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Holiday houses in San Bernardo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Bernardo

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

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Superhost
A bright living area features a blue sofa adorned with two decorative pillows, complemented by a minimalistic coffee table. Natural light floods through large glass doors, which lead to a small balcony. Lush greenery adds a touch of nature beside the sofa.
Apartment in San Miguel
4.87 out of 5 average rating, 100 reviews

Fully Equipped Apartment Close to Metro Futon + WiFi 

Cozy and bright apartment with balcony, equipped with a queen bed and a futon for a third guest. Full Equiped Kitchen Wi-Fi 500 Mbps Smart TV Free luggage storage Pet-friendly Just 3 minutes from the Departmental Metro, supermarkets, restaurants and cafes are within walking distance. Central highway just 5 minutes away. Enjoy a gym, barbecue areas, and self-service laundry in a safe residential building with 24/7 concierge. Great for couples and long stays. Book and experience Santiago as if you were at home!

Guest favourite
A rustic cabin is set within a natural landscape, featuring a thatched roof and surrounded by trees. A stone-paved area with gravel leads up to the cabin, while a hot tub is visible nearby, offering a relaxed outdoor space.
Cottage in Pirque
4.95 out of 5 average rating, 129 reviews

Modern cabin with a hot tub

Escape to Tranquility in Our Cabin with Private Hot Tub in Pirque We invite you to discover tranquility at a cabin near Santiago. Located in Pirque, home to Chile's most iconic vineyards and just minutes away from the majestic Río Clarillo National Park, our cabin offers a modern retreat where relaxation takes the spotlight. Enjoy the privacy of your own oasis with a hot tub equipped with hydrotherapy. The cabin is designed to blend modern comfort with the natural charm of Pirque.

Top Guest favourite
The exterior of a charming cabin is shown, featuring a sloped roof and wooden accents. Lush greenery surrounds the property, with flowering shrubs in the foreground. A small patio with seating is visible, complementing the peaceful setting.
Cabin in Alto Jahuel
4.93 out of 5 average rating, 116 reviews

Beautiful cabin, Maipo Valley Chile, wineyard zone

If you want accommodation on the wine route of Maipo Valley, Chile, this location is ideal, private cabin in a family house located on a farm of 5,000 square meters, access to the services you require, laundry, pool and gardens. Preparation of roasts and typical meals, upon request. Located in the village of Alto Jahuel, 38 kms. south of downtown Santiago, mobilization at the door of the condominium. Easy access to vineyards in the sector, even some can be reached by foot.

Guest favourite
A seating area features a gray futon adorned with two orange cushions, complemented by a green chair beside a glass table. Natural light streams in through large windows, which are dressed with gray curtains, revealing views of the surrounding buildings.
Apartment in La Cisterna
4.88 out of 5 average rating, 108 reviews

Dpto. Luminoso a Pasos Metro | Estacionamiento

Vive una gran experiencia en un ambiente lleno de luz y diseño. Ubicado a solo media cuadra del Metro, con conexión inmediata a autopistas y servicios, ofrece la mezcla perfecta entre comodidad y ubicación estratégica. Incluye estacionamiento gratuito y capacidad para 4 personas. Destacados: • Acceso: Ingreso autónomo con cerradura inteligente y conserjería 24/7. • Equipamiento: WiFi rápido, Smart TV, sábanas y toallas. • Extras: Lavandería, áreas verdes. y juegos

Guest favourite
A wooden deck features two lounge chairs positioned by a pool, overlooking a scenic view of mountains and greenery. The sky is partly cloudy, enhancing the natural beauty of the surroundings.
Shipping container in Maipo
4.92 out of 5 average rating, 118 reviews

connect with nature

Welcome to our lodge in nature, a sanctuary in the foothills, perfect for escaping the routine. Wake up to fresh air and the melody of birds, surrounded by nearby vineyards. Relax by the pool with breathtaking views and enhance your experience by immersing yourself in a hot tub under the starry sky. An idyllic natural setting for meditation in the pyramid and to experience the well-being of our quartz bed. Discover tranquility and the beauty of nature here.

Guest favourite
Apartment in La Cisterna
4.94 out of 5 average rating, 33 reviews

Cozy apartment, with a very good connection.

START OF THE SWIMMING POOL SEASON!!! Relax in this quiet and elegant space and come and enjoy this great new apartment, in which it has all the comforts you need. -Coker and electric oven. - sofa -Refrigerator -Microwave - Electric stove -Blower - Electric kettle - TV - WiFi ( YouTube, IPTV) - terrace - 2-seater bed Bathroom in room, tub - closet - Gym - Laundry - Pool (Season in progress) - Department WITHOUT parking

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, 134 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.

