Chalet vacation rentals in Sur

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Sur

Guests agree: these chalets are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A backyard view showcases a private saltwater pool, surrounded by wooden decking and lounge chairs. Vibrant flowers and lush greenery frame the scene, while a covered porch area with outdoor seating is visible in the background, offering a serene space for relaxation.

Chalet in Valdemorillo

5 out of 5 average rating, 11 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.

Superhost

A peaceful outdoor scene features a cozy chalet surrounded by tall pine trees. A clear view of a saltwater pool is seen in the backyard, with a backdrop of rolling hills. The sky is bright, enhancing the serene atmosphere of the rural setting.

Chalet in Pelayos de la Presa

4.82 out of 5 average rating, 55 reviews

RELAX Chalet Fireplace, heating, and Jacuzzi.

Detached chalet surrounded by an incredible pine forest. Rural area to rest, take routes and disconnect from the hustle and bustle of the city. Plot 700m. Construction barbecue. Full kitchen. Bedroom with double bed and full bathroom. 2 bedrooms with 2 beds. Full bathroom. Upstairs with jacuzzi bathroom with two beds. All views of a forest. The pool is made of salt, available in the summer season. August 6 nights minimum. PARTIES PROHIBITED. DEPOSIT 100e. Smoking prohibited inside

Superhost

A spacious garden area is featured, showcasing a climate-controlled swimming pool surrounded by sun loungers and shaded seating beneath canopies. Lush greenery and trees provide a natural backdrop, complementing the relaxing ambiance of the outdoor space.

Chalet in Nuevo Baztán

4.75 out of 5 average rating, 113 reviews

Cozy country house with a garden and pool

This apartment breathes tranquility. Relax with the whole family! With a beautiful garden with a heated pool in season, currently undergoing remodeling and improvements scheduled for May or June, check dates. Shared with owners. Independent house apartment, 1 bedroom with a double bed, living room with a large fireplace for the winter with a TV, another double bed, Air A crib for baby and high chair, kitchen with everything you need for comfort Small dogs allowed with surcharge

Guest favorite

A clear blue swimming pool is surrounded by neatly trimmed artificial grass. Sun loungers are positioned nearby under shaded canopies. The pool area is spacious, providing a relaxing space for outdoor leisure.

Chalet in Las Ventas de Retamosa

4.9 out of 5 average rating, 119 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

An outdoor area features a refreshing pool accompanied by a shaded seating space. Several lounge chairs and a table set are visible, with a large umbrella providing shade. Lush greenery and colorful flowers surround the space, enhancing a tranquil outdoor atmosphere.

Chalet in Villanueva de la Cañada

5 out of 5 average rating, 17 reviews

Spectacular villa with a fireplace and pool

Disfruta de las vacaciones diferentes este otoño e invierno en este magnífico chalet con chimenea y piscina, a tan solo 20 minutos de Madrid. Nuestra casa, de corte moderno, cuenta con cuatro dormitorios, dos terrazas, chimenea, piscina, amplio salón/comedor y una cocina bien equipada. La mayor parte de la casa está en la planta baja, con el dormitorio principal y la terraza chill-out en primera planta. Es una opción genial para descansar y disfrutar de un espacio singular.

Superhost

An outdoor area features a large pool covered with a protective cover, surrounded by green turf. Several red lounge chairs are arranged nearby, with a wooden dining table set under two tall trees. A vehicle is parked beside the house in the background.

Chalet in Urtajo

4.68 out of 5 average rating, 104 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 private swimming pool is surrounded by a tiled area featuring several lounge chairs. Lush greenery and tall trees provide shade in the background, while the multi-level chalet is visible in the upper portion of the image, emphasizing a tranquil outdoor setting.

Chalet in San Lorenzo de El Escorial

4.86 out of 5 average rating, 59 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 private swimming pool is framed by landscaped gardens featuring vibrant flowers and greenery. Sun loungers and parasols are positioned near the pool, providing shaded relaxation areas. The surrounding terrace is paved, and decorative elements such as potted plants are visible throughout the space.

Chalet in Calalberche

4.97 out of 5 average rating, 65 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 spacious living area features wooden walls with a cozy atmosphere. Two light-colored sofas are positioned around a central coffee table. A television is mounted on the wall, while large windows provide access to natural light. Decorative plants and soft lighting enhance the overall welcoming environment.

Chalet in Nuevo Baztán

4.97 out of 5 average rating, 86 reviews

The Wooden Whim

Chalet completamente nuevo con todas las comodidades. Eficiencia energética A. Está preparada para familias o grupos de parejas, ya q tiene Wifi en toda la parcela (300MB), piscina (con piscina para niños adosada), cenador con barbacoa de obra, más de 400m2 de césped artificial, jacuzzi interior, Ps4, proyector HD, juegos de mesa,... pero no para despedidas de soltero o eventos similares

Superhost

A private swimming pool is situated within a well-maintained garden. Surrounding the pool, various potted plants add greenery, while a lawn provides a vibrant space for relaxation. The property features a mix of sun and shade, highlighted by palm trees against a clear sky.

Chalet in Calalberche

4.77 out of 5 average rating, 151 reviews

Villa Maribel, a 3-story chalet with a pool.

Great chalet to spend a good weekend, vacation with family or friends!!! . An environment where you can enjoy nature, located on the banks of the Alberche River, just 50 km from Madrid and 60 km from Toledo. Relaxation and tranquility. Numerous activities to make: visit to Puy du Fou and Safari Park, horseback riding, hiking, bike routes, etc. Ideal for a group getaway.

Guest favorite

A private outdoor pool is shown, surrounded by scenic mountains and a spacious deck. Lounge chairs are arranged around the pool area, and protective glass panels provide unobstructed views. The pool is integrated into the hillside, enhancing the natural landscape.

Chalet in La Estación

4.9 out of 5 average rating, 48 reviews

Casa Zúrich: swimming pool, jacuzzi and incredible views

Mountain chalet with stunning views, surrounded by terraces, swimming pool and private Jacuzzi (closed in winter - check dates in the listing). It has large BBQ, a fully equipped kitchen, 3 bedrooms with 4 double beds, AC and ceiling fans. Great for sharing unique moments with family and friends!

Guest favorite

A red chalet is situated next to a charming garden, featuring well-maintained flower beds with vibrant blooms. A stone pathway leads to the entrance, while a separate playhouse can be seen in the background, surrounded by trees and greenery.

Chalet in Guadarrama

4.88 out of 5 average rating, 42 reviews

Unique house with pool in the Sierra de Madrid

A single-story villa in the Sierra de Madrid, ideal for sharing good times with family and friends, on weekends or during vacation periods. It has a swimming pool, porch, fully equipped outdoor kitchen, and a separate playhouse. Wi-Fi network throughout the house, both indoors and outdoors.