Book Holiday Homes in O'Higgins Region

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in O'Higgins Region

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.
Casas Punta Costanera
Scenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery

Scenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery

Santiago, Santiago
Located in Pirque, this vacation home is on a river, within a 10-minute drive of Aguas Panimavidas and Concha Y Toro Winery.
Scenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery
preciosa casa en pichilemu vista al mar

preciosa casa en pichilemu vista al mar

pichilemu
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.
preciosa casa en pichilemu vista al mar
Save an average of 15% on thousands of hotels when you're signed in
Espectacular Casa a Orillas del Lago Rapel

Espectacular Casa a Orillas del Lago Rapel

El Manzano
Located in Las Cabras, this vacation home is a 2-minute drive from Lago Rapel and 7 minutes from Gosan Class Classic Motorcycle Museum.
Espectacular Casa a Orillas del Lago Rapel
Santiago Wine Country Loft – Steps from Don Melchor Winery

Santiago Wine Country Loft – Steps from Don Melchor Winery

Santiago
Located in Pirque, this vacation home is in a rural location, within a 10-minute drive of Aguas Panimavidas and Concha Y Toro Winery.
Santiago Wine Country Loft – Steps from Don Melchor Winery
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.
Playa Lobos Casas & Clubhouse
Spectacular beach view, modern beach house with Hot tub and cozy spaces

Spectacular beach view, modern beach house with Hot tub and cozy spaces

O'Higgins
This vacation home is located in Litueche.
Spectacular beach view, modern beach house with Hot tub and cozy spaces
Hostel Turismo San Vicente Tagua Tagua

Hostel Turismo San Vicente Tagua Tagua

San Vicente de Taguatagua
With a stay at this vacation home in San Vicente, you'll be within a 5-minute drive of San Vicente Square and TreMonte Winery / Vina TreMonte.
Hostel Turismo San Vicente Tagua Tagua
Mountain House immersed in Native Forest

Mountain House immersed in Native Forest

El Ingenio
When you stay at this vacation home in San José de Maipo, you'll be on a river and 12 minutes by car from Las Animas Waterfall.
Mountain House immersed in Native Forest
Don't see what you're looking for?
See all available properties in O'Higgins Region
View all properties
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
36 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Casas Punta Costanera, Scenic Mountain Retreat in Santiago Wine Country near Don Melchor Winery, preciosa casa en pichilemu vista al mar, Espectacular Casa a Orillas del Lago Rapel, Santiago Wine Country Loft – Steps from Don Melchor Winery, Playa Lobos Casas & Clubhouse, Spectacular beach view, modern beach house with Hot tub and cozy spaces, Hostel Turismo San Vicente Tagua Tagua, Mountain House immersed in Native Forest

Top trending hotels in O'Higgins Region

Vik Chile

Vik Chile

5 out of 5
Valle de Millahue, San Vicente, O'Higgins
Located in San Vicente, Vik Chile is in a national park, within a 15-minute drive of Viña Vik and Millahue Valley.
Vik 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
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.
Santa Cruz Plaza
Hotel Terrado Rancagua

Hotel Terrado Rancagua

3 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.
Hotel Terrado Rancagua
Save an average of 15% on thousands of hotels when you're signed in
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
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 Reserva Nacional Rio ...
Diego De Almagro Rancagua
Don't see what you're looking for?
See all available properties in O'Higgins Region
View all properties
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

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.