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Holiday houses in Cheleiros

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cheleiros

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

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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

Charme & Design em Casa com Piscina e Vista Magnífica de Mar e Montanha

Observe os “melros” pela manhã, o pôr do sol, desfrute da calma e tranquilidade. Aproveite a vista única de mar e montanha do lounge privado, a piscina infinita, a “Serra de Sintra”-a montanha mágica, os seus bosques encantados, conventos e palácios. Possibilidade de incluir uma mesa de trabalho. Existe também a possibilidade de aceitar celebrações de casamentos, caso seja de pequenos grupos, mediante pagamento suplementar. Para mais informações contatar diretamente com o anfitrião. Uma Villa de montanha construída à mais de 100 anos , implantada sobre uma imponente rocha com uma envolvente única e uma vista de cortar a respiração sobre o mar a cidade , Cascais e a montanha onde está inserida . A casa foi remodelada recentemente e ampliada com uma construção moderna e de design desfrutando da vista e da envolvente . Vê-se desde o topo da Serra de Sintra, ao Guincho ao Cabo Espichel. A dois passos dos percursos pedestres da Serra de Sintra e dos seus monumentos e junto de bons restaurantes , de cafés com bom ambiente , a pequena aldeia tem supermercado e farmácia para sua tranquilidade. Os hóspedes têm à sua disposição uma casa com 2 quartos, sala e cozinha, totalmente privativa e acesso a um grande jardim com uma piscina infinita onde podem desfrutar da maravilhosa vista. Moro na propriedade e estou disponível para partilhar histórias e informações sobre a região. Adoro ciclismo e conheço a Serra como a palma da minha mão. Posso partilhar os segredos da serra e aconselhar os melhores restaurantes da região. Malveira da Serra, aldeia pitoresca junto a Cascais e Lisboa (20 min), com percursos pedestres na Serra de Sintra e seus monumentos. A Praia do Guincho e as suas dunas selvagens com a sua beleza única, são um paraíso para o Surf/Kite-surf/Windsurf. Aconselho o uso de carro próprio.

Top Guest favourite
A charming house is nestled among greenery, featuring a well-maintained lawn and a variety of outdoor seating options. The exterior showcases a blend of stone and modern architecture, complemented by a shaded area adorned with a sun umbrella. The backdrop includes gently sloping hills and vibrant blue sky.
Cottage in Cheleiros
4.99 out of 5 average rating, 107 reviews

Cosy house in the valley & hottub -Casas Rio Verde

A cosy house set in a beautiful valley. Enjoy the home comfort while in the beauty of nature trees and stars.Fully-equipped with everything you need for a romantic getaway, it's the perfect little nest for nature lovers. A pellet stove warms your winter. It has a private outdoor space with dining table and bbq with direct access to the house. You can relax in our big shared garden with jacuzzi and daybed. Close to Lisbon (40 minutes),Sintra (15 minutes), Ericeira (20 minutes), Mafra (10 minutes)

Top Guest favourite
An inviting dining area features a large wooden table surrounded by five chairs. A vibrant mural depicting a serene landscape adorns the wall, complemented by natural light filtering through open doors. Two red armchairs and a green lamp contribute to the room's cozy ambiance.
Home in Colares
4.96 out of 5 average rating, 52 reviews

Casa da Encosta - Hillside cabin near the sea

Casa da Encosta is located in the picturesque Aldeia do Penedo, on the hills of Sintra facing the Atlantic. The nearby beaches (Adraga, Praia Grande, Praia das Maçãs and others) are just 5 km away. This two bedroom house (plus a mezzanine) dates from the 1930’s and was passionately renovated in 2023 by Katrin Kaasa and Duarte Amaral Netto, your hosts. The house maintains the spirit of a cabin (low ceiling in the kitchen and some doors) but was carefully designed for comfort and stylish details.

Guest favourite
Shipping container in Carvoeira
4.97 out of 5 average rating, 121 reviews

Quinta Maresia Tiny House 2

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.

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, 342 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.

Guest favourite
An outdoor dining area is presented, featuring a mosaic table surrounded by black chairs and a wooden chair. Potted plants add touches of greenery, while rolling hills and cloudy skies are visible in the background, enhancing the tranquil ambiance of the space.
Cottage in Igreja Nova
4.94 out of 5 average rating, 50 reviews

Casa das Janelinhas (near Sintra, Mafra, Ericeira)

Situada entre Sintra, Mafra e Ericeira, a Casa das Janelinhas tem excelentes vistas sobre o vale e sobre a montanha e tem um espaço exterior perfeito para refeições ao ar livre. É uma casa com arquitetura típica da região saloia, renovada respeitando a tradição e mantendo o encanto de antigamente, com as necessárias alterações de conforto e modernidade. Mafra - 10 min. Ericeira e as suas praias - 15 min. Sintra - 20 min. Cascais - 30 min. Lisboa - 30 min. Aeroporto de Lisboa - 30 min.

