
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.
LocationFamilyParks
4.99 out of 5 average rating, 143 reviews
Luxe Villa | 12p|Movie Room|Salt Pool|EV Charger|35min to Mardr
Large and comfortable house with 5 bedrooms, private cinema, BBQ, pool and foosball. High-speed WiFi (1 GB), A/C and fully equipped kitchen. Quiet area with private security and panoramic views of the Henares Valley. Car needed. Ideal for disconnecting. ✅Accessible Luxury ✅Fireplaces ✅Electric Vehicle Charger ✅Stone oven ✅Spacious spaces with natural light ⭐"Everything is very nice, large rooms, comfortable beds and the best part: Home theater to watch movies" ⭐"Sandra was attentive at all times and was very friendly." Add my listing to your favorites list. Clicking❤️on the upper right corner.
LocationFamilyPool
4.92 out of 5 average rating, 39 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.
ValueLocationCheckout
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.
LocationFamilyIndoor spaces
4.97 out of 5 average rating, 31 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.
LocationFamilyTV
4.94 out of 5 average rating, 140 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.
LocationFamilyOutdoor spaces
4.86 out of 5 average rating, 29 reviews
The Wheat Stack Farm
Large house in Guadarrama, perfect for groups of up to 12 people. It has a large swimming pool, surrounded by a large garden that includes a 100% private soccer field and tennis court. With a plot of 3000 m², the outdoor area has a built-in barbecue and a chill-out area with a brazier. The villa is fully equipped, with 5 bedrooms, 8 beds, 3 full bathrooms and a toilet. An ideal treat to enjoy unforgettable days in the company of family and/or friends.
LocationFamilyHeating
4.83 out of 5 average rating, 12 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
LocationValueBreakfast
4.85 out of 5 average rating, 74 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
ValueFamilyDecor
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.
LocationFamilyHeating
5.0 out of 5 average rating, 44 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)
LocationValueBarbecue
4.65 out of 5 average rating, 182 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.
FamilyLocationAmenities
5.0 out of 5 average rating, 43 reviewsPopular amenities for Guadarrama house rentals
House rentals with a pool

A little house in the countryside within the city
ValueLocationOutdoor spaces
4.95 out of 5 average rating, 114 reviews
Views of Miraflores
FamilyLocationBarbecue
4.91 out of 5 average rating, 53 reviews
Spectacular views one hour from Madrid
LocationFamilyLaundry
4.85 out of 5 average rating, 87 reviews
Casa El Olivo
FamilyLocationPets
4.96 out of 5 average rating, 48 reviews
Regional Park Cuenca Alta Manzanares Chalet
FamilyLocationHospitality
5.0 out of 5 average rating, 11 reviews
Charming house in the heart of nature
FamilyLocationBarbecue
4.94 out of 5 average rating, 86 reviews
Enjoy the mountains.
FamilyCheckoutComfort
4.62 out of 5 average rating, 13 reviews
Spectacular view in the Fuenfria
ValueFamilyWi-Fi
4.83 out of 5 average rating, 192 reviewsWeekly house rentals

Charming house at La Granja, Segovia
LocationFamilyParking
4.96 out of 5 average rating, 83 reviews
Cabaña del Burguillo
LocationValueParking
4.98 out of 5 average rating, 48 reviews
Refugio 1900
LocationFamilyHeating
5.0 out of 5 average rating, 34 reviews
Family home for hiking trails
FamilyValueAccuracy
4.98 out of 5 average rating, 53 reviews
Spectacular House 9Pax Bernabéu
ValueLocationDecor
5.0 out of 5 average rating, 54 reviews
Casa Paraíso Navas
LocationFamilyComfort
5.0 out of 5 average rating, 13 reviews
Rustic house in Cercedilla.
LocationValueQuiet
4.72 out of 5 average rating, 522 reviews
Feria Madrid Chalet. Premium Comfort. 4B and 4H
LocationFamilyNearby
4.98 out of 5 average rating, 53 reviewsPrivate house rentals

Villa in the Sierra de Madrid
LocationFamilyCleanliness
4.95 out of 5 average rating, 64 reviews
"Casa Pipa" Peaceful refuge in the Sierra
FamilyLocationIndoor spaces
4.94 out of 5 average rating, 52 reviews
Casa del Acebo
FamilyLocationBarbecue
4.92 out of 5 average rating, 24 reviews
Designer house, pool & barbecue
FamilyLocationBathroom
4.81 out of 5 average rating, 91 reviews
La Serradilla, a house for tourist use in Labajos
LocationFamilyAccuracy
4.93 out of 5 average rating, 30 reviews
Triplex with Private Garden | 2 Suites | Downtown
FamilyValueQuiet
5.0 out of 5 average rating, 16 reviews
Casa La Huertona in Castroserna
LocationFamilyBarbecue
5.0 out of 5 average rating, 7 reviews
Casa Cantera del Berrocal, free WiFi
FamilyLocationSleep quality
4.96 out of 5 average rating, 75 reviewsDestinations to explore
- Santiago Bernabéu Stadium
- Parque Warner Madrid
- Chueca
- El Retiro Park
- Metropolitano Stadium
- La Latina
- Plaza Mayor
- Feria de Madrid
- Las Ventas Bullring
- WiZink Center
- Royal Palace of Madrid
- Teatro Lope de Vega
- Faunia
- Complutense University of Madrid
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Madrid Río
- Mercado De San Miguel
- Puerta de Toledo
- Parque Europa
- Círculo de Bellas Artes
- Caja Mágica





