
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.
ValueFamilyBathroom
4.99 out of 5 average rating, 143 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.
LocationFamilyOutdoor spaces
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.
FamilyLocationPool
4.97 out of 5 average rating, 31 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 💫
FamilyLocationLayout
4.88 out of 5 average rating, 173 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.
FamilyLocationDecor
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
FamilyValueAccuracy
4.85 out of 5 average rating, 74 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.
ValueFamilyAir conditioning
4.86 out of 5 average rating, 115 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 PRIOR NOTICE: check price Tourist License: CRU05005000026499 According to decree 933 we will request the details of the guests according to these regulations.
LocationFamilyBathroom
4.85 out of 5 average rating, 87 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
LocationValueCheck-in
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.
LocationFamilyBackyard
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.
FamilyLocationComfort
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.
ValueFamilySleep quality
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
ValueFamilyParking
4.95 out of 5 average rating, 114 reviews
Dream House in Aranjuez, Madrid
LocationValueKitchen
4.91 out of 5 average rating, 228 reviews
Luxury Villa + independent loft with no steps
LocationFamilyComfort
5.0 out of 5 average rating, 12 reviews
Sierra Madrid · Navacerrada · Reservoir · 8 people
FamilyLocationCheckout
4.86 out of 5 average rating, 29 reviews
La Serradilla, a house for tourist use in Labajos
LocationFamilyAmenities
4.93 out of 5 average rating, 29 reviews
Your home in La Pedriza
FamilyLocationGetting around
4.91 out of 5 average rating, 34 reviews
Villa Rosalía: Heated Pool and Rural Charm
FamilyLocationCheckout
4.95 out of 5 average rating, 38 reviews
Rural charm and comfort near Segovia and Madrid
LocationFamilyWalkability
4.94 out of 5 average rating, 18 reviewsWeekly house rentals

Charming house at La Granja, Segovia
FamilyValueParking
4.96 out of 5 average rating, 83 reviews
Cabaña del Burguillo
ValueLocationPets
4.98 out of 5 average rating, 48 reviews
Beautiful house on the side of the mountain in Segovia
FamilyLocationLayout
4.9 out of 5 average rating, 94 reviews
Spectacular view in the Fuenfria
FamilyValueWi-Fi
4.83 out of 5 average rating, 192 reviews
Disconnect in the mountains. House with terrace & BBQ.
FamilyValueBathroom
4.72 out of 5 average rating, 238 reviews
Country house with views near Madrid
FamilyLocationBarbecue
4.79 out of 5 average rating, 62 reviews
Refugio 1900
LocationFamilyAir conditioning
5.0 out of 5 average rating, 34 reviews
El Refugio de Pedraza 1st Floor
LocationFamilyHeating
4.92 out of 5 average rating, 12 reviewsPrivate house rentals

Stone mountain house with pool
ValueFamilyComfort
4.96 out of 5 average rating, 54 reviews
Villa Cuba, a unique place just 1 hour from Madrid
LocationCleanlinessCondition
4.69 out of 5 average rating, 13 reviews
the little blue house
LocationFamilyParking
5.0 out of 5 average rating, 22 reviews
Cozy and romantic little house in the mountains
LocationValueComfort
4.88 out of 5 average rating, 98 reviews
Casa Pantano San Juan
FamilyValueSleep quality
4.95 out of 5 average rating, 87 reviews
Regional Park Cuenca Alta Manzanares Chalet
LocationFamilyComfort
5.0 out of 5 average rating, 11 reviews
La Casona de Espirdo charming rural tourism
LocationFamilyCheck-in
4.95 out of 5 average rating, 21 reviews
Family home for hiking trails
FamilyValueView
4.98 out of 5 average rating, 53 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





