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Vacation rentals in Cheleiros

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Top-rated vacation rentals in Cheleiros

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Guest favorite
A spacious garden area is visible, featuring a serene infinity pool bordered by sun loungers and palm trees. Lush greenery surrounds the pool, while ocean views extend in the background under a clear sky.
Home
4.86 out of 5 average rating, 273 reviews

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Observe the “melros” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view of the private lounge, the infinity pool, the “Serra de Sintra”-a magical mountain, its enchanted woods, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is small groups, for additional payment. For more information contact the host directly. A mountain villa built more than 100 years ago , built on an imposing rock with a unique enveloping and breathtaking view over the sea to the city , Cascais and the mountain where it is located . The house has been recently renovated and enlarged with a modern and design building enjoying the view and surroundings . You can see from the top of the Serra de Sintra, to the Guincho to Cabo Espichel. Two steps from the footpaths of the Serra de Sintra and its monuments, and next to good restaurants , from cafes with good surroundings , the small village has a supermarket and pharmacy for its tranquility. 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 region. I love cycling and I know Serra like the back of my hand. I can share the secrets of the mountain and advise the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with walking paths in the Serra de Sintra and its monuments. Guincho Beach and its wild dunes with its unique beauty, are a paradise for Surf/Kite-surf/Windsurf. I advise you to use your own car.

Top guest favorite
A spacious living area features large windows offering expansive views of the sea and city. Soft natural light floods the room, highlighting a comfortable sofa and a contemporary television. A cozy armchair adds to the inviting atmosphere, while a wood-paneled accent wall provides texture.
Apartment
5 out of 5 average rating, 201 reviews

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.

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
4.98 out of 5 average rating, 212 reviews

Cozy Cottage with outdoor tub, fireplace & nature

Tranquil and secluded cottage in the hills of Sintra. Absolute privacy & luxurious amnesties. The newly renovated Casa Bohemia has a spacious and light-filled living room, with a wood-beamed ceiling and fireplace. The adjoining bedroom, has a queen-sized bed and en-suite bathroom with a shower. A private courtyard leads to an antique stone-bath for romantic outdoor bathing. The kitchen is fully equipped with a Smeg fridge, nespresso and popcorn maker. Private garden, terrace, parking, gate, bbq.

Guest favorite
A cozy suite is displayed with a spacious bed featuring light linens. An open bathroom area is visible, showcasing a wooden vanity with dual sinks and a freestanding tub. Natural light floods the space through large glass elements, enhancing the modern decor.
Guest suite
4.89 out of 5 average rating, 976 reviews

Quarto Pirica, stunning suite on Sintra mountain

Pirica’s room was born in 2017. Is a new, cozy suite with an amazing bathroom and outside terrace with a stunning view to Atlantic ocean and Sintra mountain. Is set in the heart of picturesque village of Penedo * This suite is independent of our house, what allows to our guests have more privacy * In 2024 we decided to renovate and improve the interior space and also do a completely make over of all the house exterior spaces. We offer a peaceful and well decorated space, with lots of history!

Top guest favorite
A spacious living area features a large, soft sofa and colorful chairs, creating a comfortable seating arrangement. Floor-to-ceiling glass windows provide natural light and views of the garden. Decorative art pieces and plants add a touch of warmth to the modern design.
Loft
4.97 out of 5 average rating, 124 reviews

Sunny Garden Studio with Ocean View

Fully equipped, sunny (south-west location) and quiet Garden Loft of about 40 sqm with unobstructed ocean view. Located at the foothills of the Sintra mountain range right at the border of the Sintra National Parque. Driving distance of about 5 minutes to Gunicho beach which is one of the most popular and spectacular beaches in the region. Walking distance to the centre of Malveria da Serra with Supermarket etc. and some restaurants. 10 minutes drive to the charming harbour town of Cascais.

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
4.98 out of 5 average rating, 213 reviews

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.

Top guest favorite
An aerial view of a salt-water pool is presented, surrounded by a landscaped garden. Palm trees and greenery frame the pool area, which features a deck with lounge chairs and a shaded area under a round umbrella. A stone pathway leads around the pool.
Villa
4.98 out of 5 average rating, 112 reviews

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.

Superhost
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
4.77 out of 5 average rating, 194 reviews

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.

Top guest favorite
A cozy outdoor seating area features wooden chairs and a small table, positioned on a terrace overlooking the ocean. The sky displays soft pastel colors during sunset, while the rhythmic waves can be seen in the background.
Home
4.97 out of 5 average rating, 193 reviews

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.

Top guest favorite
A coastal terrace is viewed from the stone-paved area, showcasing lush greenery, terracotta planters, and an expansive view of the ocean. A red sailboat can be seen gently moving across the water, while the sky above is clear and bright.
Home
4.96 out of 5 average rating, 146 reviews

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.

Top guest favorite
An exterior view of a historic windmill showcases its distinctive round structure and large black sail arms. Surrounding gardens feature various plants and a stone-paved area, offering glimpses of the ocean in the background under soft, golden sunlight.
Windmill
4.97 out of 5 average rating, 171 reviews

O Remoinho - Windmill

The Windmill is a 500 years old mill entirely refurbished and adapted as a house. It has ocean views, a 2 000 m² garden and free Wi-Fi access. It is located at Ericeira, at a 5 minutes walking distance from the town centre and nearest beaches. There are also barbecue facilities and free private parking in the property.

Top guest favorite
The exterior of the cottage showcases a charming design with a terracotta roof and whitewashed walls. A vivid blue door leads into the home. Stone steps approach the entrance, surrounded by greenery and colorful flowers, creating a tranquil outdoor space with several inviting seating options.
Cottage
4.99 out of 5 average rating, 553 reviews

Vintage chic romantic cosy cottage

"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.

Popular amenities for Cheleiros vacation rentals

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