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.

Value · Location · Backyard

Coastal haven with hot tub, deck & views

Located 3 minutes walk from the beach, this light, bright and airy 1 bedroom apartment is the perfect blend of ocean side bliss and upmarket luxury. Featuring a patio leading onto an expansive sundeck, sliding doors in the living area and large bay windows in the bedroom, the apartment is flooded with natural light and fresh air. Paired with the neutral aesthetic, open plan living area, tasteful finishes and convenient appliances, settling into your beach side holiday is easy when staying here.

Location · Family · Laundry

Table Mountain Villa

Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

Location · Family · Layout

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.

Value · Family · Sleep quality

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 · Quiet · Getting around

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 · Hospitality

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Family · Value · Comfort

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 · Indoor spaces

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 · Wi-Fi

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.

Family · Location · Cleanliness

Serene Oasis | Nestled Under Table Mountain

Welcome to our serene one-bedroom sanctuary, nestled just beneath the iconic Table Mountain. Immerse yourself in the tranquillity of Japanese-inspired design while enjoying the breathtaking natural beauty of Cape Town. Unwind in a charming garden retreat, offering a private sanctuary perfect for meditation or yoga. This unique haven combines cultural elegance with stunning scenery, creating a truly inviting escape.

Value · Location · Solo travel

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 · Nearby