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Holiday rentals in El Olivar

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Top-rated holiday rentals in El Olivar

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home
4.91 out of 5 average rating, 33 reviews

Luxe Villa | 12p | Movie Room | Saltwater Pool | Electric BBQ | 35 min to Mørdra

Spacious and comfortable house with 5 bedrooms, private cinema, barbecue, pool and table football. High-speed WiFi (1 GB), air conditioning and fully equipped kitchen. Quiet area with private security and views of the Henares Valley. Car needed. Ideal for unwinding. ✅Accessible Luxury ✅Fireplaces ✅Electric Vehicle Charger ✅Stone oven ✅Spaces with nat.light ⭐"Everything was very nice, spacious rooms, comfortable beds and the best thing: home cinema for watching films" ⭐"Sandra was attentive in every moment and was very kind..." Add my ad to your favourites list. Click❤️on the top right corner.

Villa
4.86 out of 5 average rating, 29 reviews

Lux6BRVilla|Pool|WineCellar|Gardens|Games &BBQ|

Escape to this exclusive luxury countryside retreat,nestled in a private natural setting just 35 minutes from Madrid Enjoy the perfect blend of peaceful sophistication and city convenience Ideal for families, groups,and special celebrations, this elegant home features: • Refreshing pool and two beautiful gardens • Impressive wine cellar and authentic BBQ area • Unique, photogenic spaces—perfect for content creators Celebrate,relax, and create unforgettable memories in a truly unique experience

Guest favourite
The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.
Cottage
4.96 out of 5 average rating, 170 reviews

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.

Guest favourite
A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.
Home
4.95 out of 5 average rating, 124 reviews

Dreamy treehouse

Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

Top guest favourite
Cottage
5 out of 5 average rating, 22 reviews

Exclusive design, BBQ Porch, Valley views wifi

Imagine a 200 m2 house surrounded by nature, with 5-meter high ceilings that give it a feeling of spaciousness and brightness. The design is modern and elegant, but in harmony with the natural environment. The house has 4 bedrooms, two of them en-suite, perfect for privacy and comfort. The 3 bathrooms are carefully designed, with high quality finishes. The outdoor area is a true paradise: a swimming pool that integrates perfectly with the landscape and an 8m glazed porch

Guest favourite
An overhead view captures a serene outdoor space, featuring a lawn bordered by a swimming pool and sun loungers. The rustic stone walls and wooden beams contribute to a harmonious setting, while an umbrella provides shade over a dining area with modern furnishings.
Home
4.96 out of 5 average rating, 23 reviews

The Rascafria granary

Escape the daily grind at this unique property in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful village of Rascafría, the starting point for the best routes to Peñalara. Ideal for a family holiday at any time of the year. We also organise retreats (IG @nkalmaretreats) for groups or celebrations, featuring a range of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Guest favourite
Cottage
5 out of 5 average rating, 50 reviews

Brisas Lagoon Villas - Cabin overlooking the lake

Nordic terraced villa on the waterfront of the Entrepeñas Reservoir, in La Alcarria, 1 hour and 30 minutes from Madrid. Modern rural style with large windows and lake views. Cosy living room, barbecue, hot tub and bright bedrooms. Water activities: wakeboarding, paddleboarding, fishing and adventure sports: hiking or climbing. Explore Sacedón, Auñón or Buendía. *Both villas share an entrance, but privacy is ensured as each terrace overlooks a different part of the lake.

Guest favourite
A spacious living area features natural wood beams and a large window offering views of the greenery outside. Seating includes a wooden chair, a large round coffee table, and a long couch with cushions, providing a comfortable and inviting space.
Chalet
4.95 out of 5 average rating, 100 reviews

Old barn, renovated

Old stone barn completely renovated. We have respected its rustic spirit by integrating it with a modern architectural design intervention and warm decoration. Take the opportunity to stay in a unique space and environment. Idyllic setting to disconnect from the city in a small village that is secluded but very close to the monumental town of Pedraza, which is a 3 km walk away. There are numerous hiking, cycling, and other activity trails in the surrounding area.

Guest favourite
A charming casita is set within a green landscape, featuring a stone exterior and a wooden porch. Lush grass surrounds the structure, complemented by decorative plants. An umbrella provides shade over a seating area, while wooden benches offer a cozy spot to relax outdoors.
Cottage
4.98 out of 5 average rating, 92 reviews

Nature and Rest: Rural house with private garden

The little house is an ideal place to enjoy nature and calm in the beautiful surroundings of El Berrueco, in the heart of Madrid's Sierra Norte. Can you imagine waking up to the singing of birds or opening the windows and breathing fresh air? This is your place. You will enjoy beautiful routes, sunsets, take a swim in the reservoir or the town pool, kayak or horseback ride, eat in the delicious restaurants in the town or lie down and sunbathe in the garden.

Top guest favourite
Train
4.97 out of 5 average rating, 62 reviews

A Wagon in the Garden. Sierra de Guadarrama.

Enjoy the cool mountain breeze in summer, with air conditioning to keep the temperature just right all year round. Disconnect and live a unique experience in a vintage railway wagon — a cozy retreat in a private garden, shaded by century-old pines, surrounded by nature at the foot of the Guadarrama National Park. Wooden deck, full kitchen, BBQ, TVs with Netflix. 40 km from Madrid by car, train or bus. Surrounded by the charming villages of the Sierra.

Top guest favourite
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage
4.94 out of 5 average rating, 244 reviews

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.

Top guest favourite
Home
5 out of 5 average rating, 16 reviews

Patio&Relax at Casa Aldonza, Perfect for Families

Escape to Casa Aldonza, Patio & Relax in Esquivias, a village with Cervantine history. The perfect retreat for families and friends. Enjoy the sun in the patio or cook with local ingredients while the little ones play outdoors. For groups of more than 4–6 people, you can book another house in the same patio. Unwind, reconnect with your loved ones, and create unforgettable moments with varied activities just 30 minutes from Madrid and Toledo.

Popular amenities for El Olivar holiday rentals

  1. Airbnb
  2. Spain
  3. Castilla-La Mancha
  4. Guadalajara
  5. El Olivar