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Family-friendly holiday rentals in São Pedro da Cadeira

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in São Pedro da Cadeira

  • Total holiday rentals

    Explore 30 holiday rentals in São Pedro da Cadeira

  • Nightly prices starting at

    São Pedro da Cadeira holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 780 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of São Pedro da Cadeira holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across São Pedro da Cadeira rentals

  • 4.8 Average rating

    São Pedro da Cadeira stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated family-friendly rentals in São Pedro da Cadeira

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
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 in Alcabideche

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.

4.86 out of 5 average rating, 309 reviews
Top guest favourite
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

4.95 out of 5 average rating, 250 reviews
Top guest favourite
A spacious terrace reveals panoramic views of the Atlantic Ocean and the Tróia peninsula. A wooden table is centered beneath a bamboo awning, with potted plants adding a touch of greenery. Seaside vistas create a serene atmosphere for relaxation.
Home in Setúbal

Panoramic views of ocean, city & São Filipe castle

Arriving at Olival de São Filipe means first stopping to take in the view. The high location of the seven-hectare estate provides rich vistas. “Even more beautiful than in the pictures”, is a frequently heard response. The panorama is varied and changes constantly under the influence of the sun, clouds and water. You look out over the Atlantic Ocean, the Tróia peninsula - with a sandy beach as far as the eye can see - the Fort of São Filipe, the mouth of the Sado river and the city of Setúbal.

4.99 out of 5 average rating, 107 reviews
Guest favourite
A spacious pool is situated amidst lush greenery, offering a serene view of the beach and ocean in the background. Various tropical plants are present around the pool area, enhancing the natural setting and providing a sense of tranquility.
Flat in Union of the parishes of Cascais and Estoril

Beach/Ocean view + Beautiful Nature + Large Pool

Relax in a Beachfront apartment surrounded by peaceful nature with stunning Ocean/Mountain views. Why you’ll love it: - Ocean/sunset view - Spacious Pool set among lush greenery - Large organic garden with fresh vegetables, herbs, and tea leaves - 12 minute walk to Guincho Beach (1km away) - Private terrace with outdoor dining table - Located by a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast wifi 200Mbps

4.94 out of 5 average rating, 196 reviews
Top guest favourite
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.

4.98 out of 5 average rating, 244 reviews
Guest favourite
The iconic windmill is set against a soft, pastel sky, showcasing its round white structure contrasted by a dark roof. Surrounding greenery, including small trees and shrubs, can be seen, enhancing the rustic countryside atmosphere.
Windmill in Atouguia da Baleia

Abrigo do Moleiro: Romantic Windmill from 1895

Classified as a national monument, this emblematic Peniche windmill over the decades since 1895 for agricultural and industrial use. Currently, completely renovated and known as “Abrigo do Moleiro,” it is a welcoming space for tourists from all over the world, providing unique memories to those who stay overnight. To complete the experience, guests are also offered breakfast, delivered to the door. The perfect place for those who want a different experience!

4.94 out of 5 average rating, 657 reviews
Top guest favourite
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 - Country Houses | Mafra | 2 Bedrooms

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.

4.93 out of 5 average rating, 105 reviews
Guest favourite
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.

4.92 out of 5 average rating, 159 reviews
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

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.

4.98 out of 5 average rating, 252 reviews
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

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.

4.95 out of 5 average rating, 191 reviews
Top guest favourite
A charming outdoor space includes a small table and a decorative chair, surrounded by vibrant flowers and greenery. Stone arches frame the view of the countryside and distant town, creating a serene atmosphere for relaxation.
Guest suite in Sintra

Perfect location with garden & pool

Cinco is a private home on the edge of the historic centre, set into the hillside with quiet gardens, pool and amazing views across the countryside to the sea. Breakfast and maid service are included. All Sintra attractions are within walking distance yet the location is quiet and secluded.

4.96 out of 5 average rating, 349 reviews
Top guest favourite
A traditional cottage features a white exterior with red window frames and a yellow base. Lush greenery is seen in a window box, and vibrant pink flowers bloom nearby. The rustic stone wall adds to the charm while trees provide a natural backdrop.
Home in Moledo

Typical House with garden,near the beach

Typical house in a small village, surrounded by centenary windmills. Quiet location, good sun exposure, ample and fenced garden space. Barbecue area to enjoy outdoor dining. A fifteen minute drive to the nearest beach (Praia da Areia Branca).

4.93 out of 5 average rating, 487 reviews

Popular amenities for São Pedro da Cadeira family-friendly rentals