A rugged mountain range with prominent rocky outcrops and dense pine forests.

Chalets in Cuenca del Guadarrama

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Top Cities in Cuenca del Guadarrama

A mountainous landscape with rocky terrain and sparse vegetation.
ChaletsChalets

Collado Villalba

Collado Villalba

Our top choices for Cuenca del Guadarrama chalets

A two-story house with a stone facade and a yellow upper section.

1. A place from which to enjoy nature, gastronomy, art, history ...

A place from which to enjoy nature, gastronomy, art, history ...
Ortigosa del Monte
10.0 out of 10, Exceptional, (5 reviews)
"El propietario, cercano y atento.La estancia genial, el sitio muy bien comunicado"
Spain
JUAN JESUS G.
A place from which to enjoy nature, gastronomy, art, history ...
A residential property with a well-maintained lawn, a wooden fence, and a modern house with a flat roof.

2. Chale A Estrenar!! Piscina Chimenea Y BBQ

Chale A Estrenar!! Piscina Chimenea Y BBQ
Griñón
10.0 out of 10, Exceptional, (1 review)
"Todo genial!"
Spain
oscar
Chale A Estrenar!! Piscina Chimenea Y BBQ
A modern house with a stone wall, white exterior, and a pool area.

3. Design villa in the mountains of Madrid

Design villa in the mountains of Madrid
Guadarrama
9.6 out of 10, Exceptional, (5 reviews)
"wonderful place , owner was great , fuse went out and instantly available to tell us how to fix things tons of space very reasonable cost "
Canada
Alan M.
Design villa in the mountains of Madrid
A yellow building with balconies, surrounded by green trees and bushes.

4. Chalet Ciudad Lineal, 3-Bedroom Apartment (MIS57)

Chalet Ciudad Lineal, 3-Bedroom Apartment (MIS57)
Ciudad Lineal
10.0 out of 10, Exceptional, (1 review)
"The chalet was clean with a few minor issues in the bathrooms (shower floor not very clean, toilet seat broken, sink drain cover broken). The kitchen equipment was very good and clean, the only problem being that there was only one spoon. Cleaning and toiletries were excellent. Location: Very good, just a few minutes from public transport."
United States
Reina
Chalet Ciudad Lineal, 3-Bedroom Apartment (MIS57)
A covered outdoor area with a table and two wooden benches, surrounded by a metal railing.

5. BEAUTIFUL COUNTRY HOUSE

BEAUTIFUL COUNTRY HOUSE
Méntrida
9.4 out of 10, Exceptional, (39 reviews)
"Charmante maison, tout le nécessaire à disposition avec tout le confort Propriétaire sympathique, très disponible et réactif "
France
guillaume d.
BEAUTIFUL COUNTRY HOUSE
A rustic stone building with a wooden staircase leading to an interior space.

6. Retiro Park Industrial House

Retiro Park Industrial House
Retiro
10.0 out of 10, Exceptional, (1 review)
"We couldn’t have chosen a better space for our family to stay. It was a beautifully memorable home."
United States
Julia
Retiro Park Industrial House
A staircase leading to a building with stone steps and metal railings.

7. Suyoluce, Chalet con Piscina Privada El Escorial

Suyoluce, Chalet con Piscina Privada El Escorial
El Escorial
10.0 out of 10, Exceptional, (3 reviews)
"We felt the villa was perfectly, traditionally Spanish and very well appointed. Fran was a wonderful host. Very accommodating and communicative. My family is talking about booking there again. Thanks for everything!"
United States
Carla M.
Suyoluce, Chalet con Piscina Privada El Escorial
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.

The Brick House. Perfect for families with a yard and a pool.
San Martín de Valdeiglesias
The Brick House. Perfect for families with a yard and a pool.
A black door with a stone wall and lush greenery surrounding it.

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

(SAB52) Spacious 3-bedroom villa with terrace
Fuencarral-El Pardo
4.0 out of 10, (1 review)
"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...
United States
carine F.
(SAB52) Spacious 3-bedroom villa with terrace
A multi-story building with a tiled roof, a small tree in the front yard, and a hedge along the sidewalk.

