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Ski-in/Ski-out holiday rentals in Guadalajara

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Guadalajara

Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

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Guest favourite
Loft in La Pinilla
4.86 out of 5 average rating, 125 reviews

"Snow escape with sauna and heated pool".

If you are preparing your getaway to disconnect from the routine, look at this charming studio of 45 m2. What gives a touch of distinction, is to be able to enjoy the relaxing HEATED-WARM POOL in winter, contemplating the nature and the landscape. You can also enjoy the warmth of a SAUNA, with its therapeutic benefits, in the Nordic style. They really are Little Whims that undoubtedly make a difference !. Ideal for couples and friends. Families, to value the limited space.

ValueLocationLong stay

Guest favourite
A spacious rural house features a traditional tiled roof and a stone patio, surrounded by lush greenery. Large windows allow for ample natural light, and a barbecue area is visible on the patio. Nearby, a charming church tower is partially seen in the background.
Home in Riofrío de Riaza
4.96 out of 5 average rating, 27 reviews

Entire rural accommodation for rent

Enjoy this rural accommodation for 16 people, located in Riofrío de Riaza (Segovia) in the Sierra de Ayllón, 5 minutes from Riaza by car Very spacious house specially arranged so you can enjoy it with your family and friends and feel right at home. Rooms with their OWN BATHROOM Surrounded by an exceptional environment, from the porch you can enjoy privileged views of the Sierra de Ayllón and the Hayedo de la Pedrosa Registration number: VuT-40/464

FamilyLocationBarbecue

An indoor pool features crystal-clear water and is surrounded by large windows that offer views of the forest. The area is designed with light blue tiles and a stone perimeter, allowing for a serene swimming experience.
Loft in La Pinilla
4.67 out of 5 average rating, 55 reviews

Last corner, heated pool, sauna, duplex

Beautiful 3-storey duplex in the highest part of La Pinilla. In the heart of the Sierra de Ayllón forest, right by the ski slopes and mountain bike trails. Fully equipped separate kitchen. Two full bathrooms. Spacious and cosy living-dining room with a table for up to six people. Wi-Fi connection. Spacious terrace with magnificent views. Bedroom with built-in wardrobes and a bathroom with a separate bathtub. Towels and bed linen are provided.

FamilyLocationKitchen

A cozy living area features a green sofa adorned with orange cushions, complemented by a light-colored armchair and a wooden coffee table. Natural light filters through two large windows, offering views of the surrounding trees.
Apartment in Cerezo de Arriba
4.33 out of 5 average rating, 6 reviews

Piñones Apartment

Come and discover La Pinilla, where you will enjoy a 360º leisure offer, in which sports, outdoor activities, live events, gastronomy and accommodation are the protagonists of your weekends. With activities all year round!! Listed as one of the best Bike Parks in Spain (May-Nov). In addition to being one of the ski resorts in the Sierra de Madrid, it also has multi-adventure sports and a natural landscape that will not cease to amaze you.

ConditionKitchenCheck-in

A spacious living area features a comfortable gray sofa, adorned with bright yellow pillows, and a contemporary coffee table. Natural light fills the room through large windows, while a vibrant red rug adds warmth. A television sits on a nearby console, complemented by decorative elements.
Apartment in La Pinilla
5 out of 5 average rating, 3 reviews

Perfect Getaway in La Pinilla – Nature

Welcome to this cozy and modern apartment, perfect for a high mountain getaway. Located in the La Pinilla ski resort, this accommodation offers you a privileged environment, incredible landscapes, pure air and the opportunity to enjoy nature in its maximum splendor. In winter, you can glide down its ski slopes, and in summer, the resort is transformed into a paradise for mountain bikers, with spectacular circuits and trails.

LocationIndoor spacesCleanliness

Guest favourite
A modern living area features a large sofa and a wooden coffee table, surrounded by warm, natural stone walls. A blue pendant light hangs above, complementing the elegant decor. Two windows offer views of the snowy outdoors, enhancing the ambiance with natural light.
Condo in La Pinilla
4.97 out of 5 average rating, 36 reviews

"La Pinilla Apartments" 2-2 Tourist Housing

Venture into La Pinilla, your paradise of snow, nature and fun. In our tourist accommodation "La Pinilla apartments" you will feel at home, with all the comforts and charm of an Alpine home. La Pinilla awaits you with a ski resort for all tastes and a natural landscape that will surprise you. Take this opportunity and book your accommodation now to live a unique experience in the mountains! Don’t wait any longer.

