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Holiday houses in Madalena

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Top-rated holiday rentals in Madalena

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious terrace is equipped with three lounge chairs overlooking the harbor. The view includes the coastline, distant mountains, and the sea, with boats visible in the water. The terrace is sunlit, bordered by a low wall, and the surroundings feature varied rooftops.
Apartment in Madalena
4.8 out of 5 average rating, 56 reviews

Casa do Pico

It is a 2-minute walk to the Terminal of the boats that connect Pico Island to Faial and São Jorge Islands. A 1-minute walk to the Whale Watching Companies. 10-minute drive to the airport. Very close to the municipal swimming pools. Close to Bars and Restaurants. Apartment with lots of lighting and a high ceiling and a terrace with a magnificent view over the port of Madalena and the channel that connects the islands of Faial and Pico. This space is good for couples, business travelers, and families (with kids)

Top Guest favourite
A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.
Home in Madalena
4.95 out of 5 average rating, 204 reviews

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Guest favourite
An open living area is presented with a light-colored sofa facing a wall-mounted television. Circular woven art pieces adorn the white walls. A low coffee table is centered on a textured rug, flanked by two armchairs and a decorative floor lamp.
Condo in Madalena (Areia Larga area)
4.81 out of 5 average rating, 143 reviews

Casa do Cacto - 1-Bedroom Flat in Areia Larga

Our 1-Bedroom Flat is a stylish and comfortable accommodation for a couple or small group (3-4 people max) - it is located at one of the most beautiful seafront areas in Pico overlooking Faial island. Some of the best restaurants on the island are nearby, and the town centre is only 10mins away - all walking distance. The Landscape of the Vineyard Culture is only 15mins away (on foot), a beautiful walk especially at sunset! Find us on Instagram @casadocacto

Guest favourite
The image features a wooden structure with large glass doors, adjacent to a rectangular swimming pool. Surrounding trees and a clear blue sky enhance the serene outdoor setting. A jacuzzi and seating area are visible, situated on a stone patio beside the pool.
Cabin in Madalena
4.97 out of 5 average rating, 58 reviews

Quinta-Casa da Pipas Wine Cellar

Relax to the sound of nature in this calm and elegant space, enjoying a pool, Jacuzzi and sauna on a farm with a paradisiacal view of Vila da Madalena, the sea and Faial Island, and benefit from the pedestrian walks with a view of the Pico mountain. Our accommodations are located 2 minutes by car and 20 minutes on foot from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed. You can enjoy a sauna and a fire pit.

Guest favourite
A wooden table is set on a terrace, featuring two glasses of white wine and a bowl of mixed nuts. In the background, a marina is visible with boats docked along the waterfront, framed by palm trees and coastal buildings under a clear blue sky.
Home in Madalena
4.91 out of 5 average rating, 23 reviews

Casa do Porto @ house with a terrace facing the sea

Casa do Porto is located in Madalena do Pico by the shore of Porto Velho, 350 meters from Gare Marítima João Quaresma, 140 meters from Areia Funda Natural Pools and 200 meters from the village center, where you can find several services such as restaurants and supermarkets. This holiday home features a terrace with a privileged view of the sea and villa. Free Wi-Fi and free public parking are available within 100 meters.

Top Guest favourite
A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.
Holiday home in Madalena
4.96 out of 5 average rating, 162 reviews

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

Guest favourite
An open-plan living area is presented, featuring a wooden ceiling and earthy yellow flooring. A dining table with yellow chairs is visible, alongside a kitchenette equipped with essential appliances. Bright natural light filters through large windows, creating a warm and inviting space.
Home in Horta
4.95 out of 5 average rating, 129 reviews

Casinha Pim - Front of Beach/city house

Casinha em frente à praia de Porto Pim, com uma vista incrível e bem equipada. A 5 min. a pé do centro da cidade Tem TV cabo e Wi-Fi. Estacionamento gratuito perto de casa e espaço para guardar as suas bicicletas dentro de casa. Situa-se num antigo bairro de pescadores de frente para a baía e praia de Porto Pim e para o Forte de São Sebastião, muito agradável, tradicional e muito muito calmo.

