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Holiday houses 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 in Alcabideche
4.86 out of 5 average rating, 302 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.

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Guest favourite
A modern two-story house is set against a natural landscape, characterized by clean lines and expansive windows. The exterior showcases a minimalist design, with greenery surrounding the property and clear blue skies overhead.
Home in Santo Isidoro
5 out of 5 average rating, 9 reviews

Golden House • Countryside Beach House

We’re currently offering a discounted rate as a few new constructions are being finished on the same street. While the house remains fully private, there may occasionally be some work-related noise during weekday hours. This special pricing is our way of compensating and ensuring you still enjoy great value during your stay. Completed in 2023, expansive windows that frame breathtaking views of the countryside.Near the famous Ericeira Ribeira D'Ilhas beach, renowned as one of the best surf spots!

LocationIndoor spacesSleep quality

Guest favourite
A welcoming living area features a mix of seating options, including a gray armchair and a plush sofa adorned with patterned cushions. A round coffee table sits in the center, complemented by decorative plants and wall art that brings a touch of color and warmth to the space.
Villa in São João das Lampas
4.95 out of 5 average rating, 60 reviews

B House

A B House é uma casa tradicional portuguesa totalmente remodelada em 2024, e localizada numa zona rural entre Sintra e Ericeira. Localizado na calma aldeia de Alvarinhos, o alojamento, com capacidade para 6 pessoas, foi pensado ao detalhe para proporcionar a melhor experiência possível aos nossos hóspedes. A B House tem 1 cozinha totalmente equipada, 2 casas de banho e 3 quartos. Lá fora, um agradável jardim totalmente murado possui uma pérgola onde poderá desfrutar de uma refeição ao ar livre.

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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, 111 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)

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Superhost
Place to stay in Sintra
4.93 out of 5 average rating, 356 reviews

A Capela - Converted 18th Century Chapel

Please see our House Rules before enquiries. Unfortunately no outside visitors or events or celebrations are allowed. Thank you. Stay in a beautifully renovated chapel, built in 1789. A Capela offers a private outdoor lounge area for guests’ exclusive use with mountain views of the Moorish Castle. 3 - 5 minutes walk to Sintra Station which is also the main meeting point for most sightseeing tours. We are within easy walking distance to all the beautiful quaint cafes, shops and restaurants.

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Top Guest favourite
The treehouse, elevated on stilts, features a unique wooden structure surrounded by native pine trees. A staircase leads to the entrance, where individuals can be seen approaching. The natural greenery provides a serene backdrop, enhancing the treehouse's secluded location.
Treehouse in São João das Lampas
5 out of 5 average rating, 51 reviews

The Coconut Treehouse awaits you

A unique 17m² treehouse for two guests with a cosy double bed, bathroom, and kitchenette with an electric hob, mini fridge, kettle, utensils, and essentials including olive oil, sugar, tea and coffee. Located in a peaceful residential neighbourhood, the treehouse is 5 minutes from São Julião and Vigia beaches and 15 minutes from the village of Ericeira. As the property is in a residential neighbourhood rather than a secluded location, you may occasionally hear typical neighbourhood sounds.

LocationOutdoor spacesBeach

Top Guest favourite
A French antique bathtub filled with bubbles is positioned in the foreground, with a leafy plant adding a touch of greenery. In the background, a cozy seating area is visible, featuring a comfortable sofa and a small coffee table. Natural light filters through sheer curtains.
Place to stay in Colares
5 out of 5 average rating, 55 reviews

Sanctuary in the Sintra Forest

This intimate yet spacious studio guest house sits in a tiny, old-world mountain village where sun and mist stream through the pines, owls call in the night, and a centuries-old water mine flows quietly beneath. Surrounded by ancient forest paths and just 10 mins by car from golden beaches, wild swimming, romantic ruins, and beloved restaurants. Ideal for couples or small families seeking beauty, serenity, and something magical. A retreat into nature, quiet luxury and beauty.

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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
4.93 out of 5 average rating, 56 reviews

A haven for the soul: country and 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.

LocationFamilyNearby

Guest favourite
Apartment in Santo Isidoro
5 out of 5 average rating, 30 reviews

oceanHUTS ocean view roof terrace |adults only 14+

Welcome to our boutique community of ten charming beach huts perched above Coxos Beach, surrounded by nature. Each contemporary hut features stunning ocean views and is nestled in a beautiful 7700 m² garden, just a short walk to the beach. Our chic huts blend modern design with natural materials. Enjoy the open floor plan, large windows, and direct access to your private terrace or lush garden. Relax by the shared pool, all while embracing the beauty of the Atlantic coast.

LocationShared spacesCondition

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, 108 reviews

Village and Sea - Country House

Casa de Campo is situated between the stunning Serra de Sintra and the Atlantic, offering the best of both worlds! It is just a few minutes from the most incredible beaches – such as Praia do Magoito, Praia Grande, Praia das Maçãs and Azenhas do Mar (7 Wonders of Portugal - Aldeias award) – and 15 minutes from Ericeira, a surfer's paradise. Lisbon is 35 minutes away, perfect for those who want to explore the city and, at the same time, escape its hustle and bustle.

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Top Guest favourite
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, 170 reviews

Spacious Traditional Villa Country Sintra w Pool

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, peace and exploration.

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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
4.92 out of 5 average rating, 153 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.

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Popular amenities for Cheleiros holiday rentals