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Vacation rentals with outdoor seating in Caledon

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Caledon

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Guest favourite
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, 178 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
An outdoor stoep features a fire pit surrounded by a stone enclosure and a comfortable sofa. Warm light from the fire contrasts with the evening sky, while glass doors offer a view into the open-plan kitchen and lounge area.
Apartment in Sandbaai
4.99 out of 5 average rating, 120 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.

Top guest favourite
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, 140 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 favourite
A modern tiny home is nestled among trees, showcasing its sleek exterior with a corrugated design. Large glass windows reflect the surrounding greenery, while a wooden deck accommodates outdoor seating. Lush grass and plants frame the structure, creating a serene forest setting.
Tiny homes in Baardskeerdersbos
4.96 out of 5 average rating, 143 reviews

Cosy Forest-Tinyhouse with fireplace.

Nestled in a poplar forest, this tiny home is perfect for a couple wanting to venture into the platteland & escape their daily routines. Sheltered in the summer by a lush canopy, in winter, stripped bare, inviting in the blue skies. In stormy cold weather a combustion oven works it's magic warming "THE TINY" making for cosy winter cuddling! The small forest forms part of LOKAL, a 1ha property, with an vegetable garden , Orchards of fruit & nuts, some chickens & the Garden Cottage.

Guest favourite
The open-plan lounge and dining area features a central wooden table surrounded by classic chairs. A cozy seating arrangement with woven chairs sits beside a rustic broom. Light enters through windowpanes, illuminating the clay-tiled floor and highlighting the textural elements of the thatched-roof interior.
Cottage in Greyton
4.86 out of 5 average rating, 266 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
Home in Stanford
4.96 out of 5 average rating, 156 reviews

Ferrybridge river house

FERRYBRIDGE HOUSE Loadshedding proof • pet friendly • family friendly • remote work friendly • ideal for birdwatchers • not ideal for parties • not available over Christmas and New Years. Located right on the river with sweeping views, our beloved family holiday home is ideal for family getaways, bridal parties, gatherings with friends, business retreats, and quiet weekends away. Please note we only accept guests over 24 y/o, with prior reviews and a 4.5+ rating.

Top guest favourite
A small bird with bright yellow-green plumage is perched above its nest, surrounded by vibrant green foliage. Two chicks with open beaks can be seen in the nest, nestled within soft twigs and leaves, awaiting nourishment from their parent.
Guest suite in Stanford
4.96 out of 5 average rating, 376 reviews

Studio suite, kingsize 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.

Guest favourite
An expansive wooden deck offers sweeping views of the coastline and mountains. Lounge chairs and a small table create a space for relaxation, complemented by clear balcony railings that enhance the panoramic scenery. The early morning light casts a serene ambiance over the area.
Apartment in Hermanus
4.93 out of 5 average rating, 103 reviews

*Central - Whale Watching Paradise -Self check in*

In the Central hub of Hermanus opposite the old harbor, close to all activities & amenities, the local market, restaurants & shops all in walking distance, this apartment's location is key! Free parking space, art galleries, whale museum and the whale coast walking path boast all views for whale watching, convenience is right at your doorstep. Wi-Fi, Netflix and many more offers this stunning spacious apartment offers!!

Top guest favourite
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, 449 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 favourite
A charming white cottage is set against a backdrop of mountains, surrounded by green grass. Two bicycles are parked on the patio, which features outdoor seating. Lush trees and shrubs enhance the serene atmosphere of the property.
Farm stay in Greyton
5 out of 5 average rating, 104 reviews

Aerial view of the Witpeer cottage farm

Witpeer cottage is a charming one bedroom cottage, decorated with a bit of French flair. It is set in a tranquil location on the farm, with verandas on both sides offering views of the majestic Sonderend mountains. The wood burning stove and an electric blanket will ensure that you stay cozy during those chilly winter evenings. 8km from the charming village of Greyton.

Top guest favourite
Cottage in Hermanus
4.99 out of 5 average rating, 236 reviews

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.

Top guest favourite
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, 265 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.

Popular amenities for Caledon outdoor seating rentals

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Quick stats about vacation rentals with outdoor seating in Caledon

  • Total vacation rentals

    Explore 20 vacation rentals in Caledon

  • Nightly prices starting at

    Caledon vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Caledon vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Caledon rentals