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, 185 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 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, 241 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

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 Bakoven

4.97 out of 5 average rating, 287 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.

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

4.83 out of 5 average rating, 121 reviews

Rose Garden Cottage - Newlands, Cape Town

Perfect long-term retreat, newly maintained 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/freezer.

Guest favorite

A charming cottage is framed by a lush green lawn and colorful flower beds. The front entrance features a set of steps leading to a welcoming doorway, flanked by windows that invite natural light. A pergola is seen to one side of the patio.

Guesthouse in Constantia

4.88 out of 5 average rating, 130 reviews

Comfortable cottage set in an Indigenous garden.

Comfortable cottage, which has been revamped recently. It is set in a beautiful indigenous garden. The cottage has all you need, well equipped kitchen, bathroom, sitting area and a patio that opens up onto the garden and pool which you are welcome to use. This is a perfect space if you are on business or on holiday. We have two friendly Labradors, a Ridgeback and chickens. we are close to shopping centre's, the vineyards and greenbelt.

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, 222 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.

Top guest favorite

A spacious sleeping area is presented with a comfortable bed adorned with decorative pillows. A soft throw blanket drapes over the bed. Natural light enters through a nearby window covered by light curtains, creating a serene ambiance. A wooden bedside table is positioned beside the bed.

Guesthouse in De La Haye

4.91 out of 5 average rating, 106 reviews

Safe and Sound Guesthouse

Keep it simple at this peaceful and centrally-located place. At Safe and Sound Guesthouse, you can be certain of a peaceful rest. Our Guest flat is located conveniently between the Stellenbosch wineglass and the Cape Town City centre. It is also conveniently near many takeaway stores (McDonald's, KFC, Steers, etc), easy access for Uber eats and also convenient grocery stores that you can order online and also visit.

Top guest favorite

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

4.89 out of 5 average rating, 482 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 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, 198 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, 564 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