Guesthouse holiday rentals in Wellington

An open plan living area is highlighted by a wooden dining counter with three stools. A cozy lounge space features a sofa and an ottoman, while large windows allow natural light to fill the room. Green plants and framed artwork add subtle touches of decor.

4.94 out of 5 average rating, 668 reviews

Kai Cottage

Kai Cottage is a contemporary, stylish, light & relaxing space located in the beautiful neighbourhood of Constantia Hills. It is a self-catering 1 bed studio apartment with a shower bathroom, a well-fitted kitchen, a comfy lounge and a private balcony. It is best suited for professionals & couples. It is an open plan area, recommended for a maximum of 2 adults. The base price is for 1 guest (for single and business travellers); there is a small surcharge for 2nd guest. Kindly book accordingly.

ValueLocationWi-Fi

Guesthouse in Riebeek-Kasteel

Obiekwa Country House

Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

FamilyLocationKitchen

4.85 out of 5 average rating, 161 reviews

4.93 out of 5 average rating, 124 reviews

Modern & Secure Apartment with Beautiful views.

Luxurious, light, spacious, air conditioned self-catering 2 bedroom apartment situated on our property. Close to Constantia wine route, excellent restaurants & shopping centres. If you interested in Mountain Biking or hiking, the Tokai & Kirstenbosch trails are on our doorstep as well as greenbelt walks. 20 to 30 minute drive to Cape Town City centre, Hout Bay & Muizenberg Beaches, Simon's Town & Kalk Bay, Tokai & Newlands Forest, Kirstenbosch Gardens, V&A Waterfront & CT International Airport.

FamilyLocationGetting around

The kitchen features a blue cabinetry design with modern appliances and countertops. A central island provides seating with three stools. Natural light pours in through large windows, illuminating the exposed brick wall and enhancing the inviting atmosphere of the space.

4.96 out of 5 average rating, 109 reviews

Le Vine Constantia: Luxury guest house

Ideally located in the Constantia winelands, this luxury guest house has extraordinary views over the winelands, the mountains, and the ocean. This elegant home is bright and airy, featuring high-trussed ceilings and a contemporary, open-plan living and dining area. A sheer panel of sliding doors spanning the entire living area opens to a vast patio and entertainment space, where guests are invited to savor a glass of local wine while watching the sunset. Full solar power - NO loadshedding!

LocationFamilyPool

A white cottage is positioned beside a calm swimming pool, reflecting the clear blue sky and fluffy clouds above. Large windows provide natural light, and a decorative plant enhances the entrance. The pool area is surrounded by tiled decking, offering a clean and inviting outdoor space.

4.99 out of 5 average rating, 129 reviews

Luxury serviced cottage heated pool Cecelia Forest

The little Guinea fowl Cottage is part of a high security villa located in the select Upper Constantia area. Set at the foot of the densely forested eastern slopes of Table Mountain, the property is half surrounded by the Green Belt, opposite to Cecelia Forest and less than 2km away from the world famous Kirstenbosch Garden. We have an inverter as a back up during load shedding + our own water treatment plant for high quality water directly from the tap, better than any plastic bottled water.

FamilyLocationHospitality

Superhost

A well-lit sleeping area features two beds adorned with soft, neutral linens and decorative throws. A bedside lamp is positioned on a wooden table. Natural light filters through a window adorned with horizontal blinds, casting gentle patterns on the room's carpet.

Guesthouse in Stellenbosch

Grapevine Cottage separate 2 bedroom at Kriluki.

Kriluki is a character-filled family home that offers various accommodation options in the green and leafy area of Karindal, Stellenbosch. It is situated on the way to Jonkershoek Nature Reserve, close to wine farms and Stellenbosch Central. A small shopping centre is 300m away and is open daily from 7am to 7pm. This property offers guests a huge amount of choice in terms of accommodation. Rooms and facilities can be booked separately or as a group. Free Wi-Fi is available in all rooms.

LocationValueLaundry

4.83 out of 5 average rating, 121 reviews

Guesthouse in Simon's Town

Cape Point Mountain Getaway - Forest Hideaway

This is the writer/artist retreat you dream about, or the secret romantic hideaway. Hidden in a ravine alongside a mountain stream, cloistered in forest, this simple eco-friendly wood and glass cabin stares out to sea. At its back stands the Table Mountain chain soaring into the sky. Raised on stilts and 100% off-grid it is surrounded by nature without another human structure in sight. The Hideaway is strictly for those who love the outdoors.

ValueLocationDecor

4.95 out of 5 average rating, 111 reviews

4.95 out of 5 average rating, 132 reviews

The Owl House features a modern wooden exterior complemented by large windows. It is nestled among greenery, with a dramatic rock face visible in the background. The structure's angled roof and natural materials blend harmoniously with the surrounding landscape.

