Smoking friendly vacation rentals in Cascais

4.97 out of 5 average rating, 97 reviews

A dedicated workspace is set up by a large window, allowing natural light to fill the area. A black writing desk is paired with a comfortable chair, complemented by a selection of framed artwork on the walls. Scenic views of nature are visible outside.

Loft

Warmly Decorated Loft with an Ocean View

High end loft, comparable to a 5 stars hotel. the complete Loft. Ill make digital tours via whatsapp or other similar app, and i send sugestions and advices every day. 24 h avalible. The apartment is in an excellent neighborhood, close to the train station and the beach. Here it's like 1960. Extremely safe. It represents the good old Portugal. 3 minutes walk to the train station, and a road to lisbon in 35 minutes. The ocean is 3 minutes away. Wonderfull beatch. Praia das Avencas. Any special needs, i personaly ill take care.

A hallway is presented with a light wooden floor and neutral walls. Decorative art frames feature original paintings, while a console table displays colorful glass pieces and a small arrangement of flowers. Minimalistic decor adds a welcoming touch to the space.

4.98 out of 5 average rating, 201 reviews

SEVEN, a step from Lisbon, Sintra, Cascais, Mafra

Apartamento totalmente remodelado decorado de forma acolhedora para que possa passar as suas férias sentindo-se em casa. A claridade inunda toda a casa envolvendo-a num ambiente alegre e descontraído. A cozinha está totalmente equipada e oferece mesa de apoio para refeições rápidas. O quarto dispõe de cama, mesas de cabeceira, roupeiro. Tem uma secretária com cadeira de apoio. Na sala poderá efectuar as suas refeições e desfrutar do sofá e TV. Tem adjacente uma varanda com mobiliário de exterior

A spacious pool is surrounded by lush greenery, with a wooden deck enhancing its natural setting. The stunning sunset casts vibrant colors over the sky, creating a serene backdrop against the tranquil water.

4.93 out of 5 average rating, 157 reviews

BEACH/OCEAN View + Vegetable garden +Heated floors

Relax in a beachfront apartment, just a 15-minute walk to Guincho Beach. Take in breathtaking ocean/mountain views, lounge by the spacious pool, wander through the lush garden, and relish fresh-picked vegetables/fruit from the eco-friendly vegetable garden. Explore scenic hiking trails in the surrounding natural park, enjoy top local dining just minutes away, and reach Cascais centre in 10 min or Lisbon in 25min by car. Ideal for families, friends and couples seeking a peaceful stay by the sea

An outdoor terrace features a dining table with four chairs beneath a covered pergola. A built-in barbecue is visible, alongside a relaxing jacuzzi surrounded by greenery. Synthetic grass adds a comfortable touch, enhancing the inviting atmosphere of the space.

4.93 out of 5 average rating, 323 reviews

Yuka's Terrasse

Este encantador apartamento oferece um terraço privativo com jacuzzi aquecido até 40°C com garagem, ideal para relaxar o ano todo. O espaço conta com espreguiçadeira, mesa de refeições e relva sintética, criando um ambiente aconchegante. Plantas exuberantes de 2,5m de altura envolvem o local, proporcionando privacidade e bem-estar. Com exposição solar ao longo do dia, é o cenário perfeito para desfrutar de momentos inesquecíveis ao ar livre, seja sozinho ou em boa companhia. Remodelado em 2025.

4.94 out of 5 average rating, 124 reviews

A private balcony features a wooden dining table set with plates and glasses. Comfortable cushioned chairs are arranged around the table, offering a view of the colorful buildings and rooftops in the distance. Lush greenery is present, enhancing the outdoor ambiance.

Condo

BEST Avenida| Downtown, Terrace, A/C & Metro

Welcome to our sunlit, airy 2-bedroom apartment on Avenida da Liberdade—the heart of Lisbon (most top sights are within a 20-min walk)! ☺️ Enjoy both tranquility and convenience in this fully equipped second-floor retreat (no elevator). The west-facing terrace is perfect for sun lovers, and its serene ambiance makes it ideal for light sleepers. With “Avenida” Station just 2 minutes away, exploring Lisbon is effortless, and ALDI supermarket and fantastic restaurants are right at your doorstep.

