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.

Family · Value · Checkout

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 · TV

Trendy Bachelor Pad Free Parking Rooftop Pool

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. Inverter for Wifi, TV and some lights.

Location · Value · Cleanliness

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.

Value · Family · 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.

Location · Family · Kitchen

Treetops Studio Observatory

Relax with a view of treetops and the mountain in this stylish studio. Be cozy inside or enjoy fresh air from the balcony. Perfect to work from or relax while on holiday. Centrally located you will be less than 20 minutes from the Airport, Sport stadiums, Waterfront, southern & northern suburbs and various Shopping Centres. Easy access to Groote Schuur & Vincent Pallotti Hospitals and UCT. Trendy Observatory offers great restaurants, pubs, thrift stores and interesting shops.

Location · Check-in · Comfort

Top Guest favourite

Guest favourite

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.

Family · Location · Decor

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 · Comfort

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.

Family · Location · Outdoor spaces

Top Guest favourite

Guest favourite

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.

Value · Location · Check-in

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 · Location · Nearby

Spacious city loft with large terrace

PLEASE DO NOT USE INSTANT BOOK- Please send a message first to discuss details of your trip. The apartment is located in Upper Woodstock on the border with Salt River, within walking distance of the lively Roodebloem Road. Woodstock has become Cape Town's design hub and a vibrant and trendy neighbourhood with markets and designer boutiques. The loft has been completely renovated and consists of three levels.

Location · Quiet · Hospitality