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Holiday rentals in Lolol

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Top-rated holiday rentals in Lolol

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

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Top guest favourite
Place to stay in Pichilemu
4.98 out of 5 average rating, 103 reviews

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. 🌅🌿

Top guest favourite
Home in Pichilemu
4.98 out of 5 average rating, 53 reviews

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.

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
4.9 out of 5 average rating, 39 reviews

House in a private vineyard with panoramic views

Contemporary designer house on an exclusive private vineyard in the Apalta Valley. Accommodating up to 6 people, it offers spacious rooms, elegant décor, and floor-to-ceiling windows with spectacular views of vineyards and hills. A unique retreat to unwind in style, enjoy unforgettable sunsets, and have a premium experience in total privacy. Minutes from the main vineyards, such as Viña Montes, Clos de Apalta, and many more. Two minutes from the Fuegos de Apalta restaurant.

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
4.9 out of 5 average rating, 30 reviews

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.

Top guest favourite
Home in Isla de Yáquil
5.0 out of 5 average rating, 41 reviews

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

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
4.94 out of 5 average rating, 116 reviews

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

Guest favourite
A spacious outdoor deck features comfortable seating arrangements on wooden floors. A table sits at the center, with a scenic view of the sea and distant landscape visible beyond. Large glass doors allow easy access to the interior living area.
Home in Pichilemu
4.97 out of 5 average rating, 103 reviews

Makani House

Spacious, comfortable house with an excellent location, access to main avenues that connect with Punta de Lobos, Cahuil and Playa Principal. It has a separate entrance, and a closed parking lot for 2 cars. If you love sunsets, you can enjoy one every day in a natural and very quiet setting. The house is fully equipped to enjoy every day of the year.

Top guest favourite
Cabin in Lolol
5.0 out of 5 average rating, 19 reviews

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.

Top guest favourite
Cabin in Lolol
4.98 out of 5 average rating, 48 reviews

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.

Top guest favourite
Home in Santa Cruz
5.0 out of 5 average rating, 14 reviews

Garden House

Cozy typical Chilean house, in the heart of Santa Cruz, inside the Viña Laura Hartwig. Large spaces, unique details and a vineyard environment. Ideal for enjoying the countryside with all the comforts and warmth. Perfect for those looking to experience nature, the charm of the Colchagua Wine Route and the Chilean countryside.

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
4.97 out of 5 average rating, 288 reviews

LODGE ACACIA CAVEN

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

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
4.97 out of 5 average rating, 101 reviews

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.

Popular amenities for Lolol holiday rentals