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Guesthouse vacation rentals in Wellington

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Top-rated guesthouse rentals in Wellington

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

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A well-appointed bedroom features a tufted headboard above a neatly arranged bed with white linens. Natural light filters in through two large windows, framed by botanical-print valances. A cozy armchair sits beside the bed, enhancing the room's inviting atmosphere.

Guesthouse in Bishopscourt

4.91 out of 5 average rating, 164 reviews

Relax, Unwind, Recharge in a Stunning, Secluded, Quiet Guesthouse in Bishops Court, Cape Town

This cottage oozes charm and character. It has an open plan feel although a beautiful mahogany screen divides the bedroom suite from the living area. Rose Cottage is a stand alone cottage on an acre property. Guests have access to the exquisitely maintained garden and the private and secluded swimming pool and pool house. There is parking available for one vehicle on the property. The main house is occupied by the owners and two dogs and a cat. There is a full time housekeeper and gardener on the premises.Rose Cottage is only serviced from Monday to Friday for between 11am and 12pm and not on the weekends and public holidays. The cottage is situated in the upmarket, leafy suburb of Bishops Court. Clifton, Kalk Bay, Simons Town, Cape Point, Constantia valley wine farms, Kirstenbosch Gardens and Table Mountain are all on our doorstep as are major shopping malls/restaurants. Bishops court is not close to public transport and guest either hire a car or make use of the ubiquitous Uber taxis. The property is fully alarmed with access to armed response.

A scenic view showcases Obiekwa Country House surrounded by a well-established indigenous garden. The property features a covered patio and swimming pool, with mountains providing a tranquil backdrop. The image captures the serene rural setting and proximity to vineyards.

Guesthouse in Riebeek-Kasteel

4.85 out of 5 average rating, 139 reviews

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.

Top guest favorite

A sandy beach is framed by gentle dunes, with sparse vegetation peeking through. In the background, a prominent rock formation catches the warm light of sunset, while a clear sky transitions from soft blue to subtle orange hues.

Guesthouse in Pringle Bay

5 out of 5 average rating, 129 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

Top guest favorite

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

5 out of 5 average rating, 275 reviews

Camps Bay studio apartment with magnificent views.

Wake up to birdsong and the sound of the ocean. An architectural award winning property, situated in a quiet cul-de-sac at the foot of Table Mountain, bordering the Table Mountain Nature reserve, with magnificent views of the Atlantic Ocean, this gorgeous little apartment is a piece of paradise. 10 minutes drive from the city centre and a 5 minute drive to the beach, it’s ideally positioned to explore Cape Town’s main attractions. Perfect for nature lovers, hikers and beachcombers.

Top guest favorite

A serene outdoor space is showcased, featuring a rectangular pool surrounded by lush greenery. Two lounge chairs are positioned on a wooden deck, while a large umbrella stands nearby, providing shade. Vibrant plants and shrubs enhance the area's natural beauty.

Guesthouse in Constantia

4.97 out of 5 average rating, 118 reviews

Stylish garden cottage with view of Table Mountain

Relax in our lovely garden cottage with a glass of wine and take in the view of Table Mountain . We are a short drive from the world famous Kirstenbosch Gardens . Numerous hiking and mountain biking trails crisscross the area. We are surrounded by numerous spectacular wine farms and top restaurants. Groot Constantia, Klein Constantia, Constantia Glen, Beau Constantia including Chefs Warehouse, to name but a few. We are a 20 minute drive to the Waterfront and Cape Town CBD.

Top guest favorite

A modern cottage is framed by lush greenery and vibrant purple flowers. A stone pathway leads to a wooden door, surrounded by neatly trimmed hedges. Tall trees provide dappled sunlight, enhancing the quiet and inviting atmosphere of the residential setting.

Guesthouse in Franschhoek

4.96 out of 5 average rating, 132 reviews

Stylish one bedroom guest house

Leopard cottage is a quiet, newly finished and safe one bedroom self catering cottage located behind our house on a residential street in Franschhoek. You will have privacy on the covered stoop as you relax looking at the garden enjoying a meal and a glass of wine. A separate entrance to our cottage allows you to come and go as you please. A five to eight minute walk will take you to restaurants and shopping. Come and stay at Leopard Cottage, we’d love to meet you!

The front entrance of Pepperpot Cottage features a private stoep bordered by a low concrete wall, with a lush green area and decorative stone. Two wicker chairs are positioned on the stoep, complemented by a potted plant in the window. Natural light filters through the glass panel door.

Guesthouse in Paarl

4.89 out of 5 average rating, 228 reviews

Pepperpot Cottage in Paarl

Tranquil and serene, Pepperpot Cottage is a hidden gem situated in the historical centre of Paarl. The tiny 22 square meters is stylish and quaint with its own entrance and off street parking for one vehicle. It is completely private and guests are welcome to come and go at leisure. It has all the luxuries to make your stay relaxing and memorable with a lush view from the stoep across the garden, farm style pond and vegetable patch of our work in progress garden.

Top guest favorite

A rustic outdoor barbeque area features a sturdy stone structure with sections for grilling and wood storage. Stacks of firewood are neatly arranged beside the grill, while lush green foliage adds a natural touch to the surroundings.

