Some info has been automatically translated. Show original language

Vacation rentals in Caledon

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Caledon

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

1 of 1 pages1 / 1
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 out of 5 average rating, 261 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 wooden deck features a hanging swing chair overlooking expansive views of the landscape and mountains beyond. A wood-fired hottub is visible, with steam rising gently into the air, and modern outdoor furniture is arranged for relaxation.
Cabin in Riviersonderend
4.97 out of 5 average rating, 151 reviews

Ribbok

Ribbok is situated on a working farm in the Overberg Area. Surrounded by beautiful Renosterbos veld overlooking the Riviersonderend Mountains. Modern self-catering unit that includes the following: Single Bedroom with king size bed Bathroom with shower, toilet, basin Fully equipped kitchen fitted with a gas stove, fridge, microwave, airfryer, toaster, cutlery,crockery Coffee, tea, sugar are provided Free wifi Airconditioning Large deck Wood-fired hottub Braai facilities Fire Wood is provided

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, 211 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 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
4.94 out of 5 average rating, 158 reviews

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

Top guest favorite
Cabin in Caledon
5 out of 5 average rating, 17 reviews

The Barn Styled Pod

The Barn-styled Pod offers an elegant yet comfortable escape, ideal for families seeking a touch of luxury in a tranquil farm setting. The pod features two beautifully designed en-suite bedrooms and comfortably sleeps up to four guests. Enjoy evenings around the firepit and braai, then relax in the wood-fired hot tub under the stars. Please note that nearby neighbours include our campgrounds and a glamping tent, adding to the communal farm atmosphere.

Top guest favorite
A view showcases an inviting indoor dining area with a wooden table and chairs, leading to a cozy living space with a sofa. The space is framed by elegantly arched glass doors, revealing a beautifully designed indoor-outdoor intersection. Decorative tile patterns are visible at the entrance.
Home in Western Cape
4.96 out of 5 average rating, 186 reviews

Dassieshoek - Or Skool

Situated in the mountains of Robertson, this double volume, beautifully restored Old School is a tranquil getaway for the whole family. There is a gorgeous eco pool and plenty of amenities for children. Located next to the Marloth Nature Reserve, the house is at the beginning of the Arangieskop Hiking Trail. Mountain biking, hiking, birding and river and dam access mean that there are plenty of outdoor activities for the whole family.

Superhost
A wood-fired hot tub is situated on the verandah, accompanied by a panoramic view of the expansive Overberg landscape. The setting sun casts warm light over rolling hills and fields, highlighting the tranquil atmosphere of the surrounding countryside.
Farm stay in Bot River
4.79 out of 5 average rating, 345 reviews

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.

Top guest favorite
Farm stay in Elgin
4.99 out of 5 average rating, 130 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.

Guest favorite
A wooden mountain pod is nestled amidst a natural landscape, surrounded by softly rolling hills and patches of lush greenery. The building is designed with large windows, allowing for a connection with the serene outdoors.
Shipping container in Villiersdorp
4.95 out of 5 average rating, 102 reviews

Exquisite panoramic one bedroom Mountain Eco Pod

Enjoy panoramic views in your own romantic slice of nature. Kitted out with your own wood-fired hot tub, luxurious down bedding & high thread count white linen, it’s the perfect romantic getaway. Situated on the mountain above an apple and pear farm on the edge of the Theewaterskloof.

Top guest favorite
The stone cottage features a timber deck surrounded by lush greenery. A bridge leads to the entrance, where large windows provide views of the inviting interior. Outdoor seating areas include a small table and chairs, nestled amid the natural setting.
Cabin in Grabouw
4.95 out of 5 average rating, 286 reviews

Brookelands Stone Cottage

Brookelands Stone Cottage is tucked away in a magical wooded setting amid indigenous trees and shrubs in the Elgin Valley. Situated on a small working apple, pear and grape farm it has all the trappings of a romantic hideaway, but within easy access of all that the area has to offer.

Superhost
An aerial view captures the Solace Cabin set against a rugged, mountainous landscape. The wooden exterior reflects warm tones, while the open deck features seating and a stone fire pit nearby. A red vehicle is parked along the winding path, adding to the remote charm.
Place to stay in Rawsonville
4.82 out of 5 average rating, 267 reviews

Luxury Solace Cabin - River Cabin

We are proud to present the cabin-living experience at its absolute finest. - A fusion of luxury, comfort, and exquisite fynbos surroundings. The Solace Cabin is nestled in an indigenous landscape on a 200 hectare farm in Rawsonville, surrounded by the Matroosberg Mountain Range.

Popular amenities for Caledon vacation rentals

When is the best time to visit Caledon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$15,271 GYDG$15,480 GYDG$14,225 GYDG$11,715 GYDG$12,342 GYDG$11,506 GYDG$11,715 GYDG$11,715 GYDG$13,598 GYDG$13,807 GYDG$13,807 GYDG$14,853 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 apartment rentals in Caledon?

    Experience the best of Caledon with our apartment rentals, starting at about $20 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!

  • Where should I stay in Caledon?

    Make yourself at home in Caledon by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Caledon, over 70 vacation rentals in Middleton, and over 70 vacation rentals in Bergsig.

  • Do guesthouse rentals in Caledon have wifi?

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

  • Do house rentals in Caledon have free parking?

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

  • What are the most popular amenities for Guesthouse Rentals in Caledon?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 980 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