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Vacation rentals in Cheleiros

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Top-rated vacation rentals in Cheleiros

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 108 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)

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, 342 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
An outdoor dining area is presented, featuring a mosaic table surrounded by black chairs and a wooden chair. Potted plants add touches of greenery, while rolling hills and cloudy skies are visible in the background, enhancing the tranquil ambiance of the space.
Cottage in Igreja Nova
4.94 out of 5 average rating, 50 reviews

Casa das Janelinhas (near Sintra, Mafra and Ericeira)

Situada entre Sintra, Mafra e Ericeira, a Casa das Janelinhas tem excelentes vistas sobre o vale e sobre a montanha e tem um espaço exterior perfeito para refeições ao ar livre. É uma casa com arquitetura típica da região saloia, renovada respeitando a tradição e mantendo o encanto de antigamente, com as necessárias alterações de conforto e modernidade. Mafra - 10 min. Ericeira e as suas praias - 15 min. Sintra - 20 min. Cascais - 30 min. Lisboa - 30 min. Aeroporto de Lisboa - 30 min.

Guest favorite
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
4.94 out of 5 average rating, 49 reviews

Soul Retreat: 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.

Guest favorite
Villa in Sintra
5 out of 5 average rating, 6 reviews

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.

Guest favorite
Apartment in Santo Isidoro
5 out of 5 average rating, 22 reviews

oceanHUTS | ocean view roof terrace | adults only

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.

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, 105 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.

Top guest favorite
A private terrace is showcased with a small blue table and matching chairs, overlooking the ocean. Lush greenery surrounds the seating area, highlighting a well-kept outdoor space. The bright blue sea contrasts with the clear sky, creating a serene atmosphere.
Home in Colares
4.94 out of 5 average rating, 109 reviews

Cliffside Casita (1BR) · Breathtaking Ocean Views

OUTPOST - Ocean Casitas One of the four Ocean Casitas, at the very top of the whitewashed fishermen's village of Azenhas do Mar with a large private terrace right to the edge of the cliff. 

 Originally traditional fishermen’s homes, the casitas have been carefully rebuilt to combine their original charm with contemporary design, including open layouts, micro-cement floors and ceilings up to 5 meters high. A calm, stylish space designed for a relaxed coastal stay.

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, 167 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, peace and exploration.

Superhost
A spacious interior features a large bed with a light-colored quilt, flanked by soft curtains. A comfy seating area is highlighted by a potted plant and wooden flooring, while a small TV is visible. Natural light filters through large windows, enhancing the serene ambiance.
Cabin in São João das Lampas
4.91 out of 5 average rating, 33 reviews

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.

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
4.92 out of 5 average rating, 138 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, 237 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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  2. Portugal
  3. Cheleiros