Guesthouse vacation rentals in Observatory

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Top-rated guesthouse rentals in Observatory

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Top guest favorite

An inviting entrance features double glass doors that open to a light-filled living area. Parquet flooring complements the neutral tones of the decor. A cozy seating area and dining space are visible, accented by a simple artwork and natural light streaming through the windows.

Guesthouse in Claremont

4.88 out of 5 average rating, 180 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.

Superhost

A private swimming pool is surrounded by lush greenery, featuring clear blue water and a smooth stone edge. Lounge chairs are positioned nearby on the manicured lawn, providing a serene outdoor space for relaxation.

Guesthouse in Bishopscourt

4.91 out of 5 average rating, 163 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 entrance is framed by lush greenery and vibrant flowers, leading to an inviting doorway. A covered awning provides shade over the threshold, while a path of warm brick pavers guides the way. The space suggests a welcoming transition to the living area beyond.

Guesthouse in Pinelands

4.85 out of 5 average rating, 228 reviews

2Forest | Lovely accomm with Solar (Unit 2 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 rooms (with 3 other similar rooms) with en-suite bathrooms, and 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 spacious outdoor terrace features modern, rounded seating arrangements set against a backdrop of lush greenery and the surrounding mountains. Glass railings provide unobstructed views of the landscape, enhancing the serene environment.

Guesthouse in Camps Bay

4.96 out of 5 average rating, 313 reviews

Camps Bay Beach private Residence secure Estate

Load shedding protected accommodation in AI secured property. Stand-alone two bedroom, two bathroom, private garden guest apartment. Fully equipped kitchen, living and dining room. Secure separate entrance and parking in the private residential property, walk to restaurants, shops and the beach. LIFePO4 instant UPS systems on all broadband fibre ONT and WiFi routers. Independent lithium backups on all Security, Gates and Door systems. Solar powered house lights and dedicated UPS computer plugs

Top guest favorite

A serene waterfall cascades over a stone ledge, surrounded by lush greenery and smooth rocks. Sunlight filters through the trees, creating a tranquil atmosphere. The sound of flowing water enhances the peaceful setting, inviting relaxation in a natural environment.

Guesthouse in Newlands

4.84 out of 5 average rating, 116 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 is included of our fully equipped cottage, 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, and Newlands Stadiums. Smoking is allowed outside. We have pets but the patio area is dog free. Full fridge with freezer compartment

Superhost

A bright bedroom area features large windows offering views of the surrounding garden. A spacious bed is complemented by a soft gray throw. A light sofa set is positioned near a small table, creating a cozy nook for relaxation.

Guesthouse in Gardens

4.78 out of 5 average rating, 23 reviews

Higgovale Private Forest Cottage

A beautiful guest cottage situated in a tranquil private forest-like garden that is within walking distance from the heart of Cape Town. The cottage is ideal for a solo traveler or a couple looking for a romantic hideaway that is just a brief walk from Cape Town's trendiest restaurants on Kloof Street and just below Table Mountain. There is full backup electricity for load shedding. Please note that there is construction nearby and 2 large (and incredibly friendly) dogs on the property.

Guest favorite

A private outdoor seating area features a small round table surrounded by two gray wicker chairs. A planter with lush green plants and flowering vines creates a natural border, while a wooden gate provides access to the space.

Guesthouse in Hout Bay

4.84 out of 5 average rating, 120 reviews

Simple large cottage in lovely area of Hout Bay

This large cottage is located in the lovely area of Kronenzicht, Hout Bay. It has 1 bedroom and 2 bathrooms. Very central and easy drive to town. The main beach is 2 kilometers down the road. There is a separate entrance and secure parking on the property. Wifi and DSTV (cable) available. We, the owners, live in the main house. We are easy going and friendly. The area has a lovely mountain view but no view from the actual cottage. Please check the amenities and house rules before booking.

Guest favorite

A private terrace showcases modern outdoor furniture, including a seating area with a sofa and a round chair. The entrance to the studio cottage is framed by large glass doors that invite natural light, with a backdrop of greenery and a mountain view.

Guesthouse in Camps Bay

4.97 out of 5 average rating, 117 reviews

Modern light charming cottage in Camps Bay

Cottage 54 is a one bedroom studio cottage on the property of a house in upper Bakoven/Camps Bay. Fully private terrace and separate entrance from the road. Equipped with a queen size bed, sofa, table & chairs, bathroom, shower, and kitchenette. Interior is light, modern and with a Scandinavian touch. 5-7 minute walk to Bakoven Beach, and 10-12 min walk to Camps Bay beach with all the restaurants, bars & coffee shops. Off street parking and private entrance. 2 min walk to a Superette.

Top guest favorite

A spacious deck features two lounge chairs positioned beside a private swimming pool. Lush greenery surrounds the area, and a large umbrella stands in the corner, providing shade. The clear sky above complements the tranquil atmosphere of the garden space.

Guesthouse in Constantia

4.98 out of 5 average rating, 115 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.

Guest favorite

An outdoor patio features a small table with two chairs, surrounded by greenery. Light-colored stone steps lead to double doors, which open into a bright interior. Bougainvillea adds a splash of color, enhancing the serene and inviting outdoor space.

Guesthouse in Noordhoek

4.89 out of 5 average rating, 218 reviews

Noordhoek Cottage

Tastefully decorated, spacious cottage with a modern yet charming feel. Just a 1.3km drive from Cape Point Vineyards makes Noordhoek Cottage an ideal overnight venue for functions and weddings. Situated on the same grounds as a private family home with shared driveway and parking but separate entrance to the cottage. The patio overlooks a charming garden with stunning mountain views. Full amenities such as kitchenette, battery-backed up WiFi & Netflix.

Top guest favorite

A modern detached garden cottage features a private pool surrounded by a stone patio. Lush greenery is visible, with comfortable lounge chairs positioned invitingly beside the water. The backdrop showcases majestic mountains, and the building has large windows allowing natural light.

Guesthouse in Camps Bay

4.95 out of 5 average rating, 114 reviews

The Patch

A delightful, private, detached modern garden cottage with automated garage. Sleeps 2, self catering, with pool, garden, Smart HDTV, DSTV and free fibre WiFi. 5 minutes walk from the vibey Camps Bay beach front and restaurants. Weber braai avaiable on request. Hosts Chris and Pat have been letting this unit for more than 20 years. They are on hand to ensure guests are comfortable and assist with their holiday plans.

Top guest favorite

An open-plan living area features wooden flooring and an elegant staircase. Natural light fills the space, highlighting a cozy seating area with a daybed and decorative rug. A dining table is visible, creating a welcoming environment for relaxation and meals.

Guesthouse in Pinelands

5 out of 5 average rating, 19 reviews

Self-catering Pool-side Guesthouse

Welcome to our peaceful and centrally located 2 bedroom guesthouse in the charming suburb of Pinelands, Cape Town. Nestled in a tranquil and safe neighborhood, our property offers a serene escape from the bustling city, while being conveniently situated within close proximity to all the attractions. We are a load-shedding-free house, ensuring that you have access to power 24/7.