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Family-friendly holiday rentals in Cascais

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Cascais

  • Total holiday rentals

    Explore 690 holiday rentals in Cascais

  • Nightly prices starting at

    Cascais holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 26,490 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wifi availability

    680 of Cascais holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cascais rentals

  • 4.7 Average rating

    Cascais stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Cascais

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

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Top 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
4.86 out of 5 average rating, 294 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.

Guest favourite
A spacious bedroom is furnished with two twin beds, each topped with white bedding and accented by vibrant yellow throw pillows. Framed artwork adorns the wall above, featuring abstract designs. Minimalist nightstands with lamps are placed beside each bed, enhancing the room's bright and clean aesthetic.
Flat in União das freguesias de Cascais e Estoril
4.96 out of 5 average rating, 185 reviews

Historic center, artistic under 2min walk to beach

Located in one of the most iconic building in the historic center, Casa Rosa. Renovated apartment centrally located 150 meters from the beach; steps away from restaurants, cafes, and museums. Located In a quiet low traffic semi-pedestrian street. * Two A/Cs (bedroom & living room) While there is no parking directly in front of the house, there are paid parking options within 3-5 minute walk. A tourist tax of 4 euros per person per night (up to the first 7 nights) must be paid upon arrival.

Guest favourite
A modern living space features two white sofas accented with dark cushions, arranged around a glass coffee table. An art piece with vibrant colors hangs on the wall, while a dining area with a glass table and white chairs is visible in the background. Soft lighting enhances the ambiance.
Flat in União das freguesias de Cascais e Estoril
4.91 out of 5 average rating, 142 reviews

A modern apartment in Cascais Center

Located in the center of Cascais, this modern fully renovated and air-conditioned apartment is located in front of the traditional village market. Free Wi-Fi is available in the entire property. All the necessary equipment can be found in the kitchen. Air Conditioned, four flat screen TVs are featured. Towels, sheets, and a full range of amenities are included. Parking of traditional Market is available in front. Close to train station, beaches, supermarket, good restaurants and local commerce.

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 União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 177 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.

Guest favourite
Natural light fills the open space, showcasing a dining area with a circular centerpiece and wooden chairs. Two large windows are open, allowing fresh air and offering views of the surrounding neighborhood. A wooden sideboard complements the modern decor.
Place to stay in União das freguesias de Cascais e Estoril
4.93 out of 5 average rating, 300 reviews

Spacious Apartment. Balcony-Historic Cascais House

Spacious 70m² open-space apartment in a late 19th-century heritage villa, 15m² balcony. Bright, warm and quietly set in a noble neighborhood of Cascais. The apartment features wood floors, high ceilings and contemporary art. It includes a bedroom (15m²), a living area with kitchenette (30m²), and a bathroom (10m²). Laundry, heating, Wi-Fi, hot water, weekly cleaning, and fresh linen & towels. Parking: free in the neighborhood from 10pm to 9am. Paid parking at Marechal Carmona (5-minute walk).

Top guest favourite
A two-story house is set against a backdrop of lush greenery. The entrance is framed by stone walls, with a pathway leading to the front door. A patio features black outdoor furniture on grassy grounds, providing an inviting space for relaxation.
Tiny home in Sintra
4.93 out of 5 average rating, 104 reviews

Romantic Vintage Cottage with garden

The house has two floors. On the lower floor, there is a living room and dining area. We have a fully equipped kitchen with an oven, induction stovetop, microwave, kettle, toaster, and Nespresso coffee maker. There is also an adjoining room with an American-style refrigerator, dishwasher, washing machine, and dryer. There is also a toilet on this floor. On the upper floor, there are three bedrooms and one full bathroom with a shower. The house has 90m2 (45m2 per floor) and a 340m2 garden.

Guest favourite
A spacious pool is surrounded by lush greenery, with a wooden deck enhancing its natural setting. The stunning sunset casts vibrant colors over the sky, creating a serene backdrop against the tranquil water.
Flat in União das freguesias de Cascais e Estoril
4.94 out of 5 average rating, 184 reviews

Amazing Ocean view + 1km to Beach +Free Vegetables

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 patio 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 200Mbps wifi

Top guest favourite
The garden is surrounded by various flowering plants and trees, providing a lush green setting. Two lounge chairs are positioned on the grass, alongside flower pots and a trellis in the background, with a charming house visible through the foliage.
Home in Sintra
4.97 out of 5 average rating, 339 reviews

Cozy Apartment with fantastic 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.

Top guest favourite
Flat in União das freguesias de Cascais e Estoril
4.99 out of 5 average rating, 211 reviews

Jardim de Cascais

Relax and unwind in this cosy getaway nestled in the heart of Cascais. Wake up to birdsong and enjoy your morning coffee on the balcony under blue skies, with views of rooftops and the gentle breeze from the ocean. Soak up the afternoon sun on the terrace and take in the scents of the park at sunset — all just outside your window. You’ll be just a short walk from the lively town centre, beaches, the marina, restaurants, cafés, and bars — everything you need for a perfect stay in Cascais.

Guest favourite
A balcony offers ocean views, framed by rooftops of nearby buildings. Vibrant artwork is mounted on the wall, and a decorative watering can and small table add character to the space. The clear blue sky complements the enchanting seaside landscape.
Flat in União das freguesias de Cascais e Estoril
4.98 out of 5 average rating, 180 reviews

Retro Glamour w/ SEA VIEW 5 mins from Beach

- SPECTACULAR SEA VIEWS!!! - 3 TERRACES - 5 MINUTES WALK TO BEACH - FREE STREET PARKING - SUPERFAST WIFI - WORK FROM HOME - LAUNDRY FACILITIES This 2 bed, 2 bath retro-styled apartment oozes glamour, chic & style in the heart of Estoril. Estoril was the place to be for movers and shakers back in the 60's with royalty and famous celebrities rubbing shoulders and choosing this wonderful location in Portugal for their holiday homes. Are you prepared for the ultimate revival!!!

Top guest favourite
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, 108 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 favourite
A modern living area features a comfortable dark sofa and a sleek glass coffee table. A wall-mounted television displays news programming. Natural light enters through sliding glass doors, leading to a private outdoor patio with seating, complemented by green foliage.
Flat in União das freguesias de Cascais e Estoril
4.77 out of 5 average rating, 124 reviews

Cascais historic center 50 m from the beach

Situated in the historic area of Cascais, 50 meters from the beach and 500 meters from the train station to Lisbon, this 1 bedroom apartment for two people has an outdoor patio. The apartment have been total refurbished in May 2023, which included a new bathroom, a new kitchen, and alteration of the interior patio and decoration, becoming a very luxurious, contemporary, and sophisticated summer apartment.

Popular amenities for Cascais family-friendly rentals

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