
Holiday houses in Cheleiros
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Top-rated holiday rentals in Cheleiros
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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.

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!

Amazing Pool Pavilion with Private Heated Pool
The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

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.

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.

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.

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.

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.

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.

Casas Tia Alice - Country Houses | Mafra | 2 Bedrooms
Between Mafra and the beaches of Ericeira you will find this magical place. Casas da Tia Alice are located in a very peaceful place, it has an amazing view to Tapada de Mafra and offers you the opportunity to relax and enjoy the countryside. The property has two houses and a common area with summer kitchen with barbecue, children playground and an infinity swimming pool. It's located in a 40 min from LISBON, 5 min from MAFRA and 15 min from ERICEIRA.

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.

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
Other great holiday rentals in Cheleiros

B House

oceanHUTS ocean view roof terrace |adults only 14+

Stunning beach house on the cliff

Ericeira Oasis: Pool&Garden•Panoramic Ocean View

A Place in the Sun - Cliffside house ~ Azenhas do Mar

Stunning Home w/Private Gardens & Beach Access

Casa dos 4

Cabana do Mar-Azenhas do Mar-refuge over the sea
Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Baleal
- Carcavelos Beach
- MEO Arena
- Estádio da Luz
- Praia do Guincho
- Praia da Area Branca
- Sesimbra Beach
- Praia D'El Rey Golf Course
- Praia de Santa Cruz
- Sintra-Cascais Natural Park
- Lisbon Cathedral
- Praia das Maçãs
- Figueirinha Beach
- Galapinhos Beach
- Oriente Station
- Lisbon Zoo
- Parque Eduardo VII
- Praia da Adraga
- Baleal Island





