Vacation rentals in Sierra de Guadarrama

4.96 out of 5 average rating, 207 reviews

Cabin in El Berrueco

The Pico de la Miel Cabin

Beautiful and cozy wooden house of about 70m distributed over two floors, two bedrooms, one large and spacious with terrace and another smaller; ground floor with living room and fireplace, fully equipped kitchenette and bathroom, on a plot of 1000m without neighbors around, with very good thermal insulation, in the middle of Madrid's northern mountain range, in a unique and privileged environment with the charm of its spectacular views, ideal for people who love tranquility and nature.

4.95 out of 5 average rating, 152 reviews

Cottage in El Espinar

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

Chalet in Manzanares el Real

4.88 out of 5 average rating, 379 reviews

Independent house in the mountains

Charming detached house with charm at the foot of La Pedriza. Beautiful garden to enjoy the singing of the birds and the tranquility that the environment offers. Built in harmony with the very stones that nature gives us. Ideal para relajarse Charming relaxing little house very close to the mountains. There is a beautiful garden where you will enjoy while hearing the birds singing and the relaxing atmosfere. It is built harmoniosuly within the nature of the surrounding enviroment.

4.85 out of 5 average rating, 194 reviews

Cottage in Río Cofio

Cozy and bright country house. 22-meter terrace

CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmullo del Río..Nature tops..Relax..Evening in the company of the moon... Unique skies.. Unique views of the majestic Mount of Sta Catalina. Águilas .. rides to the river that is 50 meters away... smell of green.. cozy house.. umbrella hammocks.. barbecue .....pool in the development ... fresh nights.. pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

Cottage in Miraflores de la Sierra

4.91 out of 5 average rating, 285 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

4.92 out of 5 average rating, 387 reviews

Home in Moratilla

Casaicon 1 A place hidden in the landscape

"Wake up in Art" In a hidden valley of Rivera, in an old soap factory, there are these avant-garde and wild places to rest, surrounded by oaks, poplars, silence, birds, and clean skies on starry nights. The challenge is to make a perfect cocktail with the mixture of ingredients: landscape, emotion, inspiration, and beauty. When they are all blended, the secrets appear, a peculiar marriage to learn how to enjoy natural life in this small hidden oasis.

Guesthouse in Manzanares el Real

4.92 out of 5 average rating, 102 reviews

At the foot of the mountains - Cozy little house - Gingko

Cozy little house at the foot of the mountains. Relax alone, as a couple, or in a group or with the whole family at this peaceful place to stay! Enjoy the fresh air, the sounds of nature, and many possibilities right nearby for walking, cycling, or birdwatching in a wonderful environment. It has a terrace, an 800 m2 garden, outdoor tables and chairs, and a 30m zip line. If the weather is good, there is a pool from June to October. Enjoy!

Guest suite in Moralzarzal

5 out of 5 average rating, 166 reviews

"El Nido" loft, private garden, barbecue, swimming pool

Temporary loft, next to Sierra del Guadarrama National Park, in a natural setting. On the ground floor of our home, independent, with full kitchen, wifi, fiber 600 MB, Smart TV, living room and bedroom, fireplace, garden and barbecue. Pool shared with the owners and another place for two people. 45 km from Madrid capital, very good communication by car and bus. Close to supermarkets, hospital, schools, bus stop and all kinds of services.

4.98 out of 5 average rating, 117 reviews

Chalet in El Boalo

Beautiful rustic house in the mountains of Madrid

Very comfortable rustic house located in the heart of the "Sierra de la Pedriza", that belongs to the Guadarrama regional park, and just half an hour from Madrid. The land of this house has an area of 3000 square meters with natural vegetation in the area. 5 minutes walk you will find the beautiful town "El Boalo". Impressive views of the Sierra de Madrid. Possibility of beautiful excursions, horse riding and multiple activities.

