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Vacation rentals in Alentejo

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Top-rated vacation rentals in Alentejo

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Guest favorite
A charming entrance features a stone pathway leading to a white cottage framed by vibrant pink bougainvillea. The outdoor terrace includes a wooden table and chairs, with lush greenery providing a natural backdrop under clear blue skies.
Earthen home in Redondo
4.82 out of 5 average rating, 109 reviews

Cottage in Traditional Cork Forest

Converted Shepherds Cottage in Traditional Cork Forest, with 2 bedrooms, 2 bathrooms, living room, kitchen & private terrace and a family shared swimming pool is available. Situated in beautiful countryside of cork trees, olive groves and vineyards, on the foothills of the Serra D’ Ossa 20 km south of Estremoz. Ideal for sight seeing in a scenic and historic part of Portugal and within easy reach by motorway of Lisbon (2 hours) and Spain (1 hour). There are a myriad of activities to enjoy on the farm. For the walkers or mountain bikers there are kilometers of footpaths around the 540 hectare farm for you to explore and for those wishing to venture further afield, the nearby peaks offer unrivalled views of the surrounding countryside. Serra d’Ossa lies at 500 metres above sea level and boasting one of the driest climates in Europe. The absence of light pollution makes this an astronomers’ paradise. Twitchers can enjoy seeking out over 70 species of birds in the unique habitat provided by the cork forest, several of our past guests are members of the RSPB and have made lists of the birds they have seen / heard. Here is a list of a few: White Stork, Booted Eagle, Red Kite, Kestrel, Cuckoo, Tawny Owl, Hoopoe, Red-Rumped Swallow, Great Bustard, Little Bustard and Bee Eater. Visitors to the local damn include black winged stilts and the occasional avocet. Very occasionally, bustards can be seen in the lower plains. Within a one-hour drive from the farm, you can also explore nearby towns including Evora (a UNESCO World Heritage site), Estremoz famed for its Saturday morning market, Vila Viçosa with its two royal palaces, Reguengos and even neighbouring Spain. Historical tours of Evora can also be arranged through a private guide. Vineyards : While predominantly a hilly cork forest , a vineyard has recently been planted in an open valley producing Alicante Bouschet, Aragonêz, Touriga Nactional and Syrah quality grapes. Most of the grapes are sold; however a selection of the best quality grapes are retained for the production of a high quality red wine sold in Portugal under the Cem Reis label, and in the Netherlands under the Het Tientje name. This wine has been awarded silver medals in Wine Masters Challenge (Portugal), Mundus Vini (Germany), and Challenge Du Vin (France). Next year a white wine will also be produced from viognier grapes. Our wine and some products are available for purchase onsite.

Top guest favorite
A rooftop terrace is shown, featuring a white table set with a lantern, glasses of wine, and a plate of snacks. The backdrop consists of terracotta rooftops under a clear blue sky, creating a serene and inviting outdoor space.
Apartment in Evora
4.97 out of 5 average rating, 120 reviews

Stylish&Luminous, 2 Queen Beds, historic w/terrace

Discover the magic of Évora in a house radiant with natural light. Bright House Évora invites you to a unique experience in the city-museum of Évora. This is a completely refurbished house in the historic centre of Évora, with a unique and serene atmosphere that combines the secular with design, and where history meets modern comfort in an environment flooded with natural light. This space stands out for its: Privileged location; Abundant light; Modern and elegant decor; Comfort and well-being

Top guest favorite
A spacious living area features large windows offering expansive views of the sea and city. Soft natural light floods the room, highlighting a comfortable sofa and a contemporary television. A cozy armchair adds to the inviting atmosphere, while a wood-paneled accent wall provides texture.
Apartment in Paço de Arcos
5 out of 5 average rating, 232 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 favorite
A covered outdoor seating area features a plush sofa with light-colored cushions, complemented by natural wood benches. Views of the lake and surrounding hills can be seen through wide openings, enhancing the connection to nature.
Guest suite in Barragem de Santa Clara-a-Velha
5 out of 5 average rating, 232 reviews

Lake View at Cabanas do Lago

Take a moment, come to a quiet place, let yourself wonder. Concealed in the majestic scenery of “Cabanas do Lago” making an honest claim to be a walk away from the pure waters of Santa Clara Dam where if one so chooses can lose themselves in the beauty of this place. Here nature dances with the senses. The sights and sounds that surround this lovely setting will be etched to your memory. To wake up here, can be an amazing experience. Where the soft light of the morning gently wakes you up.

