Holiday houses 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 · Amenities

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.

Family · Location · Cleanliness

Mondaine Central Luxurious Spacious & Trendy

Sunny, light, super modern and trendy. A great space to work from or relax in on holiday in Cape Town. Central to all Cape Town tourist spots, UCT and Groote Schuur hospital. Conveniently located walking distance to festive restaurants, pubs and shops. 10 minutes from the city centre and Cape Town International Airport. Designer roof top pool terrace with views of Cape Town and indoor gym. Secure building with concierge desk and underground parking. Tastefully decorated with all amenities.

Location · Family · Solo travel

Cardew Cottage

Cardew Cottage in Little Mowbray is nestled in one of Cape Town's charming southern suburbs, cradled by views of the majestic Table Mountain range. Centrally located, our cottage is a haven for travelers eager to explore all that Cape Town has to offer. With the perfect blend of convenience and serenity, whether you're here for a brief escape or an extended stay, you can rest easy knowing your vehicle is secure in our off-street parking. Welcome to your home away from home in Cape Town.

Location · Value · Bathroom

Mowbray. Self-catering, tranquil garden cottage

Welcome to my home! Part of my house is a tranquil apartment, ideal for short and long stays. Perfect for a couple, friends, solo adventurer, business traveller. Comprises Living/Dining Room, Bedroom with full en-suite Bathroom, fully equipped kitchen, opening onto shaded private garden courtyard. Mowbray is very central; minutes away from all freeways; 10 minutes from Cape Town Airport and City Centre. 5 minutes walk to vibey shops, restaurants and bars. Central to several hospitals.

Location · Family · Pets

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 · Long stay

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.

Location · Value · Comfort

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 · TV

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 · Parking

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!

Location · Value · Comfort

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 · Nearby · Layout

Secure 2BR Apartment – Mountain View – Gym & Pool

Stay in style at this elegant 7th-floor apartment, perfectly positioned to capture panoramic views of Table Mountain, Lion’s Head, and Signal Hill. With its floor-to-ceiling windows and private balcony, this space offers the perfect mix of modern comfort and natural beauty. The apartment comes with 2 secure parking spots available for guests.

Location · Family · Heating