Holiday rentals with outdoor seating in Caledon

Farm stay in Stellenbosch

A serene scene of a farm dam reflects the surrounding landscape and mountains under a soft pink sky. Autumn trees line the banks, enhancing the tranquil atmosphere. The still water mirrors the features above, creating a peaceful visual connection with nature.

4.99 out of 5 average rating, 102 reviews

Farmstay for nature lovers Jonkershoek

This Spacious and peaceful apartment is exclusively yours. Guests can enjoy the farm, river, dam and mountain all in one. Your fitness workout starts right from your doorstep. Jonkershoek nature reserve is also only minutes away. Relax on the big couch in front of a wood burning fire during cold and rainy days. Enjoy a glass of wine, a barbecue and views of the mountains from your private veranda. This is a perfect "work from farm" space. Or hop to town for good food and wine to your delight.

Guest suite in Sir Lowry's Pass

A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.

5 out of 5 average rating, 257 reviews

Intaba Studio Tranquil Getaway w/style & character

An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

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, 189 reviews

Oak & Owl Self-catering Cottage

Come see the whales and taste the wine! Romantic, self-catering cottage with quality finishes in secure estate, Onrus – 25 min walk to beach. Nestled among trees, safe, private, own entrance. Sleeps 2 adults in en-suite bedroom + 2 adults/children on bunk beds in lounge (no children under 2 years plse). Free sherry & firewood! Wi-fi, DSTV, Netflix, free parking. Sun deck with gas BBQ. Quality linen. Aircon. Markets, wine routes & nature walks. Note: There are stairs. GENERATOR FOR LOADSHEDDING

Chalet in Greater Hermanus

A hammock is neatly positioned between two trees, surrounded by fallen leaves. A small wooden side table is nearby, complementing the cozy outdoor setting of the chalet with large glass windows, allowing views into the living space. Lush greenery frames the scene.

5 out of 5 average rating, 112 reviews

the forest chalet - Sondagskloof

Built from Larch & Spruce cured to a dark finish, this secluded one bed-roomed chalet blends into the surrounding Poplar forest nestled next to a running stream. A King size bed, a luxurious bathroom with sliding door onto deck for a indoor/outdoor shower experience. The living-room/ kitchen is stylishly furnished & is fully equipped, with under counter fridge & gas hob, and a wood burning fireplace. Big picture windows & sliding doors open onto the deck, drawing the peaceful forest inside.

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, 172 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.

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, 147 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

Tiny home in Baardskeerdersbos

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.

4.96 out of 5 average rating, 142 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.

4.86 out of 5 average rating, 262 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 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.

4.96 out of 5 average rating, 154 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 • 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.

4.96 out of 5 average rating, 370 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, 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.

4.95 out of 5 average rating, 137 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 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

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, 435 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.

Popular amenities for Caledon outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.87 out of 5 average rating, 119 reviews

A spacious lounge area features a large navy sectional sofa adorned with cushions. A wooden coffee table is centered on a patterned rug, and two woven hanging light fixtures add texture. Large glass doors open to the outdoor space, enhancing natural light and connectivity.

Home in Pringle Bay

Seaside Sanctuary

4.97 out of 5 average rating, 154 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.

A spacious bedroom features a large bed with soft linens and light blue accents. The room is complemented by built-in cabinetry and a stylish red desk. Natural light filters through two windows, and a decorative chandelier enhances the ceiling's wood texture.

4.95 out of 5 average rating, 100 reviews

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Home in Vermont, Hermanus

The exterior of a modern family home is showcased, featuring a stone pathway leading to a welcoming entrance. The house is set against a backdrop of mountains, and a manicured lawn is visible in the front yard, enhancing the peaceful ambiance.

4.98 out of 5 average rating, 122 reviews

Peaceful and Pet Friendly Family Home🏡

An outdoor area features a swimming pool surrounded by a spacious patio. Comfortable loungers are positioned nearby under an umbrella. The two-story villa is visible in the background, with a large balcony and outdoor dining table offering a view of the garden.

