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Holiday houses in Lolol

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Top-rated holiday rentals in Lolol

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Top Guest favourite
Place to stay in Pichilemu

Contemplative House

Perched on the hills of Pangal, Casa Contemplatorio offers panoramic views of the Pacific and unforgettable sunsets in a peaceful, private setting. Guests love the tranquility, cozy design, and the feeling of being immersed in nature while just minutes from Pichilemu and Punta de Lobos. Powered by solar energy and reuse water for irrigation, this warm and inviting home combines comfort with sustainability. It’s the perfect escape to relax, recharge, and reconnect with nature in style. 🌅🌿

FamilyLocationAccess

4.98 out of 5 average rating, 104 reviews
Guest favourite
Home in Pichilemu

Cahuil Design Balcony (WiFi) Couples

Discover Casa Balcón Design, a modern retreat in the middle of the Cáhuil forest, just minutes from Pichilemu and Punta de Lobos. It has Starlink WiFi. Designed to blend architecture, nature, and comfort, its glass and wood structure opens onto a suspended terrace with panoramic views of the natural surroundings. Located in the exclusive Balcón de Cáhuil sector, the house combines contemporary design and absolute tranquility, with quick access to beaches, salt flats, and local cuisine.

LocationFamilyKitchen

4.98 out of 5 average rating, 53 reviews
Guest favourite
A bright living area features a large window framing scenic views of rolling hills and vineyards. A cream-colored sofa is arranged with decorative pillows, while a dark coffee table holds plants and decorative items. Natural light enhances the inviting space.
Home in Millahue de Apalta

House on a private vineyard with panoramic views

Contemporary designer house in an exclusive private vineyard in the Apalta Valley. With a capacity for 6 people, it offers spacious areas, elegant decor and floor-to-ceiling windows with spectacular views of vineyards and hills. A unique retreat to unwind in style, enjoy unforgettable sunsets and enjoy a premium experience in total privacy. Just minutes from the main vineyards, such as Viña Montes, Clos de Apalta and many more. Two minutes from the Fuego de Apalta restaurant.

ValueFamilyIndoor spaces

4.9 out of 5 average rating, 39 reviews
Top Guest favourite
A comfortable living area is depicted, featuring a dark brown sofa with decorative pillows and a wooden coffee table. A large television mounted on the wall displays a nature scene. Art pieces and family photos are arranged on the walls, enhancing the homely feel.
Home in Santa Cruz

Casa de Luz, fully equipped with parking.

Cozy retreat in the heart of the Colchagua Valley Discover a warm, bright space full of positive energy in Santa Cruz. A cozy equipped house, ideal for resting, reconnecting or enjoying the wonders of the valley: vineyards, history, gastronomy and nature. Here everything is designed to make you feel at home and that special touch that only a home with soul can offer. Wifi, full kitchen. Steps from the best vineyards Ideal for couples, families or solo getaways.

LocationFamilyWi-Fi

4.98 out of 5 average rating, 235 reviews
Guest favourite
A refreshing outdoor pool is set within a sunlit yard, surrounded by a white fence and lush greenery. Loungers are positioned nearby, and a shaded area with an umbrella is visible in the background, complementing the tranquil setting of the surrounding mountains.
Cabin in Lolol

Lolol Hacienda House

Casa Haciendado is a family house located in a quiet place, full of vegetation, surrounded by vineyards and signature wines, ideal for resting, disconnecting from the city and vacationing. It is equipped for 6 people, includes a swimming pool, hot tub, gazebo, parking and a large patio. We are located in the La Cabaña sector, Lolol commune, O'Higgins sixth region, 25 minutes from Santa Cruz, 50 minutes from Bucalemu beach and 3 hours from the city of Santiago.

