Vacation rentals with outdoor seating in Caledon

Farm stay in Stellenbosch

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.

4.99 out of 5 average rating, 197 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.

Home in Overberg District Municipality

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.

4.94 out of 5 average rating, 157 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.

4.94 out of 5 average rating, 113 reviews

Home in De Kelders

Oceanfront Villa 4br/4ba pool wifi, solar power

Whale Huys is a Self-catering, direct oceanfront villa with panoramic views of Walker Bay and the Klein Rivier Mountains. Perfect for a relaxing holiday away, just 2 hours from Cape Town. With its stunning views and just the sounds of nature, Whale Huys seems far removed from the busy hustle and bustle of our daily lives. but is close to the wineries and renowned country restaurants the area is famous for. Outdoor and cultural activities abound. Just 5 min. from Gansbaai for shopping.

4.99 out of 5 average rating, 100 reviews

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

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.

Guesthouse in Pringle Bay

A scenic view showcases a tranquil landscape featuring the ocean meeting the shore. Nearby structures include modern homes set against a backdrop of mountains and a clear blue sky. The path leading to the ocean is bordered by lush greenery and rocky elements.

5 out of 5 average rating, 127 reviews

Spectacular ocean views @ 38 on Penguin Studio

Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer

4.96 out of 5 average rating, 359 reviews

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

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.

4.92 out of 5 average rating, 159 reviews

A spacious green lawn leads up to a wooden two-storey cabin, set against a clear blue sky. Lush greenery surrounds the area, with a stone fire pit centrally positioned on the lawn. A balcony with seating is visible on the cabin's upper level.

Cabin in Hermanus

Oppiedam Family Cabins (Flamingo)

The cabin is situated right on the edge of the Bot River lagoon. Has a big garden and the views are fantastic! Within walking distance of the beach and close to communal pool and tennis courts. Cozy 2 bedroomed double-storey log cabin, with two bathrooms. Queen size bed, double bed and single bed on the mezzanine. The wild horses often graze in front of the cabin and at times there are hundreds of terns and flamingos! Fully equipped for self-catering.

4.96 out of 5 average rating, 143 reviews

A person reclines on a blue mat, surrounded by lush green grass. A protective canopy provides shade while tall trees and a river view are visible in the background, contributing to a serene outdoor setting.

Home in Stanford

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.

4.94 out of 5 average rating, 126 reviews

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

Treyntjes Rivier 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

4.86 out of 5 average rating, 249 reviews

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

Potato Patch Self Catering Cottage

This versatile thatched roofed cottage offers contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property offering its own entrance and private 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. A five minute walk will get you to the village Centre.

Farm stay in Stellenbosch

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.

4.97 out of 5 average rating, 392 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.

4.79 out of 5 average rating, 285 reviews

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

Berseba 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.

Vacation rentals for every style

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Unique stays

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Popular amenities for Caledon outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 144 reviews

The charming exterior of the cottage is showcased, featuring a welcoming entrance with wooden doors and a subtle 'Welcome' sign. Surrounding the entryway, a mixture of stone steps and lush greenery, including flowering plants, creates an inviting atmosphere. Blue shutters adorn the windows, complementing the light-colored brick façade.

Home in Onrus

Nerf-af Coastal Cottage at Onrus Hermanus.

JoachimRating, 5 stars2 months ago

Loved staying at nerf-af cottage, Serina is a wonderful hostess. The cottage is very well designed with a spacious open plan living area and two lovely bedrooms. It is beautifully and tastefully furnished and spotlessly clean. The kitchen is very well equipped. Highly recommended.

4.93 out of 5 average rating, 159 reviews

A modern two-story home is set amid lush greenery, with large windows reflecting soft natural light. The building features a brick façade and a grey exterior, complementing the serene landscape. Surrounding plant life enhances the tranquil feel of the environment.

Home in Hermanus

Breathtaking Botriver Estuary Home

ToniaRating, 5 stars3 months ago

Sue is a fantastic and very sweet host! She was always quick to respond. The house had a lovely holiday feel to it.

5 out of 5 average rating, 106 reviews

A rustic wooden table is set outdoors, featuring a loaf of bread, a selection of olives, and two glasses of white wine. A scenic backdrop of lush greenery and mountains is visible, creating an inviting atmosphere for outdoor dining.

