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

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).

Sotillo de la Adrada, V. del Tietar, (Toledo & Ávila)
Sotillo is relaxing, leafy roads, majestic woodlands, fountains and springs, thousand-year-old chestnut trees, it is the Tietar Valley, equidistant (Toledo-Ávila) Of interest: ponds and natural pools (Pinara, Nieta, Abuela) Piedralaves, the Castañar in the Rozas de Puerto Real, Casillas, botanical garden of the Tietar Valley, refuge of Majalavilla, reservoir of the Morales, the Castle of the Adrada, the Zahurdas, the high Mirlo, based on the number of guests some room could be closed.

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.

House with beautiful views. VUT-40/868
A house with beautiful views and a garden, modern construction, ideal for disconnecting in nature. Los Angeles de San Rafael development, with entertainment for all ages, golf, horse riding, water sky cable, inflatable slides, water sports, adventure sports, spa, lake and swimming pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Please don't hesitate to ask any questions or information about the activities available in the area!!!

Casa Rosita: Enjoy the rural setting
Casa Rosita is a charming house in the middle of town. It has two floors with 4 spacious and bright rooms (3 with a double bed and 1 with 2 single beds), 2 full bathrooms with shower, fully equipped kitchen (with dining area and laundry room) and full living room with sofa bed. The village where it is located has a swimming pool, paddle tennis court, children's playground and numerous spaces for activities and outdoor walks. Enjoy and relax in an unbeatable setting!

Peguerinos: house with jacuzzi, fireplace and garden
Disconnect and relax 1 hour from Madrid, in an authentic village in the Sierra de Guadarrama. "La Margarita" is a charming, very cozy house, built on an old stone barn completely renovated with noble materials. It has a jacuzzi, fireplace, wifi and a small private garden with barbecue. Very close to a swamp and large pine forests: hiking, mountain biking, horse or donkey riding, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

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

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue
PADEL /HEATED POOL/ PICKLETBALL Not suitable for parties, or noises after 11:00 PM. *Ideal for Families and Friends* Amant El Encinar is a 10,000m estate. It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. Natural Paraje de Encinas just 58 kilometers from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track it takes 10 to 20min The house is for 8 people but we admit up to 10

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.

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.

Room with a view of the Stars
A stone and wood house in a mountain shelter style, nestled south of the Gredos foothills, in the beautiful Tietar Valley. 8000-meter estate, surrounded by nature, oak trees, cork oaks, pine and chestnut trees... An area of mycological and hornitological interest, with night sky observation, routes, trails... If you are looking for tranquility, inspiration, to disconnect from the world... WELCOME TO LA BORRIQUITA.

Pure narure on The Cadalso Terrace
Spacious independent house with a garden of wild vegetation and a large terrace with views of the Sierra de Gredos, just 50 minutes by car from the city of Madrid and 15 minutes from the San Juan Reservoir. An ideal environment for couples or families looking to get away from the city, connect with nature, discover lost trails and enjoy peace and tranquility. The pool season is from May 1st to October 31st.
Popular amenities for cottage rentals in Sierra Oeste
Cottage rentals with a hot tub

chalet relax luxury

A house with a view

A beautiful and charming country house

Las Herreras 1 Country House

CASA DE CUCU Navaluenga

CASA RURAL LA CALAÑA, with Jacuzzi,Pool and Patio.

House in nature with a spa and large patio.

Zarzalejo Estación Stone Rural House
Pet-friendly cottage rentals

The river house. Mountains and river in Madrid.

Cute and cozy stone cottage

Las Cigüeñas de Las Navillas Rural House

☼RURAL VILLA with PRIVATE POOL near MADRID☼

El Palomar I - country house for 6/8 people

Country house with spectacular views

The Fortress of Bernuy

Finca del Carmen
Private cottage rentals

Brick House with Pool and Swamp View

The Pinar del Rondero in the middle of nature

"El granado" country house

La osa and el madroño, Robledo de Chavela country house

Refugio del Nogal (Cercedilla)

Accommodation in Manzanares el Real

House with pool between Madrid and Toledo

La Casa de Marioneta less than an hour from Madrid
When is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 SGD | $252 SGD | $258 SGD | $275 SGD | $280 SGD | $330 SGD | $337 SGD | $334 SGD | $298 SGD | $288 SGD | $294 SGD | $298 SGD |
| Avg. temp | 4°C | 5°C | 7°C | 10°C | 14°C | 19°C | 22°C | 21°C | 17°C | 12°C | 7°C | 5°C |
Quick stats about cottage rentals in Sierra Oeste

Total holiday rentals
Explore 50 holiday rentals in Sierra Oeste

Nightly prices starting at
Sierra Oeste holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Sierra Oeste holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sierra Oeste rentals

4.9 Average rating
Sierra Oeste stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a patio Sierra Oeste
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- Rentals with a firepit Sierra Oeste
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- Cottage rentals Madrid
- Cottage rentals Spain
- Casino Gran Via
- La Latina
- Puerta del Sol
- Santiago Bernabéu Stadium
- El Retiro Park
- WiZink Center
- Parque Warner Madrid
- Las Ventas Bullring
- Puy du Fou España
- Metropolitano Stadium
- Museo Nacional del Prado
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Faunia
- Ski resort Valdesqui
- Teatro Real
- Feria de Madrid
- Mercado De San Miguel
- Parque de Atracciones de Madrid
- Matadero Madrid
- Aqueduct of Segovia
- Parque Europa
- Complutense University of Madrid




