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, 183 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, 166 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

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, 233 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.

Top guest favorite

A welcoming lounge area features a leather couch and a wooden coffee table, complemented by a desk with a chair. Natural light fills the space through glass sliding doors, leading to a garden area. A decorative giraffe figurine and potted plant add a touch of character.

Guesthouse in Newlands

4.84 out of 5 average rating, 119 reviews

Rose Garden Cottage - Newlands, Cape Town

This is the perfect long-term retreat in a serene, tree-lined neighborhood with a large discount for month-long stays. Weekly cleaning of our fully equipped cottage is included. Near Cape Town’s top attractions. Walk to coffee shops, restaurants, and shops. Explore Newlands Forest Trail. Uninterrupted Wi-Fi. Close to Constantia vineyards, Kingsbury Hospital, UCT, & Newlands Stadiums. Smoking is allowed outside. We have pets but the patio area is dog free. Full fridge with freezer compartment

Guest favorite

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, 112 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 Camps Bay

5 out of 5 average rating, 278 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

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

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 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

4.75 out of 5 average rating, 220 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 light-filled living area is presented, featuring a white sofa paired with two elegant chairs. A small round table sits in the center, while glass doors offer a view of the outdoor space. A wall-mounted TV and decorative plants enhance the inviting atmosphere.

Guesthouse in Constantia

4.9 out of 5 average rating, 189 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

Top 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, 557 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.

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

Great value for money. Open-plan living area with farmhouse kitchen. Cozy en-suite main bedroom boasting views of Table Mountain. Large pool and private barbecue. Herb and vegetable garden . Excellent restaurants, including child friendly eatery and park two minutes walk away. - Free WiFi - Mountain walks + field - Perfect location - Safe & peaceful - Digital safe

Guest favorite

An open plan kitchen and lounge area features a long white table with seating. Large glass doors lead to an outdoor space, allowing natural light to flow in. A comfortable seating area is visible, along with tasteful decor and wooden flooring that enhances the inviting 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.