Some info has been automatically translated. Show original language

House holiday rentals in Sierra de Guadarrama

Find and book unique houses on Airbnb

Top-rated house rentals in Sierra de Guadarrama

Guests agree: These houses are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
The house features a modern A-frame design with large windows, situated amidst lush greenery. Pine trees surround the property, adding to the natural setting. A pathway leads to the entrance, blending harmoniously with the landscaped garden.
Home in San Martín de Valdeiglesias
4.92 out of 5 average rating, 122 reviews

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.

LocationFamilyHospitality

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 in Rascafría
4.97 out of 5 average rating, 30 reviews

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.

FamilyLocationNearby

Superhost
Home in San Martín de Valdeiglesias
4.88 out of 5 average rating, 173 reviews

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 💫

LocationFamilyCheck-in

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 in Madrid
4.94 out of 5 average rating, 140 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.

LocationFamilyBathroom

Guest favourite
A peaceful garden area is displayed, featuring a stone pergola with a wooden table and a hammock. Lush green grass surrounds the space, with a clear view of the pool in the background. A mountain landscape is visible, providing a picturesque backdrop.
Home in Los Molinos
4.85 out of 5 average rating, 73 reviews

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

LocationValueBathroom

Superhost
A small outdoor patio area is framed by a glass door, featuring a set of white metal furniture, including a table and four chairs. Lush green artificial grass covers the ground, bordered by mulched flower beds with blooming flowers and a small evergreen shrub.
Home in Soto del Real
4.86 out of 5 average rating, 113 reviews

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.

LocationFamilyWalkability

Guest favourite
A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5.0 out of 5 average rating, 22 reviews

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

LocationFamilyNearby

Top Guest favourite
A shaded porch area features wooden beams and stone walls. Two woven chairs with a small table are positioned under lush greenery. A private pool is visible in the background, surrounded by grass and bordered by tall hedges, creating a serene outdoor space.
Home in Navacerrada
5.0 out of 5 average rating, 44 reviews

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.

LocationFamilyCleanliness

Guest favourite
Home in Real Sitio de San Ildefonso
4.96 out of 5 average rating, 83 reviews

Charming house at La Granja, Segovia

Cozy rural house in the Royal Site of San Ildefonso, perfect for up to 8 guests. It features 3 bedrooms, 3 bathrooms, a fully equipped kitchen, living room with fireplace, high-speed Wi-Fi, workspace, Smart TV, board games, and laundry facilities. Built in 2021, with private access, easy parking, and nearby public transport. Ideal for families or friends looking to relax and unwind in a natural and historic setting.

FamilyLocationKitchen

Guest favourite
A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.
Home in Uceda
4.95 out of 5 average rating, 164 reviews

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.

FamilyLocationBathroom

Top Guest favourite
A charming two-story house is positioned on a lush hillside, featuring large windows that allow natural light. A smooth patio area is furnished with a seating arrangement and a coffee table, surrounded by well-tended greenery and trees, offering a serene outdoor space.
Home in El Barraco
5.0 out of 5 average rating, 43 reviews

House next to the Pantano de Burguillo

Charming rustic house on the banks of the Burguillo reservoir with direct access to the water. Ideal to disconnect and enjoy nature with family and friends all year round. Spectacular views, swimming pool, chimmey and garden with barbecue. The house has all the amenities to enjoy it both in winter and summer and only 1 hour from Madrid.

FamilyLocationCondition

Guest favourite
A private swimming pool is presented alongside a well-maintained garden area. The pool features a light blue water surface, surrounded by a paved deck and bordered by a black metal fence. The charming house in the background showcases a stone facade and manicured trees.
Home in Ávila
4.95 out of 5 average rating, 114 reviews

A little house in the countryside within the city

A beautiful country house in the city of Ávila. Ideal, cozy house with careful details designed for you to enjoy an independent stay in the middle of nature and at the same time discover the walled city. Feel at home and disconnect in the countryside, or enjoy just a 10-minute walk from the World Heritage City.

ValueFamilyAccess

Popular amenities for Sierra de Guadarrama house rentals