Vacation rentals in Valdepeñas de la Sierra

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Top-rated vacation rentals in Valdepeñas de la Sierra

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

A spacious terrace features a round glass table accompanied by four chairs and a large umbrella, providing shade. Stunning views of the Atazar reservoir and surrounding mountains are present in the background, with a clear blue sky enhancing the serene atmosphere.

Cottage in Cervera de Buitrago

4.87 out of 5 average rating, 177 reviews

Alto de Cervera, spectacular views

Magnificent house with spectacular views of the Atazar reservoir, comfortable house with two floors, 2 bedrooms upstairs and three downstairs. The rooms are opened according to the number of people, the common areas are left available throughout the house. A bathroom and toilet downstairs and a bathroom upstairs. Kitchen on both floors. Large terrace where you can enjoy the evening and the starry sky and glazed porch overlooking the reservoir on the ground floor. We have installed a removable pool for the summer.

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Guest favorite

A private pool with lounge chairs is framed by a lush garden. The pool area is bordered by greenery, and a covered seating area can be seen in the background. The property features well-maintained landscaping and a charming stone structure with terracotta roofing.

Villa in Uceda

4.93 out of 5 average rating, 102 reviews

Shangrila Space Estate

RURAL HOUSE of Castilla -La Mancha. Registration Number: 19012128183 Classification in the 4 green star category. House in Uceda, bordering the countryside, 50 minutes from Madrid. Located on a large estate with a beautiful garden. Original, comfortable and very bright. Cool in summer and warm in winter, with heating, a fireplace, and a wood stove. 2 full bathrooms, fully equipped kitchen, with an island and open to the living-dining room. Garage, swimming pool, wood and gas barbecue and garden furniture.

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Top guest favorite

An overhead view captures a serene outdoor space, featuring a lawn bordered by a swimming pool and sun loungers. The rustic stone walls and wooden beams contribute to a harmonious setting, while an umbrella provides shade over a dining area with modern furnishings.

Home in Rascafría

4.97 out of 5 average rating, 30 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.

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Guest favorite

A rustic stone house features a charming façade with a combination of rough stone and wooden accents. Steps lead up to the entrance, framed by well-maintained greenery. The structure is complemented by traditional tile roofing, evoking a warm and welcoming presence amid the natural surroundings.

Cottage in Madrid

4.92 out of 5 average rating, 124 reviews

Los Nerios Country house with pool

Los Nerios country house with swimming pool (Registered in the Tourist Companies Registry under number VT-13338), on the slopes of Pico de la Miel, a few kilometers from the Atazar reservoir. A house with lots of light, very large spaces and beautiful views of nature. Possibility of enjoying multiple sports activities: kayaking, paddle surfing, horseback riding for all levels (including children), hiking and climbing. Surrounded by a wide variety of gastronomic offerings. 12+1 pax.

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Top guest favorite

A dining area showcases a glass table set with elegantly arranged plates and various utensils. A vase filled with red roses serves as the centerpiece, while expansive windows provide panoramic views of the surroundings, allowing natural light to fill the space.

Apartment in San Sebastián de los Reyes

4.98 out of 5 average rating, 248 reviews

Madrid´s sky Luxury Penthouse 6Pax. 10 min Airport

Madrid´s Sky Luxury Penthouse 6pax. Airport Just 10 Minutes from Madrid Barajas AIRPORT in MADRID Designed for 2/3/4/5/6 People. Discover a duplex that redefines luxury in MADRID! This amazing space combines avant-garde design with dazzling lighting. From the first moment, the infinity effect of the views will take your breath away, creating a magical connection with the horizon. Every corner radiates elegance and sophistication. A visual experience that will captivate you!

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Guest favorite

Chalet in El Casar

4.85 out of 5 average rating, 48 reviews

Family chalet to enjoy nature

Our spacious villa of 222m2 with a great outdoor space of more than 700m2 is located in an urbanization at El Casar, half an hour from Guadalajara and just in the border with Madrid region, closed to Jarama river. It has a private-use summer pool (with a 3-hour circulation cycle), barbacue, and a large additional room with sofas, dining table and bar to enjoy with the family in the lower part of the house. Also, you can enjoy hiking in the near routes of Mesones.

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Top guest favorite

A private pool surrounded by lush greenery offers a refreshing retreat. Two lounge chairs, one in red and one in black, are positioned beside the pool, inviting relaxation. A large umbrella provides shade, and the tranquil atmosphere is enhanced by the natural setting.

Cottage in Miraflores de la Sierra

4.91 out of 5 average rating, 323 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, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

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Guest favorite

A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.

Home in La Losa

5.0 out of 5 average rating, 22 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

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Guest favorite

A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.

Home in Uceda

4.95 out of 5 average rating, 162 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.

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Guest favorite

A rural house constructed of stone and wood is set against a clear blue sky. Wooden shutters accent the windows, and a spacious garden features a small seating area with tables and chairs. Lush green grass and flowering plants enhance the surroundings.

Cottage in Prádena

4.96 out of 5 average rating, 109 reviews

El Covanchon Rural House

Cozy country house on the outskirts of a village in Segovia. Built in wood and stone and surrounded by a beautiful garden with excellent views. The location is ideal as it is within the village but maintains privacy by being on the outskirts and you can walk to many routes in the area. The village has a municipal swimming pool located in a magnificent juniper forest 5 minutes from the house.

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Top guest favorite

A charming chalet is set against a clear blue sky, surrounded by well-maintained greenery. A variety of trees, including a tall cypress and a blooming deciduous tree, provide a welcoming entrance. The property features a fence that enhances privacy.

Home in Torrelaguna

4.95 out of 5 average rating, 63 reviews

Villa in the Sierra de Madrid

Ideal villa in the historic village of Torrelaguna. Spacious and quiet, perfect for families. Very good location, 35 minutes by car from Madrid. Points of interest: - Atazar Dam (20 minutes) - La Pedriza (20 minutes) - Pontón de la oliva (15 minutes) - Patones de arriba (10 minutes) - Paragliding center (10 minutes) - Canoeing in Buitrago (20 minutes) - Cycling, climbing and hiking

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Superhost

An outdoor dining area is presented with a checkered tablecloth-covered table, surrounded by wooden chairs. A stone wall is adorned with potted plants and flowers, while a charcoal grill is positioned nearby on a grassy patch. Soft lighting enhances the inviting atmosphere.

Home in Patones

5.0 out of 5 average rating, 10 reviews

La Casita de Patones

La Casita de Patones is a cozy and sustainable rural accommodation, ideal for enjoying with family and friends. Located in the picturesque municipality of Patones de Abajo. Sustainability in Every Rincon Our home runs completely on solar energy, promoting sustainable and eco-friendly tourism. Here you can enjoy all the modern comforts while reducing your ecological footprint.

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