Superhost
A modern kitchen is showcased, featuring dark wood cabinets and sleek black countertops. Stainless steel appliances, including an oven, microwave, and kettle, are visible. Light-colored tiles adorn the walls, while a small window offers natural light, enhancing the functional space.
Townhouse in Madalena
4.68 out of 5 average rating, 88 reviews

Pico Island Townhouse

Townhouse on the island of Pico in Madalena, the largest city on the island. Walking-distance to the shore, market, and town-center. Very pretty views of the ocean and island of Faial from the front of the house and a small private backyard. All new mattresses installed July 2025!

Guest favourite
A welcoming living area is presented with a light gray sofa and a blue couch, each adorned with decorative pillows. A wooden coffee table is centered on a patterned area rug, with natural light filtering through sheer curtains that frame a nearby window.
Apartment in Madalena
4.96 out of 5 average rating, 23 reviews

SanMar

SanMar- Accommodation in the picturesque centre of Vila da Madalena, close to the main sights and communication routes. Located in the center of Vila da Madalena, it is close to the hypermarket, restoration, police entities, taxi stands, maritime gare and all services.

Guest favourite
A mountain rises majestically in the background, partially obscured by clouds, with a bright sun illuminating the scene. In the foreground, a simple structure, likely used for living, is surrounded by lush greenery and tall grass.
Cottage in Bandeiras
4.8 out of 5 average rating, 123 reviews

Boanova vineyard house is a rural romantic cottage

Kick back and relax in this calm, stylish space located in Bandeiras right on hiking trails. Enjoy the natural views to the ocean or of the mountain right from the patio and if you like a good walk there are plenty of trails to explore.

Guest favourite
A light-filled living area features a spacious grey sofa accompanied by patterned cushions. A round dining table with white chairs sits on a striped rug, while wood-paneled sliding doors add rustic charm. Decor items and plants accentuate the inviting space.
Home in Horta
4.92 out of 5 average rating, 134 reviews

Casa Mar do Triângulo (House of the Triangle Sea)

Traditional 1937 house that was recovered while maintaining its rustic and welcoming appearance. It has a spectacular view of Pico Mountain, Horta Bay as well as Porto Pim Bay and the neighboring island of Sao Jorge.

Guest favourite
A prominent volcanic mountain rises in the background, its peak capped with a slight cloud cover. Lush greenery surrounds the base, while a tranquil body of water reflects the mountain's silhouette. The image captures a serene natural landscape, inviting exploration and appreciation of the view.
Apartment in Horta
4.96 out of 5 average rating, 185 reviews

2 bedroom apartment on a Farm

Located on a Farm in Horta City, this 2 bedroom apartment with simple and modern lines, is ideal to enjoy the city and the silence of the country side. With a great view to the ocean, the city and Pico Island.

Popular amenities for Madalena holiday rentals

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Madalena?

    Yes! Work meets play with ease at over 20 vacation rentals in Madalena featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Madalena?

    Four-legged friends are welcome in Madalena. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Madalena have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Madalena. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Madalena have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Madalena. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Madalena have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Madalena. Enjoy a tailored experience with all the comforts you desire.

  • Are there Madalena vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Madalena, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for Apartment Rentals in Madalena?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Madalena have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Madalena. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Madalena?

    Experience the best of Madalena with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Madalena?

    Madalena has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Madalena

  • Total holiday rentals

    Explore 80 holiday rentals in Madalena

  • Nightly prices starting at

    Madalena holiday rentals start at $71 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Madalena holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Madalena rentals

  • 4.8 Average rating

    Madalena stays are highly rated by guests—averaging 4.8 out of 5!

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