Guesthouse in Muizenberg

The Owl House - Mountainside bungalow, Muizenberg

Sleep in the trees in a unique retreat overlooking False Bay. Perched on the Muizenberg Mountain-side, the Owl House offers guests a unique garden stay with a distinct tree-house feel and is a short walk away from the buzz of Muizenberg village and its famous beachfront. The self-contained 30m2, solar-powered bungalow is separate from the main house, with a kitchenette, work and dining space, & uncapped fibre, making it perfect for WFH.

ValueLocationCheck-in

Guesthouse in Villiersdorp

Kliprivier Cottage

Situated on a working fruit and wine farm beneath the beautiful Stettyn Mountains, Kliprivier Cottage offers vineyard views and a peaceful farm atmosphere. We’re conveniently located just across the road from the Stettyn Family Vineyards tasting room, where you can enjoy award-winning wines and cheese platters. Outdoor lovers will appreciate the MTB and running trails, as well as our tranquil dam, ideal for bass fishing or birding.

LocationValueCleanliness

4.98 out of 5 average rating, 130 reviews

Guesthouse in Stellenbosch

An outdoor seating area is featured, containing a round black table accompanied by two patterned chairs. Sunlight filters through the modern wooden slats overhead, highlighting the lush green lawn and distant mountain views.

Guesthouse in the Winelands

Welcome to your stylish retreat in the Stellenbosch Winelands, just a short drive from Cape Town. The property offers spectacular views of the surrounding vineyards. The tastefully furnished property has a practical kitchenette with fridge and microwave oven. The stylish bathroom is equipped with a rain shower and invites you to relax. Perfect for travelers seeking comfort and elegance in a scenic setting.

LocationBikingDecor

4.97 out of 5 average rating, 117 reviews

Guesthouse in Simon's Town

Sunbird cottage

Welcome to Sunbird Cottage, a free standing 2 bedroom unit. The cottage also includes a loft in the open plan area which is furnished with a queen sized bed. The main bedroom is also equipped with a queen sized bed and has its own shower/bathroom. The 2nd bedroom has 2 single beds. On the same property you can find Penguin and Porcupine Cottage. Please look them up on Airbnb.

FamilyValueView

4.8 out of 5 average rating, 537 reviews

Guesthouse in Saint James

A bright living area features large glass doors opening to a private garden. A cozy seating arrangement with multiple cushions is positioned on a colorful rug. Natural light illuminates the space, highlighting the greenery outside and a small outdoor table and chairs.

Cozy Beach Cottage with private garden

Our fully equipped and private garden cottage has a beach house feeling. It comfortably fits two sharing. Freestanding closed fireplace for cozy winter evenings. Situated on a quiet street steps away from St.James beach as well as a short walk to Kalk Bay and Muizenberg which is famous for its antique ships, coffee shops and restaurants.

ValueLocationNearby

4.93 out of 5 average rating, 304 reviews

Popular amenities for Wellington guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.97 out of 5 average rating, 261 reviews

A spacious dining area is highlighted by a large wooden table surrounded by white chairs. Unique turquoise pendant lights hang above, drawing attention to a wall featuring nautical artwork. Light-colored wooden stairs lead to the upper levels, enhancing the open feel of the space.

Guesthouse in Camps Bay

Camps Bay Family Beach home with great views.

ValueFamilyOutdoor spaces

4.91 out of 5 average rating, 290 reviews

The exterior of the cottage showcases a tin-clad facade with large windows. A covered verandah provides seating areas, while a small fire pit is surrounded by stones, complementing the natural garden. Lush greenery borders the space, enhancing the connection with the outdoors.

Guesthouse in Cape Town

Fisherman's Cottage

LocationFamilyHospitality

4.89 out of 5 average rating, 529 reviews

A spacious wooden deck extends from the house, surrounded by lush greenery and featuring expansive glass doors that invite natural light. Majestic mountains rise in the background, creating a serene environment for relaxation and enjoyment of the outdoors.

Guesthouse in Hout Bay

Blackwood Studio

LocationValueBeach

4.97 out of 5 average rating, 329 reviews

A serene corner of the apartment features two wooden chairs positioned beside a stone floor. The large sliding door reveals a stunning view of the ocean, framed by flowing curtains. Natural light enhances the cozy ambiance, with a plant and decorative elements nearby.

Guesthouse in Camps Bay

Camps Bay studio apartment with magnificent views.

LocationFamilyNearby

4.89 out of 5 average rating, 252 reviews

A bright entryway features whitewashed walls and wooden accents. A colorful armchair sits beside a small wooden table lamp, while a rustic bench is positioned against the wall. A door opens to a garden path, inviting natural light into the space.

Guesthouse in Noordhoek

Noordhoek Cottage

FamilyValueTV

A serene outdoor space features a sparkling pool surrounded by lush greenery and colorful plants. Two white lounge chairs are positioned adjacent to the pool, inviting relaxation. Soft sunlight filters through the trees, enhancing the tranquil atmosphere.

