House holiday rentals in Cascais

4.85 out of 5 average rating, 259 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Observe the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique view of the sea and mountain from the private lounge, the infinity pool, the “Serra de Sintra”-the magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if you are small groups, for an additional fee. For more information contact the host directly. A mountain villa built more than 100 years ago , implanted on an imposing rock with a unique surroundings and a breathtaking view over the sea the city , Cascais and the mountain where it is inserted . The house was recently refurbished and enlarged with a modern and design construction enjoying the view and surroundings . You can see it from the top of the Serra de Sintra, to Guincho to Cabo Espichel. A stone's throw from the pedestrian paths of the Serra de Sintra and its monuments and next to good restaurants , cafes with good atmosphere , the small village has a supermarket and pharmacy for your tranquility. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, totally private and access to a large garden with an infinite pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the region. I love cycling and know the Serra like the back of my hand. I can share the secrets of the mountains and advise the best restaurants in the region. Malveira da Serra, picturesque village next to Cascais and Lisbon (20 min), with hiking trails in Serra de Sintra and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for surfing/kite-surfing/windsurfing. I advise you to use your own car.

4.88 out of 5 average rating, 138 reviews

Home in Estoril

House with Magnificent Sea View and Heated Pool

A casa está situada a 700 m da praia num bairro residencial sossegado. Tem uma grande varanda sobre o vale em frente e com vista para o mar. No piso inferior encontra-se a sala de estar com 40 m2 com lareira, um quarto com casa de banho e uma cozinha. No piso superior um quarto em suite com casa de banho, um segundo quarto com 2 camas e um terceiro quarto com uma cama individual e outra cama por baixo da primeira. Os dois últimos quartos dispõem de uma casa de banho comum. O jardim é vedado A casa tem um abrigo para um carro e há sempre lugares para parqueamento grátis na rua. O meu espaço é bom para famílias (com crianças). Em alternativa existe um cofre para recolha das chaves A casa situa-se numa colina verdejante e sossegada, numa das zonas mais elegantes do Estoril, a 10 minutos a pé da praia.

4.98 out of 5 average rating, 131 reviews

Amazing Pool Pavilion with Private Heated Pool

The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

4.98 out of 5 average rating, 300 reviews

Home in Sintra

Beautiful apartment w/ fabulous views!Free Parking

This beautiful apartment is part of the charming house Cerrado dos Pinheiros. Located in an exclusive area close to the historical center of Sintra with only a short walk from everything you need and easy access to Lisbon, beautiful beaches and peaceful countryside. The house was recently renovated offering modern facilities, whilst maintaining the original historical aspect. It's a perfect retreat for families, couples and friends who are looking for a private and peaceful place to stay.

Guest favourite

Home in Estoril

4.92 out of 5 average rating, 130 reviews

Beach Villa in Estoril

Estoril Beach Villa just a 10 minutes walk from the famous Estoril Beach and a short stroll to Cascais. A Beach Boho Chic design blended with modern comforts creates the perfect relaxing beach getaway house. Explore the vibrant city of Lisbon, enchanting Sintra, charming Cascais, or simply unwind with romantic evenings by the ocean—all easily accessible from this apartment inserted in a private Villa. Whether you're seeking adventure, relaxation, or a bit of both—the location is ideal.

Guest favourite

Home in Sintra

4.95 out of 5 average rating, 316 reviews

Boutique Family Retreat: 2 suites+patio

“Sparrow Sintra Nest” is a refurbished design town house, right in the center of Sintra village. Located in a very quiet non-traffic street, just 250 m from the train station, that come directly from Lisbon and also the bus stops, all in a walking distance. It's a fully equipped nest, with all the kitchen amenities, 2 suites with private bathroom and a sofa bed in the living room. In the patio you can enjoy a breathtaking view to “Castelo dos Mouros” and enjoy the fantastic sun light.

4.98 out of 5 average rating, 195 reviews

Home in Colares

A Place in the Sun - Cliffside house ~ Azenhas do Mar

Discover the charm of one of Portugal’s most picturesque coastal villages: Azenhas do Mar. Located in the municipality of Sintra, just 40 minutes from Lisbon, this house offers a truly unique experience – perched on the cliffs, with the ocean right at your feet. Um Lugar ao Sol is more than just a place to stay – it’s your peaceful retreat between sea and mountains. Perfect for couples, solo travelers, or anyone looking for natural beauty, calm, and a touch of magic.

4.82 out of 5 average rating, 152 reviews

Unique beach Villa with ocean view, pool, tennis

Escape to this luxurious 4-bedroom villa near Guincho Beach, perfect for families and group getaways. Enjoy a swimming pool with breathtaking ocean views, a tennis court, playground, and lush green gardens. The master suite features a private bathroom, plus 3 more bedrooms & 2 bathrooms. Relax in the spacious living area, fully equipped kitchen, and BBQ garden. Close to Cascais, Sintra, top restaurants & wine tours. Book now for an unforgettable stay.

4.87 out of 5 average rating, 132 reviews

Home in Sintra

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.

4.97 out of 5 average rating, 179 reviews

Home in Azenhas do Mar

Casa da Encosta - five terraces - stunning views

This old traditional house totally renewed in 2010 with a modern touch is located in Azenhas do Mar cliffs, with beautiful ocean views, the terraces are perfect for catching sun, having meals, relaxing or work (with hi speed internet connection) At a short distance from Sintra (10Km) and from the main beaches; Praia das Maçãs (2km), Praia Grande (4km). A short walk away from the best restaurants in the region.

4.89 out of 5 average rating, 132 reviews

Casa do Pátio - Cascais historic center

A few quick steps from Cascais’ main square and bay’s beach (under a min away) you will find Casa do Patio. Stay with us to enjoy a truly local experience in the historical centre of Cascais, walking distance from restaurants, beaches and museums. You’ll also have a private patio to enjoy a bottle of wine and well-deserved rest at the end of a long day at the beach or sight-seeing.