
Cottage holiday rentals in Sierra de Guadarrama
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Top-rated cottage rentals in Sierra de Guadarrama
Guests agree: These cottages are highly rated for location, cleanliness and more.

Alto de Cervera, spectacular views
Magnificent house with spectacular views of the Atazar reservoir, comfortable house with two floors, 2 bedrooms upstairs and three downstairs. The rooms are opened according to the number of people, the common areas are left available throughout the house. A bathroom and toilet downstairs and a bathroom upstairs. Kitchen on both floors. Large terrace where you can enjoy the evening and the starry sky and glazed porch overlooking the reservoir on the ground floor. We have installed a removable pool for the summer.
FamilyLocationWi-Fi

Casa Matallera - Mountain Retreat near Madrid
Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).
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Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue
PADEL /PISCINA CLIMATIZADA/ PICKLETBALL Para preservar la tranquilidad del entorno y el descanso de los vecinos, en esta casa *no se permiten fiestas, celebraciones, despedidas, música alta, gritos ni cualquier comportamiento que genere ruido molesto, tanto de día como especialmente por la noche.* Cuenta con Piscina climatizada, Pista de pádel, Pickleball, barbacoa, ping pong, billar. Todo uso exclusivo de los inquilinos. Se accede a ella desde una pista de tierra de 5,5 km se tarda 10 a 20min
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Villa with pool and mountain views
Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.
FamilyValueRiver

COVA Caballar. Large garden and beautiful sunsets
WE HAVE A GREAT KITCHEN next to the garden, porch and barbecue. La COVA is located in Caballar, Segovia. Fully renovated. It has 5 bedrooms, 2 large equipped kitchens, terrace, garden with porch, 2 independent living rooms, 3 bathrooms, a toilet, and WiFi connection. It is 5 km from Turégano. And also very close to places like the Hoces del Duratón, La Granja, Pedraza, Valsaín and Segovia Capital. Capacity subject to current epidemiological regulations. Registration Number C.R.-40/720
LocationFamilyHiking

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.
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The Swamp House
The house is located on the banks of the Burguillo swamp with 3000 m2 of private land where you will find a large garden with a pool, barbecue and terrace with spectacular views of the swamp. Everything around it is the Iruelas Valley Nature Reserve, so it is a natural, isolated and quiet environment. Water sports, hiking trails, biking, horseback riding, mushroom picking, chestnuts... The area offers you a taste of the cuisine that is characterized by its rich meats and vegetables.
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Los Nerios Country house with pool
Los Nerios country house with swimming pool (Registered in the Tourist Companies Registry under number VT-13338), on the slopes of Pico de la Miel, a few kilometers from the Atazar reservoir. A house with lots of light, very large spaces and beautiful views of nature. Possibility of enjoying multiple sports activities: kayaking, paddle surfing, horseback riding for all levels (including children), hiking and climbing. Surrounded by a wide variety of gastronomic offerings. 12+1 pax.
LocationFamilySleep quality

Amazing garden and charming villa in the mountains
A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more
LocationFamilyPool

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.
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CASA RURAL CHOCOLATE HOUSE ROMANTIC GETAWAY
Casa de Chocolate is a family home renovated and decorated by all of us. We have put all our enthusiasm and dedication in every corner and detail to make you feel at home, a house where there has always been a lot of love, love like our parents professed, that's why it is an ideal house to enjoy as a couple. But not only as a couple you can enjoy love and life, that's why there is also space for enjoyment with friends.
FamilyLocationHot tub

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.
ValueFamilyComfort
Popular amenities for Sierra de Guadarrama cottage rentals
Cottage rentals with a hot tub

A house with a view
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La Fuente del Pinar country house.
AmenitiesCleanliness

Navega country house
LocationFamilyOutdoor spaces

El Balcón del Castillo Rural House
LocationHospitalityQuiet

Arco de la Villa Country House (Apartment) Campiña
LocationFamilyNearby

A beautiful and charming country house
LocationValueCondition

Casa Rural La Luz de la Sierra (Modern design)
LocationOutdoor spacesHospitality

Exclusive house in a rural setting
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Pet-friendly cottage rentals

Spectacular Private Estate with Views of Gredos
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House with beautiful views. VUT-40/868
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20 minutes from Segovia, sleeps 6. El Viejo Almacén.
LocationFamilyAccuracy

Nogal Country House Workshop
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Casa Valle del Lozoya
ValueLocationAccuracy

El Palomar I - country house for 6 people
LocationFamilyQuiet

Country house. 22 m terrace. There were NO fires!
LocationFamilySleep quality

Country house with spectacular views
LocationConditionCleanliness
Private cottage rentals

VillaTua · Piscina climatizada · 6 suites con baño
LocationFamilyAmenities

El Refugio de Paz - Charming little house in Riaza
LocationFamilyIndoor spaces

Casa la Colmena Ávila, The Colony I
LocationFamilyQuiet

La Favorita (Mataelpino)
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Estajero Rural House
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No, without
LocationFamilyAmenities

Refugio del Nogal (Cercedilla)
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Your Rural House
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Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu Stadium
- Chueca
- Parque Warner Madrid
- El Retiro Park
- La Latina
- Plaza Mayor
- Feria de Madrid
- Las Ventas Bullring
- WiZink Center
- Museo Nacional del Prado
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Faunia
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Complutense University of Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Ruta de los Pueblos Negros
- Madrid Río
- Puerta de Toledo