Top guest favorite
The living area features large glass doors that open to a private terrace, allowing natural light to fill the space. A round dining table sits beside a wooden chair, while a lounging chair is positioned on the terrace, surrounded by planters with greenery.
Apartment in Lisbon
4.95 out of 5 average rating, 871 reviews

Lisbon rooftop with terrace and stunning views

A stylish 1-bedroom rooftop apartment with a private terrace and stunning views of the Sao Jorge Castle and Tagus river. Located in the heart of Lisbon, in Marques de Pombal close to the emblematic Eduardo VII park and Avenida da Liberdade. ⚠️PLEASE NOTE there is construction work next door and may be noisy during the day** The rooftop apartment is accessible via an outdoor spiral staircase. Due to the stairs, please note that this apartment is not suitable for people with reduced mobility.

Top guest favorite
A warm living space features a large red sofa and a small wooden chair. The room is enhanced by a light-colored wooden floor and natural light flooding in through tall windows. A low coffee table is placed on a green area rug, with a small vase at its center.
Home in Sintra
4.98 out of 5 average rating, 341 reviews

Beautiful apartment w/ fabulous 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.

Guest favorite
Loft in Lisbon
4.94 out of 5 average rating, 374 reviews

Luxury Loft in Alfama with Balcony and River View

Com uma vista deslumbrante para o Rio Tejo, este espaço destaca‑se pelos seus tetos de madeira queimada em tons dourados, conferindo um ambiente único e sofisticado, e pela varanda com vista direta para o rio. Este loft moderno acomoda até 4 pessoas nos seus 94 m². Situado no 4.º andar de um edifício com elevador, encontra‑se no coração do típico Bairro de Alfama. Poderá ir a pé a todos os pontos principais da cidade fazendo desta localização um acesso privilegiado à cidade de Lisboa.

Top guest favorite
The exterior of a historic windmill is showcased, featuring a circular white structure with a blue base. Lush greenery surrounds the base, with palm trees and shrubs visible. A clear blue sky offers a background to the picturesque setting, while the ocean can be seen in the distance.
Windmill in Setúbal
4.97 out of 5 average rating, 268 reviews

Moinho do Marco: the romantic windmill hideaway

Let yourself be carried away by the romanticism of the Moinho do Marco! Built in 1855, it is one of the few that still retains its original wooden gears. Enjoy the magic of sleeping comfortably in a mill full of history and charm. Located in the Serra da Arrábida, let yourself be conquered by the tranquillity of nature from the terrace, which offers the best view over the beautiful Bay of Setúbal. Enjoy this unusual, romantic and sustainable accommodation at any time of the year.

Top guest favorite
The modern tiny house features a cork façade and large glass windows, allowing abundant natural light to filter into the interior. A gentle slope of gravel leads up to the entrance, framed by lush greenery and trees, emphasizing the serene natural surroundings.
Tiny home in São Luís
5 out of 5 average rating, 147 reviews

MOBA vida - Eco Tiny House in cork oak forest

Enjoy the tranquillity of nature, the fantastic views and the serenity for which the Alentejo is so well known. MOBA is a sustainable holiday accommodation surrounded by nature, yet within walking distance of the very traditional little village of São Luís – and only 15 km from the beautiful beaches of the Costa Vicentina. There is a pool and you will receive a breakfast basket every morning so that you can start the day relaxed on your terrace.

Top guest favorite
A charming exterior view features a white building set against a lush green landscape, surrounded by trees. A natural stone wall borders the property, leading to a gentle stream with flowing water. A small deck with seating overlooks the serene water, enhancing the tranquil setting.
Villa in Figueiró Dos Vinhos
4.98 out of 5 average rating, 113 reviews

Sozen Mill - Watermill in Figueiró dos Vinhos

Sozen Mill is the perfect place to enjoy the sun and breathe fresh air in a unique atmosphere. With a stream that flows into the Zêzere River and small crystalline waterfalls, it is a setting of unparalleled natural beauty. This property consists of 2 independent bedrooms, 2 bathrooms and a combination kitchen and living room. The rooms have no connection to the interior of the house. It's a place to connect with nature.

Guest favorite
The image features a serene pool area, surrounded by lush greenery and wildflowers. The still water reflects the clear blue sky, while orange trees and olive groves provide a natural backdrop in the distance.
Farm stay in Elvas
4.93 out of 5 average rating, 162 reviews

The Bread-Oven Cottage

Perched on a hill looking out to Spain on a quinta that was once a monastic farm, the cottage is a tranquil base for many delightful day-trip destinations or an experience in itself. Closer to home, relax by the pool, stroll among figs and oranges or in our enchanting organic olive grove, grill on the patio, or explore the nearby World Heritage town of Elvas, home to the world's largest preserved bastion fortifications.

