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Holiday rentals in San Bernardo

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Top-rated holiday rentals in San Bernardo

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

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Guest favourite
A tranquil night scene showcases a geometric structure with subtle lighting, positioned on a hillside. A panoramic view of the valley is visible, with city lights twinkling in the distance beneath a softly fading sky.
Dome in Calera de Tango
4.93 out of 5 average rating, 98 reviews

Paramuna

Conecta con la naturaleza en esta escapada inolvidable, con una linda vista al Valle del Maipo, con tinaja agua caliente para toda la noche ideal para la desconexión, sector totalmente privado, incluye tinaja es autoservicio se deja un saco de leña y astillas a disposición, el precio publicado es por 2 huéspedes, se paga un extra de 7.500 pesos por huésped extra, también cuenta con binoculares ( 650 metros de altura), llegando al estacionamiento se necesita bajar unas escalas al domo

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, 139 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.

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, 122 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.

Top guest favourite
A dining area is shown, featuring a round table surrounded by modern chairs. A wooden sideboard with decorative items is visible, while large windows frame a cityscape at dusk. Soft lighting illuminates the space, enhancing a cozy ambiance.
Flat in Santiago
4.99 out of 5 average rating, 195 reviews

Comfortable apartment in Parque Forestal Santiago

Relax in a comfortable and spacious apartment located on the eighth floor of a high-end building, in Santiago's most elegant neighborhood, surrounded by luxury hotels and steps away from the Museum of Fine Arts and the forest park. A completely clear view towards Santa Lucía Hill and Lastarría and Bellas Artes neighborhoods from your balcony. Fully equipped with everything you need and high quality to spend a perfect and comfortable family stay in this peaceful place.

Top guest favourite
A comfortable sleeping area is showcased, featuring a spacious bed adorned with neutral-colored bedding. Two bedside lamps provide soft lighting, while potted plants enhance the natural feel of the room. A stylish area rug lies beneath the bed, complementing the warm wood tones of the floor.
Flat in Santiago
4.99 out of 5 average rating, 117 reviews

Welcome to Santiago/metro Toesca

Disfruta de la comodidad que ¡Welcome to Santiago! tiene preparado para ti, conoce los lugares icónicos de la ciudad, estamos a 5 minutos del metro estación TOESCA, a 15 del Movistar Arena, a 10 del parque de diversiones Fantasilandia y a pasos del parque O'Higgins. Contamos con todo lo necesario para que tu estadía sea lo más cómoda posible, cocina, baño y living-comedor totalmente equipadas. Atención!! La temporada de piscina inicia el 24 de noviembre del 2025

Top guest favourite
A modern kitchen is presented with a glass dining table surrounded by four light-colored chairs. Natural light illuminates the space, highlighting sleek cabinetry and stainless steel appliances. A kettle and bouquet of flowers are positioned on the table, adding a fresh touch to the minimalist environment.
Flat in La Cisterna
4.95 out of 5 average rating, 37 reviews

Cozy apartment, with a very good connection.

Relájate en este espacio tan tranquilo y elegante y ven a disfrutar de este gran departamento nuevo, en cual cuenta con todas las comodidades que necesitas. -Cocina y horno eléctrico. - sofá -Refrigerador -Microondas - Estufa electrica - Ventilador - Hervidor eléctrico - Televisión - Wifi ( YouTube, IPTV) - terraza - Cama 2 plazas - Baño en habitacion, tina. - closet - Gimnasio - Lavandería - Piscina (Temporada en curso) - Departamento SIN estacionamiento

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, 144 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
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, 140 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, 232 reviews

Casa AcadioTemazcal

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.

Top 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
4.86 out of 5 average rating, 133 reviews

Pirque Private Dome Countryside and luxury

A different experience in a newly renovated wooden dome, it has air conditioning, is really beautiful, has mountain views, 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 valley, at the foot of the mountains, excellent places to have lunch or eat such as the "ESKENAZO" 7 minutes from the dome.

Guest favourite
A modern dining area is visible, featuring a table set for four with glassware. Two round, woven stools are positioned nearby. Large windows allow natural light to fill the space, showcasing a view of the surrounding buildings and greenery. A cozy sofa invites relaxation.
Flat in Santiago
4.87 out of 5 average rating, 106 reviews

Luxury 1D/1B apartment with 1E in Florida

Enjoy a modern space full of details in La Florida. This 1 bedroom/1 bathroom apartment is in front of the Plaza Vespucio Mall and steps from the subway, ideal for resting, working or a weekend getaway. Equipped with everything you need: a full kitchen, fast WiFi, a terrace, TV, and private parking. Perfect for couples or discerning travelers seeking comfort, style, and a good location.

Superhost
A modern living area features a comfortable sofa adorned with a red blanket, accompanied by a stylish coffee table and a potted plant. The kitchen area includes sleek cabinetry and modern appliances, while artwork and decorative lighting enhance the space.
Flat in Maipú
4.92 out of 5 average rating, 135 reviews

2BR Apt · WiFi · 24/7 Check-in · 10 min Airport

Enjoy a comfortable 2-bedroom apartment just 10 minutes from Santiago Airport. Perfect for travelers and families. Fast WiFi, fully equipped kitchen, and 24/7 self check-in with a smart lock. Safe building with parking and great access to highways. Ideal for short stays, work trips, or long layovers. Feel at home while staying close to everything.

Popular amenities for San Bernardo holiday rentals

When is the best time to visit San Bernardo?

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Frequently Asked Questions

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

    San Bernardo has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 pet-friendly vacation rentals in San Bernardo?

    Four-legged friends are welcome in San Bernardo. Choose from more than 40 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 70 vacation rentals in San Bernardo featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in San Bernardo, available on Airbnb. Make a splash and soak up the sun in style!

  • 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 330 vacation rentals in San Ramón, over 610 vacation rentals in San Bernardo, and over 110 vacation rentals in Padre Hurtado.

  • 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.

  • Do condo rentals in San Bernardo have a kitchen?

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

  • 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.

  • Do house rentals in San Bernardo have free parking?

    Absolutely! We offer over 50 house rentals with free parking in San Bernardo. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in San Bernardo

  • Total holiday rentals

    Explore 190 holiday rentals in San Bernardo

  • Verified guest reviews

    Over 2,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    170 of San Bernardo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Bernardo rentals

  • 4.8 Average rating

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