Guesthouse in Muizenberg

4.97 out of 5 average rating, 119 reviews

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.

Top guest favorite

A clear view of the ocean meets the rugged mountains in the background. Lush greenery frames the foreground, while the coastline stretches along the water's edge. The landscape is bathed in bright sunlight, creating a serene and inviting atmosphere.

Guesthouse in Kommetjie

4.99 out of 5 average rating, 166 reviews

Youniverse Studio

A tranquil and serene apartment for you to unwind and seek inner peace and relaxation. Watch sunsets over the ocean and moonrises from your secluded balcony. Take a stroll down to the World Famous Long Beach to check out the waves, or simply a gentle stroll along the beach. Just a stroll to the local pub and coffee shop. Close to Cape Point Nature Reserve as well as the world famous penquin colony. Comfort and luxury awaits!

A wooden deck extends outside, featuring polished flooring and wooden railings. Soft lighting from the house illuminates the space, while lush greenery and mountains are visible in the distance, creating an inviting atmosphere for relaxation.

Guesthouse in Hout Bay

4.88 out of 5 average rating, 466 reviews

Blackwood Studio

A modern and beautifully decorated house, nestled in Hout Bay, with magnificent views of the mountain. This is a great place for singles or a couple. There is a queen bed that sleeps up to 2. Power outages are being experienced by SA but we have tried to minimalise the effect for our guests - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

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.

Guesthouse in Constantia

4.94 out of 5 average rating, 541 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/garden courtyard. It is best suited for professionals and couples. It is an open plan area, therefore recommended for a maximum of 2 adults.

Open doors reveal a view of the garden adorned with vibrant flowers. A delicate side table displays tea service, while a stylish chair complements the room's décor. Natural light floods the space, enhancing the airy atmosphere.

Guesthouse in Claremont

4.95 out of 5 average rating, 205 reviews

White Cottage, Bishopscourt

Our cottage is situated in the heart of leafy Bishopscourt. 2,1km from Kirstenbosch Botanical Gardens and 1,6km from Cavendish Square mall. The spacious 2 storey cottage consists of open plan kitchen / lounge, downstairs guest toilet, 2 bedrooms and outside space. We have a shared pool in our garden which guests are welcome to enjoy.

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Popular amenities for Wellington guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

An open plan living area features a soft couch and two wicker chairs, arranged around a patterned rug. Exposed wooden beams add character to the ceiling, while a dining area with wooden chairs is visible in the background. Natural light fills the space, highlighting brick walls.

Guesthouse in Hermanus

4.8 out of 5 average rating, 289 reviews

WINDSONG COTTAGE ,Upmarket & centrally located

Top guest favorite

The open-plan lounge area features two stylish beds that convert into couches, flanked by a small white coffee table. Natural branches are creatively arranged on the wall above, enhancing the cozy atmosphere and providing a unique touch to the minimalist decor.

Guesthouse in Vredehoek

4.86 out of 5 average rating, 111 reviews

Garden Cottage on Mountain Slopes

Top guest favorite

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, 115 reviews

Luxury serviced cottage + heated pool Constantia

A spacious bedroom features a white wooden bed with soft linens, a striped accent pillow, and a red throw. A mirror is placed beside the bed, while natural light filters through the large window adorned with light curtains, creating a bright and inviting atmosphere.

Guesthouse in Rondebosch

4.88 out of 5 average rating, 111 reviews

Quiet Cape Town cottage: kitchen, wifi, solarpower

A winding pathway leads to a cottage entrance, flanked by lush greenery and colorful plants. The pathway features terracotta tiles and rises towards a wooden door, set against a backdrop of blue sky and a mountainous landscape.

Guesthouse in Woodstock

4.86 out of 5 average rating, 223 reviews

Private Garden Cottage

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

4.85 out of 5 average rating, 100 reviews

Grapevine Cottage separate 2 bedroom at Kriluki.

A well-lit bedroom features a queen-size bed with floral accent pillows and soft cotton bedding. Nightstands with lamps flank the bed, and sheer curtains frame a door leading to the garden, creating a serene atmosphere with views of lush greenery.

Guesthouse in Somerset West

4.91 out of 5 average rating, 221 reviews

Sunbird Cottage - Somerset West

Top guest favorite

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 Scarborough

4.9 out of 5 average rating, 266 reviews

Fisherman's Cottage

Guest house rentals with a patio

Top guest favorite

A spacious porch is lined with white columns, leading to a well-maintained garden featuring a central fountain. Lush greenery adorns the area, with neatly trimmed shrubs and vibrant rose beds enhanced by natural sunlight.

Guesthouse in Constantia

4.98 out of 5 average rating, 48 reviews

Rose Cottage

Top guest favorite

A private patio area is visible, featuring two light-colored chairs positioned next to a set of steps leading to a well-maintained garden. Lush greenery and rounded bushes surround a pool area, with sunlight brightening the space from a clear blue sky.

