
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.

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.

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)

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 sunroom. 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.

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.

A Sanctuary for the Soul: 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.

Casa das Rosas, Portugal
- casadasrosasportugal - Villa, 320 m2 with amazing seaview, large pool (heated april-oct.), gym, big size 4K-golf simulator, pool-table, ping-pong, playground, BBQ. 3 big bathrooms with heating floors, 3 small bathrooms, 4 bedrooms. Fully equipped kitchen. Space for 12 people. Located in Carvoeira close to Ericeira, 34 min from airport. Ericeira is one of the most popular surfing destinations in the world. Great combination of privacy and adventure close to Lisbon and Sintra.

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.

Casa Seahorses B Cottage
Localizada a 15 minutos da Vila Romântica de Sintra e a 15 minutos da Reserva mundial de Surf- Ericeira, a Cabana Janota acomoda 2 pessoas em cama de casal e a possibilidade de 1 terceira em sofá-cama. Tem um pequeno espaço de refeições e área de estar. Inserida numa Quinta com cavalos, tem acesso à área exterior de relvado que poderá desfrutar com o seu cãopanheiro. Duas praias a 5 minutos, a Samarra com o beneficio de ser Pet-friendly e São Julião.

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.

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 holiday rentals
Other great holiday rentals in Cheleiros

Golden House • Countryside Beach House

Villa with Private Pool - Beautiful Views

B House

Chalet do Eléctrico 92'

Stunning beach house on the cliff

2BR Villa with Stunning Views in Romantic Sintra

Maria Flor’s Luxury Bus converted home

Ericeira Oasis: Pool&Garden•Panoramic Ocean Views
Destinations to explore
- Príncipe Real
- Praia Fonte da Telha
- Arrábida Natural Park
- Praia da Comporta
- Belém Tower
- Baleal
- MEO Arena
- Carcavelos Beach
- Praia do Guincho
- Praia da Area Branca
- Sesimbra Beach
- Praia de Santa Cruz
- Praia das Maçãs
- Sintra-Cascais Natural Park
- Figueirinha Beach
- Galapinhos Beach
- Praia da Adraga
- Oriente Station
- Parque Eduardo VII
- Baleal Island
- Estádio da Luz
- Lisbon Oceanarium
- Ribeiro do Cavalo Beach
- LX Factory





