Chalet vacation rentals in Sur

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Top-rated chalet rentals in Sur

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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, 20 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

A dining area features a white table set with a bottle of red wine and glassware. A black chair and a wooden armchair with a green throw are visible. Decorative flowers add a touch of color, and a discreet fireplace is situated against the wall.

Chalet in Soto de Viñuelas

4.85 out of 5 average rating, 13 reviews

Apartment with a fireplace

Independent apartment with entrance from a porch in the garden. Hosts Daniel and Rosa Equipped with a living room with a fireplace and kitchenette, bedroom and bathroom, perfect for tourists, professionals who are in the area for short periods of time who like nature and tranquility. They are in the lower part of a villa located in a residential development in Tres Cantos, near the Autonomous University, Madrid and the northern mountain range. With a private pool, common areas, and parking.

Top guest favorite

A white three-story house is visible, featuring a combination of brick and modern design elements. A pathway leads to the entrance, framed by a low wall and green trees. Nearby parked cars add to the serene neighborhood atmosphere.

Chalet in Chamartín

5 out of 5 average rating, 29 reviews

A beautiful little house in the Ciudad Jardin neighborhood

nice little house in the heart of Madrid in a very quiet and wooded neighborhood. I live on the ground floor when I'm there. I rent an apartment with two bedrooms: one with a double bed and the other with a single bed. Both share a bathroom. Upstairs large living room with a large table for 8 people and open kitchen with everything you need. Everything is for the private use of guests. They only share the entrance with me. With independent security door with key. Minimum stay 1 week.

Superhost

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, 127 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 spacious outdoor area is surrounded by lush greenery, featuring tall palm and pine trees that provide natural shade. A concrete pathway leads towards the entrance, with an outdoor barbecue visible in the background, enhancing the open and welcoming setting.

Chalet in Olías del Rey

4.93 out of 5 average rating, 30 reviews

Tourist Housing with a Large Garden and Barbecue

In Olias del Rey, a very nice and environmentally friendly town, 10 minutes from Toledo and 15 minutes from Puy du Fou. With a lot to visit around. 4 bedrooms and 4 bathrooms, beds for 11 people. Kitchen with everything you need and lounge for a magnificent stay. 450 meter plot, pond with fish, pine trees that give shade, barbecue, gazebo and a magnificent terrace. In summer (July and August) toy type pool for children only. A retreat in which to enjoy a wonderful stay.

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

4.64 out of 5 average rating, 301 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.

Superhost

The two-story chalet is set against a clear blue sky, featuring a stone facade and a balcony on the upper floor. A neatly landscaped area surrounds the building, with several chairs placed on a patio. A white car is parked in the driveway.

Chalet in Urtajo

4.68 out of 5 average rating, 111 reviews

A CHALET WITH A POOL AND GARDEN, IDEAL FOR RELAXING

In this Chalet, tranquility breathes tranquility. Relax with the whole family and friends. Enjoy the outdoor space playing soccer, volleyball, pin pon, cool off in a spacious pool next to the bbq in the garden. Walk through nearby sites such as Aranjuez, Chinchón, Villaconejos , which are 5 or 10 minutes from home. Ample space outside and inside the house with all the amenities: hot water, heating and comfortable rooms to rest. No parties or social events

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

4.86 out of 5 average rating, 88 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, 59 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.

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

4.85 out of 5 average rating, 62 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

Casa Rural El Mirador de Calalberche

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

Guest favorite

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

4.92 out of 5 average rating, 24 reviews

Luxury villa & pool

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.