4.98 out of 5 average rating, 143 reviews

Stylish garden cottage with view of Table Mountain

FamilyLocationKitchen

4.91 out of 5 average rating, 11 reviews

A comfortable living area is portrayed, featuring a dark leather sofa adorned with patterned cushions. A wooden dining table is set with a decorative bowl holding fruit. Large sliding doors lead to a balcony, framed by flowing curtains, allowing natural light to illuminate the space.

Guesthouse in Wellington

Belle Vallee cottage between the vineyards-Dante

LocationViewBathroom

Guesthouse in Riebeek-Kasteel

Ommi Hoek Cottage with Wood Fired Hot Tub

LocationHospitalityHot tub

5.0 out of 5 average rating, 9 reviews

Guesthouses with a patio

Guesthouse in Somerset West

A sleeping area features a metal bed frame with a spacious bed dressed in white linens. Decorative pillows add subtle color, complemented by a throw blanket draped across the foot. A bedside table holds a reading lamp, and large glass doors offer natural light.

Greenway Cottage

ValueLocationComfort

4.9 out of 5 average rating, 156 reviews

The exterior of a light-colored cottage is shown, featuring wide open doors leading to a cozy interior. A small patio area provides seating, alongside a Weber grill. Lush green grass surrounds the property, enhancing the outdoor space's inviting ambiance.

4.95 out of 5 average rating, 129 reviews

Riverside

ValueLocationBackyard

Superhost

An entrance is framed by lush greenery and vibrant flowers, leading to an inviting doorway. A covered awning provides shade over the threshold, while a path of warm brick pavers guides the way. The space suggests a welcoming transition to the living area beyond.

Guesthouse in Pinelands

2Forest | Lovely accomm with Solar (Unit 2 of 5)

ValueLocationQuiet

4.84 out of 5 average rating, 322 reviews

A charming cottage with a natural stone facade is surrounded by lush greenery and features a serene swimming pool. Outdoor seating options, including benches and umbrellas, offer a relaxed atmosphere, while the expansive windows provide a view of the inviting interior.

5.0 out of 5 average rating, 24 reviews

Walk to Klein Constantia wine farms

LocationDecorHospitality

5.0 out of 5 average rating, 41 reviews

Guesthouse in Tokai

5 min from US Embassy, quiet secure garden studio

LocationValueAmenities

Guesthouse in Durbanville

The CRIB

LocationFamilyHospitality

5.0 out of 5 average rating, 63 reviews

A spacious studio area features a comfortable seating arrangement with a light-colored sofa and a round coffee table. A king bed is complemented by subtle decorative accents. Large glass doors provide access to an outdoor space, allowing natural light to fill the room.

4.97 out of 5 average rating, 59 reviews

Guest suite in Constantia. Francolin Studio

LocationCleanlinessPool

Guesthouse in Somerset West

Die Klein Huis

LocationValueCheck-in

4.94 out of 5 average rating, 36 reviews

Guest house rentals with a washing machine and dryer

4.94 out of 5 average rating, 272 reviews

An outdoor seating area is presented with a small round table and four chairs, surrounded by lush greenery. A shaded patio extends from the cottage, which features large glass doors that lead into a well-lit interior space.

Guesthouse in Rondebosch

Private Apartment in Newlands Village

FamilyValuePool

4.93 out of 5 average rating, 59 reviews

Guesthouse in Kenilworth

Stunning Studio, weekdays housekeeping incl.

FamilyLocationIndoor spaces

4.88 out of 5 average rating, 59 reviews

An inviting outdoor area is showcased, featuring a solar-heated saltwater pool surrounded by lush greenery. A comfortable hammock hangs between palm trees, while plush, oversized cushions are positioned on wooden decking, creating a relaxed atmosphere for lounging and enjoying the tranquility.

Guesthouse in Cape Town

Cottage by the Sea

ValueLocationTV

5.0 out of 5 average rating, 54 reviews

Guesthouse in Grabouw

Aloe garden apartment with mountain views

FamilyValueKitchen

4.98 out of 5 average rating, 85 reviews

Guesthouse in Claremont

Dream Guest Suite in Fabulous Edwardian. Best Area

LocationValueOutdoor spaces

4.95 out of 5 average rating, 21 reviews

A light-filled living area features a neutral-toned, spacious sofa adorned with striped cushions. Glass doors open to a private courtyard, allowing natural light to illuminate the room. A simple round table sits in front, enhancing the open and airy feel of the space.

Guesthouse in Rondebosch

Rosebank retreat

LocationIndoor spacesKitchen

Superhost

An outdoor patio area features comfortable seating arrangements with soft cushions, a wooden table, and modern lounge chairs. A swing is positioned nearby, overlooking lush greenery and expansive mountain views in the background. Natural light filters through a slatted roof structure.

5.0 out of 5 average rating, 3 reviews

Constantia View Penthouse -two bed, two bath

FamilyLocationHospitality

A serene outdoor area is presented, featuring a shaped swimming pool surrounded by lush greenery. Sun loungers are positioned nearby, and a distinctive stone fireplace is visible against a neutral wall. The bright blue sky enhances the inviting atmosphere of this relaxing space.