Do note that Airbnb is technically not legal in Singapore at this point in time. Current rulings mandate a minimum of 3 months rental for short stays in private accommodation. But you can still find over 300 listings of Singapore homes on Airbnb’s website, as well as thousands of reviews by guests who have stayed for just a few nights with no issues. There is an ongoing review and consultation by the Singapore authorities to consider loosening regulations of private home sharing in future.
Designer loft in conserved shophouse, Jalan Besar
This loft has a great location in the upcoming hipster Jalan Besar district, but most notable is the facade as it belongs to a very picturesque of conserved shophouses along Petain Road. The area is unique for a particularly vibrant architectural style dating back to the early 1900s that features a mix of very decorative Peranakan tiles and Malay roof eaves, alongside classical European columns and ornamentation. Meanwhile, the room itself does look like it came straight out of Kinfolk magazine with its clean lines and Scandinavian aesthetic.
Price: Around S$129 per night
Rooftop penthouse room with stunning view, Tanjong Pagar
This rooftop penthouse soars above the Tanjong Pagar on the edge of the Central Business District. It boasts an open-air, natural-grass rooftop garden that offers an excellent view of downtown Singapore and the ships berthed in the southern straits. There are six rooms in total sharing this penthouse unit, but the high ceilings of the living area and sky-high view means you’ll never feel too cramped. No need to check out rooftop bars when you have your very own viewpoint to come back to.
Price: Around S$100 per night
Colonial Black and White Bungalow, Mountbatten
Not many of these traditional colonial bungalows with their signature black and white paintwork are left in Singapore. But if you have a large group and like to have a lot of space, you can stay in this beautiful single-storey bungalow that comes with its own private pool and housekeeper to boot. Located in the residential Mountbatten to the east of Singapore, you are not far from the downtown area by car or bus, and still close to the historic Peranakan district of Katong and Joo Chiat as well.
Price: Around S$450 per night
Room in architecture award-winning shophouse, Geylang
This room is part of a conserved shophouse row known as The Lorong 24A Shophouse Series, where eight shophouse units were each transformed by a different Singaporean architect. This project has won architectural and design awards for how it’s managed to combine clean modern interiors while preserving traditional architectural heritage. The neighbourhood is also interesting. Geylang is more notoriously known as Singapore’s red-light district, but locals know that it’s also the place to go for good street food, durians, and a little laid-back charm.
Price: Around S$65 per night
Room in pre-war walk up, Tiong Bahru
Tiong Bahru is one of the oldest housing estates in Singapore and known for its Art Deco inspired pre-war blocks – some of the last few that still remain. The good news is you can stay in one of these lovely apartments. There are no lifts in this four-storey walk up, but the climb is worth it as you will have access to the open-air roof patio. The neighbourhood is also a hipster’s dream, home to many little cafes and retail boutiques mixed with nostalgic local establishments.
Price: Around S$96 per night