House holiday rentals in Madalena

Home in Praia do Almoxarife

A charming cottage is set against the backdrop of Pico Island, featuring a red-tiled roof and blue window shutters. The property is surrounded by water, with a spacious outdoor area visible. Impressive cliffs rise in the distance, enhancing the coastal scenery.

4.95 out of 5 average rating, 20 reviews

Seaside Cottage

Seaside Cottage is the perfect getaway for anyone who loves the ocean. The sound of the sea is ever present in this spectacular cliff-side location, where endless views of Pico Island and the blue Atlantic soothe the senses. Enjoy early morning swims at the beach below, relax over leisurely breakfasts on the terrace and dine outside watching the stars. Horta, with restaurants, shops & activities, is just a 5 minute drive away. Well equipped & tastefully appointed, this cottage is truly unique.

LocationFamilyGetting around

Superhost

A wooden cottage is positioned beside a pool, featuring large glass windows that offer views of the surrounding greenery. A hot tub is situated on a stone patio adjacent to the pool, surrounded by lush vegetation and clear skies.

4.85 out of 5 average rating, 47 reviews

Quinta-Casa da ioio Wine Cellar

Relax in this cottage with a unique and peaceful spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed

LocationValueCheck-in

5 out of 5 average rating, 12 reviews

Home in Canto da Areia

House by the sea

Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.

LocationFamilyIndoor spaces

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.

4.96 out of 5 average rating, 223 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.

FamilyValueBeach

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.

4.91 out of 5 average rating, 32 reviews

Casa do Porto @ house with a terrace facing the sea

Casa do Porto is located in Madalena do Pico, next to the old port, 350 meters from the João Quaresma Maritime Station, 140 meters from the Areia Funda Natural Pools and 200 meters from the village center, where you can find various services such as restaurants and supermarkets. This vacation home features a terrace with a privileged view of the sea and the village. Free Wi-Fi and free public parking are available within 100 meters.

LocationValueIndoor spaces

5 out of 5 average rating, 20 reviews

Home in Santo António

Pico Sereno · Varanda do Mar | Sea View & Balcony

Fully private 2-bedroom house with a balcony and a view of the Atlantic Ocean, located in a quiet area on Pico Island. Ideal for couples or small families looking for comfort, quiet, and a good location. It has comfortable rooms, an equipped kitchen, a private bathroom, Wi-Fi, and free parking. An excellent base for exploring trails, beaches, vineyards, and viewpoints, always returning to a quiet place to rest.

LocationComfortHeating

4.95 out of 5 average rating, 147 reviews

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

Casinha Pim - Front of Beach/city house

A small house in front of Porto Pim beach, with an incredible view and well-equipped. A 5-minute walk to the city center It has cable TV and Wi-Fi. Free parking near the house and space to store your bicycles inside the house. It is located in an old fishing district facing the bay and beach of Porto Pim and the São Sebastião Fort, very pleasant, traditional and very, very quiet.

ValueFamilyAir conditioning

4.88 out of 5 average rating, 162 reviews

A stone pathway extends along the terrace, leading to steps that ascend the side of the building. The coastline is visible in the distance, characterized by lush green hills meeting the tranquil sea. The sky is clear and bright, enhancing the serene setting.

Home in Santo Amaro

Varanda Alta Winery

Between the land and the sea, amidst the greenery and basalt, with a pedestrian trail, the imposing "ADEGA DA VARANDA ALTA" can be seen, where the Pico - São Jorge channel can be seen and the latter from side to side. It is located in Lugar do Canto, parish of Santo Amaro, municipality of São Roque, island of Pico-Açores.

FamilyLocationBreakfast

5 out of 5 average rating, 32 reviews

An outdoor terrace showcases a wooden dining table surrounded by four chairs. A vase filled with dried flowers sits at the center, with a backdrop of lush green hills under a clear blue sky.

Home in Ribeiras

House of the Two Rivers

Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.

LocationCheck-inLaundry

Home in São Roque do Pico

A tranquil bedroom features a spacious bed with light bedding and decorative pillows. Two woven pendant lights hang from the ceiling, providing soft illumination. A bedside table holds a lamp, and a small desk is visible against the wall, accompanied by a round mirror and a decorative plant.

4.96 out of 5 average rating, 140 reviews

Casa da Furna D'Água I (House of Furna D'Água I)

Furna D’Água I is a house with views to Pico Mountain and the island of São Jorge. The house is inserted in an old vineyard in the center of the village in the place of Cais do Pico, where the green of the vines, the black of the basalt and the aroma of the sea stand out. The ideal location for your holidays

FamilyValueSleep quality

A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.

5 out of 5 average rating, 28 reviews

Villa Valverde

Relax with the whole family at this peaceful place to stay. Completed in 2024, Villa Valverde is located near the center of Madalena, overlooking the island of Faial. Set in a quiet environment, with a large lawn, a private outdoor pool and a barbecue area, it is the ideal place for family vacations.

FamilyValueQuiet

Superhost

A charming exterior view of the house is presented, featuring a covered porch with decorative green trim. Two potted plants are placed on either side of the entrance, adding a touch of greenery. The house is set against a partly cloudy sky, enhancing its inviting appearance.