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Holiday rentals in Cheleiros

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Top-rated holiday rentals in Cheleiros

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Guest favourite
A sunlit outdoor area is presented, featuring a calm infinity pool surrounded by green grass and tropical plants. The property includes modern architecture and a shaded seating area, offering expansive views of the mountains and ocean in the distance.
Home in Cascais
4.85 out of 5 average rating, 282 reviews

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.

Top guest favourite
Flat in Paço de Arcos
5 out of 5 average rating, 216 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.

Top guest favourite
An aerial view captures a heated plunge pool nestled in a wooden deck area, surrounded by lush greenery. Comfortable sun loungers and wicker chairs invite relaxation, while vibrant pink flowers enhance the serene atmosphere of the private space.
Home in Cascais
4.98 out of 5 average rating, 164 reviews

Amazing Pool Pavilion with Private Heated Pool

The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

Top guest favourite
A private courtyard is framed by white walls and features stone paving. Wooden seating and a table offer a place for relaxation under the sun. A decorative blue structure rises from the ground, while greenery adds color to the space.
Townhouse in Ericeira
4.99 out of 5 average rating, 223 reviews

Villa, Norte Townhouse Ericeira center for 4 pp.

Enjoy a stylish experience at this centrally-located place. New opened in December 2021,Ericeira is often seen as the surf capital of Portugal and offers an impressive variety of waves within a few kilometers. Ericeira being an old fishing village where people have their beach houses, here you can shop, eat fresh seafood, go to the beach or just have a coffee and watch the waves ,world / people go bye. Visit local markets and watch the beautiful sunset over the Atlantic Ocean and much more ..

Top guest favourite
Loft in Alcabideche
4.97 out of 5 average rating, 133 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.

Guest favourite
A view of the sunny outdoor area outside the tiny house, featuring a white fence alongside a riding arena. Comfortable seating is positioned on the patio, with lush greenery framed in the foreground and rolling hills visible in the background under a clear blue sky.
Shipping container in Carvoeira
4.98 out of 5 average rating, 99 reviews

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.

Guest favourite
A rooftop terrace features a private pool with clear water reflecting the sky. Modern architecture is complemented by green walls and large windows. Outdoor seating areas are available, and sunlight creates distinct shadows on the wooden deck.
Apartment in Ericeira
4.9 out of 5 average rating, 167 reviews

Penthouse 300 sq.m. roof pool only yours.

3rd floor elevator temperaly doesn't work. Special price for mid/long-term. 3 bedrooms, 2 king-size beds, 2 separate beds for teenagers, one baby bed, 4 showers. Open space windows. Private Pool is for you only, not for condo. 3 min driving to the centre and beaches. Total area is 300 m2 incl. terraces. wifi 100 mbps. Underground parking place for your bags. Ice cubes in the fridge. Pool heated in Summer which helps to keep t• be the same as air or even more. Self check-in. Crypto friendly.

Top guest favourite
An aerial view captures a salt-water pool surrounded by lush greenery and a well-maintained garden. A wooden deck with lounge chairs is positioned near the water, while a shaded area is created by an umbrella. Pathways lead through neatly arranged plants, enhancing the outdoor space.
Villa in Salgados
4.98 out of 5 average rating, 114 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.

Top guest favourite
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 in Praia das Maçãs
4.97 out of 5 average rating, 198 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 favourite
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, 222 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.

Top guest favourite
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 in Ericeira
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 favourite
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
4.95 out of 5 average rating, 180 reviews

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.

Popular amenities for Cheleiros holiday rentals

  1. Airbnb
  2. Portugal
  3. Cheleiros