
Vacation rentals with a pool in Pichilemu
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Pichilemu

Total vacation rentals
Explore 70 vacation rentals in Pichilemu

Nightly prices starting at
Pichilemu vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 2,820 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Pichilemu vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pichilemu rentals

4.8 Average rating
Pichilemu stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Pichilemu
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Exclusive getaway in a new condominium
Discover paradise in our modern and cozy home, located just 6 minutes from Punta de Lobos, Pichilemu! Situated in an exclusive, prime gated community with direct beach access—just a few minutes' walk down a charming trail surrounded by native nature. Enjoy access to swimming pools, hot tubs, saunas, and a spacious clubhouse with a game room, perfect for creating unforgettable family memories. Experience the ultimate blend of comfort, luxury, and a deep connection with the natural surroundings.

Beautiful house with private tinaja in a forest
Cabaña boutique con diseño moderno, rodeada de eucaliptos y a 3 min de la laguna de Cáhuil. ✔ Tinaja privada con vista al bosque ✔ 3 camas · capacidad 4 personas ✔ Living con ventanal panorámico ✔ Cocina completa + isla ✔ Zona de trabajo equipada ✔ Silla colgante en terraza ✔ Parrilla con su set respectivo ✔ Zona de trabajo ✔ 1 baño · ambiente íntimo y tranquilo ✔ WIFI starlink de alta velocidad ✔ Desayuno con costo adicional Sin ruido. Sin multitudes. Solo tú, el bosque y el agua caliente.

House on the beachfront in Pichilemu Playa Hermosa
Waterfront house with direct access to the beach. Large property in the Playa Hermosa area, close to shops and restaurants, between Pichilemu and Punta de Lobos, with an unobstructed view of the sea and the hills of Punta de Lobos. Comfortable and spacious rooms, very bright and covered with native wood. Fully equipped. Hot tub for 8 people. Starlink Wi-Fi. Gas grill. Large parking area for several cars. Children's playground on the property. *TOWELS at an additional cost*

Two-person studio with ocean view, earthenware jar, and pool.
Espectacular estudio boutique, con tinaja, piscina privada y una bella vista al mar, ubicado en Playa Hermosa, uno de los mejores sectores de Pichilemu, y a tan sólo 2 minutos, caminando de la playa. Incluye: • Piscina privada (no temperada) • Tinaja privada a leña • Parrilla a gas • TV HD con Netflix • Internet satelital Starlink • Estufa • Ropa de cama • Leña para tinaja • Estacionamiento privado Alojamiento exclusivo para adultos. No apto para niños.

Sustainable House in the middle of Nature
Casa Espiga combina arquitectura y sostenibilidad en un entorno único. Inspirada en los antiguos cultivos de trigo de la zona, su diseño mediterráneo contemporáneo y materiales nobles reflejan la tradición local. Equipada con energías renovables y espacios para reciclaje, conecta naturaleza y deporte con acceso directo al bosque, pistas de descenso y la playa La Sirena. Un lugar ideal para surf, aventura y descanso en perfecta armonía con el entorno.

Cozy beachfront condo cabin
In one of our favorite places to enjoy, we managed to create this warm family space full of amenities so you can enjoy a few days of rest and relaxation in Pichilemu, our second home. You'll be close to everything when you stay at this centrally-located place. With entertainment space inside the condominium, a swimming pool in summer, and the beach less than 100 meters away with a private exit to enjoy a clear view of Playa Hermosa. 24/7 security.

The Loft Pichilemu, the perfect seaside getaway
🌊 Loft moderno con acceso directo a Playa Infiernillo en Pichilemu. Ubicación privilegiada a pasos del mar y a solo 10 min de Punta de Lobos, ideal para surf y descanso. Perfecto para parejas, familias o amigos que buscan desconectarse frente al océano. Cercano a supermercados y servicios. A solo 3 horas de Santiago, combina comodidad, naturaleza y atardeceres inolvidables. Reserva hoy y asegura tu escapada soñada junto al mar.

