
House holiday rentals in Sierra de Guadarrama
Find and book unique houses on Airbnb
Top-rated house rentals in Sierra de Guadarrama
Guests agree: these houses are highly rated for location, cleanliness and more.

Casa Salamandra. With swimming pool, next to the swamp
Privileged environment, surrounded by pine forests next to the swamp, located between three of the most representative cities of Spain: Toledo, Ávila and Madrid. Very interesting design house in the shape of an A, with a lot of light, in the middle of nature, with views of 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 of carrying out a variety of aquatic activities.

Nature in the San Juan swamp
In the middle of nature, surrounded by pine trees and 200 meters from the Bungalows beach. First floor: living room with terrace with wonderful views of the pine forest and the surroundings of the swamp. Double bedroom, bedroom with two beds, bathroom and kitchen. Ground floor: large multifunctional living room with bar, ping pong, billiards, dartboard and an apartment with two beds. A place that invites you to relax with the possibility of doing nautical and multi-adventure activities in the swamp area.

Cabaña del Burguillo
Idyllic environment surrounded by wild nature, located in a pinewood on the edge of the lake with direct access to the beach. Ideal for couples, the house consists of a spacious living room, fully equipped kitchen, bedroom with double bed and extra bed or optional cradle, bathroom and large terrace overlooking the lake. Place that invites you to rest, with the possibility of carrying out nautical and sports activities. Pets are allowed, except february, march & april due to pine processionary.

Apartamento Ocejón Couples
Places of interest: Valverde de los Arroyos, Tamajón, Incredible views, Incredible views, Hayedo Tejera Negra. Leafy oak forests, Pico Ocejón, Despeñalagua, the route of the Black Villages, the light, the comfort of the bed, the comfort of the bed, the cozy space. You will love my place because it is newly opened, everything is designed to be very comfortable, incredible views and very individual. Ideal for couples getaways.. My accommodation is good for couples, business travelers, and pets.

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.

The Rascafria granary
Escape the daily grind at this unique property in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful village of Rascafría, the starting point for the best routes to Peñalara. Ideal for a family holiday at any time of the year. We also organise retreats (IG @nkalmaretreats) for groups or celebrations, featuring a range of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Spectacular views one hour from Madrid
Disconnect and enjoy a paradise just an hour from Madrid. Spectacular views, infinity pool, fireplace, garden with barbecue, walking access to the lake and everything you need to enjoy with your family or friends. No parties. No smoking. Pets are not allowed. Late check-out ONLY WITH PRIOR NOTICE: ask for price Tourist licence: CRU05005000026499 According to decree 933 we will request the details of the guests according to these regulations.

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

Rural Boutique with Jacuzzi and Garden
Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

Cigarral de la Encarnación (The Incarnation Cigarral)
Un Cigarral, with stunning views of Toledo, a 20-minute walk from the historic center, and a five-minute drive, with an 11,000-meter garden and a magnificent swimming pool. A family of caretakers who live in a separate house across the garden take care of the property and can help you in any situation. Parking for 5 cars. Five double bedrooms, each with its own bathroom.

Dream House in Aranjuez, Madrid
Your best choice if you plan to see Madrid, Toledo, Segovia, Avila and Aranjuez among other wonderful locations in the area. Brand new place with an experienced Airbnb host will welcome you with lots of ideas to enjoy your stay in the Madrid area. I look forward to host you and will make sure you feel at home. Welcome to your travel home!

A little house in the countryside within the city
A beautiful country house in the city of Ávila. Ideal, cozy house with careful details designed for you to enjoy an independent stay in the middle of nature and at the same time discover the walled city. Feel at home and disconnect in the countryside, or enjoy just a 10-minute walk from the World Heritage City.
Popular amenities for house rentals in Sierra de Guadarrama
House rentals with a pool

Casitas del Molino Grande del Duratón (Small Houses)

Rural charm and comfort near Segovia and Madrid

Charming house in the heart of nature

House in the countryside to disconnect in Madrid. Animals

Luxury villa in the Sierra de Madrid with no steps

Sierra Madrid · Navacerrada · Reservoir · 8 people

Your home in La Pedriza

Stone mountain house with pool
Weekly house rentals

Refugio 1900

VUT La Casa de la Vega

Cozy and romantic little house in the mountains

Villa in Luxury Gated Community

Charming house 1 hour from Madrid

Finca El Rivero

Ángel's Balcony

House with private garden and bbq
Private house rentals

Cosy villa with pool, 30 minutes from Madrid

La Villa de Pi

Casa del Acebo

Casa Paraíso Navas

Canchal C R garden, barbecue and fireplace

Mabel House Suites Discover your most intimate side!

A cozy house to disconnect.

A rustic house in a natural setting
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- La Latina
- Santiago Bernabéu Stadium
- El Retiro Park
- Parque Warner Madrid
- Metropolitano Stadium
- Las Ventas Bullring
- WiZink Center
- Museo Nacional del Prado
- Palacio Vistalegre
- Royal Palace of Madrid
- Feria de Madrid
- Teatro Lope de Vega
- Faunia
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Parque de Atracciones de Madrid
- Aqueduct of Segovia
- La Pinilla ski resort
- Parque Europa
- Las Hoces Del Río Duratón national park
- Círculo de Bellas Artes
- Temple of Debod
- Real Jardín Botánico





