Book Holiday Homes in O'Higgins Region

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Featured Holiday Homes in O'Higgins Region

Oceana Suites - Laguna Aculeo

Oceana Suites - Laguna Aculeo

2 out of 5
Parcela 24 Paine Santiago Metropolitan Region
With a stay at this vacation home in Paine, you'll be 16.8 mi (27 km) from Eventos Aromos and 22.1 mi (35.5 km) from Monticello Grand Casino and Convention ...
Opens in a new windowOceana Suites - Laguna Aculeo
Casas Punta Costanera

Casas Punta Costanera

3.5 out of 5
Av Costanera 1370 Pichilemu
When you stay at Casas Punta Costanera in Pichilemu, you'll be near the beach, within a 5-minute drive of Pichilemu Language School and Pichilemu Beach.
Opens in a new windowCasas Punta Costanera
preciosa casa en pichilemu vista al mar

preciosa casa en pichilemu vista al mar

pichilemu
The price is AU$412 per night from 1 Jan to 2 Jan
AU$412
1 Jan - 2 Jan 2026
A stay at this vacation home places you in the heart of Pichilemu, a 3-minute drive from Pichilemu Language School and 6 minutes from Pichilemu Beach.
Opens in a new windowpreciosa casa en pichilemu vista al mar
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Santiago Wine Country Casita – Steps from Don Melchor Winery

Santiago Wine Country Casita – Steps from Don Melchor Winery

Santiago Santiago Metropolitan Region
The price is AU$434 per night from 23 Jan to 24 Jan
AU$434
23 Jan - 24 Jan 2026
Located in Pirque, this vacation home is in a rural location, within a 10-minute drive of Aguas Panimavidas and Concha Y Toro Winery.
Opens in a new windowSantiago Wine Country Casita – Steps from Don Melchor Winery
Scenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery

Scenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery

Santiago, Santiago Región Metropolitana
Located in Pirque, this vacation home is on a river, within a 10-minute drive of Aguas Panimavidas and Concha Y Toro Winery.
Opens in a new windowScenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery
Espectacular Casa a Orillas del Lago Rapel

Espectacular Casa a Orillas del Lago Rapel

El Manzano O'Higgins
Located in Las Cabras, this vacation home is a 2-minute drive from Lago Rapel and 7 minutes from Gosan Class Classic Motorcycle Museum.
Opens in a new windowEspectacular Casa a Orillas del Lago Rapel
Espacio Arenales

Espacio Arenales

2 out of 5
Los Arenales, 10 Paine Región Metropolitana
The price is AU$288 per night from 28 Dec to 29 Dec
AU$288
28 Dec - 29 Dec
With a stay at this vacation home in Paine, you'll be in the mountains, and 11.7 mi (18.8 km) from Eventos Aromos and 17 mi (27.3 km) from Monticello Grand Casino ...
Opens in a new windowEspacio Arenales
Playa Lobos Casas & Clubhouse

Playa Lobos Casas & Clubhouse

4 out of 5
Camino Público a Cahuil # 3651 Pichilemu
When you stay at Playa Lobos Casas & Clubhouse in Pichilemu, you'll be on the beach, within a 5-minute drive of Punta de Lobos Beach and Lobos Point.
Opens in a new windowPlaya Lobos Casas & Clubhouse
Spacious 5-bedroom house with amenities near San Fernando, Chile

Spacious 5-bedroom house with amenities near San Fernando, Chile

San Fernando O'Higgins
With a stay at this vacation home in San Fernando, you'll be within a 5-minute walk of Plaza de San Fernando and Iglesia de San Francisco.
Opens in a new windowSpacious 5-bedroom house with amenities near San Fernando, Chile
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

O'Higgins Region Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our O'Higgins Region vacation homes are the perfect way for you to wing it.

Holiday houses in O'Higgins Region let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of O'Higgins Region in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local O'Higgins Region adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in O'Higgins Region with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of O'Higgins Region vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

O'Higgins Region Holiday Homes essential information

Accommodation
38 Holiday Homes
Lowest Price
AU$149
Highest Price
AU$1,041
Popular accommodation
Oceana Suites - Laguna Aculeo, Casas Punta Costanera, preciosa casa en pichilemu vista al mar, Santiago Wine Country Casita – Steps from Don Melchor Winery, Scenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery, Espectacular Casa a Orillas del Lago Rapel, Espacio Arenales, Playa Lobos Casas & Clubhouse, Spacious 5-bedroom house with amenities near San Fernando, Chile

Top trending hotels in O'Higgins Region

Vik Chile

Vik Chile

5 out of 5
Valle de Millahue San Vicente O'Higgins
The price is AU$1,041 per night from 12 Jan to 13 Jan
AU$1,041
12 Jan - 13 Jan 2026
Located in San Vicente, Vik Chile is in a national park, within a 15-minute drive of Viña Vik and Millahue Valley.
Opens in a new windowVik Chile
Santa Cruz Plaza

Santa Cruz Plaza

4 out of 5
Plaza De Armas 286 Santa Cruz O'Higgins
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 28 Dec to 29 Dec
AU$191
28 Dec - 29 Dec
A stay at Santa Cruz Plaza places you in the heart of Santa Cruz, steps from Plaza de Armas and 3 minutes by foot from Museo de Colchagua.
Opens in a new windowSanta Cruz Plaza
Diego De Almagro Rancagua

Diego De Almagro Rancagua

3 out of 5
Av.Libertador Bernardo O'Higgins 34 Rancagua O'Higgins
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 23 Jan to 24 Jan
AU$149
23 Jan - 24 Jan 2026
A stay at Diego De Almagro Rancagua places you in the heart of Rancagua, a 3-minute drive from Estadio El Teniente and 7 minutes from Speedkart.
Opens in a new windowDiego De Almagro Rancagua
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Hotel Terrado Rancagua

Hotel Terrado Rancagua

2.5 out of 5
290 Avenida Alberto Einstein Rancagua Racagua
Fully refundableReserve now, pay when you stay
With a stay at Hotel Terrado Rancagua in Rancagua, you'll be within a 5-minute drive of Reserva Nacional Rio Cipreses and Estadio El Teniente.
Opens in a new windowHotel Terrado Rancagua
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More ways to explore O'Higgins Region

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