Ski-in/Ski-out holiday rentals in Castilla-La Mancha

Magnificent house with heated pool in Segovia

House with heated swimming pool, 5 minutes from the historic village of Pedraza. Located one hour from Madrid and just thirty minutes from Segovia. Ideal for large families and groups of friends looking to unwind, relax by the year-round heated pool, or explore the surrounding countryside. The proximity of the Hoces del Duratón Nature Park and the Cega River makes it the perfect location for walking or cycling routes. The house has work areas, and is also pet-friendly and bike-friendly.

Downtown with Free Private Parking

FREE PRIVATE PARKING in the city center (in front of the apartment). Your family will have everything within walking distance in this accommodation located in the center. Balcony overlooking the Salvador Tower, declared a World Heritage Site. 50 meters away is the Plaza del Torico, the Amantes de Teruel, the Escalinata and the Paseo del Ovalo. All major monuments are five minutes away from the apartment. Surrounded by shops, supermarkets, gyms, playgrounds, tapas bars and drinks.

"Snow escape with sauna and heated pool".

If you are preparing your getaway to disconnect from the routine, look at this charming studio of 45 m2. What gives a touch of distinction, is to be able to enjoy the relaxing HEATED-WARM POOL in winter, contemplating the nature and the landscape. You can also enjoy the warmth of a SAUNA, with its therapeutic benefits, in the Nordic style. They really are Little Whims that undoubtedly make a difference !. Ideal for couples and friends. Families, to value the limited space.

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.

La Sierra for 12 by SkyKey

2 semi-detached houses connected by their terraces offer space for up to 12 people in the middle of nature and only 35 minutes from Madrid. Whether you are just looking for a quiet place to stay or want to go hiking, biking, horseback riding or enjoy the local gastronomy, this place is ideal for you, your family and friends. Powerful 1G internet keeps everyone connected if you wish and 55" and 65" TVs respectively ensure that entertainment is never lacking.

Last corner, heated pool, sauna, duplex

Beautiful 3-storey duplex, in the highest area of La Pinilla. In the heart of the Sierra de Ayllón forest, at the foot of ski slopes and mountain bike trails. Fully equipped independent kitchen. Two full bathrooms. Spacious and cosy living/dining room with table for up to six people. Wi-Fi connection. Spacious terrace with magnificent views. Bedroom with fitted wardrobes and bathroom with separate bathtub. Towels and bed linen are provided.

Beautiful Sierra Madrid villa

Beautiful newly built villa in an unbeatable location within Becerril de la Sierra, a five-minute walk from the town center and several accesses to the Sierra de Guadarrama Natural Park. Modern construction, elegant and functional lines with a predominance of light and space in all rooms. The house is built and decorated with top quality materials and designed to be a quiet place to rest and disconnect while being fun and family-friendly.

La Portilla de Gredos. A spectacular country house.

Comfortable and spacious country house with stunning views of the Sierra de Gredos. Fully equipped to enjoy a few days of rest less than 1km from the Sierra de Gredos Regional Park. A wood-burning fireplace, fully stocked kitchen, TV, children's games, living room with huge picture window and views of the Sierra, garden, and terrace with table and chairs. From the terrace you can enjoy one of the best views of Gredos, unforgettable sunsets.

A spacious and bright apartment.

Overlooking the mountains from all areas of the house. Enjoy a few days in nature and feel at home. Equipped with everything you need for a quiet and pleasant stay. 1*Room with 3 beds of 90 2* Room with bunk bed and a 90 cm bed. 3* Room with 2 beds + bathroom. There is a second bathroom in the hallway with a bathtub. Very spacious dining room. Large kitchen with built-in breakfast table. Laundry area with washer and dryer.

Pool+BBQ · Chalet for Groups, 15 min from Madrid

Cosy 🏡 for groups, families and businesses. A spacious and comfortable area for getting together, enjoying the barbecue and pool, and unwinding in a natural and private setting. Highlights • 🍖 Barbecue and gazebo • 🏡 Quiet, detached villa • 🛏️ 4 bedrooms•6 beds • 📶 Wi-Fi. • 🚗 Easy parking Swimming pool open from 15 May to 1 October. Ask me! I'm just a 💌 away. I'm waiting for you! Entire house for you alone

Charming little house in the Riaza mountain

El Refugio de Paz is the fruit of our efforts (Paz and Antonio) to find a special place. Martín Muñoz de Ayllón is one of those charming villages, with spectacular nature and that seduced us on our first day in the village. It was love at first sight. A wonderful stone house, full of charm, pampering and details that we want to share with you and that will make your stay unforgettable.

Cozy Serranía

This accommodation is peaceful while being close to Madrid with good communication by train, bus or car. Whether for work, studies, training or family reasons, you will find everything at your fingertips with the feeling of being at home. It is located in the Sierra de Guadarrama, a natural environment.