FamilyLocationBathroom

A bright, welcoming living area features a comfortable gray sofa and a light wood dining table with white chairs. Large curtains frame the windows, allowing natural light to fill the space. A wall-mounted television is positioned across from the sofa, alongside a hidden murphy bed.
Loft in La Pinilla
4.75 out of 5 average rating, 4 reviews

La Pinilla relaxing loft

Have fun with the whole family at this stylish place to stay. You will enjoy a unique environment in the middle of nature, you can hike up the mountain, you can also enjoy park multi adventures. La Pinilla is a ski resort and Mountain Bike, for bike lovers, the chairlifts work to climb with bikes. On the other hand, a season is offered for mycology lovers and to be able to enjoy a wide variety of mushrooms.

FamilyLocationDecor

A tranquil spa area features a six-person hot tub, surrounded by lush greenery and trees. In the background, two large swimming pools reflect the clear sky, while a shaded dining area with a canopy is visible near the water.
Chalet in Albalate de Zorita
4.58 out of 5 average rating, 24 reviews

Full rental minimum cost 6 low season 8 high season

Villazorita, a rural house for rent, integrated for groups, MINIMUM RATE 6 adults in low season and 8 in high season. We have lovingly renovated and decorated our house, and now we would love for you to enjoy your stay. The minimum stay is 2 nights and a minimum of 6 adults is charged. NOTE!!!!!! READ WELL!!!!! It is not rented indicating fewer adults than the minimum rate.

FamilyLocationIndoor spaces

Superhost
A quaint outdoor seating area is surrounded by lush greenery. A wooden table is set with four portable chairs, inviting guests to enjoy the tranquil garden. Soft purple flowers and natural stone accents enhance the serene atmosphere.
Cottage in Martín Muñoz de Ayllón
4.92 out of 5 average rating, 48 reviews

El Refugio de Paz - Charming little house in Riaza

El Refugio de Paz is the fruit of our efforts (Paz and Antonio) to find a special place. Martín Muñoz de Ayllón is one of those charming villages, with spectacular nature and that seduced us on our first day in the village. It was love at first sight. A wonderful stone house, full of charm, pampering and details that we want to share with you and that will make your stay unforgettable.

LocationFamilyAccess

A spacious bed is neatly arranged with soft pillows on a quilted white comforter. Two folded towels with light beige bands are placed at the foot of the bed, creating an organized and welcoming appearance.
Home in La Pinilla

La Pinilla Ski Apartment.

Modern and New Studio in the middle of the Sierra de Ayllon Forest, one hour from downtown Madrid, direct contact with Nature, at the foot of Ski Slopes, next to the bike park and multi-adventure park. It consists of an open-plan room with a full kitchen with appliances and cooking utensils, a bathroom, heating, and parking. Urbanization with playground, trails, routes, garden areas.

Cottage in Riaza

Magnificent villa and large garden overlooking the mountains.

Esplendido chalet en el bonito pueblo serrano de Riaza, en el casco urbano , a 5 mn. andando de la Plaza Mayor con enorme y precioso jardín y con magníficas vistas a la Sierra . Construido sobre 3 plantas, en la planta baja, se encuentran: un bonito hall de entrada; una gran salón-comedor con rincón de chimenea,

LocationOutdoor spacesIndoor spaces

A compact room features a dark blue sofa adorned with decorative pillows, placed on a round, patterned rug. Natural light enters through a large window, with a view of trees in the background. Storage shelves are visible, holding folded clothes and towels.
Apartment in La Pinilla
4.21 out of 5 average rating, 14 reviews

Brand new studios

Relax and unwind in this quiet and elegant accommodation. Newly renovated studios with all amenities at the foot of the Pinilla ski resort. A multitude of activities, skiing, biking, hiking... Trendy restaurant and nightclub in the resort itself.

LocationFamilyComfort

Popular amenities for Guadalajara ski-in/ski-out rentals