Vacation rentals in Observatory

Sunny Victorian cottage in hip neighbourhood

Charming Victorian cottage in the heart of Observatory, one of Cape Town's most characterful suburbs. This peaceful home features two private gardens, large living spaces with high ceilings, fireplaces, and a modern bathroom. A fully equipped kitchen and secure off-street parking add everyday ease. The City Centre is just 10 minutes away, while the walkable neighbourhood is full of independent cafés, restaurants, bars, and shops. A rare blend of period character, comfort, and a true local feel.

Location · Family · Solo travel

Kimberley Cottage

Situated 15 minutes from CT Airport ,10 minutes from Cape Town's CBD, you are perfectly located to get around and enjoy Cape Town. Enjoy the trendy Observatory high street, you have restaurants and pubs. Also very close to Rondebosch, Groote Schuur Hospital and the Rondebosch children hospital. *** Strictly No Parties*** *** No more than the 6 guests *** Open plan living flowing onto an outside deck , braai and open space to unwind. Come and enjoy a quiet and peaceful stay in a cul-de-sac.

Location · Family · Accuracy

Urban Chic Studio - Swift Studios

Welcome to your urban escape at Swift Studios — where industrial design meets warm, contemporary comfort. This spacious open-plan apartment features curated African artwork with beautiful natural light throughout to create the perfect blend of a modern apartment and artistic work space. The fully equipped kitchen and dining area make it easy to cook, work, and entertain or step into the heart of creative Woodstock, where you’re surrounded by trendy cafés, galleries, and local markets.

Location · Long stay · Check-in

Cosy home - chill neighborhood

Located in the central, charismatic suburb of Observatory within walking distance of amazing eateries and well located for public transport and UCT campus. This spacious three bedroom house is secure, well looked after and comes with with lovely back courtyard with a braai/bbq and an olive tree. This fully-furnished this space is perfect for young families, friends or phd students looking to be central in Cape Town. Kindly indicate the number of guests to adapt the nightly rate.

Value · Location · Backyard

Cozy living in a boutique heritage Woodstock home

Modern living in this neat Pinterest style home in upper woodstock. The two cozy bedrooms are bright and have a queen and a double sized bed and workspace areas. The entire space has recently been renovated so expect a beautiful modern bathroom, kitchen and lounge. This entire space is perfect for those who like houses with lots of sunshine and and a ton of greenery. Ideal for a small family travelling or a group of friends looking for a nice, stylish space close to the city.

Value · Family · Nearby

Loft Apartment in Observatory

Stylish, light-filled loft in the heart of Observatory, one of Cape Town’s most vibrant and character-rich neighbourhoods. Enjoy an open-plan living area, fully equipped kitchen, modern bathroom and spacious upstairs bedroom with workspace. A mosque opposite adds to the area’s multicultural charm, while the apartment remains calm and peaceful, an ideal base for exploring Cape Town. Note: The apartment is on the third floor and the building does not have a lift.

Cleanliness · Heating · Hospitality

Spring Special Studio + Parking + Views

This gorgeous PIED-á-TERRE inspired studio has a stylish clean contemporary look .A luxurious space for any guest. There is a shower en suite and a little balcony that ensures natural light pours through creating a brighter living space The suite is in a secure building with safe underground parking, Nespresso coffee machine, Nutribullet blender, Jamie Oliver cutlery and a 50 inch Smart TV will make you feel you are coming home. See you all soon, Dencel.

Value · Location · Condition

Tranquil Family Garden Cottage with Pool

Escape to a quiet oasis in the heart of Observatory, Cape Town, where this charming 2-bedroom home with a private garden and pool offers the perfect blend of relaxation and convenience. Nestled in a prime residential area, this home is just a short stroll from vibrant boutiques and trendy restaurants. With quick access to the city center, Cape Point, the Constantia Winelands, and Kirstenbosch Garden, it’s an ideal location for both leisure and work.

Location · Family · Grill

Charming Garden Cottage

Charming open plan, self catering Garden Cottage with a small enclosed garden, garden furniture for relaxing outdoors and a convenient separate entrance. The Cottage has a comfortable double bed, kitchenette with washing basin, fridge with freezer, induction plate, airfyer, mini oven & stove, microwave, shelves, cutlery and crockery. The en-suite bathroom has a toilet, shower and washing Basin. The Cottage also comes with a washing machine.

Location · Value · Heating

Charming Rosebank Cottage

Sunny, characterful cottage in a quiet street, with a private leafy courtyard. Walking distance to shops, Rondebosch Common, and public transport. Easy access into the centre of town, as well as the southern and northern suburbs. 20 minute drive to Cape Town International Airport. Close to UCT, Hartleyvale Stadium, Bishops, Rustenberg Girls and Rondebosch Boys. The cats shown in some of the pictures are no longer in the house!

Value · Family · Accuracy

Riverlands, Sunbird - Nectar Haven

Enjoy a stylish stay in a leafy, tranquil pocket of Riverlands, perfectly positioned for easy access to Cape Town and the West Coast. Surrounded by fynbos landscapes, open skies, and gentle river wetlands, the area offers a peaceful retreat with a strong sense of nature, while remaining close to main routes, local cafés, and everyday conveniences. Ideal for guests seeking calm, comfort, and central connectivity.

Location · Walkability · Bathroom

Sunbird Patio with views, parking and pool

This stylish apartment at Riverlands is walking distance to Amazon HQ. Welcome to your modern retreat in the heart of a new tech-hub in Cape Town. This sun-filled, top floor apartment (on the 8th) is designed for comfort, peace and convenience, perfect for a city break or work trip. Whether you’re here for business, study, or leisure, this apartment offers the perfect balance of city buzz and riverside calm.

Location · Check-in · Hospitality