Chalet vacation rentals in Sur

5 out of 5 average rating, 15 reviews

An inviting outdoor space features a salt-water pool surrounded by wooden decking and white stones. Comfortable blue cushions are placed on the decking. An umbrella provides shade over the pool area, with lounge chairs positioned nearby for relaxing.

Chalet in Valdemorillo

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.

Top guest favorite

A staircase with light-colored steps ascends toward a well-lit upper level. String lights provide gentle illumination along the sides, enhancing the inviting atmosphere. The walls feature exposed brick, adding texture to the space, while a mirror reflects ambient light, making the area feel welcoming.

Chalet in Chamartín

5 out of 5 average rating, 27 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.

Chalet in Rivas-Vaciamadrid

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.

4.85 out of 5 average rating, 82 reviews

Family Garden Chalet 15 minutes from downtown and Warner

Modern family house (180 m) with garden (250m). 3 bedrooms and attic with terrace. Large, modern kitchen with all the necessary utensils. Washing machine, iron, barbecue, etc. Inside the development there is a swimming pool, paddle tennis court, and children's playground. Located in one of Madrid's most modern neighborhoods, very well connected by bus and metro, 15 minutes from downtown Madrid Supermarket, bakery, pharmacy, bars, restaurants, laundry, parks, bus at the door

Chalet in Las Ventas de Retamosa

A private pool is surrounded by well-maintained artificial grass, with shaded seating areas provided by canopies. The adjacent patio has a large dining set, facilitating outdoor meals. The structure in the background is designed for relaxation and social gatherings.

4.9 out of 5 average rating, 123 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

Chalet in Villanueva de la Cañada

A private pool is featured in the outdoor area, surrounded by a tiled deck. Sun loungers and a dining table are situated nearby, complemented by greenery and flowering plants, creating a relaxing environment. The spacious pool is adorned with clear blue water, inviting for leisurely enjoyment.

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.

Chalet in Colmenar de Oreja

4.64 out of 5 average rating, 296 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.

4.91 out of 5 average rating, 54 reviews

A charming stone building is framed by lush green trees and flowers. The façade features wooden balconies and a tiled roof. A landscaped area with a fountain is visible in the foreground, accompanied by elegant street lamps and paving stones, contributing to a serene outdoor environment.

Chalet in Torrelodones

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.

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.

5 out of 5 average rating, 22 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)

4.97 out of 5 average rating, 70 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

Chalet in Alcala de Henares

A modern kitchen features sleek cabinetry in white and dark grey, complemented by marble-patterned walls. A built-in oven and microwave are present, alongside various kitchen utensils. Natural light filters through the window, offering a view of the outdoor greenery.

5 out of 5 average rating, 4 reviews

Inés' house.

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

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.

4.77 out of 5 average rating, 154 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.

4.9 out of 5 average rating, 49 reviews

A private outdoor jacuzzi is nestled on a terrace, offering expansive views of the surrounding mountains and valleys. Natural greenery frames the area, and the surface is smooth, providing a serene spot to relax. The sky is dotted with clouds, enhancing the tranquil atmosphere.

Chalet in La Estación

Casa Zúrich: swimming pool, jacuzzi and incredible views

Mountain chalet with stunning views, surrounded by terraces, pool and private jacuzzi (check opening 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!

Vacation rentals for every style

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Popular amenities for Sur chalet rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

A well-maintained outdoor space features a stone pathway leading to a swimming pool surrounded by green grass and lounge chairs. Lush shrubs and leafy palm trees are visible, enhancing the natural setting with a variety of greenery.

Chalet in Robledo de Chavela

4.88 out of 5 average rating, 16 reviews

Chalet Avalon 102

EnriqueRating, 5 stars35 months ago

Good communication, the photos are realistic with the house and the house is well equipped!!! In summary, we would definitely recommend it.

A spacious living area is highlighted by large windows that invite natural light. A comfortable sectional sofa faces a flat-screen television, while a wooden dining table with chairs occupies one corner. A fireplace adds a cozy touch to the room.

Chalet in Galapagar

4.41 out of 5 average rating, 69 reviews

A vacation villa 30 minutes from Madrid

LucíaRating, 5 stars7 months ago

Spacious, comfortable and with parks and shopping malls nearby.

An outdoor area features a swimming pool bordered by a well-maintained lawn and equipped with a green table and chairs. A large tree provides shade, with the chalet visible in the background, showcasing a spacious and inviting layout.

4.54 out of 5 average rating, 57 reviews

Villa with pool in Calalberche near Madrid

MarcosRating, 5 stars7 months ago

We had a great time, Alejandro was attentive to every detail, he provided us with everything we needed. The house is cozy and has everything you need to move on to a cozy and pleasant stay. Thank you Alejandro for everything, if we return in the area it will be a pleasure to return.

