
Holiday rentals in Chapinería
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Top-rated holiday rentals in Chapinería
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Casa Salamandra. With swimming pool, next to the swamp
A privileged setting, surrounded by pine forests next to the swamp, located between three of Spain's most representative cities: Toledo, Ávila and Madrid. Very interesting A-shaped designer house, with lots of light, in the middle of nature, overlooking the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martín de Valdeiglesias (where all kinds of services are available). Possibility to carry out a variety of water activities.

The corner of your dreams.
Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

Dreamy treehouse
Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

My Grandmother's Little House
In a picturesque village in the Alberche Valley, at the foot of the Sierra de Gredos, La Casita de Mi Abuela is the ideal getaway for couples. Cozy and unique, it has a heated pool with hydromassage inside, perfect for relaxing and enjoying. Surrounded by hiking trails and near the Alberche River, where you can cool off in summer, this house combines rural charm with modern comfort. A special place to disconnect and experience an unforgettable getaway as a couple.

A Wagon in the Garden. Sierra de Guadarrama.
Enjoy the cool mountain breeze in summer, with air conditioning to keep the temperature just right all year round. Disconnect and live a unique experience in a vintage railway wagon — a cozy retreat in a private garden, shaded by century-old pines, surrounded by nature at the foot of the Guadarrama National Park. Wooden deck, full kitchen, BBQ, TVs with Netflix. 40 km from Madrid by car, train or bus. Surrounded by the charming villages of the Sierra.

Villa with pool and mountain views
Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

Charming rustic cottage with 3 bedrooms
🏡 La Casita de los Pájaros — San Martín de Valdeiglesias Charming 19th-century house, perfect for unwinding with family or friends 💛 Lovingly restored: stone, wood and all modern comforts. 3 bedrooms, 3 en-suite bathrooms, living room with 65" Smart TV, fully equipped kitchen and a unique Wine Cellar Museum 🍷✨ 📍 Nearby places 🏞 San Juan Reservoir — 10 min drive 🏛 Madrid, Ávila and Toledo — less than 1 hour 🥾 Nature, wineries and castles

Luxury Chalet in Sierra Madrid-San Rafael
Escapa a este espectacular chalet de montaña en San Rafael, rodeado de naturaleza, tranquilidad y diseño. Frente a la Reserva de la Biosfera, con rutas y senderos que empiezan literalmente delante de casa. La vivienda combina piedra y madera con un estilo cálido y elegante. Disfruta de terrazas privadas, jardín y amplios espacios llenos de luz natural. Ideal para desconectar en plena sierra, a solo 30 minutos de Segovia y 50 minutos de Madrid.

The Casita de El Montecillo
Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Casa Josephine Riofrío - retreat 1 hour from Madrid
Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

Luna 2 - Moonlight - Designer Dome in Madrid
Just 20 minutes from Madrid, in San Agustín de Guadalix, discover a unique space surrounded by nature, where the starry sky and the tranquility of the surroundings make each moment a different experience. Our geodesic domes are the perfect place to enjoy a special stay with your partner and celebrate any occasion. Comfort, nature and a unique atmosphere await you. Make your next getaway an experience you won't forget.

Mountain Views with Panoramic Terrace
Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.
Popular amenities for Chapinería holiday rentals
Other great holiday rentals in Chapinería

Spectacular views one hour from Madrid

Spectacular Private Estate with Views of Gredos

Spectacular House 9Pax Bernabéu

Cozy and bright country house. 22-meter terrace

F1 Madrid 2026 · VIP villa 1 minute from the circuit

3 minutes walking to the shore of the Lake

Molino Mellado

Jacuzzi under the starry sky, romantic getaway
Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu Stadium
- Puy du Fou España
- Chueca
- Parque Warner Madrid
- El Retiro Park
- Plaza Mayor
- La Latina
- Feria de Madrid
- Las Ventas Bullring
- Museo Nacional del Prado
- WiZink Center
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Faunia
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Complutense University of Madrid
- Caja Mágica
- Parque Europa





