Vacation rentals in Lolol

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Top-rated vacation rentals in Lolol

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Top guest favorite

Place to stay in Pichilemu

Casa Contemplatorio

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. 🌅🌿

4.98 out of 5 average rating, 103 reviews

Guest favorite

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 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.

4.9 out of 5 average rating, 39 reviews

Guest favorite

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.

4.9 out of 5 average rating, 30 reviews

Top guest favorite

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

5.0 out of 5 average rating, 41 reviews

Guest favorite

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

4.94 out of 5 average rating, 116 reviews

Guest favorite

Guesthouse in San Vicente

TyM House

Refugio con Vista Panorámica al Valle Despierta cada mañana con una vista privilegiada del valle, rodeado de un entorno natural que invita al descanso y la desconexión. Lo que ofrecemos: Espacios cálidos y confortables para un descanso pleno. Jacuzzi al aire libre para disfrutar bajo las estrellas. Fogón perfecto para compartir historias o una copa de vino. Entorno natural que invita a caminar, respirar profundo y reconectar.

4.95 out of 5 average rating, 84 reviews

Guest favorite

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

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.

4.97 out of 5 average rating, 103 reviews

Top guest favorite

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.

5.0 out of 5 average rating, 19 reviews

Top guest favorite

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.

4.98 out of 5 average rating, 47 reviews

Top guest favorite

Home in Santa Cruz

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.

5.0 out of 5 average rating, 14 reviews

Top guest favorite

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.

4.97 out of 5 average rating, 288 reviews

Guest favorite

A modern kitchen features wooden cabinetry and stainless steel appliances. Large windows provide natural light and views of the surrounding greenery. A cozy seating area is positioned nearby, with a rug and a small wood stove complementing the wooden floors and ceiling beams.

Home in Pichilemu

Loft Rumah Kayu Punta de Lobos (Punta de Lobos)

Beautiful house 1.5 km from Punta de Lobos in a complex of two houses (Villa and Loft Rumah Kayu) 200 meters from the beach and 5 minutes from Alto Mar. 105 square meters, with a large 40 square meter double bedroom, living and dining room plus a small guest room with a bunk bed.

4.87 out of 5 average rating, 356 reviews