
Cottage holiday rentals in Sierra Oeste
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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 $69 NZD per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 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, Wifi and Pool across Sierra Oeste rentals

4.8 Average rating
Sierra Oeste stays are highly rated by guests—averaging 4.8 out of 5!
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).

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

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.

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.

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.

Estajero Rural House
Casa del año 1855 totalmente rehabilitada en el año 2022. Sus 120m2 se distribuyen en salón comedor con chimenea, cocina totalmente amueblada y equipada, 2 baños, 2 habitaciones dobles, una individual con opción de cama supletoria, patio interior con barbacoa. Calefacción y chimenea de leña (cajón de leña para 3-4 días a 12€) No se permiten fiestas La localidad cuenta con supermercado, carnicería, pescadería, farmacia, restaurante... polideportivo y piscina municipal

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

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.

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

chalet relax luxury

A house with a view

Tío Pancho Country House, Outdoor Jacuzzi 4/6 seats

MANSION DELUXE VILLA ANGELES

A beautiful and charming country house

Las Herreras 1 Country House

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

House in nature with a spa and large patio.
Pet-friendly cottage rentals

Casa Tio Peguero - Pool Spa

Spectacular Private Estate with Views of Gredos

House with beautiful views. VUT-40/868

"El granado" country house

Casa Valle del Lozoya

Sotillo de la Adrada, V. del Tietar, (Toledo & Ávila)

El Palomar I - country house for 6/8 people

Cozy and bright country house. 22-meter terrace
Private cottage rentals

La Favorita (Mataelpino)

House for 12, swimming pool, and barbecue

No, without

Country house with barbecue and swimming pool

La osa and el madroño, Robledo de Chavela country house

Country house with spectacular views

Nature and Rest: Rural house with private garden

A stone's throw from Toledo and Las Barrancas de Burujón
When is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $399 NZD | $397 NZD | $377 NZD | $372 NZD | $379 NZD | $446 NZD | $456 NZD | $451 NZD | $403 NZD | $389 NZD | $397 NZD | $403 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 |
Destinations to explore
- Guesthouse rentals Sierra Oeste
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- Rentals with breakfast Sierra Oeste
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- Waterfront rentals Sierra Oeste
- Rentals with a fireplace Sierra Oeste
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- Pet-friendly rentals Sierra Oeste
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- Hotel rooms Sierra Oeste
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- Rentals with a hot tub Sierra Oeste
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- House rentals Sierra Oeste
- Cottage rentals Madrid
- Cottage rentals Spain
- Metropolitano Stadium
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- Museo Nacional del Prado
- Royal Palace of Madrid
- WiZink Center
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