Top Chalets in Community of Madrid in 2026

A grand, illuminated building with intricate architecture, a prominent clock tower, and a fountain in front.

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Top Cities in Community of Madrid

A historic building with ornate architecture and a dome, surrounded by modern buildings and a busy street with light trails from moving vehicles.

Our top choices for Community of Madrid chalets

A residential property with a swimming pool, a covered patio with outdoor furniture, and a view of the surrounding neighborhood.

1. La Higuera, in Valdelaguna, for 10/15 people with Swimming Pool

Valdelaguna

Carolina M.

A courtyard with trees, a white building, and a swimming pool.

2. Villa la Roca + la casita

Guadarrama

A residential property with a well-maintained lawn, a wooden fence, and a modern house with a flat roof.

3. Chale A Estrenar!! Piscina Chimenea Y BBQ

Griñón

oscar

A rooftop pool area with a white canopy and a view of a residential neighborhood.

4. La Parra: Country House for 2, with Private Pool near Chinchón

Valdelaguna

MANUELA

A modern house with a stone wall, white exterior, and a pool area.

5. Design villa in the mountains of Madrid

Guadarrama

Alan M.

A house with a stone facade, a well-maintained lawn, and a large tree in the foreground.

6. Luxury Chalet: LA CASA DE INES

Alcalá de Henares

Tod S.

A rustic stone building with a wooden staircase leading to an interior space.

7. Retiro Park Industrial Building

Retiro

Julia

A two-story house with a patio area, surrounded by greenery and a mountain in the background.

8. The Brick House. Perfect for families with a yard and a pool.

San Martín de Valdeiglesias

A black door with a stone wall and lush greenery surrounding it.

9. (SAB52) Spacious 3-bedroom villa with terrace

Fuencarral-El Pardo

"Plusieurs difficultés rencontrées lors du séjour et absence de réponses de l'hébergeur.Literie incomplète et impossibilité de récupérer l'équipement nécessaire : 4 couchages préparés au lieu de 5. Matériel de base manquant dans le logement : absences de condiments, pas de linge de maison, produits d'hygiène non réapprovisionnés (bouteilles vides dans la salle de bain).Qualité du mobilier à revoir dont le système des lits superposés qui demeure peu solide, avec des vis manquantes, une échelle...

carine F.

A staircase leading to a building with stone steps and metal railings.

10. Suyoluce, Chalet con Piscina Privada El Escorial

El Escorial

Carla M.

A multi-story building with a tiled roof, a small tree in the front yard, and a hedge along the sidewalk.

11. Oasis with private pool in Madrid!

Carabanchel

A stone building with a tiled roof, surrounded by trees.

12. Ideal for FAMILIES of up to 15 people in San Martín de Valdeiglesias, Madrid

San Martín de Valdeiglesias

Amaya G.

A historic building with a central entrance, multiple windows, and a tiled roof.

13. YOUR OASIS NEAR MADRID WITH A JACUZZI AND SWIMMING POOL.

Villarejo de Salvanés

Bernadette Sardoine N.

SAR 2,161 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor brick oven barbecue with a bench, set against a concrete wall.

14. House with a Pool, Villa Alarilla

Urbanización Alarilla

A modern two-story house with a paved driveway, a covered porch, and a hammock.

15. Espectacular Alojamiento, Piscina, Barbacoa,para Disfrutar en Familia o Amigos

Nuevo Baztán

"Overall we had a rough experience here and due to that I will no longer be using VRBO. It was hard to communicate with the host, the place wasn't as advertised (it only slept 16 when the ad said 20), and the place was dirty, we had to clean the pool, outdoor area, kitchen, and there was garbage sitting in bags in the front. We expressed our concerns about to the host and she said if we didn't like it we could cancel. Rough experience and the host dropped in unannounced our first morning. Overall...

Will R.