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Holiday houses in Cascalheira

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Top-rated holiday rentals in Cascalheira

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Top Guest favourite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home in Alcabideche
4.86 out of 5 average rating, 296 reviews

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

Watch the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view from the private lounge, the infinity pool, the “Serra de Sintra” - the magical mountain, its enchanted forests, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is for small groups, for an additional fee. For more information, contact the host directly. A mountain Villa built over 100 years ago, set on an imposing rock with a unique setting and a breathtaking view over the sea, the city, Cascais and the mountain where it is located. The house has been recently remodeled and expanded with a modern and design construction enjoying the view and the surroundings. You can see from the top of the Sintra Mountains, to Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments, and next to good restaurants and cafés with a good atmosphere, the small village has a supermarket and pharmacy for your peace of mind. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, fully private and access to a large garden with an infinity pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the area. I love cycling and I know the Serra like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with hiking trails in the Sintra Mountains and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for Surf/Kite-surf/Windsurf. I advise using your own car.

Guest favourite
A row of traditional British houseboats is docked along a tranquil marina. Modern buildings with large windows and balconies line the waterfront, providing a contrast to the colorful boats. The clear blue sky complements the serene waters of the estuary.
Houseboat in Parque das Nações
4.89 out of 5 average rating, 223 reviews

Tagus Marina - Houseboat (2 bedrooms)

A Tagus Marina oferece um alojamento inovador em barcaças fluviais tradicionais britânicas em pleno Estuário do Rio Tejo, na Marina do Parque das Nações, um dos bairros mais nobres da cidade de Lisboa. Os interiores são sofisticadamente decorados com materiais e decoração modernas que apelam a Lisboa e a Portugal. O Parque das Nações fica localizado no lado oriente da cidade a cerca de 6km do centro e tem uma extensa e moderna zona ribeirinha com vista privilegiada sobre o Estuário do Rio Tejo.

Top Guest favourite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home in União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 179 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.

Top Guest favourite
An open-concept living area features a modern kitchen with a long bar, complemented by stylish stools. A cozy seating area with a gray sofa is visible, alongside wooden flooring and exposed brick walls. Natural light floods the space, highlighting elegant decor elements.
Apartment in São Paulo
5 out of 5 average rating, 131 reviews

NEW!Amazing and Unique Penthouse in city center!

Embrance yourself in the most beautiful and cool Penthouse of the city, with a great terrace and perfectly located in the center of Lisbon, by the river. An unique 3 bedroom apt full of light, carefully renovated, with a modern design keeping beautiful historical details (with AC & lift). In Lisbon's most charismatics neighbourhoods, Bica and trendy Cais do Sodré, where you'll find all kind of restaurants, bars, shops...Perfect place for your holidays which allows you to explore Lisbon by foot!

Top Guest favourite
A bright living space features large open doors, providing a panoramic view of the ocean and surrounding mountains. Natural light fills the room, which contains two rattan chairs positioned on a polished wooden floor, with lush greenery visible in the background.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
5 out of 5 average rating, 43 reviews

Portinho da Arrábida Cabin

Mountain Chalet, crafted entirely from wood, presents a blend of mountain and seaside serenity with walking distance from the beach! Accessible by foot (181 steps) or via a vehicle operated by staff for check in and out, the house guarantees absolute privacy. Each bedroom offers panoramic ocean vistas, ensuring every awakening is as breathtaking as the view. With relaxation at its core, the chalet offers an escape, where the hustle of cars are replaced by the smoothing presence of nature.

Guest favourite
Shipping container in Carvoeira
4.97 out of 5 average rating, 101 reviews

Quinta Maresia Tiny House 1

Reconnect with nature at this unforgettable escape. Our 2 tiny houses are in the midst of agricultural landscapes on a horse farm 400 meters from one of the best surf beaches around. The container unit is private only for you. Its entrance is via the the subroom. This sunroom, as well as laundry space, garden and backoffice / storage space is shared with the other unit (2pax) Our local community also offers a small local beach bar, a pizza place and a micro brewery & hamburger restaurant.