Guesthouse in Constantia

4.94 out of 5 average rating, 31 reviews

Guest suite in Constantia. Francolin Studio

Top guest favorite

A stylish sleeping area features a spacious bed adorned with white linens and decorative pillows. A light-colored headboard complements the dark green wall. A bedside table holds neatly rolled towels, and a piece of photography depicting a shoreline is displayed above.

Guesthouse in Cape Winelands District Municipality

5 out of 5 average rating, 10 reviews

Flatlet with private veranda - B

Top guest favorite

A wooden deck is visible, featuring two chairs that face the sea. Lush greenery surrounds the area, with hints of palm trees among the foliage. The ocean is seen in the background under a cloudy sky, providing a serene natural setting.

Guesthouse in Cape Town

4.94 out of 5 average rating, 51 reviews

Cape Point Mountain Getaway - Hideaway

A bright bedroom features a spacious bed with decorative pillows and a folded towel. Natural light filters through a multi-paned window, surrounded by light curtains. Two bedside tables with lamps add functionality, while a wardrobe is positioned against one wall, creating a serene atmosphere.

Guesthouse in Pinelands

4.82 out of 5 average rating, 218 reviews

1Forest | Lovely accomm with Solar (Unit 1 of 5)

Top guest favorite

A charming entrance features a pergola adorned with climbing greenery. Two decorative barrels flank the door, and a cozy chair sits on a patterned blue mat. The space is framed by a light-colored wall, creating an inviting ambiance for guests.

Guesthouse in Claremont

5 out of 5 average rating, 13 reviews

Kia Ora | Peaceful guest cottage with parking

A bedroom features exposed brick walls and a spacious bed with white linens. A flat-screen TV is mounted on the wall, and a small shelf holds decorative items. Natural light enters through a window with unobtrusive curtains, and a sleek mirror enhances the room's depth.

Guesthouse in Fish Hoek

4.89 out of 5 average rating, 75 reviews

Entire apartment unit with cozy rocky interior

A pleasant living area is equipped with a comfortable sofa and a decorative side table. Natural light streams in through the large glass doors, which open to a private outdoor patio. A stylish lamp and greenery add warmth to the modern decor.

Guesthouse in Stellenbosch

4.82 out of 5 average rating, 68 reviews

Modern Private Flat, Aircon, Secure Parking

Guest house rentals with a washer and dryer

Top guest favorite

A modern bathroom is showcased, featuring a glass shower with a rain showerhead. Neutral-toned tiles adorn the walls, complemented by decorative wall art. A large mirror reflects soft lighting, creating an open and clean atmosphere, while a space for toiletries is visible on the vanity.

Guesthouse in Sea Point

5 out of 5 average rating, 30 reviews

Luxury, spacious apartment in Fresnaye with solar

Top guest favorite

A spacious bedroom is highlighted by large glass doors that open to a scenic view of the garden. The room features a comfortable bed adorned with blue cushions, a modern ceiling fan, and soft lighting from a bedside lamp.

Guesthouse in Hout Bay

5 out of 5 average rating, 75 reviews

SOLAR powered! Sunbird‘s Nest in secure eco Estate

The exterior of a cottage is shown with a neatly paved driveway and two garage doors partially opened. Surrounding greenery includes trees and shrubs, contributing to a well-maintained residential ambiance. A clear blue sky adds to the setting.

Guesthouse in Rondebosch

4.95 out of 5 average rating, 19 reviews

Silwood Cottage 1

Top guest favorite

A plush toy dog sits on soft carpet in front of a partially open door, adding a playful touch to the space. The toy is a light beige color, resembling a small dog, and contrasts gently with the neutral-toned walls and decor.

Guesthouse in Constantia

5 out of 5 average rating, 23 reviews

Casa Barbarossa - Luxury Cottage Constantia

A sunlit view reveals a rocky mountain landscape, characterized by rugged cliffs and lush vegetation at its base. The terrain features a gradient of greens and browns, with a clear blue sky overhead providing a bright backdrop.

Guesthouse in Gordons Bay

4.77 out of 5 average rating, 241 reviews

Olive Branch

Top guest favorite

Guesthouse in Hermanus

4.93 out of 5 average rating, 40 reviews

Tuis en Tevrede - 2 Bedroom Flat, Hermanus

A modern kitchen space is equipped with essential appliances, including a refrigerator, stove, and kettle. White cabinetry complements the tiled floor. A small island with high stools provides additional seating. Decorative items are placed on the countertops, enhancing the kitchen's functionality.

Guesthouse in Fish Hoek

4.82 out of 5 average rating, 104 reviews

2 Bedroom Apartment above the beach

Top guest favorite

The exterior entrance showcases a welcoming façade with elegant columns. Framed by well-maintained greenery, the stone pathway leads to a spacious door. Lanterns hang beside the entrance, complementing the soft hues of the walls and the inviting landscaping.

Guesthouse in Constantia

4.99 out of 5 average rating, 88 reviews

Le Vine Constantia: Luxury guest house

Quick stats about guesthouse rentals in Wellington

Total rentals
10 properties
Nightly prices starting at
€ 26 before taxes and fees
Total number of reviews
390 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Diemersfontein Wine and Country Estate, Gecko Lounge, and Pick n Pay Wellington

Destinations to explore