The 10 best Airbnbs in Cascais to stay in Portuguese paradise

Neighbourhood: São Domingos de Rana

Nearby: There are tonnes of local shops and restaurants to walk to, along with bus stops to commute, and Carcavelos Beach is just 10-minute drive away. 

A great friend or family reunion requires a great location, and this contemporary villa in São Domingos de Rana is hard to beat. The villa? Bright, modern and spacious. The garden? Green and sun-lit, yet surrounded by shade if needed, with a grill and glorious swimming pool on sunny days, and a cosy firepit come winter. Inside, the kitchen’s got all the cooking supplies, there are extra pillows and blankets, and one of the bedrooms can be converted into a study for digital nomads.

Time Out tip: Bathroom towels and products are not included, so bring all your essentials.

Rooms: 4 bed, 1 bath. Sleeps 7. 

Parking status: Free on-site parking on the property driveway  

Price: From €415 per night. Two-night minimum. 

Neighbourhood: Malveira da Serra

Nearby: You're a 20-minute drive from the Malveira da Serra village, the Sintra Mountains hiking trails and monuments, and Guincho Beach. Having a car is highly recommended, but should you need it, there’s a bus stop just a five-minute walk away. 

This 100-year-old villa is where paradise meets ultimate seclusion. Set on a hilltop in Malveira da Serra, bordering Cascais's Quinta do Pisão nature preserve, the two-bed, two bath property is brick-built architectural beaut. Inside, the interior is light and bright, with neutral tones and plenty of space for small gatherings, which you can speak to the host about if you wish to have an event. But despite the cloud-like bedding, stocked kitchen and tiled bathrooms, the two best bits are outside: the infinity pool and the view. The pool looks onto the Serra de Sintra, a grand, misty mountain and UNESCO World Heritage Cultural Landscape. Oh, and ask about the owner's adorable dog, Shakira. 

Rooms: 2 beds, 2.5 baths. Sleeps 4. 

Parking status: Free parking on-site

Price: Honestly, it’s a steal. From €153 per night. Two-night minimum.

Neighbourhood: Aldeia da Areia

Nearby: You're only 1.3km from the legendary Guincho Beach, a 10-minute walk to Quinta da Marinha, and five minutes from lovely local cafes and restaurants.

In Aldeia da Areia, this luxurious two-storey villa is the ideal retreat for anyone after a bit of privacy. It's got a generous living room, fireplace and fully equipped kitchen, but its biggest selling point is outside: a magnificent garden with a private pool and barbecue, made for long alfresco dinners. A short hop from the cycle path and Quinta da Marinha, it neatly combines the laid-back spirit of nature with all the modern comforts of a proper villa stay.

Rooms: 3 beds, 2 baths. Sleeps 7. 

Parking status: Guests can park directly in front of the flat. 

Price: From €211 per night. Two-night minimum. 

Neighbourhood: Murches

Nearby: You're a five-minute walk from Penhas Do Marmeleiro National Park

For anyone planning a group or family escape but unwilling to give up proper privacy, this modern villa in the quiet residential area of Murches, in Alcabideche, is just the retreat. Sleeping up to six, the property stands out for its elegant interiors, flooded with natural light and full of Mediterranean charm. The generous outdoor area is the big draw, with a private pool overlooking the garden and a well-equipped barbecue area made for sunset dinners. Cleverly located, the villa is around a 10-minute drive from the centre of Cascais and the beaches of Guincho, Cresmina and Abano.

Rooms: 3 beds, 3 baths. Sleeps 6. 

Parking status: Free on-site/street parking. 

Price: From €174 per night. One-week minimum. 

Neighbourhood: Historic Centre / Avenida Dom Carlos I

Nearby: The room is perfectly situated along the beach, and among local cafes, restaurants and boutiques. Cascais Bay is a five-minute walk, while Marechal Carmona Park is only 10 minutes. 

Set on Avenida D. Carlos I, right above the bay, this premium guest house is the result of a careful renovation of a 19th-century chalet. Blending historic charm with contemporary comfort, its fully refurbished rooms come with private balconies and terraces with panoramic views over the sea and the centre of town. Stays include a personalised reception service and daily breakfast, served in a bioclimatic pergola in the property’s courtyard. Thanks to its prime location, beaches, museums and the marina are all within easy walking distance. 

