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House holiday rentals in San José de Maipo

Find and book unique houses on Airbnb

Top-rated house rentals in San José de Maipo

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

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Guest favourite
Home in La Florida
4.94 out of 5 average rating, 161 reviews

Casa 7 personas• 2 baños•Gran Jardín•A/C•2 estac

Casa para 7 personas en 2 dormitorios + living: 1 cama matrimonial, 3 individuales y 1 cama nido. Casa de 2 pisos cómoda y funcional, full equipada para grupos grandes. El gran protagonista es el jardín privado de 90m²: seguro para niños, perfecto para asados y con vista a la Cordillera. Incluye AC frío/calor y 2 estacionamientos dentro. Ubicada en La Florida con bus a 30m. Cerca de Estadio Bicentenario, Mall Florida Center, Outlet Vivo. A 1 km de Metro Rojas Magallanes y 2 km de Bosque Panul.

Guest favourite
The unique two-story house features a blend of native wood and adobe construction, with large glass windows allowing for abundant natural light. Surrounded by greenery, the tranquil residence showcases a wooden balcony and architectural details that reflect harmony with its natural setting.
Home in San José de Maipo
4.91 out of 5 average rating, 104 reviews

Magic Mountain house in Cajon del Maipo.

Magic Mountain house in Cajon del Maipo Andes Mountain Village. The house is inside an incredible peacefull large plot in this little mountain village, with native forest and beautifull well mantained gardens all sorrounded by the Andes Mountains with incredible views ! Only one hour away from Santiago capital city up to the mountains by the Maipo River valley ( Cajon del Maipo ). And if the house itself is not enough, this place is an ideal base from which to experience the Andes Mountains.

Top guest favourite
A private garden space features a mix of gravel and stone pathways surrounded by various plants. An inviting outdoor seating area is visible with a table and chairs, positioned near the house, which has large glass windows providing views into the interior.
Home in Providencia
5 out of 5 average rating, 43 reviews

Casa Caupolicán

Beautifully restored 1.000 ft2 house from 1936 with private garden of 900 ft2 with two terraces, lovely art and antique collection. The house is located in a quiet residential area, but a few blocks away from the well-known neighborhood of Barrio Italia, a vibrant commercial area, full of restaurants, fashion stores and antique shops. 10 minutes walking distance from the subway (Santa Isabel, Line 5), 2 minutes away from the nearest bus station, and 25 min cab ride from the airport.

Superhost
An open living space features a large leather sofa, a distinctive area rug, and a coffee table at its center. Natural light floods through multiple windows, illuminating the wooden staircase leading to a second level. A dining area is visible, showcasing a long wooden table surrounded by chairs.
Home in Pirque
4.78 out of 5 average rating, 260 reviews

"Casa Lucas", Incredible architecture, tinaja.

A minimalist 150 M2 two-story house, unique architecture, it is in the middle of a native forest, totally clear view over the valley, large Tinaja, living room with open kitchen, triple height access hall, two large master bedrooms, super King beds, heating C/Pellet stove, terraces on two levels, grill, Starlink Internet, to go up it is necessary to have a 4x4, if you do not have your car it is stored below and we will take you up *Tinaja is charged separately. *We have massages!

Top guest favourite
The exterior of the house features rustic elements with wooden beams and large windows. Soft lighting from hanging lanterns creates a cozy ambiance. A seating area with colorful cushions is positioned along the stone pathway, enhancing the inviting atmosphere of the outdoor space.
Home in Pirque
5 out of 5 average rating, 18 reviews

Peace and nature

Disfruta de esta acogedora y amplia casa ubicada en los cerros de Pirque, rodeada de un entorno natural único y vistas panorámicas. Contamos con todas las comodidades para estar en pareja, ideal para los amantes de la cocina, el relajo, la tranquilidad y la conexión con la naturaleza. La casa cuenta con un gran espacio de living, comedor y cocina equipados. Relájate en un pozón de piedra, y disfruta de una tinaja caliente (de mayo a octubre) con una vista del valle.

