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Vacation rentals in Cheleiros

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Top-rated vacation rentals in Cheleiros

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Top guest favorite
A spacious living area features large windows offering expansive views of the sea and city. Soft natural light floods the room, highlighting a comfortable sofa and a contemporary television. A cozy armchair adds to the inviting atmosphere, while a wood-paneled accent wall provides texture.
Apartment in Paço de Arcos
5 out of 5 average rating, 220 reviews

THE miniPENTHOUSE terrace & SPA

Apartamento reconstruído por arquitecto, excelente privacidade, exposição solar, com wifi, e praia a 150m. 1 suite com SPA e banho turco com aromaterapia. 1 suíte com terraço com vista mar, tela de projeção de cinema. Sala com vista de mar, rio, e terraço, onde poderá disfrutar de uma zona de estar e de um barbecue com grelha em ferro forjado. Perto de restaurantes, cafés e supermercado, e estação de comboio. Ar condicionado e piso aquecido em todas as áreas, TV 4K e box independente por suíte.

Guest favorite
A serene outdoor seating area features a lounge chair facing a sweeping view of the Atlantic Ocean at sunset. A soft drink rests on a nearby table, with lush greenery framing the peaceful scene.
Home in Magoito
4.95 out of 5 average rating, 165 reviews

Villa over the Atlantic Ocean in Magoito-Sintra

It is a destination close to nature, where it's easier to respect social distancing and enjoy fresh air & nature, where its 800 square meters are exclusive to your private use. A Villa over the Atlantic Ocean with an amazing sea view. Perfect for a time-out near the sea with your family or group of friends. To get to the villa's place you cross through several villages that have restaurants, small grocery shops and local shop stores. It's 10 km away from romantic Sintra, 28 km away from Cascais.

Top guest favorite
A spacious living area features a large, soft sofa and colorful chairs, creating a comfortable seating arrangement. Floor-to-ceiling glass windows provide natural light and views of the garden. Decorative art pieces and plants add a touch of warmth to the modern design.
Loft in Alcabideche
4.97 out of 5 average rating, 136 reviews

Sunny Garden Studio with Ocean View

Fully equipped, sunny (south-west location) and quiet Garden Loft of about 40 sqm with unobstructed ocean view. Located at the foothills of the Sintra mountain range right at the border of the Sintra National Parque. Driving distance of about 5 minutes to Gunicho beach which is one of the most popular and spectacular beaches in the region. Walking distance to the centre of Malveria da Serra with Supermarket etc. and some restaurants. 10 minutes drive to the charming harbour town of Cascais.

Guest favorite
Shipping container in Carvoeira
4.98 out of 5 average rating, 107 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 favorite
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, 327 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 favorite
A bright window frame painted in turquoise is open, revealing a stunning view of the ocean and rugged coastline. The sunlight reflects off the water, creating a serene atmosphere. The interior walls feature natural textures, complementing the coastal landscape.
Apartment in Colares
4.94 out of 5 average rating, 323 reviews

Life is better with a beachfront - Azenhas do Mar

The West Coast Design and Surf Villas (WCDS n10) allow the visitor to be part of the unique setting of the place, located in the central area of ​​Azenhas do Mar with easy access and front sea views. The houses have been rehabilitated using traditional materials and ancient techniques to provide a unique and memorable experience for the guests. A unique location like Azenhas do Mar deserves unique accommodations like Azenhas do Mar WCDS Villas , where the past meets the future.

Top guest favorite
The circular structure features a white exterior with large windows, surrounded by lush greenery. A stone pathway leads to the entrance, and a private swimming pool is visible to the side, framed by tropical plants and trees, creating a serene outdoor environment.
Windmill in São João das Lampas
4.95 out of 5 average rating, 101 reviews

La Galette - The Windmill

Located in the heart of Sintra-Cascais National Park, The Windmill features 1 double bedroom, 1 living area with television, 1 fully equipped kitchen, 1 bathroom and a garden with private swimming pool (3m x 2m), lounge area, barbecue, eating area & hammock. The beach is located in a 3 min drive, while Sintra historic center is reachable in a 12 min drive. Lisbon airport is located in a 35 min drive. The property was fully renovated, opening on May 2023

Top guest favorite
A spacious villa is framed by vibrant greenery and a clear blue sky. The outdoor area includes a private pool, lounge chairs, and a hammock, providing an inviting space for relaxation. Wide glass doors lead into the living areas, connecting indoor and outdoor environments.
Home in São João das Lampas
4.96 out of 5 average rating, 161 reviews

Spacious Villa in Sintra Countryside

Escape to our unique Sintra villa, a serene countryside retreat designed for relaxation and adventure. Enjoy the private pool, lush gardens, and cozy fireplace. Ideal for families, with children's entertainment, baby essentials, and spacious living areas. Perfectly located for exploring Sintra, Ericeira, beaches, and Lisbon. High-speed fiber Wi-Fi internet and fully equipped kitchen included. Experience the perfect blend of comfort and exploration.

Top guest favorite
An aerial view of a salt-water pool is presented, surrounded by a landscaped garden. Palm trees and greenery frame the pool area, which features a deck with lounge chairs and a shaded area under a round umbrella. A stone pathway leads around the pool.
Villa in Mafra
4.98 out of 5 average rating, 114 reviews

Casa do Pomar Mafra

Casa do Pomar is located in Vila de Mafra, a UNESCO heritage site, just 10 minutes from the fantastic beaches of Ericeira WORLD SURF RESERVE Here you will find a saltwater pool with deck, garden for beautiful picnics, barbecue area for delicious grilled food All rooms with double beds FREE PARKING Choose Casa do Pomar to be with family and friends With comfort and privacy Contact us, I will be happy to provide more additional information.

Top guest favorite
A cozy outdoor seating area features wooden chairs and a small table, positioned on a terrace overlooking the ocean. The sky displays soft pastel colors during sunset, while the rhythmic waves can be seen in the background.
Home in Colares
4.97 out of 5 average rating, 201 reviews

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.

Guest favorite
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
4.95 out of 5 average rating, 100 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 favorite
A charming cottage exterior is surrounded by lush greenery, with a terracotta facade and arched doorways. A patio area is visible, featuring a small table and a parasol, providing a shaded spot to enjoy the serene environment.
Cottage in Sintra
4.98 out of 5 average rating, 224 reviews

Cozy Private Cottage with Fireplace & Outdoor Tub

Tranquil and secluded cottage in the hills of Sintra, set within a private historic estate once home to Sir Arthur Conan Doyle. Casa Bohemia offers absolute privacy, a light-filled living room with wood-beamed ceiling and fireplace, a queen bedroom with en-suite bathroom, and a private courtyard with an antique stone bath for romantic outdoor bathing. Garden, terrace, parking, and nature all around.

Popular amenities for Cheleiros vacation rentals

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