Vacation rentals with a pool in O'Higgins

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Top-rated rentals with a pool in O'Higgins

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A charming wooden cabin is framed by greenery and sunlight, showcasing a multi-level structure. Colorful bunting adorns the balcony, and potted plants are arranged around the wooden deck. Large glass doors allow views into the inviting interior, blending the indoor space with the natural surroundings.

Cabin in Paine

4.9 out of 5 average rating, 175 reviews

Peace and Nature: Cozy Wooden Design Cabin

Attention: Our pool is open for swimming but is still undergoing some maintenance around the terrace. Set on a luscious green piece of land we like to call Villachampa, our cozy modern rustic cabin invites you to escape the noise and pollution of Santiago in a peaceful rural setting just 45 minutes south of the city right off Ruta 5. You can also take the train from Estacion Central, in Alameda (Santiago) to Hospital station and we will pick you up from the station for free, no need to walk!

Superhost

A modern outdoor pool area is highlighted, featuring a spacious swimming pool surrounded by lounging chairs. Soft lighting from the surrounding area adds warmth to the setting. Lush greenery is present in planters, enhancing the space's natural feel.

Apartment in Rancagua

4.81 out of 5 average rating, 199 reviews

Comfortable, Modern, Stylish, Warm and Central

Experience an unforgettable stay in luxury, cozy and modern apartment fully equipped with WIFI, swimming pool. Excellent location in Rancagua, connectivity, security, controlled access 24 hrs. Steps away from the metro, Rancagua market, banks, clinics, gas station and supermarket. Beside Koke Park to connect with nature, exercise or walk. Building with boutique style, swimming pool and BBQ area. Includes private and covered parking for your convenience. Don't miss this unique opportunity!

Guest favorite

A charming rustic chalet is set against a backdrop of rolling hills. The exterior features wooden beams and large glass windows, allowing for plenty of natural light. A hammock, patio furniture, and decorative plants enhance the inviting outdoor space.

Cabin in Palmilla

4.98 out of 5 average rating, 41 reviews

Colchagua Chalet - Mosto Lodge

Chalet Colchagua, es un alojamiento rústico colonial inspirado en la región vinícola. Es ideal para sumergirse en el mundo de la viticultura, ya que se encuentra rodeado de viñedos, restaurantes y pura tranquilidad. En el exterior, se encuentran un quincho, una parrilla y una piscina compartida con el Chalet Colchagua. Centro Santa Cruz -25min Peralillo - 20min Jumbo - 25min Museo Cardoen - 25min Vino Bello - 20min Viu Manet - 25min Fuegos de Apalta - 30min

Guest favorite

A serene swimming pool is surrounded by lush greenery and tall trees, providing a relaxing atmosphere. Two umbrellas offer shade over sun loungers arranged nearby. The tranquil water reflects the clear blue sky, creating a calming outdoor retreat.

Home in Rengo

4.86 out of 5 average rating, 29 reviews

Country house with a swimming pool and hot tub

Beautiful and quiet country house for 9 people. Enjoy a large 2,000m2 patio and a 60m2 pool. Spacious rooms with comfortable beds, kitchen living dining and 3 bathrooms. It has a terrace with a dining room, 2 barbecues, 3 awnings, 3 hammocks, sunshades, multipurpose folding tables, and a taca taca table. 💠Tinaja with hot water (additional value and book in advance). 🐕 Pet Friendly, Closed Perimeter 📍1 hour from Santiago 🐈 My cat lives in the grounds

Top guest favorite

A fenced pool area measuring 8x4 meters is centered in the image, surrounded by a verdant lawn. Sun loungers and a shaded seating area are visible in the background. The tranquil mountain landscape provides a natural backdrop, enhancing the serene outdoor environment.

Cabin in Requínoa

4.96 out of 5 average rating, 23 reviews

Country cottage

Escape the noise and relax in the middle of nature Enjoy an ideal getaway for the family or trips in search of tranquility. Our cabin is located on a private plot of 5000 m², just 102 km from Santiago. It is the only home on the grounds, which ensures total privacy and disconnection. Bosca wood heating. 8x4 meter pool (Oct-March) surrounded by a unique natural environment, perfect for rest and recharge. Escape the noise and relax in the middle of nature

Guest favorite

A serene outdoor area features a spacious stone patio surrounded by lush greenery. Multiple metal chairs and tables are arranged near a swimming pool, which is set within a well-maintained garden. Tree canopies provide gentle shade, enhancing the tranquil environment.

