
Cottage vacation 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.
ValueFamilyBathroom

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).
LocationFamilyHospitality

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
LocationFamilyPool

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.
LocationValueAccess

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.
FamilyValueSleep 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
ValueFamilySleep quality

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue
PADEL /HEATED POOL/ PICKLETBALL To preserve the peaceful environment and the neighbors' peace, in this house *no parties, celebrations, gatherings, loud music, shouting, or any behavior that causes bothersome noise are allowed, either during the day or, especially, at night.* It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. It is accessed from a 5.5 km dirt track it takes 10 to 20min
FamilyLocationLong stay

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.
ValueFamilyComfort

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.
FamilyLocationView

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.
FamilyLocationAccuracy

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.
LocationFamilyGetting around

Family-friendly Ocean Apartment
Valverde de los Arroyos, Tamajón, Hayedo Tejera Negra. Leafy oak forests, leafy oak forests, Pico Ocejón, Pico Ocejón, You will love my place because, everything is designed to be very comfortable, incredible views and very individual. Ideal for couples getaways.. My accommodation is good for couples, adventurers, and pets.. My accommodation is good adventurers, families (with children), and pets.
LocationValueKitchen
Popular amenities for Sierra de Guadarrama cottage rentals
Cottage rentals with a hot tub

A house with a view
FamilyLocationHospitality

La Fuente del Pinar country house.
CleanlinessAmenities

Navega country house
LocationFamilyWalkability

MANSION DELUXE VILLA ANGELES
FamilyValueBathroom

El Balcón del Castillo Rural House
LocationComfortBreakfast

Arco de la Villa Country House (Apartment) Campiña
LocationValueCondition

A beautiful and charming country house
FamilyLocationHot tub

Casa Rural La Luz de la Sierra (Modern design)
LocationAmenitiesPets
Pet-friendly cottage rentals

VillaTua · Heated pool · 6 suites with bathrooms
LocationFamilyHospitality

Spectacular Private Estate with Views of Gredos
LocationFamilyAir conditioning

House with beautiful views. VUT-40/868
ValueFamilyBathroom

20 minutes to Segovia, sleeps 6. El Viejo Almacén.
LocationFamilyCleanliness

Nogal Country House Workshop
FamilyLocationDecor

Casa Valle del Lozoya
FamilyValueLayout

El Palomar I - country house for 6 people
LocationFamilyBathroom

Farmhouse. 22-meter terrace. There were NO fires!
ValueFamilyCondition
Private cottage rentals

El Refugio de Paz - Casita con encanto en Riaza
LocationFamilyWalkability

La Favorita (Mataelpino)
ValueFamilyGrill

Casa la Colmena Ávila, The Colony I
LocationFamilyQuiet

Estajero Rural House
LocationValueSleep quality

No, without
LocationFamilyWalkability

Refugio del Nogal (Cercedilla)
LocationFamilyCondition

Country house with spectacular views
LocationConditionHospitality

Your Rural House
LocationFamilyOutdoor spaces
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





