Chalet vacation rentals in Sur

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Top-rated chalet rentals in Sur

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Top guest favorite

A private saltwater pool is framed by wooden decking and equipped with sun loungers. An umbrella provides shade beside the pool, while a light-colored house with large windows is visible in the background, surrounded by trees.

Chalet in Valdemorillo

5 out of 5 average rating, 24 reviews

Family Villa with Private Pool

¡Escápate al campo! Descanso y relax a tan solo 45 minutos de Madrid en coche. Amplia y cómoda casa situada en un entorno tranquilo con piscina privada. Ideal para unas vacaciones aptas para niños: Parque Infantil y Casita en el árbol. Ideal para invitar a amigos y familiares: barbacoa y cenas al aire libre. Destino popular para senderistas. Explora las cercanías de El Escorial y la Sierra de Guadarrama, Ávila, Segovia y San Ildefonso. Parque Acuático Aquopolis a tan solo 15 minutos en coche.

Guest favorite

Chalet in Carabanchel

4.98 out of 5 average rating, 89 reviews

Chalet with private pool just a few steps from the center!

Enjoy a Premium Experience in Madrid!! 🏡Stay in a beautiful design house with private pool & garden near Madrid Río, just minutes from the historic city center! 2 bedrooms + 2 bathrooms, heated floors, A/C, fast Wi-Fi. 🏊‍♂️ Relax in your private pool (mid-April to early October) or stroll to nearby park & cafés. 🚇 Direct metro to El Rastro, Royal Palace & Gran Vía. Quick access to main attractions! ✨ Perfect for families or friends looking for a stylish, peaceful stay 😉 You Will ❤️ it

Guest favorite

A rectangular salt-water pool is surrounded by a well-maintained green lawn. Several white lounge chairs are positioned alongside the pool, facing a warm sunset sky punctuated by scattered clouds. A stone wall encloses the area, providing privacy.

Chalet in Las Ventas de Retamosa

4.91 out of 5 average rating, 129 reviews

Family-friendly villa with a pool and garden

Family-friendly villa, 30 minutes from Madrid and 30 minutes from Toledo. It has a swimming pool, garden, barbecue and porch to enjoy outdoor meals, open kitchen with American fridge. It has 4 bedrooms + 3 bathrooms, a basement with beds, a ping pong table, foosball, darts and games. Ideal to get away and have a good time. Close to 2 parks, sports center, country walks, Dia supermarkets. Unide and shops. Close to Puy du Fou, Xanadú Shopping Center. No groups that throw parties

Guest favorite

A charming house is surrounded by greenery, featuring a well-maintained lawn and mature trees. The brick facade is complemented by large windows and a covered entrance. Blue skies and scattered clouds provide a bright backdrop, highlighting the serene outdoor setting.

Chalet in Robledo de Chavela

5 out of 5 average rating, 10 reviews

Bergidum

Desconecta de la rutina de la ciudad en Bergidum. Disfruta de las puestas de sol y atardeceres increíbles. Si te gusta la naturaleza explora nuestra de red de senderos y miradores . No olvides tus prismáticos, Robledo; en la zona ZEPA, alberga aves de gran envergadura como el águila imperial y el buitre negro. En verano acércate a las instalaciones del Club con piscina y restaurante. Por la noche, observa las estrellas bajo un cielo despejado. ¡Te esperamos en Bergidum!

Superhost

A bright living area features a comfortable seating arrangement with a white couch and decorative cushions. A dining table with patterned covers is accompanied by black chairs. Natural light enters through large windows adorned with sheer curtains, contributing to a spacious and airy atmosphere.

Chalet in Colmenar de Oreja

4.65 out of 5 average rating, 310 reviews

Chalet Apt. (Aranjuez/Chinchón/Warner/Madrid)

Villa composed of 2 independent floors, individual entrances, urbanization Valle San Juan, a few minutes from Aranjuez, Chinchón, Warner, and Danco Aventura. Quiet area of the Ruta de la Vega, bathed by the Tagus, Jarama and Tajuña rivers. Ideal for leisure and leisure activities, with a varied landscape, perfect for nature lovers of rural areas, hiking as the route of the Barranco de Villacabras, the Cueva del Fraile, etc.Airconditioning, outdoor barbecue, cot.

Guest favorite

A cozy outdoor seating area is presented, featuring a spacious L-shaped sofa arranged around a central glass table. Colorful cushions add comfort, while hanging planters filled with vibrant flowers enhance the ambiance. A pergola provides shade, creating a pleasant space for relaxation.

Chalet in Rivas-Vaciamadrid

4.87 out of 5 average rating, 90 reviews

Family Garden Chalet 15 minutes from downtown and Warner

Modern and bright 180 m² family house with a 250 m² private garden, located in a quiet residential development in Rivas Vaciamadrid. Ideal for families or groups looking for space, comfort and good connections to Madrid and Warner Located in one of the city's newest neighborhoods, it is surrounded by green areas, shops, and services. With a bus stop at the door, a nearby subway station, and an environment designed for a comfortable, safe and relaxed stay.