Guest favorite
A spacious living area features large windows providing panoramic views of the city. A comfortable grey sofa is positioned beneath the angled ceiling, alongside a sleek coffee table. A flat-screen TV is placed on a wooden console, complemented by decorative accents and a soft rug underfoot.
Apartment in Lisbon
4.93 out of 5 average rating, 917 reviews

The Flat with The View

Rated one of "The Most Romantic Airbnbs in Europe" by the world reference magazine Condé Nast Traveller and one of "The Best Airbnbs in Lisbon" by The Times and Time Out magazine. The best view (almost 360º) in Lisbon from the coolest flat in a great location! The perfect nest for couples or lone writers! A truly genuine and very special way to experience beautiful old Lisboa!.

Popular amenities for Alentejo vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Alentejo?

    Visitors to Alentejo often stay in the historic centers of towns like Évora, Beja, or the coastal village of Vila Nova de Milfontes. Rural farm stays and converted manor houses are frequently suggested for those seeking a locally rooted experience.

  • What are the best things to do in Alentejo with kids?

    Families can explore castle ruins, stroll through walled villages, or visit nature reserves for birdwatching and gentle walks. The region also has outdoor swimming spots, interactive museums, and sandy beaches along the coast.

  • What are some of the best things to do in Alentejo?

    Explore the UNESCO-listed city of Évora, roam the megalithic monuments near Monsaraz, or walk through cobbled streets in villages like Marvão. Alentejo has local wineries, traditional markets, and extensive cork oak landscapes.

  • How is the weather in Alentejo?

    Alentejo has mild, wetter winters with temperatures from 40–59°F (5–15°C), and hot, dry summers ranging from 65–96°F (18–35°C). Bring light clothing for summer, layers for cooler months, and a rain jacket for spring and fall.

  • What are the best places to visit in Alentejo?

    Frequently suggested spots include the historic city of Évora, the whitewashed village of Monsaraz, and the Alqueva Lake area. The coastline around Vila Nova de Milfontes is also known for sandy beaches and relaxed towns.

  • What are some hiking trails in Alentejo?

    Alentejo has marked trails through the Serra de São Mamede Natural Park, the cork forests near Grândola, and along the Rota Vicentina on the coast. Walkers often enjoy routes with rolling hills and views of rural villages.

  • What are some family activities we can do in Alentejo?

    Families can join guided nature walks, explore interactive history museums, or picnic by Alqueva Lake. Sandy beaches, local festivals, and wildlife spotting in nature reserves are also popular.

  • What are some of the best day trip ideas from Alentejo?

    Visitors often plan day trips to the UNESCO-listed Évora, the fortified village of Marvão, or the vineyards near Redondo for wine tastings. Coastal escapes to the beaches around Zambujeira do Mar are also frequently suggested.

  • Are there any pet friendly accommodations available in Alentejo?

    Many accommodations across Alentejo welcome pets, especially in rural areas and coastal towns. Check individual listings for pet policies and nearby outdoor spaces for walks.

  • What are some local tips for visiting Alentejo?

    Pack sun protection and refillable water bottles, as summers are warm and dry. Try local olive oil and wines, and consider a rental car to reach small villages and countryside markets.

  • What is Alentejo known for?

    Alentejo is known for sweeping cork oak woodlands, olive groves, and distinct whitewashed villages. The region has rich Roman, Moorish, and medieval heritage, along with celebrated cuisine and local wines.

  • What are the best hidden gems to explore in Alentejo?

    Travelers often mention the pottery town of São Pedro do Corval and the quiet medieval village of Castelo de Vide. Serpa, known for its cheese and historic streets, is also frequently suggested for those looking to explore less-visited places.

  • What are the best foods to try in Alentejo?

    Traditional dishes include pork with clams, slow-cooked lamb stews, and bread-based açorda soup. Local cheeses and olive oils, as well as regional wines, are enjoyed throughout Alentejo.

  • What should I bring for a trip to Alentejo?

    Pack comfortable shoes for walking on cobbled streets or country trails, sunscreen, and a reusable water bottle. Bring light clothing for summer, layers for cooler evenings, and a rain jacket in spring or fall.

  • What is the nightlife in Alentejo like?

    Nightlife in Alentejo is laid-back, with local bars, wine cellars, and live music in town centers. During summer, open-air festivals, local celebrations, and traditional music events often bring communities together in public squares.

  • What are the most popular events or festivals in Alentejo?

    Frequent events include summer music festivals, regional food fairs, and cultural celebrations that showcase traditional singing and crafts. Carnival festivities and harvest fairs in late summer or early fall are often highlighted.

  • Are there family friendly vacation rentals in Alentejo?

    Alentejo has a range of family-friendly vacation rentals, including countryside cottages, village homes, and apartments in towns like Évora or Vila Nova de Milfontes. Many have outdoor spaces and offer easy access to nature and cultural sites.

  • When is the best time to visit Alentejo?

    Late spring and early fall are often recommended for their warm, pleasant weather, lower rainfall, and blooming fields. Summers can be very hot, while winters are milder and quieter.

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