Home in Franschhoek

Magnificent views / luxurious setting- Sérendipité

GrantRating, 5 stars2 months ago

Beautiful home in an amazing location. Felt right at home - house is just far enough from the hustle and bustle of the Main Street to feel very private but all within walking distance of anything you need. Jan was a great host and so was Eric who looked after us very well. Will def be back for future trips.

4.95 out of 5 average rating, 117 reviews

A charming cottage exterior features a tin roof and whitewashed walls, framed by greenery and manicured hedges. Decorative trees stand beside tall columns that support the sheltered porch, while mountain views rise in the background under a clear blue sky.

Home in Franschhoek

Tockie's: An idyllic & historic 2-bedroom cottage

ColinRating, 5 stars2 months ago

Had a great stay, with a great location, within walking distance to the Main Street for stores and restaurants. Also very helpful arrival/leaving instructions and recommendations. Would highly recommend.

4.93 out of 5 average rating, 111 reviews

The exterior of the gîte features a modern structure with a mix of wooden and metal siding. A covered porch with seating is visible, inviting relaxation. The landscape includes a grassy area, and a backdrop of mountains is apparent under a clear sky.

Home in western cape

Gîte 1

ChristineRating, 5 stars3 weeks ago

This is absolutely the perfect place to stay in Franschhoek! I enjoyed the beautiful mountain views while still being close to town. There are lovely places to eat nearby, and the hosts were easy to communicate with. The place was very clean and had everything I needed. I would definitely stay here again!

4.81 out of 5 average rating, 222 reviews

A bright living area features white slipcovered sofas arranged around a central coffee table. A media unit displays a television and a collection of DVDs. Large glass doors open to a view of the outdoors, allowing natural light to fill the space. Soft, neutral tones create a calm atmosphere.

Home in Kleinmond

Holiday@Number Eight

LindsayRating, 5 stars3 weeks ago

A lovely, spacious family holiday home. The open plan upstairs area was great to hang out and spend quality time together as a group, indoors and on the deck. Plenty of bedroom space for everyone. A great kitchen with all necessary items, and a fireplace. Proximity to the beach and the boardwalk for some outdoor time, couldn’t be better. Appreciated the flexible check out offered by Rita.

4.92 out of 5 average rating, 285 reviews

A cozy outdoor seating area features two woven chairs and a wooden coffee table. A glass of red wine and a platter of snacks are arranged on the table. The backdrop displays lush greenery and distant coastal views.

Home in De Kelders

Private path to beach, back-up solar power

OladotunRating, 5 stars5 days ago

..ended up spending 18 wonderful days with lots of reason to be there again. Babette and Cheryl are warm and hospitable. The air is breathable and believe me the house is a perfect escape to relax, unwind and enjoy the beauty of the ocean. It’s truly a slice of heaven!

4.99 out of 5 average rating, 175 reviews

A serene outdoor area features a swimming pool surrounded by a stone patio. Comfortable seating and a dining table are visible on the shaded terrace, complemented by lush greenery and distant mountains. The building showcases a light-colored facade with large glass doors that enhance the connection with nature.

Home in Franschhoek

Mongoose Manor, walk to wine estates and town.

AlisonRating, 5 stars2 weeks ago

I can confidently say that Mongoose Manor is the best place to stay in Franschhoek, whether it is summer or winter. We booked MM for a long weekend & had intended to spend our time hiking, but didn’t get further than a decadent lunch at Protégé, followed by a few hours in the local bookstore, after which we curled up in front of the crackling fireplace in the lounge & read. MM has become our place we escape to when feeling depleted & needing to nourish our souls. There’s nothing quite like lying in that enormous bed & watching a thunderstorm roll over the mountains in the distance, or sipping a glass of wine on the patio while observing the abundance of bird life or the hilariously mischievous squirrels outsmarting the local cat. Caro & Peer are unfailingly kind & generous, & the cottage is always stocked with yummy treats, but should you want to venture out, you are a 15mins walk from some of the top restaurants in SA & the high street. It honestly doesn’t get better than this.

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Apartment rentals with outdoor seating

4.77 out of 5 average rating, 149 reviews

The image captures a coastal view featuring crashing waves against rocky outcrops. The ocean extends toward the horizon, framed by mountains and clouds in the distance, showcasing a dynamic interplay of water and sky.

