equipped kitchen and large patio with gas braai. The cottage has a hot tub, with lake and Mountain View’s. Enjoy the peace or be adventerous swimming, canoeing and catch & release fishing. Elgin offers nearby wine farms, cycling routes, horse riding, hikes, zip lining & more. Strictly no pets 6kms dirt road, no low cars.

Top guest favorite
A spacious deck features a wood-fired hot tub surrounded by wooden planters, complemented by comfortable outdoor chairs. Lush greenery fills the background, enhancing the tranquil setting. Sunlight illuminates the area, creating a warm atmosphere for relaxation.
Farm stay in Stellenbosch
5.0 out of 5 average rating, 265 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 favorite
Large glass doors open to a serene view of a natural pond, framed by soft drapes. A cozy seating area is visible, with a plush sofa adorned with neutral cushions. Outside, a small bistro table and chairs are positioned on the lawn, enhancing the tranquil setting.
Farm stay in Worcester
4.98 out of 5 average rating, 148 reviews

Lily Pond

Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Top guest favorite
A spacious bedroom features a canopied bed draped in soft fabric, complemented by natural wooden accents. A vintage-style bathtub is positioned nearby, and a small wooden table with a chair is visible. Large windows allow natural light to illuminate the earthy tones of the interior.
Earthen home in Stanford
4.99 out of 5 average rating, 105 reviews

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.

Guest favorite
A wood-fired hot tub is positioned on a wooden deck, overlooking expansive views of the rolling hills and valleys below. The cloudy sky adds depth to the landscape, while greenery borders the foreground, creating a serene environment.
Home in Overberg District Municipality
4.93 out of 5 average rating, 215 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 favorite
An outdoor area features a hexagonal hot tub surrounded by grassy space. A picnic table with benches is positioned beneath a large umbrella, while a braai area with a grill stands nearby, offering a scenic view of the surrounding landscape.
Cottage in Caledon
4.95 out of 5 average rating, 164 reviews

Treyntjes Rivier 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

Guest favorite
A wood-fired hot tub is set within a stone patio, surrounded by greenery. A bottle of champagne and flutes are placed nearby, under the shade of a roof. Sunlight creates a sparkling reflection on the still water, enhancing the tranquil atmosphere.
Farm stay in Caledon
4.9 out of 5 average rating, 31 reviews

The Cottage at Black Eagle

The Cottage at Black Eagle Lodges is a renovated farm house that offers peaceful farm accommodation located a short 90-minute drive from Cape Town, South Africa. It features country chic décor and highlights include a wood-fired hot tub on the covered patio. Ideal for romantic getaways or small family breaks for 2-4 guests, as well as long stays and workcations with WiFi, dishwasher, washing machine, dryer, and microwave. Close to wine farms, Hermanus and enroute to the Garden Route.

Top guest favorite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 516 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.

Top guest favorite
Farm stay in Elgin Valley
4.99 out of 5 average rating, 132 reviews

Best Elgin views with hot tub and fireplace

The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-fired hot tub and interior fireplace for winter and a plunge pool for summer.

Popular amenities for Caledon vacation rentals

When is the best time to visit Caledon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$15,270 GYDG$15,479 GYDG$14,224 GYDG$11,714 GYDG$12,341 GYDG$11,505 GYDG$11,714 GYDG$11,714 GYDG$13,596 GYDG$13,805 GYDG$13,805 GYDG$14,851 GYD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Caledon?

    Caledon has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Caledon?

    Experience the best of Caledon with our guesthouse rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Caledon?

    Yes! Work meets play with ease at over 30 vacation rentals in Caledon featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Caledon vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Caledon, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Caledon have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Caledon. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Caledon have free parking?

    Absolutely! We offer over 10 guesthouse rentals with free parking in Caledon. Enjoy a tailored experience with all the comforts you desire.