
Holiday rentals 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.

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.

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.

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.

La Galette - The Shelter
Em pleno Parque Natutal Sintra-Cascais, The Miller’s Cottage é o refúgio romântico perfeito para recuperar forças do reboliço da cidade. Inserida na aldeia de Fontanelas, a 4 minutos de carro da praia mais próxima, esta propriedade conta com um jardim e uma piscina privativa, uma cozinha totalmente equipada, bem como todas as comodidades necessárias para umas férias extraordinárias. AC, Wi-Fi, Netflix, TV-Cabo disponíveis;

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.

Sintra Apples Beach View
Rated one of "The Best Airbnbs in Sintra" by Time Out, this very comfortable 3-bedroom house by the sea that fits up to 6 people is located at the charming little town of Praia das Maçãs, and only 70 meters from the Atlantic Ocean or a 3-minute walk the beach. Ideal for families, friends or couples who wish to enjoy the tranquility of a genuine Portuguese small beach town!.

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.

Former Wine Press Turned Country House with Pool
With great views of the surrounding valley, this fab, fully kitted-out four bedroom country home benefits from a well kept garden and a private salt pool. The house is close to some of Portugal's best attractions such as Lisbon (35 minutes) and Sintra (30 minutes), perfect for recharging your batteries.

Vale Villa Wood House
Pequena casa em madeira de 32 m2 , arquitectura moderna de linhas direitas , interior simples e funcional com muita luz. Totalmente equipada para 2 pessoas com uma cama de casal numa mezanine com vista para o mar. Possui um deck exterior que está semi suspenso sobre o jardim.
Popular amenities for Cheleiros holiday rentals
Stay near Cheleiros's top sights
Other great holiday rentals in Cheleiros

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- Arrábida Natural Park
- Príncipe Real
- Ericeira Camping
- Praia Fonte da Telha
- Belém Tower
- Praia da Area Branca
- Praia do Guincho
- Praia D'El Rey Golf Course
- Sesimbra Beach
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Praia das Maçãs
- Lisbon Cathedral
- Galapinhos Beach
- Estádio da Luz
- Praia de Carcavelos
- Lisbon Zoo
- Parque Eduardo VII
- Praia da Comporta
- Lisbon Oceanarium
- Foz do Lizandro
- Figueirinha Beach
- Baleal Island




