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Holiday rentals in Cheleiros

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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
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
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
4.96 out of 5 average rating, 51 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
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.

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
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.

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
4.94 out of 5 average rating, 48 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
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.

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
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
Flat
5 out of 5 average rating, 15 reviews

Ziggy ZaZa (2 bedroom) Apartment

In the back of the garden the new family apartment (built in 2019 and 56 m²) has its own terrace, a living with a modern open kitchen, smart TV, internet and two double bedrooms (one with queen size bed, the other twin-bedded) with the bathroom in between. It is perfect for one or two couples or a family (an extra baby bed/cot is available). The garden has a bar and dining area. The pool is only a few steps away from your apartment and has its own terrace.

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.
Flat
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 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
4.93 out of 5 average rating, 134 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.

Top guest favourite
A coastal terrace is viewed from the stone-paved area, showcasing lush greenery, terracotta planters, and an expansive view of the ocean. A red sailboat can be seen gently moving across the water, while the sky above is clear and bright.
Home
4.96 out of 5 average rating, 154 reviews

Restored winery on the Atlantic.

Historic late 17th century winery newly restored into home. Situated on the Atlantic Ocean with views of the beautiful Coastal village of Azenhas do Mar, Cabo da Roca and Ericeira. Walking distance to Praia das maçãs and Azenhas do Mar beach. Breathtaking views from either window of the home. More information available upon request. A rare property in a unique location.

Popular amenities for Cheleiros holiday rentals

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