Cottage in Isla del Guindo

5 out of 5 average rating, 42 reviews

Cozy country house

Cozy house that has 3 double bedrooms, 3 bedrooms with two single beds each, a large bedroom-living room with 2 bunk beds (3 beds each) 1 trundle bed. Great living room, spacious dining room (please don't take the chairs outside) and a large living room with pool table. In addition, a fully-equipped kitchen. Outside, large parks, terraces, gazebo and children's play area. The house is located 5 minutes from Santa Cruz near all the vineyards in the area.

Guest favorite

Farm stay in Paine

4.9 out of 5 average rating, 221 reviews

Lodge 55km from Santiago, Cordillera Cantillana

Mountain Lodge is offered 55 km from Santiago, with spectacular views of the central valley over 700 m.s.n.m. in the middle of the Cantillana mountain range, amazing flora and fauna, ideal for bird watching, insects and arachnids, trekking, gourmet gastronomy and a variety of nearby vineyards to enjoy musts from the area. • Exclusive pool for lodge guests (Nov-Mar). • Private hot tube with additional cost. • It is not a shared space with other guests.

Guest favorite

The image displays a wooden cabin set in a green landscape, featuring a private pool and a pergola. The clear blue pool reflects the sky, while the pergola is adorned with soft drapes and seating. Lush grass surrounds the area, creating a serene environment.

Cabin in Las Cabras

4.87 out of 5 average rating, 125 reviews

Wildlife refuge, pet-friendly cabin

Relax and enjoy our cottage. It is located less than 5 minutes from Lake Rapel. And 10 minutes away from Las Cabras It has businesses and restaurants nearby. Private entrance to the enclosure with electric gate, ample space of green areas, private pool (NOT available) and a pergola. We also have a grill for roasts. Your pets are welcome in our cabin, the space is fenced for you to be safe and quiet and you can rest.

Guest favorite

A spacious kitchen area is visible, featuring wooden doors that open to a natural light-filled room. A long, dark wooden dining table is surrounded by benches. Shelves in the background hold plates and kitchenware, while warm lighting fixtures add subtle illumination.

Cottage in Rancagua

4.91 out of 5 average rating, 34 reviews

Casa de Campo to disconnect from the city

Enjoy with friends and family in this cozy retreat surrounded by nature. Relax in a quiet and charming atmosphere, perfect for disconnecting and sharing. Children will have an amazing time with the pool and outdoor games, while you enjoy preparing a good barbecue or simply contemplating the natural surroundings. An experience designed to rest, reconnect and create unforgettable moments.

Top guest favorite

A private deck features a small swimming pool with bubbling jets, surrounded by wooden lounge chairs and a table. Lush green hills rise in the background under a clear blue sky. Tall grass plants frame the image, providing a sense of natural tranquility.

Cottage in Lolol

5 out of 5 average rating, 30 reviews

Lolol Colchagua House

Ideal house to rest as a family in a country setting, quiet and private, minutes from Lolol and Santa Cruz, very close to vineyards in the area. Located in the La Hacienda de Lolol sector, it offers you the perfect place to learn about our traditions, culture, colonial architecture, gastronomy, and excellent wines.

Guest favorite

A serene outdoor area features a rectangular pool surrounded by lush greenery. A wooden deck extends over the water, supporting a hanging chair. Sunlight reflects off the surface of the pool, enhancing the tranquil setting of the backyard.

Home in Pichilemu

4.89 out of 5 average rating, 99 reviews

Villa Rumah Kayu, 5 bedrooms, Punta de Lobos

Spectacular 240 square meter house in a complex of two houses (Loft & Villa Rumah Kayu) 1.5 km from Punta de Lobos and 300 meters from Alto Mar. 5 Bedrooms with en suite Bathrooms and Heating Large living and dining room of 70 square meters Quincho Pool and Garden Parking with space for 3

Guest favorite

A scenic view of the lodge is framed by lush dunes and structures nestled among trees. Sun loungers with thatched umbrellas are positioned on the sandy slope, leading down towards the beach and distant ocean. The sky shows a mix of clouds and sunlight.

Tiny home in Pichilemu

4.95 out of 5 average rating, 106 reviews

Recondito Lodge

Rodeado por un añoso bosque de cipreses y cobijado de los vientos del sur por un imponente morro de rocas y dunas que se extienden hasta el Pacífico, se encuentra nuestro Lodge. Frente al mar y a la vez a tan sólo pasos de un bello estero, ciertamente una combinación poco común.