Guesthouse vacation rentals in Wellington

Guesthouse in Riebeek-Kasteel

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.

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.

Guesthouse in Pringle Bay

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.

5 out of 5 average rating, 128 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

4.92 out of 5 average rating, 213 reviews

The Mountain House is nestled against the sloping hillside, surrounded by diverse greenery. Below, the scenic view features the bay and the town, with mountains rising in the background, creating a tranquil environment. The property showcases a combination of natural beauty and architectural design.

Guesthouse in Clovelly

The Mountain House - Peaceful and Private

“Peace and tranquility we found on this mountain slope. I enjoyed every evening looking out over the bay. . .” The Zen like tranquility and majestic views from The Mountain House provide the most perfect setting for a memorable stay in Cape Town - the wood fired hot tub, spectacular sunsets, peaceful privacy, proximity to trendy Kalk bay, attractions of Cape Point, Boulder's beach and penguins or the many wonderful tidal pools, Clovelly golf course or the Silvermine wetlands

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.

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.

Guesthouse in Franschhoek

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.

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!

4.89 out of 5 average rating, 228 reviews

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

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.

Guesthouse in Betty's Bay

A pool is visible, featuring two striped lounge floaties resting on the water's surface. The backdrop showcases a serene view of the ocean and coastal landscape, with gentle waves lapping against the shore and clear skies above.

4.98 out of 5 average rating, 143 reviews

Kalliste an exclusive retreat (Solar Power)

SOLAR POWERED !!! Kalliste is a luxurious 1 Bedroom cottage with en-suite bathroom (showers), large comfortable lounge & convenience kitchenette. The cottage offers amazing sea and mountain views and is designed to offer our guests an escape into tranquility. In support of a healthier planet, we derive our energy from the sun. In addition to the environmental benefits our guests aren't inconvenienced during national load shedding (scheduled power outages).

A bright dining area features a round glass table surrounded by four wooden chairs. Large sliding doors open to a view of lush greenery, while patterned curtains frame the windows. A kitchen countertop with appliances is visible in the background.

4.98 out of 5 average rating, 166 reviews

Explore Constantia Wineries from the Coach House

Add a log to the wood stove and curl up on a comfy couch to stay warm and snug on chilly nights. In the morning explore stunning hiking trails, golf courses, wineries, restaurants and all that vibrant Constantia has to offer. We offer guests considerable relief from the effects of scheduled power blackouts (load shedding). Our solar PV panels charge backup batteries which provide emergency power for lighting, WiFi, TV and electronics during blackouts.

4.97 out of 5 average rating, 119 reviews

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

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.

4.88 out of 5 average rating, 465 reviews

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

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.

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.

4.95 out of 5 average rating, 205 reviews

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

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.86 out of 5 average rating, 111 reviews

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

Garden Cottage on Mountain Slopes

4.88 out of 5 average rating, 111 reviews

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

Quiet Cape Town cottage: kitchen, wifi, solarpower

Guesthouse in Gordons Bay

A well-maintained garden features lush green grass and various plants, with a view of distant mountains under a clear blue sky. The property includes a spacious deck that offers outdoor seating, surrounded by tranquil landscaping and colorful foliage.

4.77 out of 5 average rating, 241 reviews

Olive Branch

Guesthouse in Bishopscourt

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.

4.91 out of 5 average rating, 164 reviews

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

4.74 out of 5 average rating, 212 reviews

A spacious sleeping area features a comfortable bed with grey bedding and a green accent pillow. A fluffy white towel is neatly placed on the bed. Sunflowers are displayed in a vase on a glass table beside a lamp, with bright green curtains framing a window.

Guesthouse in Pinelands

Beautiful Garden Cottage in Pinelands

4.86 out of 5 average rating, 223 reviews

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

Private Garden Cottage

Guesthouse in Stellenbosch

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.

4.85 out of 5 average rating, 100 reviews

Grapevine Cottage separate 2 bedroom at Kriluki.

Guesthouse in Somerset West

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.

4.91 out of 5 average rating, 221 reviews

Sunbird Cottage - Somerset West

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Guest house rentals with a patio

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.

4.98 out of 5 average rating, 48 reviews

Rose Cottage

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.

4.94 out of 5 average rating, 31 reviews

Guest suite in Constantia. Francolin Studio

Guesthouse in Cape Winelands District Municipality

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.

5 out of 5 average rating, 10 reviews

Flatlet with private veranda - B

The exterior of the studio is framed by a large tree and features a patio with a fire pit. A swing hangs from the tree, while the entrance reveals large glass doors that provide a view into the interior space.

4.9 out of 5 average rating, 94 reviews

Beautiful Constantia Cottage with Great Views

5 out of 5 average rating, 13 reviews

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

Kia Ora | Peaceful guest cottage with parking

5 out of 5 average rating, 71 reviews

An outdoor patio area is presented, featuring a combination of tables and chairs arranged under a covered porch. Lush green shrubs line the space, and stone pathways lead through the well-maintained garden. The neutral-colored exterior walls enhance the inviting ambiance.

Guesthouse in Cape Town

French inspired self-catering 2 bedroom cottage

4.89 out of 5 average rating, 75 reviews

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

Entire apartment unit with cozy rocky interior

Guesthouse in Stellenbosch

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.

4.82 out of 5 average rating, 68 reviews

Modern Private Flat, Aircon, Secure Parking

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Guest house rentals with a washer and dryer

5 out of 5 average rating, 30 reviews

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

Luxury, spacious apartment in Fresnaye with solar

4.9 out of 5 average rating, 30 reviews

A narrow hallway leads into the flatlet, featuring a green armchair on one side. The space includes a small dining table with two chairs and a glimpse of the queen-sized bed seen in the adjacent room, with light filtering through the window adorned with blinds.

Guesthouse in Woodstock

Separate Entrance Flatlet in Woodstock

5 out of 5 average rating, 75 reviews

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

SOLAR powered! Sunbird‘s Nest in secure eco Estate

4.97 out of 5 average rating, 218 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 chic home with great views near beach

4.95 out of 5 average rating, 19 reviews

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

Silwood Cottage 1

A modern building with expansive glass windows and multiple levels is highlighted. A sleek black railing surrounds a terrace area, while green plants line the exterior. The grass area offers a natural contrast to the contemporary design, emphasizing a connection with the outdoor space.

5 out of 5 average rating, 11 reviews

Constantia View Parisian Suite- no loadshedding

4.98 out of 5 average rating, 121 reviews

The studio cottage features a bright and airy interior with white walls and wooden beams. A queen size bed is centered in the room, complemented by a sofa and a dining area with a table and chairs. Natural light floods in through large windows.

Guesthouse in Camps Bay

Modern light charming cottage in Camps Bay

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.