10. Oasis with private pool in Madrid!

Oasis with private pool in Madrid!
Carabanchel
Oasis with private pool in Madrid!
A two-story building with a stone facade and a balcony with white balustrades.

11. A very bright villa with plenty of outdoor space

A very bright villa with plenty of outdoor space
Calalberche
10.0 out of 10, Exceptional, (1 review)
"Es imposible no poner a todo 5 estrellas... Tanto la atención de Juan, como la casa (su ubicación, todas las instalaciones, las habitaciones,...) son de 10. Ni un solo pero se le puede poner y, desde luego, si Juan nos acepta el año que viene, no vamos a dudar en escoger la misma casa."
Spain
Guillermo M.
A very bright villa with plenty of outdoor space
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

Ideal for FAMILIES of up to 15 people in San Martín de Valdeiglesias, Madrid
San Martín de Valdeiglesias
9.0 out of 10, Wonderful, (2 reviews)
"Cómodo para familias o grupos numerosos."
United States
Amaya G.
Ideal for FAMILIES of up to 15 people in San Martín de Valdeiglesias, Madrid
A white building with a covered outdoor area and a staircase leading to a second floor.

13. El Jardín de los Niños 2 Country House

El Jardín de los Niños 2 Country House
El Viso de San Juan
El Jardín de los Niños 2 Country House
A cozy outdoor seating area with wicker chairs, a white sofa, and a table with black pots.

14. Cozy and quiet house in Majadahonda just 19 km from Madrid

Cozy and quiet house in Majadahonda just 19 km from Madrid
Majadahona (Madrid)
9.4 out of 10, Exceptional, (3 reviews)
"Hemos estado muy bien, zona tranquila y bien comunicada para ir al centro de Madrid."
Spain
jose g.
Cozy and quiet house in Majadahonda just 19 km from Madrid
A residential street at dusk with houses and a clear sky.

15. A 10 Minutos de Segovia Chalet con Jardín y Piscina en Pueblo Maravilloso

A 10 Minutos de Segovia Chalet con Jardín y Piscina en Pueblo Maravilloso
Basardilla
A 10 Minutos de Segovia Chalet con Jardín y Piscina en Pueblo Maravilloso
A balcony with a table and chairs, a glass door, and a brick wall.

16. (DAR172) 1 bedroom apartment in Alcobendas, Madrid

(DAR172) 1 bedroom apartment in Alcobendas, Madrid
Arroyo de la Vega
(DAR172) 1 bedroom apartment in Alcobendas, Madrid
A large white house with a swimming pool, a well-maintained lawn, and a staircase leading to the entrance.

17. Rural house in La Pedriza. Wellness, disconnection and nature.

Rural house in La Pedriza. Wellness, disconnection and nature.
Manzanares el Real
Rural house in La Pedriza. Wellness, disconnection and nature.
A balcony with wicker furniture, a small table, and a view of a lush landscape.

18. Chalet 'Casa De Cuento' with private pool, private terrace and Wi-Fi

Chalet 'Casa De Cuento' with private pool, private terrace and Wi-Fi
San Martin De Valdeiglesias
The price is AED 3,793
AED 3,793 total
includes taxes & fees
24 Oct - 25 Oct
Chalet 'Casa De Cuento' with private pool, private terrace and Wi-Fi
A yellow house with a tiled roof, stone walls, a wooden fence, a stone pathway, and a swimming pool.

19. Rural house with heated swimming pool. Routes on foot and on horseback. Pets are allowed.

Rural house with heated swimming pool. Routes on foot and on horseback. Pets are allowed.
La Ponderosa de la Sierra
Rural house with heated swimming pool. Routes on foot and on horseback. Pets are allowed.
A rustic stone building with a wooden exterior, surrounded by trees and a gravel pathway.

20. Luxury Chalet in Arroyomolinos

Luxury Chalet in Arroyomolinos
Batres
Luxury Chalet in Arroyomolinos
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cuenca del Guadarrama Hotel Reviews

Room Mate Macarena, Madrid Gran Vía

Room Mate Macarena, Madrid Gran Vía

10/10 Excellent
"Excelente"
Tere 2-night trip
Posted 1 hour ago
Room Mate Macarena, Madrid Gran Vía

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