
House holiday rentals in Sierra de Guadarrama
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Top-rated house rentals in Sierra de Guadarrama
Guests agree: These houses are highly rated for location, cleanliness and more.

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.
ValueLocationParking
4.99 out of 5 average rating, 143 reviews
Casa Salamandra. With swimming pool, next to the swamp
Privileged environment, surrounded by pine forests next to the swamp, located between three of the most representative cities of Spain: Toledo, Ávila and Madrid. Very interesting design house in the shape of an A, with a lot 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.
LocationFamilyAccuracy
4.92 out of 5 average rating, 122 reviews
Romantic three-bedroom apartment with private jacuzzi and terrace
Discover Casa Capricho, a space designed for enjoyment ✨ ✅ The house is intact, and the area is operating normally: roads and access points are open, and the lake and restaurants are open for business. The main feature is the private jacuzzi in the master bedroom, available all year round, accompanied by piped music throughout the house 🎶 Less than an hour from Madrid, it's ideal for getaways with your partner, friends or family. Relax, unwind and create the perfect atmosphere at all times 💫
FamilyValueComfort
4.88 out of 5 average rating, 173 reviews
The Rascafria granary
Escape 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 trails to Peñalara. Perfect 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.
LocationFamilySleep quality
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.
LocationFamilyAmenities
4.94 out of 5 average rating, 140 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
FamilyValueCleanliness
4.85 out of 5 average rating, 74 reviews
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 ADVANCE NOTICE: consult price Tourist permit: CRU05005000026499 According to decree 933 we will request the details of the guests according to these regulations.
FamilyLocationGetting around
4.85 out of 5 average rating, 87 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.
ValueFamilyComfort
4.86 out of 5 average rating, 115 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
LocationValueHospitality
5.0 out of 5 average rating, 22 reviews
Views of Miraflores
Completely new house. January 2024. Designed so that you can enjoy the best views of Miraflores from every room. A perfect house to enjoy with friends and family where the living room, kitchen, porch and garden are integrated so that at all times enjoy the company. Efficient house to be cool in summer and warm in winter as well as having a fireplace that will make you feel at home. And for the summer you can also enjoy the swimming pool.
LocationValueBathroom
4.91 out of 5 average rating, 53 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.
LocationFamilyParking
5.0 out of 5 average rating, 44 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.
LocationValueKitchen
4.95 out of 5 average rating, 166 reviewsPopular amenities for Sierra de Guadarrama house rentals
House rentals with a pool

A little house in the countryside within the city
LocationFamilyOutdoor spaces
4.95 out of 5 average rating, 114 reviews
Dream House in Aranjuez, Madrid
ValueLocationBackyard
4.91 out of 5 average rating, 228 reviews
Luxury villa + separate loft with no steps
LocationFamilyComfort
5.0 out of 5 average rating, 12 reviews
Sierra Madrid · Navacerrada · Reservoir · 8 people
FamilyLocationGetting around
4.86 out of 5 average rating, 29 reviews
La Serradilla, a house for tourist use in Labajos
LocationFamilyHeating
4.93 out of 5 average rating, 30 reviews
Your home in La Pedriza
LocationFamilyBathroom
4.91 out of 5 average rating, 34 reviews
Villa Rosalía: Heated Pool and Rural Charm
ValueFamilyGetting around
4.95 out of 5 average rating, 38 reviews
The Pumpkin House, special for mountaineers
ValueFamilyOutdoor spaces
4.94 out of 5 average rating, 67 reviewsWeekly house rentals

Charming house at La Granja, Segovia
LocationFamilyCondition
4.96 out of 5 average rating, 83 reviews
Cabaña del Burguillo
ValueLocationSleep quality
4.98 out of 5 average rating, 48 reviews
Beautiful house on the side of the mountain in Segovia
FamilyLocationKitchen
4.9 out of 5 average rating, 94 reviews
Disconnect in the mountains. House with terrace & BBQ.
LocationFamilyIndoor spaces
4.72 out of 5 average rating, 238 reviews
Charming house in the heart of nature
ValueFamilyTV
4.94 out of 5 average rating, 86 reviews
Country house with views near Madrid
FamilyLocationQuiet
4.79 out of 5 average rating, 63 reviews
Refugio 1900
FamilyLocationKitchen
5.0 out of 5 average rating, 34 reviews
El Refugio de Pedraza 1st Floor
FamilyValueAccuracy
4.92 out of 5 average rating, 12 reviewsPrivate house rentals

Cozy and romantic little house in the mountains
ValueLocationPool
4.88 out of 5 average rating, 98 reviews
the little blue house
LocationFamilyHeating
5.0 out of 5 average rating, 22 reviews
Mama Puchi: rustic and classic with an indoor pool
LocationFamilyView
4.91 out of 5 average rating, 11 reviews
Family home for hiking trails
LocationFamilyComfort
4.98 out of 5 average rating, 53 reviews
Casa Pantano San Juan
ValueLocationBarbecue
4.95 out of 5 average rating, 87 reviews
Casa El Olivo
LocationFamilyCheck-in
4.96 out of 5 average rating, 48 reviews
Casa Paraíso Navas
FamilyLocationDecor
5.0 out of 5 average rating, 13 reviews
Regional Park Cuenca Alta Manzanares Chalet
LocationFamilyQuiet
5.0 out of 5 average rating, 11 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





