
House holiday rentals in Guadarrama
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Top-rated house rentals in Guadarrama
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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.
4.99 out of 5 average rating, 141 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.
4.92 out of 5 average rating, 122 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.
4.97 out of 5 average rating, 30 reviews
Charming house in the heart of nature
Experience well-being in an independent house with a pool, nestled in a finca surrounded by horses. Enjoy bike rides, a terrace with panoramic views to admire the sunset, and the tranquility of our village square with ancient olive tree. Just 30 minutes from the center of Madrid, this retreat offers complete disconnection with easy access to shops. Ideal for a weekend or vacation, experience a truly Spanish lifestyle. Pool closed from October to April depending on the weather
4.94 out of 5 average rating, 84 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.
4.94 out of 5 average rating, 136 reviews
Luxury villa in the Sierra de Madrid with no steps
Spectacularly designed and detached villa, unique in the area. Built in 2007. 2000-square-meter plot with pool, barbecue grill, and kennels. No architectural barrier on the entire property! Residential Complex "Las Cabezuelas", Municipality of Guadarrama (Madrid). Near downtown Alpedrete, next to Sierra de Guadarrama and Navacerrada. Several TV programs have been recorded at the villa, such as: Married with the naked eye, consensual exchange, come to dinner with me, etc.
4.95 out of 5 average rating, 92 reviews
Sierra Madrid · Navacerrada · Reservoir · 8 people
This cozy house next to Lake Navacerrada is ideal for a family vacation. Enjoy a private exit directly to the lake, private pool, barbecue, and an old paddle tennis court where children can play freely. Its great attraction is the extensive plot, with centuries-old trees, large rocks and multiple hiding places that invite you to explore. In addition, it has a special bedroom with a loft and children's shelter, perfect for creating unforgettable family memories.
4.86 out of 5 average rating, 29 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
4.85 out of 5 average rating, 71 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.
4.85 out of 5 average rating, 110 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
5.0 out of 5 average rating, 22 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.
5.0 out of 5 average rating, 42 reviews
SIERRA DE GUADARRAMA CHALET
IMPORTANT. STAY FOR FAMILY USE ONLY. NOT SUITABLE FOR CELEBRATIONS OR EVENTS. 4 bedrooms (3 with double beds and 1 with two beds), 2 bathrooms, living room (55 m2) that is distributed in a relaxation-fireplace area, dining area and bar area. Fully equipped kitchen, porch (35 m2), barbecue, sandbox, gazebo. Possibility of renting an attic with more extra places (attic living room with 2 double beds and sofa bed)
4.65 out of 5 average rating, 183 reviewsPopular amenities for Guadarrama house rentals
House rentals with a pool

House in Arganda del Rey
4.94 out of 5 average rating, 385 reviews
Dream House in Aranjuez, Madrid
4.91 out of 5 average rating, 227 reviews
Spectacular view in the Fuenfria
4.83 out of 5 average rating, 191 reviews
Casa El Olivo
4.98 out of 5 average rating, 44 reviews
Charming house 1 hour from Madrid
4.91 out of 5 average rating, 55 reviews
Spectacular views one hour from Madrid
4.86 out of 5 average rating, 84 reviews
Your home in La Pedriza
4.91 out of 5 average rating, 33 reviews
Stone mountain house with pool
4.96 out of 5 average rating, 54 reviewsWeekly house rentals

Family home for hiking trails
4.98 out of 5 average rating, 53 reviews
Mountain House - Alalinde
4.91 out of 5 average rating, 32 reviews
"Casa Pipa" Peaceful refuge in the Sierra
4.94 out of 5 average rating, 51 reviews
Designer house, pool & barbecue
4.81 out of 5 average rating, 90 reviews
Family vacation home in the Sierra de Madrid
4.86 out of 5 average rating, 14 reviews
F1 Madrid 2026· VIP villa 1 min. from the circuit
4.98 out of 5 average rating, 52 reviews
Villa in the Sierra de Madrid
4.95 out of 5 average rating, 63 reviews
Luxury house with private pool, near Madrid
4.96 out of 5 average rating, 49 reviewsPrivate house rentals

Luxe Villa | 12p|Movie Room|Salt Pool|EV Charger|35min to Mardr
4.92 out of 5 average rating, 37 reviews
Spectacular House 9Pax Bernabéu
5.0 out of 5 average rating, 53 reviews
Patio&Relax at Casa Aldonza, Perfect for Families
5.0 out of 5 average rating, 18 reviews
Charming house at La Granja, Segovia
4.96 out of 5 average rating, 83 reviews
Casa Cantera del Berrocal, free WiFi
4.96 out of 5 average rating, 74 reviews
Casa Paraíso Navas
5.0 out of 5 average rating, 13 reviews
Casa del Acebo
4.91 out of 5 average rating, 22 reviews
Views of Miraflores
4.9 out of 5 average rating, 52 reviewsDestinations to explore
- Santiago Bernabéu Stadium
- Parque Warner Madrid
- Metropolitano Stadium
- Chueca
- El Retiro Park
- Plaza Mayor
- La Latina
- Feria de Madrid
- Las Ventas Bullring
- Royal Palace of Madrid
- WiZink Center
- Teatro Lope de Vega
- Faunia
- Complutense University of Madrid
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Madrid Río
- Puerta de Toledo
- Círculo de Bellas Artes
- Parque Europa
- Ruta de los Pueblos Negros





