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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, 102 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. 🌅🌿

Guest favourite
Home in Pichilemu
4.98 out of 5 average rating, 47 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
4.89 out of 5 average rating, 37 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.

Top guest favourite
A welcoming facade of a house features a spacious covered porch supported by white beams. Colorful flowers line the stone pathway leading to the entrance, while large windows allow natural light to fill the interior. A clear blue sky complements the setting.
Home in Pichilemu
5.0 out of 5 average rating, 30 reviews

Oceanfront House - Pichilemu

Enjoy an unforgettable stay in this cozy house located in the Infiernillo de Pichilemu sector, on the first line facing the sea. Ideal for families or groups of up to 7 people, the house has: 3 comfortable bedrooms Two full bathrooms Fully-equipped kitchen. Unobstructed ocean views that will take your breath away Direct beach access, perfect for surfers or those looking to relax to the sound of the waves Book now and make your vacation unique!

Top guest favourite
Home in Santa Cruz
4.95 out of 5 average rating, 22 reviews

ColchaguaFarm

Enjoy a couples getaway in the middle of vineyards with temperate pool Watch the stars next to a stove Sleep in a vineyard and enjoy the Chilean countryside Horseback Riding Bicycle tour Country breakfast products of the countryside Dive into your private pool looking at the vineyards Sharing with Horses Sheep Hens Make your asado in a private quincho in the middle of orange trees and vineyard view Enjoy the best of Colchagua Valley

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
An inviting room showcases wooden walls and ceiling beams. A spacious bed with neutral bedding is positioned beside a cozy seating area. Natural light filters through large windows, revealing views of the outdoors. A small round table, adorned with a decorative item, complements the warm decor.
Cabin in Punta de Lobos, Pichilemu
4.96 out of 5 average rating, 105 reviews

Boutique cabin with outdoor tub

Cabañita boutique is designed and built with excellent finishes and materials. It is cozy, with a single atmosphere, and is spacious and comfortable. Ideal for a couple or a couple with a child. It has a closed terrace, protected from the wind with an island bathtub to relax. A beautiful view of the garden and sea in some parts. Located a 5-minute drive to Punta de Lobos beach. We have Wi-Fi.

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, 102 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
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
Cabin in Lolol
4.98 out of 5 average rating, 45 reviews

Tiny House’s E & V

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.

Guest favourite
A spacious living area is framed by wooden beams, featuring a hanging chair and two wicker chairs. A gray sofa is positioned beside lush plants, with large windows allowing natural light to illuminate the space. Textured wall coverings contribute to the warm atmosphere.
Home in Pichilemu
4.89 out of 5 average rating, 130 reviews

Villa Rumah Kayu, 5 bedrooms, Punta de Lobos

Spectacular 240-square-meter house in a two-house complex (Loft & Villa Rumah Kayu) 1.5 km from Punta de Lobos and 300 meters from Alto Mar. 5 bedrooms with private bathroom and heating Large living and dining room of 70 square meters Pool and garden Quincho Parking with capacity for 3 cars.

Popular amenities for Lolol holiday rentals