Apartment in Hermanus

*Self-Check in - Whale Watching Paradise -Central*

DavidRating, 5 stars1 week ago

Very easy to find and positioned so well in the town. Everything is in walking distance! Safe parking and a nice apartment! We enjoyed our stay thoroughly 🙌🔥

4.96 out of 5 average rating, 160 reviews

An open plan lounge and dining area features a wooden table surrounded by four chairs, with a decorative yellow rug underneath. A set of bunk beds provides additional sleeping space. Warm light from three hanging fixtures enhances the cozy atmosphere of the space.

Apartment in Hermanus

The Cottage

VanessaRating, 5 stars2 weeks ago

Liezel was very friendly and always available. Very comfortable bed and beautifully decorated. We had everything we needed. So much to do in the area ans Liezel gave us lots of ideas and advice. Highly recommend Thanks Liezel. Hope to see you again in the future

Apartment in Somerset West

A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.

4.99 out of 5 average rating, 160 reviews

Luxusapartment Kandinsky mit Panoramablick

NicoleRating, 5 stars1 month ago

Wir hatten während unseres Aufenthalts leider eine sehr herausfordernde Situation, da mein Partner einen Bandscheibenvorfall erlitt. Umso dankbarer sind wir für unseren großartigen Superhost, der uns in jeder Hinsicht unterstützt hat – sei es bei der schnellen Suche nach einem Arzt oder bei allen anderen Anliegen. Ihre Hilfsbereitschaft und Freundlichkeit haben uns wirklich berührt. Das Apartment selbst war wunderschön – geschmackvoll eingerichtet, sehr sauber und mit einem atemberaubenden Ausblick. Es hat uns in dieser schwierigen Zeit ein Stück Ruhe und Geborgenheit gegeben. Vielen herzlichen Dank für alles – wir können sowohl den Gastgeber als auch das Apartment von Herzen weiterempfehlen! ♥️

4.9 out of 5 average rating, 156 reviews

A private terrace is depicted, featuring potted plants and outdoor furniture. String lights are arranged along the walls, creating a cozy setting. Scenic views of mountains and the surrounding landscape are visible, enhancing the outdoor experience.

Apartment in Franschhoek

The Tram Stop

HaleyRating, 5 stars1 week ago

We loved our stay at the Tram Stop! The apartment was beautifully decorated and had extra amenities that were really thoughtful! Great location for the wine tram and close to restaurants too. Overall an awesome place to stay!

Apartment in Onrus River,

Double doors with glass panels open to a cozy lounge area visible through the entrance. A wooden deck features a dining table with chairs, surrounded by lush greenery that provides a sense of privacy.

4.99 out of 5 average rating, 180 reviews

Oak & Owl Self-catering Cottage

CaitlinRating, 5 stars4 months ago

My partner and I came to celebrate our anniversary and Valentine’s Day. Elfriede made our stay so special and we loved every single second of the time we spent there. Thank you so much, we can’t wait to come back again. Definitely become a new special place for us. Xx

4.94 out of 5 average rating, 136 reviews

An outdoor area is enclosed by wooden walls and lush greenery. Two colorful surfboards lean against the wall, while a decorative round table sits at the center, surrounded by gravel. Stacked plant pots add a touch of nature, enhancing the space's secluded ambiance.

Apartment in Hermanus

Modern large cottage with Hot Tub, (-Flora studio)

DanielleRating, 5 stars2 weeks ago

Had a great stay! I would definitely rebook, it was everything and more

4.85 out of 5 average rating, 304 reviews

A spacious hardwood deck extends outward, offering sweeping ocean views. Sun loungers in vibrant red are positioned for relaxation. The horizon blends the blue of the sea and sky, creating a serene backdrop for outdoor enjoyment.

Apartment in Gordons Bay

Beautiful private ocean view apartment with garden

LianneRating, 5 stars1 month ago

Breathtaking views and beautiful place in a lovely, safe street. The place shows amazing views over the ocean and harbour. The deck is nice and spacious and the place itself too. Lovely bath in the middle of the room. Stan was super helpful with lots of recommendations of restaurants and things to do. Would love to come again.

4.91 out of 5 average rating, 212 reviews

A peaceful coastal view showcases the ocean meeting the horizon under a clear blue sky. Bushy greenery lines the path leading to the water, with a stop sign marking the road. The scene conveys a sense of tranquility near the sea.

