
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.

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. Rooms are opened according to the number of people, common areas are left available throughout the house. A bathroom and toilet downstairs and a bathroom upstairs. It cooks on both floors. Large terrace where you can enjoy the sunset and the starry sky and glazed porch overlooking the reservoir downstairs. We have installed a detachable pool for the summer.

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).

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.

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.

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!

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 the Guadarrama National Park, right from the doorstep. Ideal for two families to share. Totally charmingly equipped. Fireplace, gas barbecue, ping-pong, trampoline, slide, basketball hoop, Wi-Fi...

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.

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

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.

Charming cottage with stunning views. VUT-40/868
Casita with beautiful views and garden, of modern construction, ideal for disconnecting in nature. Urbanización Los Angeles de San Rafael, with entertainment for all ages, golf, water sky cable, water slides, water sports, adventure sports, spa, lake and pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Feel free to ask us any questions or information about the activities available in the area!!!

Esencia de Maryvan Rural House
Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.
Popular amenities for cottage rentals in Sierra Oeste
Cottage rentals with a hot tub

chalet relax luxury

A house with a view

MANSION DELUXE VILLA ANGELES

A beautiful and charming country house

Las Herreras 1 Country House

CASA DE CUCU Navaluenga

Zarzalejo Estación Stone Rural House

Sierra Oeste Country House
Pet-friendly cottage rentals

House for 12, swimming pool, and barbecue

Casita El Acebo

Peace and exclusive views over the Lozoya Valley

Álamo: Renovated country house in Rascafría

Casa Valle del Lozoya

River House

El Palomar I - country house for 6/8 people

Los Nerios Country house with pool
Private cottage rentals

Cute and cozy stone cottage

La osa and el madroño, Robledo de Chavela country house

Refugio del Nogal (Cercedilla)

Accommodation in Manzanares el Real

Country house with spectacular views

Finca del Carmen

La Casa de Marioneta less than an hour from Madrid

The Swamp House
When is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $233 SGD | $255 SGD | $261 SGD | $278 SGD | $283 SGD | $334 SGD | $341 SGD | $337 SGD | $301 SGD | $295 SGD | $247 SGD | $255 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 $52 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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- Puerta del Sol
- La Latina
- Santiago Bernabéu Stadium
- El Retiro Park
- Mercado de la Cebada
- WiZink Center
- Parque Warner Madrid
- Las Ventas Bullring
- Puy du Fou España
- Museo Nacional del Prado
- Palacio Vistalegre
- Royal Palace of Madrid
- Teatro Lope de Vega
- Parque del Oeste
- Metropolitano Stadium
- Faunia
- Teatro Real
- Park of Saint Isidore
- Parque de Atracciones de Madrid
- Mercado De San Miguel
- Ski resort Valdesqui
- Matadero Madrid
- Feria de Madrid
- Aqueduct of Segovia