Guest favourite
An outdoor patio features a wooden dining table surrounded by chairs, illuminated by soft candlelight. A hammock is hung nearby, with potted plants offering greenery. The rustic walls are enhanced by decorations, and a barbecue grill is visible, creating a relaxed outdoor space.
Cottage in Mafra
4.94 out of 5 average rating, 49 reviews

Refúgio da Alma: Country & Sea near Ericeira

🏡 Between the countryside and the sea, just a 6-minute drive from Mafra and 8 minutes from 🌊Ericeira, 🌿Refúgio da Alma is a traditional house that blends comfort and nature. A retreat designed for couples or small families seeking tranquillity. ☀️ In summer, the private patio and barbecue are perfect for outdoor leisure;🔥 in winter, the fireplace ensures a cozy atmosphere. A versatile space offering the perfect balance between cultural heritage and the proximity to the coast.

Guest favourite
Villa in Sintra
5 out of 5 average rating, 6 reviews

2BR Villa with Stunning Views in Romantic Sintra

Casa da Lapa is the perfect retreat to disconnect and embrace the magic of Sintra’s mountains, palaces, history, and lush forests. With timeless charm and roots in the 1920s, when it was the summer house of the Governor of India, it blends comfort and authenticity. Set on the path to the Mouros Castle and Pena Palace, with views to the Mafra Convent, and surrounded by nature and the iconic round stones "lapas", it invites you to relax, explore, and feel Sintra’s unique spirit.

Top Guest favourite
A private terrace is showcased with a small blue table and matching chairs, overlooking the ocean. Lush greenery surrounds the seating area, highlighting a well-kept outdoor space. The bright blue sea contrasts with the clear sky, creating a serene atmosphere.
Home in Colares
4.94 out of 5 average rating, 109 reviews

Cliffside Casita (1BR) · Breathtaking Ocean Views

OUTPOST - Ocean Casitas One of the four Ocean Casitas, at the very top of the whitewashed fishermen's village of Azenhas do Mar with a large private terrace right to the edge of the cliff. 

 Originally traditional fishermen’s homes, the casitas have been carefully rebuilt to combine their original charm with contemporary design, including open layouts, micro-cement floors and ceilings up to 5 meters high. A calm, stylish space designed for a relaxed coastal stay.

Superhost
A spacious living area features exposed stone walls and a high, wooden-beamed ceiling. Comfortable seating is arranged around a wooden coffee table, with a flat-screen television mounted on the wall. Natural light filters in through a window, enhancing the warm tones of the decor.
Villa in Terrugem
4.86 out of 5 average rating, 104 reviews

Aldeia e Mar - Casa de Campo

A Casa de Campo está situada entre a deslumbrante Serra de Sintra e o Atlântico, oferecendo o melhor dos dois mundos! Fica apenas a alguns minutos das praias mais incríveis – como a Praia do Magoito, Praia Grande, Praia das Maçãs e Azenhas do Mar (prémio 7 Maravilhas de Portugal - Aldeias) – e a 15 minutos da Ericeira, o paraíso dos surfistas. Lisboa está a 35 minutos, perfeito para quem quer explorar a cidade e, ao mesmo tempo, escapar da sua agitação.

Guest favourite
An outdoor area showcases a private pool surrounded by lush greenery. A spacious lounge area with soft cushions provides ample relaxation space, while vibrant tropical plants create a serene setting. Bright sunlight illuminates the space, enhancing the inviting atmosphere.
Cottage in São João das Lampas
4.97 out of 5 average rating, 193 reviews

La Galette - The Shelter

Em pleno Parque Natutal Sintra-Cascais, The Miller’s Cottage é o refúgio romântico perfeito para recuperar forças do reboliço da cidade. Inserida na aldeia de Fontanelas, a 4 minutos de carro da praia mais próxima, esta propriedade conta com um jardim e uma piscina privativa, uma cozinha totalmente equipada, bem como todas as comodidades necessárias para umas férias extraordinárias. AC, Wi-Fi, Netflix, TV-Cabo disponíveis;

Guest favourite
The exterior of Moinho das Longas is illuminated at dusk, showcasing its round, white structure and traditional windmill features. A softly glowing sign at the base presents the name 'Moinho das Longas,' complemented by a subtle backdrop of natural foliage.
Windmill in Montelavar
4.93 out of 5 average rating, 137 reviews

Moinho das Longas

In the heart of the rural area of the Sintra municipality, in the picturesque village of Anços, the Moinho das Longas is reborn — a traditional Portuguese windmill carefully renovated in 2025 to offer you a unique local accommodation experience. Perfect for unplugging, breathing fresh air, and enjoying special moments, book your stay now at Moinho das Longas in Anços — where tradition meets tranquility.

Popular amenities for Cheleiros holiday rentals

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