House holiday rentals in Sierra de Guadarrama

Top Guest favourite

Guest favourite

Retiro Park Industrial House

Bright, south-facing home in a quiet central neighborhood, just 600 meters from Retiro Park. Fun and original, with an industrial-chic vibe, this 160 m² house has lots of natural light, a small garden, and a private parking spot. Downstairs there’s a large open-plan kitchen, dining, and living area (about 70 m² / 750 sq ft), with underfloor heating and AC in every room. The kitchen is fully equipped, and we provide bed linens, towels, and all the basics you’ll need for a comfortable stay. You’ll also find a small private gym on this floor. Upstairs are the three bedrooms: • The main bedroom has a 180 x 200 cm / 71 x 79 inches bed (King Size) and a private bathroom. • The second bedroom also has a 180 x 200 cm / 71 x 79 inches bed (King Size) and shares a bathroom with the third room. • The third bedroom, which is the smallest, has a trundle bed (90 x 200 cm). It can be pulled out to create two single beds (90 x 200 cm each), placed very close together—ideal for two kids or two people who are comfortable sharing close space. There’s also the option to join them and form a 180 x 200 cm bed (King Size), suitable for a couple.

Family · Value · Air conditioning

Casa Salamandra. With swimming pool, next to the swamp

A privileged environment, surrounded by pine trees next to a marsh, located between three of the most representative cities in Spain: Toledo, Avila and Madrid. Very interesting design house in the shape of an A, with lots of light, in the middle of nature, with views of the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martín de Valdeiglesias (where all kinds of services are available). Possibility of carrying out a variety of aquatic activities.

Location · Family · Condition

The Pumpkin House, special for mountaineers

Escape to this charming house nestled at the foot of La Pedriza, where the mountains and river meet in a stunning natural setting. Enjoy peace, fresh air, and beautiful views perfect for a relaxing break, a romantic escape, or an outdoor adventure. Just steps away, the Sierra de Guadarrama National Park awaits, with scenic hiking trails, crystal-clear natural pools, and breathtaking rock viewpoints. Whether you’re here to explore or unwind, this is your perfect refuge in the heart of nature.

Value · Family · Kitchen

The Rascafria granary

Get away from the daily grind at this unique accommodation in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful town of Rascafría, the starting point for the best routes to Peñalara. Ideal for relaxing with the family at all times of the year. We also host retreats (IG @nkalmaretreats) for groups or celebrations, featuring a variety of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Location · Family · Hospitality

Romantic triplex with a private jacuzzi and terrace

Discover Casa Capricho, a place designed for enjoyment ✨ ✅ The house is intact and the area is functioning normally: roads and accesses are open, the reservoir and restaurants are operational. The star feature is the private jacuzzi in the master bedroom, available year-round, along with piped music throughout the house 🎶 Less than an hour from Madrid, it's ideal for getaways as a couple, with friends, or as a family. Relax, unwind, and create the perfect atmosphere at all times 💫

Family · Location · Air conditioning

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.

Family · Location · Hiking

Lovely place with a pool in summer

Beautiful home, registered in Registry E. T. ref. no. VT-14878, two bedrooms (one double), two bathrooms, full kitchen. Separate entrance. It is the ground floor of a two-story villa (the owners live on the upper floor). Pets are allowed (max 2 medium) at an additional cost of €5 per day/pet. Independent access to the garden. Residential area. Downtown Los Molinos with all amenities a 7-minute walk away, two buses and commuter train connect with Madrid

Value · Family · Hospitality

House in Soto del Real

Keep it simple at this peaceful and centrally-located place. Spectacular house fully equipped with underfloor heating (cold and heat) by aerothermal. Divided into two floors, the main floor consists of an open kitchen, a full bathroom and a living-dining room. The first floor has a double bedroom and another with a trundle bed and a full bathroom (with a whirlpool bathtub) and a balcony overlooking the mountain. 60 m plot with artificial grass.

Value · Location · Pool

Spectacular views one hour from Madrid

Disconnect and enjoy a paradise just an hour from Madrid. Spectacular views, infinity pool, fireplace, garden with barbecue, walking access to the lake and everything you need to enjoy with your family or friends. No parties. No smoking. Pets are not allowed. Late check-out ONLY WITH PRIOR NOTICE: check price Tourist License: CRU05005000026499 According to decree 933 we will request the details of the guests according to these regulations.

Family · Value · Getting around

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

Family · Location · Hospitality

Top Guest favourite

Guest favourite

House with a garden and pool in Navacerrada

A detached house where you can enjoy a quiet stay, with a beautiful garden and private seasonal pool, and in a unique environment. Ideal for relaxing, as a starting point for mountain routes or enjoying summer or winter in the mountains. A 7-minute walk to the town center and 7 minutes to the Navacerrada reservoir. An option for families with children, couples, or small groups looking for a little nature and relaxation.

Family · Location · Outdoor spaces

Rural Boutique with Jacuzzi and Garden

Welcome to Pertenera. A boutique house less than an hour from Madrid, where rural charm meets design. The private Jacuzzi, built in next to a stone wall, is the heart of the house. The room opens onto the patio through a large glass door, and the small cactus garden invites you to have breakfast outside, read, or simply relax. A house where you can close the door and forget about everything for a while.

Value · Location · Amenities