Top Guest favourite
A modern house is perched on stilts, surrounded by lush greenery. The design features a spacious terrace that extends outward, providing elevated views of the natural landscape. Sunlight filters through the trees, enhancing the connection between indoor and outdoor spaces.
Hut in San José de Maipo
4.99 out of 5 average rating, 215 reviews

AcadioTemazcal House

10 minutes from the city, exclusive privacy. We are not an inn or a hotel, we are a private rural property where guests come and go, we do not have a reception or room service. "The Temazcal" a pleasure that few know, purifies and oxygenates the skin, relieves muscle aches, clears the respiratory tract, physical and spiritual benefits. A white quartz bed will balance the energy. An outdoor shower for purification.

Guest favourite
A wooden dome structure is shown with a large deck, surrounded by trees and grass. The sky is painted with warm hues of orange and pink during sunset, creating a serene backdrop. A table and chairs are visible on the deck, inviting relaxation.
Dome in Pirque
4.85 out of 5 average rating, 119 reviews

Pirque Private Dome Countryside and luxury

Different experience in a newly renovated wooden dome, has air for air conditioning, really beautiful , overlooking the mountains , absolute tranquility , total privacy in a place of relaxation and disconnection. A magical place to go as a couple , close to vineyards , walks in the maipo drawer, at the foot of the mountains , great places to have lunch or eat like the "ESKENAZO" 7 minutes from the dome .

Guest favourite
Home in La Florida
4.94 out of 5 average rating, 143 reviews

Pool overlooking the Cordillera, 2 parking lots

Enjoy the simplicity and vibe of this space with style and soul, perfect for resting, disconnecting and relaxing... The house is 2 floors and is fully equipped, it has an incredible view of the Andes Mountains. Located a few steps from the Bicentennial Stadium, mall and Avenida La Florida, Vivo Outlet, supermarkets, pharmacies, restaurants and 2 km from the Panul Forest.

Guest favourite
A charming cabin is nestled among lush trees, accessible via a wooden path. The cabin features large windows and a sloped roof, blending harmoniously with the surrounding nature. The vibrant foliage creates a serene backdrop, emphasizing the retreat's secluded atmosphere by the river.
Guesthouse in San José de Maipo
4.93 out of 5 average rating, 319 reviews

Cozy riverside tiny house, Cajón del Maipo

Cozy cabin on the banks of the Maipo River, it has a full bathroom. Fully equipped cabin. Rustic style decoration. Tiny house-style cabin. --- Cozy cabin on the banks of the Maipo River, has a full bathroom. Fully equipped cottage. Rustic-style decoration. Tiny house-style cottage.

Top Guest favourite
A wooden cabin features large windows and a welcoming porch, surrounded by green foliage and vibrant plants. The raised deck is bordered by a wooden railing, providing a cozy outdoor space for relaxation. A tree complements the natural setting.
Cabin in Padre Hurtado
4.96 out of 5 average rating, 282 reviews

Cozy Cabin for couples fully equipped

Nice country sector I also offer with values prior coordination, the services of: -Transferry to and from the airport -Travels in and out of santiago. Fast food spots and supermarkets are nearby, approximately 30 minutes from the airport

Popular amenities for San Bernardo holiday rentals

When is the best time to visit San Bernardo?

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Avg. price$68 NZD$71 NZD$68 NZD$66 NZD$69 NZD$64 NZD$68 NZD$66 NZD$71 NZD$73 NZD$69 NZD$75 NZD
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Frequently Asked Questions

  • Where should I stay in San Bernardo?

    Make yourself at home in San Bernardo by choosing from our most frequently booked neighborhoods. We have over 320 vacation rentals in San Ramón, over 580 vacation rentals in San Bernardo, and over 100 vacation rentals in Padre Hurtado.

  • Are there vacation rentals with a dedicated workspace in San Bernardo?

    Yes! Work meets play with ease at over 60 vacation rentals in San Bernardo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in San Bernardo have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in San Bernardo. Enjoy a tailored experience with all the comforts you desire.

  • Are there San Bernardo vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in San Bernardo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in San Bernardo have a kitchen?

    Absolutely! We offer over 70 house rentals with a kitchen in San Bernardo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in San Bernardo have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in San Bernardo. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in San Bernardo?

    Experience the best of San Bernardo with our condo rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in San Bernardo?

    San Bernardo has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in San Bernardo have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in San Bernardo. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in San Bernardo?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with a kitchen, over 10 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in San Bernardo

  • Total holiday rentals

    Explore 190 holiday rentals in San Bernardo

  • Verified guest reviews

    Over 2,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    160 of San Bernardo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across San Bernardo rentals

  • 4.8 Average rating

    San Bernardo stays are highly rated by guests—averaging 4.8 out of 5!