Guest favourite
Loft in Santa Maria Maior
4.94 out of 5 average rating, 375 reviews

Luxury Loft in Alfama with Balcony and River View

Com uma vista deslumbrante para o Rio Tejo, este espaço destaca‑se pelos seus tetos de madeira queimada em tons dourados, conferindo um ambiente único e sofisticado, e pela varanda com vista direta para o rio. Este loft moderno acomoda até 4 pessoas nos seus 94 m². Situado no 4.º andar de um edifício com elevador, encontra‑se no coração do típico Bairro de Alfama. Poderá ir a pé a todos os pontos principais da cidade fazendo desta localização um acesso privilegiado à cidade de Lisboa.

Top Guest favourite
The exterior of a historic windmill is showcased, featuring a circular white structure with a blue base. Lush greenery surrounds the base, with palm trees and shrubs visible. A clear blue sky offers a background to the picturesque setting, while the ocean can be seen in the distance.
Windmill in Setúbal
4.97 out of 5 average rating, 269 reviews

Moinho do Marco: the romantic windmill hideaway

Let yourself be carried away by the romanticism of the Moinho do Marco! Built in 1855, it is one of the few that still retains its original wooden gears. Enjoy the magic of sleeping comfortably in a mill full of history and charm. Located in the Serra da Arrábida, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Bay of Setúbal. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.

Guest favourite
A charming white structure features large arched windows, bringing natural light into the space. Two inviting chairs are positioned on the wooden deck outside, surrounded by lush greenery and rustic stone paths. The sloping roof is accented by traditional tiles, enhancing the home’s character.
Home in Setúbal
4.94 out of 5 average rating, 18 reviews

Arrábida Getaway • Jacuzzi & Mountain Views

Once a charming tea house, this cozy studio is a peaceful retreat on a private family farm in the heart of Arrábida Natural Park — with total privacy, yet just minutes from Setúbal’s historic centre and stunning beaches like Portinho da Arrábida and Galápagos. Outside, hike or bike limestone trails with Atlantic views, kayak and snorkel in crystal-clear waters, sip Moscatel at local wine quintas, or browse the iconic Mercado do Livramento for fresh fish and regional produce.

Guest favourite
A balcony view showcases a vibrant street lined with colorful buildings in Lisbon. Sunlight reflects off the terracotta rooftops, with a prominent brick chimney adding character to the landscape. Small tables and chairs are placed for outdoor enjoyment.
Apartment in Estrela
4.92 out of 5 average rating, 173 reviews

Modern Antique Boutique Duplex Rooftop Flat Lisbon

Welcome to our beautiful prestige flat (3rd floor), perfectly located in the heart of historical Lisbon: São Bento. In the city center, between Príncipe Real and Santos neighbourhoods – both typical & trendy – you'll feel at home in this spacious & comfortable refurbished duplex home, with a charming 2-bedroom apartment on the lower level and a bright studio with modern design on the upper level. Ideal for working from home – with comfort, good internet and outdoor space.

Guest favourite
The modern villa exterior is illuminated at night, highlighting its sleek design with large glass doors and a stone façade. A spacious patio is visible, furnished for outdoor dining. The pool reflects calming blue tones under the evening sky, enhancing the tranquil setting.
Home in Pinhal Novo
5 out of 5 average rating, 9 reviews

Res & Campo

Welcome to Res&Campo – A Stunning Architectural Villa!<br><br>Res&Campo is a true masterpiece of modern and minimalist design, offering luxurious comfort and the charm of stonework. Nestled in a peaceful countryside setting near Palmela, this bright and spacious architect-designed home promises an unforgettable vacation experience.<br><br>From the moment you arrive, you’ll be captivated by the beauty of the villa's exterior.

Top Guest favourite
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.96 out of 5 average rating, 24 reviews

Serra da ursa

Exclusive retreat among 6 hectares of vineyards, ideal for relaxing and reconnecting with nature. Unique villa with a year-round heated pool, panoramic views, and breathtaking sunsets. Just minutes from the stunning beaches of Arrábida and in the heart of the route of the best wines of Setúbal. A magical place, where every detail invites tranquility. Experience unforgettable moments in a movie-like setting.

Popular amenities for Cascalheira holiday rentals

  1. Airbnb
  2. Portugal
  3. Setúbal
  4. Cascalheira