Guesthouse vacation rentals in Observatory

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Top-rated guesthouse rentals in Observatory

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Top guest favorite

A small dining table is positioned near a window, adorned with a bowl of fresh fruit and vibrant sunflowers in a vase. Two white chairs are placed around the table, with light filtering through the sheer curtains, complemented by a textured table runner.

Guesthouse in Claremont

4.88 out of 5 average rating, 182 reviews

Aboyne Cottage—Peaceful Oasis in Quiet Cul-De-Sac

Pluck lemons from the tree and pick herbs from the planters for use in a tasty dish to enjoy in the cool and shaded courtyard. The bright and airy cottage interior has high vaulted ceilings, together with a selection of books and magazines to read to enjoy in the bed made up with 400TC luxury linen. Battery backed up Wi-Fi and additional lights for surviving load shedding. No smoking allowed on property. Guests have own cottage with a private, shady courtyard. Herbs in planters in courtyard and dart board are available for guests to use as well as lemons on own lemon tree. We're an international family consisting of a South African, a New Zealander and a Norwegian. One of us will always be available on our phones and we're happy to chat and share a G&T on our porch if our guests are up for it! This guesthouse is in a quiet neighbourhood, about 15 minutes by car from town and near to vibrant Harfield. Closer still, the village offers a farm stall, butchery, and supermarket within a short walk, plus coffee shops and lots of restaurants. We always recommend uber for short term stays in Cape Town but there is an off-street sheltered parking available if needs be. 10 minute walk to Kenilworth train station and 2 minute walk from Main Road with frequent taxi buses in both directions. Servicing of cottage and laundry can be done on request. Continental breakfast can be provided on request.

Guest favorite

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.

Guest favorite

An aerial view showcases the property amid a serene neighborhood, featuring solar panels on the roof. Expansive cricket fields are visible nearby, with the majestic mountain range rising in the background, providing a scenic backdrop.

Guesthouse in Pinelands

4.82 out of 5 average rating, 219 reviews

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

We have recently added Solar Power to the establishment, going green and having almost no reliance on Eskom :-) We also have 5 stage filtered water supply. Lovely room (3 other similar rooms) with en-suite bathrooms, and large comfortable beds. Quiet and central neighbourhood, not far from the bustle of downtown Cape Town, and many of the fantastic Cape Town sights. *10 mins from CT Airport ($6 Uber) *12 mins from Kirstenbosch *15 mins from Cape Town V&A TV including Netflix & Disney plus.

Guest favorite

Guesthouse in Rondebosch

4.88 out of 5 average rating, 111 reviews

Quiet Cape Town cottage: kitchen, wifi, solarpower

Welcome to our cosy, private cottage / apartment. Avoid (most) loadshedding (solar backup). Good wifi. Near university, hospitals, Newlands cricket, green space, airport, restaurants, shops, ATMs, transport (Ubers, no MyCiti yet). Convenient access: city centre, tourist attractions (beaches, Table Mountain, golf courses, Kirstenbosch). All yours: lounge, kitchen, work and eating area; TV with Netflix; large bedroom, en suite shower. No garden access. We welcome guests from all backgrounds.

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 Bakoven

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 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.

Guesthouse in Constantia

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.

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.

Guest favorite

A glass-top table is set with two simple chairs, featuring a vibrant floral arrangement of sunflowers. Green leafy curtains frame a nearby window, allowing natural light to brighten the space.

Guesthouse in Pinelands

4.74 out of 5 average rating, 212 reviews

Beautiful Garden Cottage in Pinelands

Our cottage is a beautiful freestanding garden cottage at the back of our family home. You’ll love our place because of the tranquility and privacy. Glass doors open up onto a beautiful quiet back garden and there is secure parking on site. Being only 2.5km's from Old Mutual, 3km's from Vincent Pallotti and 12km's from Cape Town International Airport my place is great for couples, solo adventurers, and business travelers alike.

Guest favorite

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.

Guest favorite

A comfortable hanging chair can be seen on a patio area, featuring plush cushions. The surrounding brick flooring is accented by green plants, with light streaming in from nearby windows. A second chair is positioned adjacent, suggesting a cozy outdoor relaxation spot.

Guesthouse in Constantia

4.9 out of 5 average rating, 177 reviews

Adorable 1-bedroom cottage with shared pool

Kick back and relax in this calm and cozy space. It's location is also very convenient: - 2 min walking distance to the Mediclinic Constantiaberg Hospital - 5 min driving to Constantia Village - 4 min to the near Clicks - 3 min to the closest Chekers - 5 min Meadwrige Shopping Center - 4 min to 3Arts Village - 4 min to Constantia Emporium - 11 min to Blue Route Mall - 12 min to Cavendish Mall

Guest favorite

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.

Guest favorite

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, 206 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.