
House holiday rentals in San Bernardo
Find and book unique houses on Airbnb
Quick stats about house rentals in San Bernardo

Total holiday rentals
Explore 90 holiday rentals in San Bernardo

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of San Bernardo holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Bernardo rentals

4.7 Average rating
San Bernardo stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in San Bernardo
Guests agree: These houses are highly rated for location, cleanliness and more.

Beautiful Country and Mountain House
Disconnect in a beautiful and spacious country house in the mountains, outdoor cabin, with a quincho, gardens and swimming pool, steps from the Río Clarillo Reserve, only 40 minutes from Santiago, 20 minutes from Viñas such as Concha and Toro, Haras de Pirque, Santa Rita, 40 minutes from San José de Maipo, beautiful trails; with security and golf club, birdwatching area, beautiful view of Cerro Blanco (Cerro el Indio) and Cerro el Corazón; beautiful view of the sky because it is a place protected from light pollution

House for 5 people• 2 bathrooms•Large garden•A/C•2 parking spaces
Casa para 5 personas en 2 dormitorios + living: 1 cama matrimonial, 3 individuales. 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. esta prohibido fumar dentro del alojamiento, multa de 100 dólares por aire acondicionado, Ubicada en La Florida con bus a 30m. Cerca de Estadio Bicentenario, oulet Florida.

Casona Alto Jahuel
Casa Colonial campestre a 45 minutos de Santiago en Paine con 5 habitaciones más una habitación de servicio, salón de juegos, parque. Incluye sábanas y toallas (piso y manos). Son 4 habitaciones con cama matrimonial, una habitación con 3 camas individuales y otra habitación de servicio con cama individual. Está prohibido fumar al interior de la casa y hacer cualquier tipo de fiestas. La piscina está con reja de seguridad para niños y todo el perimetro está con cerco hermético y seguro.

Casona de Pirque
Te invitamos a visitar Casona de Pirque! Es una casa amplia y muy cómoda, donde no te faltará nada para relajarte y descansar! Nuestra casa tiene capacidad para 20 personas! Ideal para grupos donde el objetivo sea reunirse y estar juntos! Podrás disfrutar de nuestras amplias zonas de terraza, piscina, quincho o fogón bajo los arboles! Ubicada en una zona segura a pasos del castillo Majadas de Pirque y muy cerca de inumerables atractivos turisticos y viñas. (No se arrienda para eventos!)

Casa Caupolicán, Barrio Italia
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.

Spacious 5-bedroom house • 12 beds • 14 people
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

Independent House/Annex with Private Patio
A peaceful and completely private place in Santiago. Enjoy Santiago from a comfortable and quiet independent apartment, ideal for relaxing after exploring the city. Located in a safe residential neighborhood, with a private patio and excellent access to the Plaza Egaña and Simón Bolívar metro stations, and a shopping mall with essential services. Perfect for small families, couples, or business travelers seeking tranquility without being far from everything.

Casa con piscina y quincho 10 personas C. de Tango
Escápate de la rutina y disfruta de una amplia casa con piscina privada (no calefaccionada), quincho y áreas verdes, a solo 30 minutos de Santiago. Ideal para familias, amigos o viajes de trabajo que buscan tranquilidad, comodidad y privacidad. Capacidad para hasta 10 huéspedes comodamente, con estacionamiento privado (4), cocina equipada y todo lo necesario para una estadía inolvidable. ¡Reserva y vive una experiencia única en Calera de Tango!

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

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.

Peace and nature
Enjoy this cozy and spacious house located in the hills of Pirque, surrounded by a unique natural environment and panoramic views. We have all the comforts to be a couple, ideal for lovers of cooking, relaxation, tranquility and connection with nature. The house has a large living space, equipped dining room and kitchen. Relax in a stone hot tub and enjoy a hot water jug (from May to October) with a view of the valley.

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 San Bernardo house rentals
House rentals with a pool

Casa El Golf · Exclusive and Safe Neighborhood

House with Jacuzzi for 9 people

Large Family House (5D) Quincho-Pool-Las Condes

Maipo Terraces

Nice and safe house in Las Condes: BBQ and Pool

Lacasajacuzzii

Beautiful and Big House in La Florida

Country house in Malloco
Weekly house rentals

Exclusive hideaway in La Dehesa

Cabin in Pirque among Vineyards | Tinaja and Pool

Beautiful Home in Las Vertientes.

Duplex apartment in Providencia, Costanera Center

Comfortable house with an excellent location.

Nice house

Casa Giovanna. Equipped with its own parking space in Santiago

Comfortable house in Providencia
Private house rentals

Depto.Interior/Estacionamiento Private/Metro Steps

Romantic Getaway + Unlimited Spa Access

Large house next to the road to ski resorts

F3.0 Casa Metro Rojas Magallanes, groups, stadium

House in Quinchamali Mall Sport / La Dehesa Entrance

Entire House 5 D 2 B and parking

Hermosa y acogedora casa+estacionamiento+ Patio

Lujosa Casa Hacienda El Peñón | Seguridad y Vistas
When is the best time to visit San Bernardo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $54 NZD | $60 NZD | $46 NZD | $46 NZD | $56 NZD | $68 NZD | $43 NZD | $43 NZD | $51 NZD | $43 NZD | $66 NZD | $54 NZD |
| Avg. temp | 22°C | 21°C | 20°C | 16°C | 13°C | 10°C | 10°C | 11°C | 13°C | 16°C | 19°C | 21°C |
Destinations to explore
- Providencia Holiday rentals
- Viña del Mar Holiday rentals
- Las Condes Holiday rentals
- Santiago Centro Holiday rentals
- Ñuñoa Holiday rentals
- Concepción Holiday rentals
- Concón Holiday rentals
- Valparaíso Holiday rentals
- Mendoza Holiday rentals
- Maitencillo Holiday rentals
- La Florida Holiday rentals
- Algarrobo Holiday rentals
- Cajón del Maipo
- Movistar Arena
- Valle Nevado Ski Resort
- Farellones
- La Parva
- Estadio Nacional Julio Martinez Pradanos
- Costanera Center
- Parque Arauco
- Sky Costanera
- Estadio Bicentenario La Florida
- Escuela Militar
- Estadio Monumental
- Termas Valle De Colina
- Teatro Caupolican
- Fantasilandia
- La Moneda Palace
- El Colorado
- Los Leones
- Plaza de Armas of Santiago
- Plaza Ñuñoa
- Monticello Grand Casino
- Fundación Arturo López Pérez Falp
- Mall Plaza Egaña
- Clarillo River





