
Cottage holiday rentals in Sierra Oeste
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Top-rated cottage rentals in Sierra Oeste
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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.

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.

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.

Peguerinos: house with jacuzzi, fireplace and garden
Disconnect and relax 1 hour from Madrid, in an authentic hamlet of the Sierra de Guadarrama. "La Margarita" is a charming house, very cozy, built on an old stone haystack totally rehabilitated 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, horseback riding or donkey, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

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!

Sotillo de la Adrada, V. del Tietar, (Toledo & Ávila)
Sotillo, is relaxing, leafy paths, majestic trees,fountains and springs, ancient chestnar, is Valle del Tietar, equidistant (Toledo-Avila) Of interest: charcas and natural pools (Pinara, Nieta, Abuela) Piedralaves, the Castañar in the Rozas of Puerto Real, Casillas, botanical garden of Valle del Tietar, refuge of Majalavilla, reservoir of Los Morales, the Castillo de la Adrada, las Zahurdas, el alto Mirlo, based on the number of guests, some room could be closed.

Amazing garden and charming villa in the mountains
Beautiful renovated 60s house, on a large 1500m plot with 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. Fully equipped with a lot of charm. Fireplace, gas barbecue, ping-pong, trampoline, slide, basketball hoop, Wi-Fi...

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

Cozy and bright country house. 22-meter terrace
CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmullo del Río..Nature tops..Relax..Evening in the company of the moon... Unique skies.. Unique views of the majestic Mount of Sta Catalina. Águilas .. rides to the river that is 50 meters away... smell of green.. cozy house.. umbrella hammocks.. barbecue .....pool in the development ... fresh nights.. pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

Charming cottage with stunning views. VUT-40/868
A house with beautiful views and a modern garden, ideal for disconnecting in nature. Los Angeles development of San Rafael, with entertainment for all ages, golf, horseback riding, water sky cable, inflatable 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!!!

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.
Popular amenities for Sierra Oeste cottage rentals
Cottage rentals with a hot tub

A house with a view

chalet relax luxury

A beautiful and charming country house

Las Herreras 1 Country House

CASA DE CUCU Navaluenga

House in nature with a spa and large patio.

Zarzalejo Estación Stone Rural House

Sierra Oeste Country House
Pet-friendly cottage rentals

Cute and cozy stone cottage

Grandma Mari's House

The Trescasas Hayloft

Country House at Finca La Pastera

Casa Valle del Lozoya

Peace and exclusive views over the Lozoya Valley

River House

Alsaudade. Peace and quiet very close to Toledo
Private cottage rentals

La osa and el madroño, Robledo de Chavela country house

Refugio del Nogal (Cercedilla)

Accommodation in Manzanares el Real

The house of the San Juan reservoir

Country house with spectacular views

Casita de Abantos - Relax in the Sierra de Madrid

The Swamp House

Casa la Colmena Ávila, La Colmena II.
When is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $317 NZD | $347 NZD | $356 NZD | $379 NZD | $386 NZD | $454 NZD | $464 NZD | $459 NZD | $410 NZD | $401 NZD | $336 NZD | $347 NZD |
| 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 $70 NZD per night before taxes and fees

Verified guest reviews
Over 2,320 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
40 of Sierra Oeste holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Cottage rentals Madrid
- Cottage rentals Spain
- Santiago Bernabéu Stadium
- Retiro Park
- Parque Warner Madrid
- Plaza de Toros de Las Ventas
- Puy du Fou España
- Royal Palace of Madrid
- Museo Nacional del Prado
- Teatro Lope de Vega
- Parque de Atracciones de Madrid
- Teatro Real
- Mercado San Miguel
- Faunia
- Matadero Madrid
- Parque Warner Beach
- Parque Europa Torrejon De Ardoz
- Real Jardín Botánico
- Ski resort Valdesqui
- Real Club La Moraleja 3 y 4
- Club de Campo Villa de Madrid
- Círculo de Bellas Artes
- Real Club Puerta de Hierro
- Sierra De Guadarrama national park
- Temple of Debod
- Catedral de la Almudena