Time Out tip: This is an adults-only stay for guests aged 18 and over.

Rooms: 1 bed, 1 bath. Sleeps 2. 

Parking status: There's no on-site parking, but there are multiple car parks in the area. Marechal Carmona car park is a 10-minute walk away. 

Price: From €230 per night. 

Neighbourhood: Historic Centre

Nearby: Casa das Histórias, the art museum dedicated to the work of Paulo Rego, is a 10-minute walk away. Avenida 25 de Abril is also five minutes away, and is lined with cafes, shops and eateries. 

Opened in 2022, this Cascais oasis is a modernised annexe property that comes with a kitchen and two double bedrooms, each with its own bathroom. It often welcomes families or groups of friends looking to make the most of the town centre, and best of all, it has direct access to the pool and outdoor area. The pool is heated, and is exactly as promised in the listing title.

Rooms: 2 beds, 3 baths. Sleeps 5. 

Parking status: No on-site parking, but easy street parking is available. 

Price: From €250 per night. Two-night minimum. 

Neighbourhood: Bairro do Rosário 

Nearby: The property is a 15-minute walk from the town centre, and has a bus stop at the door with direct links to the beaches and train station.

In the quiet Bairro do Rosário, this family project has given ‘new life’ to a 1960s villa, now divided into four independent homes named after the plants in the garden. The 49sq-metre Buganvília apartment has a minimalist look, mixing contemporary pieces with restored family furniture. The standout feature is the balcony facing the garden and shared pool, ideal for alfresco meals. It's built around a strong commitment to energy and water sustainability.

Rooms: 2 beds, 1 bath. Sleeps 4. 

Parking status: Three free on-site parking spaces available

Price: From €102 per night. Four-night minimum.

Neighbourhood: Bairro do Rosário

Nearby: The property is a 20-minute walk from the beach, with public transport just 50 metres away. There's also a mini-market right next door.

This flat sits on the 11th floor of a building with a rooftop pool. Up there, as well as taking a dip and sunbathing, you can soak up views over Cascais and Lisbon – you can even spot Cristo Rei. The flat has a few industrial touches in the décor, while the bedroom is bright and opens directly onto the balcony, where there is a hammock, as well as the studio-style living room. It is ideal for two people, but there is room for two more on the sofa.

Rooms: 1 bed, 1 bath. Sleeps 4. 

Parking status: There's free parking in front of the building. 

Price: From €238 per night. Two-night minimum. 

Neighbourhood: Cascais city centre 

Nearby: You're among local shops and restaurants in the city centre, and a five-minute walk from Cascais Bay. 

This small – but rather lovely – Airbnb is a fully renovated flat in a quiet spot within the historic centre, just a short walk from the beach. Only the original wooden floor remains, with more than 70 years of history underfoot. There is a small balcony made for alfresco breakfasts or an end-of-day drink, and inside you will find a double bedroom, a living room, an equipped kitchen and a bathroom.

Rooms: 1 bed, 1 bath. Sleeps 4. 

Parking status: No on-site parking, but there's plenty of street parking, and access to the Marina Carpark with a key card.

Price: From €134 per night. Three-night minimum. 

Neighbourhood: Historic Centre 

Nearby: The flat is in the heart of the area's lively streets filled with local shops and restaurants. Praia da Rainha (Queen's Beach) is a five-minute walk. 

Set in the famous Edifício Náutico - known for its distinctive architecture and location at the gateway to Cascais, this sophisticated flat can sleep up to four people. It has a spacious living room surrounded by funky, blue blinds,  an open-plan kitchen, two bedrooms – one double and one with two single beds – two bathrooms and a balcony. 

Time Out tip: The property has a strict check-in/check-out policy, so read the policy to avoid late-check-in charges.

Rooms: 2 bed, 2 bath. Sleeps 4.

Parking status: One free on-site parking space 

Price: From €281 per night. Five-night minimum.