LocationFamilyHot tub

4.9 out of 5 average rating, 30 reviews
Guest favourite
Home in Pichilemu

Sustainable House in the middle of Nature

Casa Espiga combines architecture and sustainability in a unique environment. Inspired by the area's ancient wheat crops, its contemporary Mediterranean design and noble materials reflect local tradition. Equipped with renewable energy and an emergency generator, it connects nature and sport with direct access to the forest, downhill slopes and La Sirena beach. An ideal place for surfing, adventure and rest in perfect harmony with the environment.

LocationFamilyHot tub

4.95 out of 5 average rating, 19 reviews
Top Guest favourite
Home in Isla de Yáquil

Colchagua Farmstays

Sleep in a loft among Cabernet Sauvignon vineyards in the Colchagua Valley You will enjoy a breakfast included in the rate with products from the countryside. You can go horseback riding as a couple with a guide accompanying you You have bicycles to ride In the loft you have firewood to use the fireplace or an outdoor stove Enjoy a private quincho with a charcoal grill and a large table Enjoy with horses, sheep, chickens 24-hour check-in

LocationQuietCheck-in

5.0 out of 5 average rating, 41 reviews
Guest favourite
A wooden hot tub sits on a deck, surrounded by lush greenery. Steam rises softly from the water, suggesting warmth and relaxation. Wooden slats create a rounded structure, with a chimney rising from the center, indicating a heating element.
Cabin in Cahuil

Casa Marina

Enjoy the peace and quiet and this recently built stylish cabin. Located just outside the quaint little town of Cahuil, it is the perfect spot to enjoy explore the surrounding areas. Just a 10 minute drive to Punta de Lobos and 20 minutes to Pichilemu centre. Wood is provided at the property for you to heat up the Hot Tub and enjoy free of charge. We also provide the service to heat it up for you at an additional fee. Starlink WIFI

ValueLocationCheck-in

4.93 out of 5 average rating, 119 reviews
Top Guest favourite
Cabin in Lolol

Entre Olivos Lodge in Viña Cangrejos

Entre Olivos Lodge is a space nestled in the middle of olive trees that invite the peace and quiet of the countryside. Enjoy walks to the property of our Viña Cangrejos and get to know our winery and history of signature wines. And if the weather (starry nights) is with us, enjoy the astronomical observation that we offer you as a courtesy of the house.

LocationValueAccuracy

5.0 out of 5 average rating, 20 reviews
Top Guest favourite
Cabin in Lolol

Tiny House’s E & V

We are located in the town of Los Maitenes, NOT LOLOL. Disconnect from the hustle and bustle. Relax at this unique and peaceful getaway, in a location overlooking the valley, with a beautiful garden, by the warmth of a firepit, or while unwinding in a hot tub and/or hammock. Just 17 minutes from Santa Cruz, the wine capital of the Colchagua Valley.

LocationFamilyKitchen

4.98 out of 5 average rating, 48 reviews
Top Guest favourite
The exterior of the lodge is presented, featuring a modern design with large glass windows. The structure is supported by distinctive angled beams, surrounded by landscaped gardens with various plants and a gravel pathway. Open seating areas are visible on the spacious deck.
Home in Santa Cruz

LODGE ACACIA CAVEN

Lodge Acacia Caven A space full of tranquility and comfort ,connected with nature, 4 km from the city center of Santa Cruz, located on a private plot of pleasure. House of 100 square meters with external Hot Tub, Terrace, Stove, own parking, barbecue area and independent entrance.

ValueLocationCheckout

4.97 out of 5 average rating, 288 reviews
Top Guest favourite
A spacious outdoor area is framed by tall palm trees, offering a lush green lawn. Two buildings are visible, with one featuring large glass doors and a covered porch. The other is a charming structure with a traditional roof, surrounded by well-maintained plants.
Home in Santa Cruz

Casa de Campo in Santa Cruz

Modern country house very close to Santa Cruz. 4 bedrooms, master bedroom en suite. Master and second bedroom with a double bed. In the second bedroom, the bed can be separated into two singles. Many walks and sights along the wine route. 5 kilometers from the square.

FamilyLocationGetting around

4.97 out of 5 average rating, 101 reviews

Popular amenities for Lolol holiday rentals