The living area comprises a spacious sectional sofa in various colors, surrounding a central coffee table. A television unit is positioned against a wall, accompanied by decorative items. Natural light enters through a window, illuminating the room's warm tones and inviting atmosphere.

Chalet in La Estación

4.63 out of 5 average rating, 118 reviews

Chalet Rural Robledo de Chavela

IciarRating, 5 stars3 weeks ago

I can't complain, everything was perfect, super quiet, comfortable and with everything you need to feel at home, incredible views, we were a family of 9 people and we had enough space...and the owner was charming...the neighborhood was super quiet, we loved it

A private pool area is highlighted by a refreshing blue pool surrounded by greenery. Lounge chairs are positioned nearby under a large umbrella, providing shade. The area is enclosed by white walls, creating a serene atmosphere perfect for relaxation.

Chalet in Navalcarnero

4.48 out of 5 average rating, 199 reviews

Chalet for groups. Barbecue and private pool.

AndreaRating, 5 stars2 weeks ago

I would definitely repeat!! A beautiful place to spend a weekend with some friends. Maria is a sweetheart, she let us leave a little later than the scheduled time. Thank you!!

A spacious outdoor area is shown, featuring a private swimming pool surrounded by a safety fence. Sun loungers are placed near the pool, and a covered barbecue area is visible alongside the house, complemented by ample greenery.

Chalet in Madrid

4.75 out of 5 average rating, 4 reviews

El Aligustre: Enjoy Valdelaguna with a Pool

EvaRating, 5 stars14 months ago

We were a few friends and the truth is that in general everything was very good, we would repeat.

A row of attached chalets is visible along a quiet street, flanked by neatly trimmed greenery. The structure features a covered porch area, with cars parked in front, and well-maintained pathways leading to the entrance.

Chalet in Villanueva de la Cañada

3.67 out of 5 average rating, 3 reviews

VILLANUEVA DE LA CAÑADA TOWNHOUSE

AFRRY Rating, 5 stars10 months ago

i am 10. i will repeat next vacations again. i really liked that I could talk at any time and how quickly I arranged the problems I had an air .

Private room in Rivas-Vaciamadrid

A room featuring two individual beds, one with a colorful duvet and the other with a patterned cover. A desk chair is positioned near a wooden shelving unit, with a window covered by a blue blind allowing natural light. A vibrant landscape artwork adorns the wall.

4.8 out of 5 average rating, 74 reviews

Single room with private bathroom in chalet

PhilippeRating, 5 stars1 month ago

Very nice room with private bathroom and very quiet in an area well connected to Madrid with very convenient bus and metro. Lovely hosts. Possibility of parking car in front of the house. In short, this rental ticks all the boxes in relation to my needs. Thank you Andrei and Elena for hosting us.

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Luxury chalet rentals

A modern stove is positioned against a soft green wall, emitting a warm glow from the flames within. It features a sleek black exterior and a digital control panel on top. The surrounding area is illuminated softly, enhancing the inviting ambiance.

Chalet in Numancia de la Sagra

5 out of 5 average rating, 13 reviews

Nice chalet with a pool and bbq

SandraRating, 5 stars22 months ago

Hector is very attentive and friendly, he was very responsive, the house was fully equipped and very clean. The pool and barbecue were great and very well-equipped. There was a lot of peace of mind in the area, it is perfect to disconnect.

Chalet in El Viso de San Juan

A green frog-shaped hose holder is fixed to a vibrant green wall structure. The holder features several circular holes beneath it for functional purposes, maintaining a playful and whimsical appearance.

4.96 out of 5 average rating, 25 reviews

House with a pool (up to 12 people) El Viso de San Juan

KarenRating, 5 stars12 months ago

Maria is an excellent host. Very responsive & happy to help. The Villa is immaculate both inside and out. Plenty of space and things to do for children of all ages (and adults). An excellent place for a larger group to relax and enjoy each other's company. I highly recommend!

A modern chalet featuring expansive glass walls is surrounded by lush greenery and landscaped gardens. A tranquil outdoor area includes a uniquely shaped saltwater pool, framed by natural rock formations and shaded by nearby trees, providing a peaceful retreat.

Chalet in Colmenarejo

4.92 out of 5 average rating, 49 reviews

Villa Shela

IzziRating, 5 stars34 months ago

This villa was an amazing place to get away with friends. The house and the pool are incredible and Oscar was a great host who was extremely friendly and communicative. Would definitely recommend - thanks Oscar!