Apartment in Gansbaai

Whale of a Time

AmeerRating, 5 stars2 weeks ago

Great location just steps from the beach. Clean, cozy, and exactly as listed. Host was helpful and check-in was easy. Would definitely stay again!

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Condo rentals with outdoor seating

4.91 out of 5 average rating, 127 reviews

A spacious bedroom features a large bed with a light-colored coverlet and decorative pillows. A large window provides ocean views and showcases palm trees outside. A comfortable chair and small side table are positioned beside the window, enhancing the serene ambiance of the room.

Condo in Strand

Bliss on the Bay - Beach Road Condo Surf Spot

TiannaRating, 5 stars2 days ago

We loved our stay here! The ocean views were amazing and a perfect spot outside of Cape Town but not too far. Easy to drive to neighboring towns.

4.91 out of 5 average rating, 101 reviews

A modern living area features large glass doors that open to a terrace. A comfortable sectional sofa and single armchair provide seating options. The kitchen space, visible in the background, is equipped with glass shelving and contemporary appliances. Natural light fills the room, creating a welcoming ambiance.

Condo in Stellenbosch

3-bedroom flat in historic Stellenbosch centre

AnnetteRating, 5 stars1 month ago

La casa está muy bien ubicada con muchos restaurantes y locales cerca. Zona tranquila y segura con parking cerrado. La casa es ideal para pasar más de una semana, bellamente decorada, tiene una terraza-balcón que x el corto tiempo no usamos pero es bella.

4.83 out of 5 average rating, 169 reviews

A stylish open-plan living area features a leather sofa paired with a cozy armchair and rustic wooden coffee table. The kitchen is equipped with modern appliances, while decorative art and a Smart TV complete the inviting space. Soft lighting creates a warm ambience.

Condo in Hermanus

17 Marine/Garden Apt.104 /Inverter/AC/Spa-bath

RiejeanRating, 5 stars1 month ago

great place - our second time - will definitely return!

4.87 out of 5 average rating, 31 reviews

A balcony area is shown with two circular chairs positioned around a small table. A bench is visible against the wall, providing additional seating. The mountains are featured in the background, enhancing the tranquil setting.

Condo in Franschhoek

Mountain view in the winelands

PimRating, 5 stars4 weeks ago

Prachtig appartement en fijne locatie. Bedden wel erg hard. Zou het zeker aanraden en wij komen nog eens terug.

4.97 out of 5 average rating, 38 reviews

An inviting living area features a light-colored sofa adorned with vibrant cushions, complemented by a wooden table with an artistic bowl. Light filters through wide doors, leading to an outdoor space, while subtle decorative elements enhance the room's design.

Condo in Sandbaai

Brunia Bay Apartment

MirandaRating, 5 stars2 months ago

We really loved the place. It met all our expectations. It was clean , beautiful and private. We had a very relaxing time. This definitely is a little gem. Well worth the money. Thanks for an amazing host. We will definitely be back.

4.82 out of 5 average rating, 140 reviews

A compact sleeping area is presented with a spacious bed framed by a bamboo headboard. Fresh towels are neatly arranged on a wooden desk that doubles as a workspace. A small bedside table complements the setup, with a piece of wall art and a window allowing natural light.

Condo in Somerset West

Sweeter than Sultana (Solar Powered)

HeinRating, 5 stars1 month ago

We decided on an unscheduled trip to visit the kids in Stellenbosch. Looked for a place to just sleep as our itenirary was jam packed. I booked, and minutes later received confirmation and instructions. Well communicated, everything was as it is described. Book here if you need a good value 1-2 day stopover. You will not be disappointed.

4.91 out of 5 average rating, 133 reviews

A cozy sleeping area is presented with a spacious bed, adorned with a colorful floral blanket. The room features two nightstands, each with a softly glowing lamp. Green walls create a vibrant backdrop, while natural light filters in through a nearby window.

Condo in Hermanus

Cliff Path Cottage

LisaRating, 5 stars6 days ago

Die Unterkunft war gut ausgestattet und sehr sauber! Wir haben uns wohl gefühlt und fanden die direkte Lage zum Meer optimal! Die Gastgeberin war sehr freundlich und hat uns super Tipps für Umgebung gegeben. Wir hatten auch große Freude die Hunde und Katzen zu streicheln - sie waren sehr süß und gut erzogen!