Top guest favourite
A spacious outdoor terrace is furnished with four black chairs, each with cushioned seats. A round wooden table sits at the center, showcasing drinks and snacks. The backdrop features expansive mountain views under a sky filled with wispy clouds.
Home in Pirque
4.96 out of 5 average rating, 48 reviews

Las Riendas / Canelo Shelter

Incredible house in the mountains of the Cajón del Maipo (El Canelo sector) It has spectacular spaces and views. All possible amenities surrounded by nature. Heating through a fireplace, large terrace, master bedroom overlooking the mountain range, and TV with all streaming apps. It has WiFi, board games, books and even a telescope. Requirement to go up with Jeep or 4x4 car / if you don't have one you can order an Uber

Top guest favourite
A spacious living area features a wooden ceiling with exposed beams. Comfortable seating is arranged on a rustic sofa adorned with cushions, and a small table sits in front. Natural light fills the room through large windows, offering views of the surrounding greenery.
Home in El Melocotón
5 out of 5 average rating, 14 reviews

Casa Rio, Cajon del Maipo

Casa Río, ideal for those looking to escape the hustle and bustle of the city. Perfect for couples or families looking for quiet days surrounded by mountains and unmissable views. Fully equipped, it guarantees a perfect stay. In addition, the pool, the quincho and the hot tub offer moments of fun and relaxation outdoors. Close to restaurants and outdoor activities to make the most of the experience in Cajón del Maipo.

Guest favourite
Home in Cajón del Maipo
4.94 out of 5 average rating, 71 reviews

Casa de la Roca

JACUZZI A 33 a 37° PARA 8 PERSONAS Y QUINCHO 32mts2. Vive la naturaleza en esta encantadora casa, ubicada a los pies del cerro y que tiene una gigantesca roca que la habita. Casa concepto abierto con amplios espacios. 4 dormitorios, 2 baños interiores y 1 exterior. Piscina privada 10x5 mts. Hermoso jardín, 2500 mts de terreno con arboles nativos. Acceso al cerro: trekking cuevas del Manzano y escalada libre a los Moais.

Guest favourite
A lush, green yard is framed by trees, with a warm sunset illuminating the sky in soft pinks and purples. The Spanish Colonial villa is partially visible, surrounded by manicured grass and gentle landscaping, showcasing a serene outdoor environment.
Home in Pirque
4.9 out of 5 average rating, 142 reviews

Colonial Villa near Concha y Toro vineyard

🌿 Charming Colonial Villa in the Heart of Chilean Wine Country Welcome to your private oasis in Pirque, nestled on a peaceful 5,000 m² estate lined with fruit trees, just 15 minutes from the iconic Concha y Toro Winery and close to many of the region's top vineyards. Whether you're looking to unwind, explore, or gather with loved ones, this spacious villa offers the perfect blend of nature, comfort, and accessibility.

Guest favourite
A spacious outdoor area features a rectangular swimming pool framed by lush green grass. In the background, a two-story yellow house with large windows complements the natural landscape, while a wooden gazebo with seating is visible nearby.
Home in San José de Maipo
4.86 out of 5 average rating, 111 reviews

A relaxing house with a beautiful view

Summer house or vacation home, ample space. It has a gazebo and a table for your service. Swimming pool. Green areas and shade. On the first floor it has: Living room (cable TV), dining room, 1 bathroom, 1 room with a full bed, equipped kitchen. The second floor has: 3 bedrooms; 1 double bed, 2 rooms with a trundle bed, 1 living room with a sofa bed. 1 bathroom and a large terrace. PARTIES ARE NOT ALLOWED!

Superhost
Home in Paine
4.86 out of 5 average rating, 272 reviews

House in Aculeo

Spectacular house on the north shore of the Aculeo lagoon. Just 1 hour from Santiago and in the middle of a forest of native trees, stone paths and a beautiful garden with a swimming pool is this wonderful house with modern architecture. Here you can relax with the best views of the lagoon, the restorative silence of nature or simply enjoy a conversation around the fire. SEE HOUSE RULES BEFORE RENTING!

Top guest favourite
Home in Pirque
5 out of 5 average rating, 16 reviews

Loft in the Cordillera, Pirque

An exclusive retreat at 1,000 meters above sea level, deep in the Andes, where silence, nature, and time work in your favor. Surrounded by the Andes mountains, with the Central Valley as a breathtaking backdrop, our Loft is much more than just a place to stay. It’s an experience created exclusively for couples who want to disconnect, celebrate something special, or simply enjoy being togethe

Popular amenities for house rentals in San José de Maipo

When is the best time to visit San José de Maipo?

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Avg. price$175 SGD$180 SGD$161 SGD$146 SGD$141 SGD$150 SGD$162 SGD$158 SGD$160 SGD$147 SGD$150 SGD$170 SGD
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Quick stats about house rentals in San José de Maipo

  • Total holiday rentals

    Explore 190 holiday rentals in San José de Maipo

  • Nightly prices starting at

    San José de Maipo holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    150 of San José de Maipo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San José de Maipo rentals

  • 4.8 Average rating

    San José de Maipo stays are highly rated by guests – averaging 4.8 out of 5!

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