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Holiday houses in Cascalheira

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Top-rated holiday rentals in Cascalheira

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
An aerial view of the property highlights a spacious lawn with a covered pool and a synthetic grass sports field. The surrounding landscape features greenery, and the layout of the buildings offers ample outdoor space for relaxation and recreation.
Home in Palmela
4.95 out of 5 average rating, 139 reviews

Spacious Villa for Groups with Pool & Soccer field

A Quinta do Paraíso é uma ampla propriedade localizada a apenas 30 minutos de Lisboa e das deslumbrantes praias da Serra da Arrábida, ideal para estadias em grupo, famílias numerosas ou eventos especiais. A quinta tem capacidade para receber até 37 hóspedes, oferecendo conforto, espaço e privacidade. A casa é composta por 10 quartos com Ar Condicionado, 7 casas de banho, 3 salas de estar e 2 cozinhas totalmente equipadas, pensadas para proporcionar uma estadia confortável a grandes grupos.

Top Guest favourite
A warm living space features a large red sofa and a small wooden chair. The room is enhanced by a light-colored wooden floor and natural light flooding in through tall windows. A low coffee table is placed on a green area rug, with a small vase at its center.
Home in Sintra
4.98 out of 5 average rating, 341 reviews

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.

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.

Superhost
An outdoor area features a sparkling swimming pool complemented by sun loungers and modern landscaping. A dining area is set with several chairs and a table, providing space for gatherings. The villa's contemporary design is highlighted by large windows and clean lines.
Villa in Carvoeira
4.92 out of 5 average rating, 37 reviews

Ocean Spirit - Ericeira with stunning views

For the first time in years, this private retreat is opening its door to guests! With stunning views and a private pool, this special home has been exclusively enjoyed by its owners for the past years and has rarely been available to guests. In a very peaceful and beautiful zone, with an extraordinary solar disposition! With incredible sea views and nature, a pool, and extremely spacious and modern exterior space to fully appreciate the breathtaking views, relax and enjoy meals!

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.

Superhost
A clear view of a swimming pool is presented with light blue water reflecting the sky. Two wooden lounge chairs are positioned beside the pool, accompanied by a small table. Lush greenery and coastal views extend into the distance, creating a serene atmosphere.
Apartment in Colares
5 out of 5 average rating, 12 reviews

Outpost · Sea View Apartment · Direct Pool Access

The South Wing is an apartment for up to 4 guests at OUTPOST - Casa das Arribas, set on the cliffs just outside Azenhas do Mar, with direct access to the pool and unobstructed views over the Atlantic. Original terracotta floors, wooden ceilings and a corner fireplace give the space a warm, understated character, combined with a clean, minimal interior. A calm, design-led space that blends original charm with a contemporary coastal feel.

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.

Guest favourite
A spacious living area features large windows providing panoramic views of the city. A comfortable grey sofa is positioned beneath the angled ceiling, alongside a sleek coffee table. A flat-screen TV is placed on a wooden console, complemented by decorative accents and a soft rug underfoot.
Apartment in Graça
4.93 out of 5 average rating, 918 reviews

The Flat with The View

Rated one of "The Most Romantic Airbnbs in Europe" by the world reference magazine Condé Nast Traveller and one of "The Best Airbnbs in Lisbon" by The Times and Time Out magazine. The best view (almost 360º) in Lisbon from the coolest flat in a great location! The perfect nest for couples or lone writers! A truly genuine and very special way to experience beautiful old Lisboa!.

Guest favourite
An outdoor area is showcased, featuring a small pool and a lush olive tree. Two colorful hammocks are draped between the tree and the house, which has large sliding doors leading to the kitchen. A dining table and chairs are visible, creating a casual atmosphere.
Home in União das freguesias de Azeitão (São Lourenço e São Simão)
4.99 out of 5 average rating, 137 reviews

Designed Retreat with Private Pool near Lisbon

Escape to a serene, family-friendly retreat with a private pool! This beautifully renovated home features seamless indoor-outdoor living with a sunny patio, BBQ, and a unique mezzanine lounge net. Located in a peaceful village just a 15-minute drive from stunning beaches and the Serra da Arrábida nature reserve. Perfect for families seeking comfort and relaxation.

Guest favourite
A private pool with clear blue water is positioned beside a wooden house featuring large windows. The reflection of the sky and surrounding greenery can be seen in the glass. A seating area with two chairs is located on the deck near the pool.
Home in Canha
5 out of 5 average rating, 24 reviews

House with private pool

Just 35 minutes from Lisbon, but in perfect harmony with the calm and beauty of nature, here you will find a unique peace and quiet that does not exist in the city. Our country houses have different decorations for all tastes! The house with a private pool has a setting that ensures maximum privacy.

Popular amenities for Cascalheira holiday rentals

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