Vacation rentals in Cheleiros

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Top-rated vacation rentals in Cheleiros

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Top guest favorite

A spacious swimming pool is surrounded by a lawn with several sun loungers arranged neatly along its edge. Tall trees provide shade in the background, creating a serene outdoor setting. The villa is visible in the distance, complementing the lush greenery.

Villa in Colares

Villa with Luxury Garden in Sintra

Come to our Villa and have the best time of your life with your family, friends or work colleagues! Located in one of the most iconic places of Sintra-Cascais Natural Park, our Amazing Villa with a Pool is surrounded by an astonishing Garden to make your stay truly memorable! YOU WILL LOVE: - The comfort of the house - The authenticity of nature - The local gastronomy - The unbelievable aromas of the sea American writer Paul Auster stay four months at our Villa filming Inner Life Martin Frost

ValueFamilySleep quality

4.95 out of 5 average rating, 252 reviews

Guest favorite

A serene outdoor seating area features a lounge chair facing a sweeping view of the Atlantic Ocean at sunset. A soft drink rests on a nearby table, with lush greenery framing the peaceful scene.

Home in Magoito

Villa over the Atlantic Ocean in Magoito-Sintra

It is a destination close to nature, where it's easier to respect social distancing and enjoy fresh air & nature, where its 800 square meters are exclusive to your private use. A Villa over the Atlantic Ocean with an amazing sea view. Perfect for a time-out near the sea with your family or group of friends. To get to the villa's place you cross through several villages that have restaurants, small grocery shops and local shop stores. It's 10 km away from romantic Sintra, 28 km away from Cascais.

LocationFamilyAccuracy

4.95 out of 5 average rating, 176 reviews

Top guest favorite

The view from a window reveals a dining area with a wooden table set for an outdoor meal. A floral centerpiece sits at the center, accompanied by plates and cups. The backdrop features rugged cliffs descending into the serene ocean, with soft waves lapping against the shore.

Home in Colares

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

Discover the charm of one of Portugal’s most picturesque coastal villages: Azenhas do Mar. Located in the municipality of Sintra, just 40 minutes from Lisbon, this house offers a truly unique experience – perched on the cliffs, with the ocean right at your feet. Um Lugar ao Sol is more than just a place to stay – it’s your peaceful retreat between sea and mountains. Perfect for couples, solo travelers, or anyone looking for natural beauty, calm, and a touch of magic.

ValueLocationWalkability

4.98 out of 5 average rating, 249 reviews

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

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.

LocationFamilyBackyard

4.86 out of 5 average rating, 111 reviews

Guest favorite

The exterior of the house showcases a two-story structure with a red-tiled roof. A private salt-water pool is visible, surrounded by a sun-drenched patio. The scenic landscape features lush greenery and rolling hills in the background, creating a tranquil atmosphere.

Home in Sintra

Villa with Private Pool - Beautiful Views

A peaceful villa surrounded by nature and panoramic views, located in a small village in the Sintra region. The property features a spacious garden, a private saltwater swimming pool, and a trampoline. Behind the house, a natural park invites you to enjoy scenic walks. By car, it is easy to reach: • Sintra Historic Center – 12 km • Colares – 20 km • Ericeira – 18 km • Mafra – 20 km Ideal for those seeking tranquility, nature, and moments of rest and well-being.

LocationFamilyHospitality

4.88 out of 5 average rating, 81 reviews

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

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.

LocationFamilyComfort

4.97 out of 5 average rating, 173 reviews

Top guest favorite

An individual is seen relaxing in an infinity pool, with clear blue water reflecting the sunlight. The backdrop features lush green hills that provide a serene natural setting, enhancing the sense of tranquility.

Home in Mafra

Casas Tia Alice - Casas campo | Mafra | 2 Quartos

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.

ValueFamilyWifi

4.93 out of 5 average rating, 107 reviews

Top guest favorite

Villa in Mafra

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.

ValueFamilyPets

4.98 out of 5 average rating, 135 reviews

Guest favorite

A charming white house is framed by lush green leaves and vibrant purple flowers. The building features contrasting blue accents and an inviting red door, complemented by distinctive windows. The property is enclosed by a black railing, creating a sense of privacy and tranquility.

Home in São João das Lampas

HOUSE WITH ARTS in S. João das Lampas, Sintra, Portugal

The house has a large garden with picnic facilities, including a barbecue area. S. João das Lampas is located in the Sintra-Cascais Natural Park. The coastline is nearby, with the beaches of Magoito and Foz do Falcão/S. Julião 7 km and Ericeira 14 km. The latter are known for surfing. Nearby, it is possible to rent horses and practice horseback riding. Sintra, a World Heritage Site, is 10 km away and Lisbon/airport is 37 km away.

ValueLocationBackyard

4.78 out of 5 average rating, 220 reviews

Guest favorite

Windmill in Montelavar

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.

LocationFamilyNearby

4.92 out of 5 average rating, 173 reviews

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

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.

FamilyValueHospitality

4.98 out of 5 average rating, 253 reviews

Top guest favorite

A shaded patio features a long table set for outdoor dining, surrounded by green foliage and decorative hammocks. Cobblestone flooring leads to a scenic view of the valley, showcasing the natural landscape in the background.

Home in Terrugem

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.

FamilyLocationLong stay

4.95 out of 5 average rating, 192 reviews