Cabin in Manzanares el Real

4.91 out of 5 average rating, 352 reviews

Santillana's Balcony

Welcome to Balcón de Santillana. Are you a group of friends, one or two couples who intend to spend a weekend getaway in La Pedriza and enjoy its routes and climbing areas? This is your base camp. A Canadian-style mini wooden studio house, from where you can plan your excursions and rest. You have an outdoor space and barbecue just for you. The accommodation and its private space is located on the plot of our house

4.92 out of 5 average rating, 110 reviews

Cabin in Ávila‎

Casa Otea

Cabañita in the Sierra de Guadarrama natural Park. (Peguerinos) 🏡 Disconnection and beautiful views 📍 One hour from Madrid 🐶 Welcome Casa Otea sits in a prime spot, on top of a mountain looking out across a protected setting. The perfect setting to disconnect and appreciate the landscape from a designer tiny house where you will have all kinds of amenities that take you to enjoy the best slow stay.

4.96 out of 5 average rating, 102 reviews

Home in Uceda

Rural Boutique with Jacuzzi and Garden

Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Sierra de Guadarrama vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sierra de Guadarrama

Cottage in Higuera de las Dueñas

4.93 out of 5 average rating, 60 reviews

Spectacular Private Estate with Views of Gredos

SaraRating, 5 stars1 month ago

Our stay at Jorge's place was a dream. The house is located in the middle of a huge estate, ideal for completely disconnecting having the comforts of the house and the peace of nature. We went with two children and they had a great time exploring all the land of the property and visiting the three donkeys. Jorge was very attentive to our needs. If you want to eat at the restaurants in the nearby villages, I recommend booking with time as many were complete.

4.95 out of 5 average rating, 66 reviews

Cabin in Navacerrada

NIMA Navacerrada

AaronRating, 5 stars2 weeks ago

Nick and his daughter were fantastic hosts, super proactive and incredibly helpful, especially to a member of our family with mobility issues. They truly went above and beyond to accommodate us and ensure we had a great stay. The cabin is in a beautiful, peaceful location, and the sunrise views are absolutely stunning.

Home in Garganta de los Montes

4.89 out of 5 average rating, 56 reviews

Cozy and romantic little house in the mountains

MªangelesRating, 5 stars1 month ago

The house is very cozy... we loved it... the worst thing is the stairs... they're difficult. We thought the living room and kitchen were on the same floor... and the bed upstairs. We loved the location and the village

4.95 out of 5 average rating, 19 reviews

Apartment in El Boalo

Loft in Casa Basilia

Dolores YiRating, 5 stars3 weeks ago

My friend and I stayed in their place for one night and we had good relaxing moments after getting away from Madrid's busy life. Dani was super helpful, offering us good advice on public transformation, local restaurants nearby and always responsive when we asked about the swimming pool. Their house is so lovely surrounded with nice gardening and peaceful vibes. The room is spacious and spottless, we had really enjoyed our stay!

5 out of 5 average rating, 17 reviews

Apartment in Madrid

Apartment near Plaza Mayor

OmarRating, 5 stars3 days ago

You simply could not find a better apartment in Madrid. Javier’s apartment is stunning, comfortable, and in the perfect location-in the heart of La Latina just a short walk to Calle Cava Baja yet it is still peaceful and quiet inside. It’s an absolute gem.

Apartment in San Lorenzo de El Escorial

4.95 out of 5 average rating, 79 reviews

A stone's throw from the Monastery

KelseyRating, 5 stars2 weeks ago

Francisco is wonderful and welcoming. The view is exceptional and the apartment has everything we needed.

Apartment in San Martín de Valdeiglesias

4.97 out of 5 average rating, 59 reviews

Entire accommodation. Excellent views of the Pantano

AlexRating, 5 stars1 month ago

Great stay at this AirBnb - beautiful views and a lovely place to visit. Carmen was super helpful and responsive - would definitely recommend for a weekend away from Madrid to enjoy the peacefulness this place has to offer! Thanks Carmen :)