4.95 out of 5 average rating, 147 reviews

Luxury 5 Bed House in the Heart of Franschhoek

An open-plan living area features wooden beams and brick walls, with a spacious dining table surrounded by upholstered chairs. Natural light floods the space through large windows, highlighting the relaxed atmosphere. A staircase leads to a loft area, and a view of the pool can be seen outside.

4.92 out of 5 average rating, 144 reviews

Nooks Pied-a-Terre | Architecturally Stunning Home

Superhost

The exterior of a thatched building is framed by lush green leaves, providing shade and a soft dappled light effect. Symmetrical windows with green frames and a central door create a harmonious facade against the whitewashed walls.

Home in Greyton

4.83 out of 5 average rating, 156 reviews

Die Wasbak, place of solitude, old world values.

A spacious lounge area features high ceilings and an inviting double-sided fireplace. Two large sofas adorned with colorful cushions face each other, while vibrant artwork decorates the walls. Natural light floods in through large windows, creating a bright and inviting atmosphere.

4.99 out of 5 average rating, 126 reviews

Paloma Villa

Apartment rentals with outdoor seating

4.93 out of 5 average rating, 216 reviews

Two comfortable black armchairs are positioned beside a round metallic accent table, creating a cozy seating area. A small plant and decorative items are placed on the table. The backdrop features a modern, textured wall design, enhancing the space's contemporary feel.

Apartment in La Sandra

Stylish Studio with Patio (Somerset West)

Apartment in Cape Winelands

A charming second-storey apartment building is visible, featuring a white exterior and a sloped gray roof. A covered porch with wooden beams and climbing plants enhances the entrance. Lush green grass and planters surround the entrance, framed by scenic mountains in the background under a clear blue sky.

4.91 out of 5 average rating, 599 reviews

'African adventure' in Wine Country

4.93 out of 5 average rating, 218 reviews

The open living area features large windows that provide expansive ocean and mountain views. Natural light floods the space, which includes a comfortable sitting area with modern chairs and a flat-screen TV. The adjacent deck is accessible through sliding glass doors.

Apartment in Rooi-Els

Luxury romantic apartment at the ocean 1h CapeTown

Apartment in Stellenbosch

An open-plan loft features a cozy sleeping area with a spacious bed, complemented by a side table and a modern lamp. The kitchen area includes white cabinetry and wooden accents, with a patterned rug extending across the light wood floor. Large windows allow natural light to fill the space.

4.93 out of 5 average rating, 111 reviews

La Terre Blanche – Loft

4.96 out of 5 average rating, 179 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

Apartment in Spanish Farms

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, 169 reviews

Luxury apartment Kandinsky with panoramic views

4.95 out of 5 average rating, 152 reviews

Apartment in Hermanus

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

Apartment in Gordon's Bay

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.

4.85 out of 5 average rating, 310 reviews

Beautiful private ocean view apartment with garden

Condo rentals with outdoor seating

4.92 out of 5 average rating, 155 reviews

Condo in Strand

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

4.91 out of 5 average rating, 105 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

4.84 out of 5 average rating, 182 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

4.83 out of 5 average rating, 144 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)

4.91 out of 5 average rating, 158 reviews

A cozy bedroom features a spacious bed adorned with various textured pillows and a soft blanket. A nightstand stands beside the bed, with a decorative lamp. Light is filtered through a nearby window, while a folding screen adds privacy to the space.

Condo in Hermanus

Cliff Path Cottage

4.93 out of 5 average rating, 285 reviews

A bright living area is highlighted by large open doors leading to the balcony, allowing natural light to fill the space. A comfortable blue sofa is accompanied by a patterned armchair. A coffee table sits at the center, while books and a television are neatly arranged on the shelf.

Condo in Hermanus

Heligan Studio: Walk to beach & famous cliff path

4.92 out of 5 average rating, 133 reviews

A view of False Bay is presented, showcasing the tranquil blue waters and coastal landscape. Lush greenery in the foreground contrasts with the white buildings. The horizon features layered mountains and a clear sky, creating a serene backdrop.

Condo in Gordon's Bay

Jacaranda Condominium - Gordon's Bay