Top guest favorite

A spacious white chalet is shown with a covered terrace on the upper level. Lush greenery and a manicured lawn surround the property, which is complemented by tall trees. Bright blue skies with a few fluffy white clouds fill the background.

Chalet in Torrelodones

4.92 out of 5 average rating, 61 reviews

Ground floor in a country house

An accommodation in the middle of nature (GROUND FLOOR) To enjoy peace, nature, gastronomy and sports. Have a barbecue or swim in the pool in summer. 5 minutes from a lake with hiking trails IDEAL for climbers: Vías de Torrelodones 5 minutes away and La Pedriza 25 minutes away. YOU CAN park the van inside. Well connected to go to Madrid. Close to the shopping centers of LAS ROZAS, CASINO DE TORRELODONES, the Sierra de Madrid and Toledo, Segovia, Ávila, etc.

Guest favorite

An outdoor area is illuminated at night, showcasing stone steps leading to a spa area and a pool. Soft lighting highlights the structure, and surrounding greenery adds to the serene environment.

Chalet in Calalberche

4.92 out of 5 average rating, 39 reviews

Exclusively for couples

Natural environment between encinas and the Alberche river, just 40 minutes from Madrid. Located in the Urbanización Calalberche, second largest urbanization in Europe. Enjoy our comfortable facilities and exceptional service. •Jacuzzi •Chill area •Pool (Open from May 19 to September 30) •BBQ Our apartment is designed with a modern touch and offers stunning views. (THE ENTIRE VILLA IS FOR A SINGLE RESERVATION, THERE ARE NO COMMON AREAS TO SHARE)

Superhost

A two-story chalet is shown, surrounded by greenery. The upper balcony features decorative railings, while outdoor stairs lead to the spacious ground level. A private swimming pool is visible, along with several sun loungers arranged nearby. The backdrop includes mountains under a clear blue sky.

Chalet in San Lorenzo de El Escorial

4.86 out of 5 average rating, 63 reviews

SUYOLUCE, villa with private pool *El Escorial*

SUYOLUCE is a beautiful villa located between El Escorial and San Lorenzo de El Escorial. Its location makes it easily accessible from the center of both towns, as well as from some of the area's most outstanding tourist spots, such as the Royal Monastery of San Lorenzo de El Escorial or the Casita del Príncipe, both located about a 10-minute walk from the house. Excellent public transport connections with the 661 bus stop to Madrid at the door.

Guest favorite

A modern yellow chalet is situated on a hillside, offering panoramic views of the surrounding landscape. Lush greenery and distant mountains can be seen under a partly cloudy sky. The serene environment suggests a peaceful retreat away from urban life.

Chalet in Calalberche

4.97 out of 5 average rating, 72 reviews

El Mirador de Calalberche Cottage

Beautiful detached chalet with private pool, barbecue and wine cellar, Ideal for your family vacation or getaways with friends. Overlooking the Sierras de Gredos and Guadarrama, in a natural setting in which you can enjoy various activities such as: Safari Park visit, HUMOR. YELLOW, horse riding, hiking, bike trails, etc . Enjoy a getaway on the banks of the Alberche River, of and privacy. THE POOL IS OPEN FROM 12-4-2025

Superhost

A garden area features well-maintained artificial grass and lounge chairs. A hammock is positioned for relaxation. In the background, a fence encloses a pool area, with neighboring houses visible against a clear blue sky.

Chalet in Villanueva de la Cañada

4.81 out of 5 average rating, 26 reviews

Cozy house Villanueva pool & air conditioning

Enjoy and relax in a great house in and we offer you a free parking space in central Madrid, two minutes from Gran Vía. Close to a La Dehesa golf club, water park, equestrian centers for horse riding and Warner Park 35 minutes away. Villanueva de la Cañada offers supermarkets, shops, services and excellent restaurants. But you can go to Madrid, leave your car and enjoy the city center comfortably.

Top guest favorite

A private outdoor area features a kidney-shaped pool surrounded by lush greenery and tiled flooring. Sunlight reflects on the water, creating a bright and inviting atmosphere. Comfortable seating and a barbecue area are present nearby, enhancing the space for relaxation and gatherings.

Chalet in Alcala de Henares

5 out of 5 average rating, 9 reviews

Ines's house./Chalet in Alcala de Henares

Spectacular newly renovated and furnished furnished chalet located in the historic city of Alcalá de Henares. Very spacious and bright, it has a large garden area with pool and barbecue. It has all the necessary amenities to have an unforgettable stay in Alcalá de Henares (Madrid). WiFi, Smart TV, washing machine, microwave, coffee maker, toaster, kettle, shampoo and gel, towels... VT-13846