Tiny House
Hermosa y acogedora cabaña Tiny House, especial para disfrutar tus días de relajo y descanso. Capacidad máxima para 2 adultos y 2 niños hasta 10 años. Disfrutarás de áreas verdes al aire libre y una hermosa vista al mar Tendrás todas las comodidades a tu alcance, como Hot Tub disponible las 24 horas del día, privacidad, cocina full equipada, estacionamiento y más. Aceptamos mascota de tamaño pequeño, con un recargo en su tarifa.

CasaFamiliar/GranVistalMar&PtaLobos/PoolNatural
Spectacular family home with a natural pool. Grill area with outdoor dining, stove and pergola. 5 bedrooms (2 en suite), with heating. Living room with a wooded area. Cable TV. Nice view of the ocean and hills of Punta de Lobos. All in a country setting, within a very quiet condominium. A 15-minute walk to the beach and a 5-minute drive. The house has all the amenities for the perfect rest for up to 10 people.

A condominium loft with direct access to the beach
Beautiful family loft in a condominium for 6 people, with direct access to Playa Hermosa, close to shops and restaurants such as La Sal or Casa Cuesta (highly recommended and you can walk from the house). You will have 1 parking space, day and night security, TV, internet, children's games, a gazebo, and a swimming pool. In addition, the condominium has a private coastal walk so you can watch the sunsets.

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.

Comfortable family home and natural pool Punta Lobos
Comfortable and spacious house with a nice ocean view in a quiet condominium. Equipped for 12 people with 10 beds, (2 double, 3 bunk beds). Natural pool, gazebo, terrace, sandbox for children, stove and Wi-Fi. It is rented ONLY TO FAMILIES, 10 minutes from the beach by car. You must bring YOUR TOWELS.
Popular amenities for Pichilemu rentals with a pool
House rentals with a pool

Cabin in Pichilemu with direct access to the sea

"Sunset" House - Endemic-Punta de Lobos

Oceanfront surfing: a unique experience

Casa Cliff. 3 suite facing the sea and the beach.

casabosquemar (insta)

Casa LoftBox II

House in exclusive condominium with direct access to the sea

New house with access to Pichilemu beach
Other vacation rentals with a pool

New house in Pichilemu

Wonderful NEW house Endemic beach - Pichilemu

Forest House – Cabin for 2

An Exquisite Cabin by the Sea

Exclusive New House Endemic with Beach, Pichilemu

On the sand, steps from Punta de Lobos

ED House, Punta de Lobos

Great Endemic House: Grill, Sea View and Stove
When is the best time to visit Pichilemu?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 CAD | $195 CAD | $149 CAD | $146 CAD | $149 CAD | $149 CAD | $137 CAD | $130 CAD | $144 CAD | $134 CAD | $143 CAD | $151 CAD |
| Avg. temp | 16 °C | 16 °C | 15 °C | 13 °C | 12 °C | 11 °C | 10 °C | 11 °C | 11 °C | 12 °C | 13 °C | 15 °C |
Destinations to explore
- Providencia Vacation rentals
- Viña del Mar Vacation rentals
- Las Condes Vacation rentals
- Santiago Centro Vacation rentals
- Ñuñoa Vacation rentals
- Concepción Vacation rentals
- Concón Vacation rentals
- Valparaíso Vacation rentals
- Mendoza Vacation rentals
- Maitencillo Vacation rentals
- La Florida Vacation rentals
- Algarrobo Vacation rentals
- Family-friendly rentals Pichilemu
- Pet-friendly rentals Pichilemu
- Tiny house rentals Pichilemu
- Guesthouse rentals Pichilemu
- Cabin rentals Pichilemu
- Apartment rentals Pichilemu
- Beachfront rentals Pichilemu
- Serviced apartment rentals Pichilemu
- Rentals with beach access Pichilemu
- Hostel rentals Pichilemu
- Rentals with a hot tub Pichilemu
- Bed and breakfasts Pichilemu
- House rentals Pichilemu
- Rentals with pools Cardenal Caro
- Rentals with pools O'Higgins
- Rentals with pools Chile





