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 · Indoor spaces

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 · Comfort

Cozy Apartment Near The Old Biscuit Mill

Welcome to your perfect Cape Town getaway. A modern, stylish and tranquil apartment located just minutes from the vibrant CBD. Nestled in the heart of Salt River, this beautiful one-bedroom apartment offers the ideal balance between urban excitement and peaceful comfort. Enjoy morning coffee or sunset drinks on the balcony with mountain and city views, and minutes away from Woodstock’s coffee shops and Old Biscuit Mill. Secure parking and 24-hour security. Perfect for business or relaxation :)

Value · Location · Cleanliness

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.

Family · Location · Amenities

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 · Family · View

Riverlands- Sunbird Golden Nectar

Tucked away in the tranquil Riverlands development, this beautifully styled Sunbird apartment offers a calm, comfortable retreat with effortless centrality. Surrounded by indigenous fynbos and birdlife, it’s ideal for guests seeking peace without compromising convenience. Perfectly positioned for easy access to the city, beaches, wine routes, and major transport links, Riverlands offers secure living, scenic walks, and a relaxed village feel — a true urban-nature balance.

Location · Amenities · Pool

Winter Special Studio ONLY August + 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.

Location · Value · Amenities

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 · Getting around

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 · Family · Solo travel

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!

Family · Location · Cleanliness

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 · Walkability · Comfort

Paragon LUXE Modern Rooftop Pool

A contemporary, light and airy unit, with lots of natural light, a fully equipped kitchen, uncapped WiFi, and cable television (DSTV/ Smart TV). Stylishly furnished one bedroom, modern apartment. Centrally located, easy access to major transport routes, close to UCT and Groote Schuur Hospital. You have full use of the gym and swimming pool area for the duration of your stay.

Location · Value · TV