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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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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, 261 reviews

"Casa Lucas", Incredible architecture, tinaja.

Casa minimalista 150 M2 de dos pisos, arquitectura única, esta al medio de un bosque nativo, vista totalmente despejada sobre el valle, amplia Tinaja, living comedor con cocina abierta, hall de acceso de triple altura, dos amplios dormitorios principales, camas super King, calefacción C/Estufa a pellet, terrazas en dos niveles, parrilla a gas, WIFI Starlink, para subir es necesario 4x4, si no tienen su auto queda guardado abajo y nosotros los subimos *Tinaja c/cobro adicional. *Tenemos masajes !

Top guest favourite
A cozy living area features a wooden accent wall, with a comfortable sofa and modern armchair. A rug with geometric patterns lies on the tiled floor, while gentle lighting from a nearby lamp creates a soft ambiance. Potted plants add a touch of greenery.
Home in Quillota
4.99 out of 5 average rating, 200 reviews

CasaVerde; Campo, privacidad y desconexión

¡NUESTRO ÚLTIMO AÑO ALOJANDO! CASAVERDE Quillota. Un refugio de vida simple. 🌿 Cómoda cabaña para 4 personas CAMA KING + litera TOTAL Privacidad AMPLIO patio y estacionamiento privado. Todo es privado! Nada es compartido. Sector rural, tranquilo y con conectividad. A 1 minuto de almacén rural y a 9 minutos de polo comercial, Jumbo y conexión con carreteras!🍃 Corral con gallinas Wifi rural *Servicio adicional de Tinaja de agua caliente* consulte valores. incluye leña de regalo para chimenea

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, 105 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.

Guest favourite
Home in La Florida
4.92 out of 5 average rating, 220 reviews

Amplia Casa de 5 dormitorios•12 camas•14 personas

Espectacular casa de 2 pisos en condominio con estacionamiento para 3 vehículos, quincho y piscina privados. 1 piso: - Dormitorio con cama King y baño privado con ducha - Dormitorio con litera - Cocina - Living y comedor 2 piso: - Dormitorio con cama de 2 plazas y cama individual - Dormitorio con litera nido y 1 cama individual - Dormitorio con cama nido y cama individual - Baño con ducha Patio con quincho, piscina y baño exterior Casa totalmente equipada con sabanas y toallas

Superhost
Two glasses are placed near the edge of a hot tub, surrounded by a misty atmosphere. In the background, the illuminated pool and outdoor seating area are visible, showcasing a lush, green landscape under subtle nighttime lighting.
Home in Olmué
4.85 out of 5 average rating, 105 reviews

Enjoy comfort in the countryside

“Escape to the tranquility of the countryside! Enjoy a relaxing Jacuzzi with hydromassage or immerse yourself in our hot tub under a starry sky, in total privacy. This modern house offers all the comfort for you and your family, with a spectacular view of La Campana hill. The bedrooms and spacious living/dining room with an equipped kitchen provide comfort, while its north-facing orientation guarantees natural light and warmth throughout the day. Your private retreat awaits!”

Guest favourite
A serene outdoor area is highlighted by a sparkling turquoise pool surrounded by lush greenery. Flowering plants frame the view, while spacious windows and wooden decking complement the tranquil setting. Comfortable seating is positioned nearby, offering a peaceful spot to relax.
Home in Olmué
4.89 out of 5 average rating, 128 reviews

House with a swimming pool and hot tub in Olmué

Ideal for enjoying a family atmosphere in a quiet neighborhood. • Parties are not allowed • Mark the exact number of people when booking • The use and heating of the tinaja has an additional cost, because it is optional • Visitors must be consulted in advance and depending on the case there may be an additional charge • We accept up to 2 small pets that behave well Please read the full description for more info, and ask if you have any questions!!

Superhost
A bright and airy living area features large windows that bring in natural light and showcase surrounding greenery. A wooden table is paired with chairs, while a sofa offers comfortable seating. The warm wood beams of the ceiling contribute to the inviting ambiance.
Home in San José de Maipo
4.87 out of 5 average rating, 83 reviews

Cabaña Entre Cumbres /Rest and Jacuzzi

An exclusive retreat in the heart of Cajón del Maipo. Nestled on the slopes of the impressive hills of Cajón del Maipo, our cabin is the perfect getaway to disconnect and recharge. Just minutes from downtown San José de Maipo. We invite you to venture into this corner of the Maipo Valley and enjoy our jacuzzi, whether you're looking for a romantic retreat, a wellness getaway or simply a corner to breathe fresh air and forget about stress.

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, 49 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

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, 143 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, 19 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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$176 SGD$181 SGD$162 SGD$146 SGD$141 SGD$150 SGD$163 SGD$159 SGD$160 SGD$147 SGD$150 SGD$171 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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