4.79 out of 5 average rating, 215 reviews

A wooden bridge connects the property to the surrounding garden, emphasizing a rustic charm. The house features a white exterior with blue accents and is framed by olive trees and well-maintained landscaping. A serene atmosphere is created with natural elements and clear skies.

Cottage

Sintra River House

In the heart of Sintra-Cascais National Park, this property is a perfect place to enjoy a peacefull vacations. Sintra River House, a restored watermill with capacity up to 3 persons, features 1 double bedroom, 1 living room with sofa bed (Wi-Fi, AC, TV), 1 bathroom and 1 fully equipped kitchen. Fontanelas village is located in a 2min drive (1,2Km), where there are several restaurants, cafes, minimarket and pharmacy. The beach is located in a 3min (2,2Km) drive and Sintra center, 18min (10,9Km).

4.97 out of 5 average rating, 138 reviews

A modern living space is presented with a grey sofa accented by colorful cushions, paired with a yellow round table and chairs. A cozy area rug adds a soft touch to the floor. The kitchen area features light cabinetry and visible appliances, enhancing the functional design.

Loft

The House in the Corner

This charming bungalow is 1 km from the famous Guincho Beach in Areia. The House is the perfect place to relax. It is equipped with cable TV, wi-fi, stove, coffee maker, toaster, fridge, kettle and a microwave. It also has an outdoor shower. It is ideal for one person or a couple. The hosts live next door, which is a great advantage as they are always present to help with whatever the guests need. If you are planning to come to Cascais, this is where you must stay.

4.86 out of 5 average rating, 181 reviews

The chalet features a charming facade with white walls and red brick detailing, surrounded by lush greenery. Tall plants and flowers enhance the garden space, while outdoor seating is visible on a shaded patio, providing a welcoming entrance to the home.

Cottage

Casa do Caseiro, Necklaces, Sintra

The “Casa do Caseiro” is a small cottage, located between the mountain and the sea, 35km away from Lisbon and 5 minutes to Sintra, in Colares Village. It's locatted in the heart of the natural park. It has a garden with plenty of space to rest or to have an enjoyable dinner “al fresco”. In the attic you can find the bedroom, and on the ground floor the living room and a small office with a sofa bed for extra guests. Here you can rest, relax, read or write.

Superhost

A private swimming pool is set within a spacious outdoor area, surrounded by lush greenery. Comfortable loungers are positioned along the pool's edge, providing ample space for relaxation. A large umbrella offers shade, enhancing the inviting atmosphere of the area.

Home

4.87 out of 5 average rating, 136 reviews

Villa Cintra - Two stunning houses

Villa Cintra is a set of Two Houses of the 19th century, restored, located in the historic center of Sintra. With beautiful gardens and a private swimming pool. The perfect place to relax and do long walks surrounded by luxuriant vegetation. Private Parking inside the property. Bus stop at the gate. All sorts of transports are available nearby. 10mn away from the beach by car, with a wide choice of bars and restaurants.

A window with a wooden frame offers a panoramic view of the serene coastline. The horizon merges with the sea under a cloudy sky, highlighting the natural beauty of the surroundings. Waves can be seen gently lapping against the shore, creating a peaceful atmosphere.

4.92 out of 5 average rating, 193 reviews

Casa da Baleia | Attic I Seaview I center

Here you will find a cosy one bedroom apartment, with two double beds that makes it perfect for families with kids (4 pax). It has everything you need to feel comfortable and at home. We thought this space to be as relaxing and special as it could. It is right at the center and above the south beach. The sounds of ocean are always a presence and the sunsets an inspiration. Relax, surf and enjoy this little paradise.

4.94 out of 5 average rating, 284 reviews

A dining area is presented with a large, decorative table surrounded by multiple wooden chairs. The walls feature original artwork and large windows allow natural light to fill the space. Elegant wooden details enhance the room's historical charm.

Condo

Authentic apartment with great terrace, Alfama

Located in Alfama, historical heart of Lisbon, on the route of the famous tram 28, an authentic Portuguese experience in an 18th century Pombaline home with magnificent "azulejos" (tiles) and incredible terrace. Four original rooms with ecological mattresses for maximum 5 people. We speak FR/NL/EN/PT You can drop off luggage as of 13:00, rooms ready at 16:00.