Holiday rentals in Tierra de Ayllón

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Top-rated holiday rentals in Tierra de Ayllón

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

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Superhost

A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.

Home in Madrid

4.94 out of 5 average rating, 129 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.

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Guest favourite

A spacious living area features natural wood beams and a large window offering views of the greenery outside. Seating includes a wooden chair, a large round coffee table, and a long couch with cushions, providing a comfortable and inviting space.

Chalet in Orejanilla

4.95 out of 5 average rating, 101 reviews

Old barn, renovated

Old stone barn completely renovated. We have respected its rustic spirit by integrating it with a modern architectural design intervention and warm decoration. Take the opportunity to stay in a unique space and environment. Idyllic setting to disconnect from the city in a small village that is secluded but very close to the monumental town of Pedraza, which is a 3 km walk away. There are numerous hiking, cycling, and other activity trails in the surrounding area.

LocationValueQuiet

Guest favourite

The exterior of the house features a distinctive stone façade, complemented by large windows. A spacious lawn surrounds the property, and a patio area is visible. The roof is sloped, and greenery from nearby trees adds a natural touch to the setting.

Cottage in Riaza

4.98 out of 5 average rating, 44 reviews

Country House "El Rebeco"

Fabulous country house on the outskirts of Riaza. Newly renovated, comfortable, and with plenty of space for groups of friends or families. It has 5 bedrooms, 4 bathrooms and a large living room with a fully equipped open kitchen. The house is surrounded by a large garden with an outdoor porch, gazebo, and barbecue. Just a 15-minute walk to downtown Riaza, a 10-minute drive to La Pinilla and many other countryside and mountain activities.

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Guest favourite

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 out of 5 average rating, 20 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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Superhost

A bell is positioned above a wooden table set with glassware, suggesting a communal dining experience. A small red birdhouse adds a charming touch to the scene. Outside, a pool area is enclosed by transparent walls, allowing for natural views while offering privacy.

Home in Segovia

4.91 out of 5 average rating, 34 reviews

La Lumbre: Charm with a year-round pool

La Lumbre, available for 22 guests, is located in a natural setting and has a heated indoor pool available year-round, private for our guests. Due to its size and layout, it is ideal for families and large groups who want to enjoy a charming and quiet accommodation, with multiple options for leisure and relaxation both without leaving the house and enjoying the surroundings: Riaza, La Pinilla, Sepúlveda, the Hoces del Duratón (gorge)...

LocationFamilyLayout

Guest favourite

An elevated view captures a cozy interior with wooden beams and stone walls. A hammock is suspended nearby a rustic dining table. A sofa and armchair are placed in a relaxing corner, while a kitchen area is visible, equipped with wooden cabinetry and essential appliances.

Cabin in Cuevas de Ayllón

4.89 out of 5 average rating, 253 reviews

Stone cabin (Painting workshop)

Vivienda de uso turístico (N°licencia: 42/000223) La cabaña de piedra es una acogedora casita de piedra y madera en la que conectas contigo mismo y la naturaleza que te rodea. Es una casa muy especial, hecha casi a mano con gran esfuerzo y mucho cariño. Pero NO ES UN HOTEL, es una casa particular con sus características y condiciones, que no siempre coinciden con las de un hotel!!. Asegúrate de que cumple con tus espectativas.

FamilyLocationGrill

Guest favourite

The spacious kitchen features wooden beams overhead, with modern appliances including a refrigerator, oven, and washing machine. A large dining table surrounded by chairs is positioned centrally, illuminated by soft wall lighting, creating a functional and inviting cooking area.

Home in Montejo de Tiermes

4.91 out of 5 average rating, 33 reviews

La Cabaña del Risco

Welcome to our townhouse! La Cabaña del Risco is an old townhouse restored and refurbished to fully enjoy all the fantastic surroundings. Its wide stone and adobe walls regulate its temperature in both winter and summer. Its huge beams and wooden floors combined with modern details give the house a personality of its own. The nature and bucolic landscapes of the surroundings will make your stay a peaceful disconnection.

LocationFamilyDecor

Top guest favourite

A verdant garden is framed by lush greenery and trees, offering a spacious lawn. Seating areas are visible, including a small table and chairs positioned on the grass, surrounded by various plants and shrubs, with the charming building partially obscured by foliage.

Flat in Mandayona

5 out of 5 average rating, 12 reviews

Rural accommodation "El Cuartel del Río Dulce"

The accommodation is part of one of the four renovated apartments in an old Civil Guard barracks. It is a unique stone building built at the beginning of the last century. It has a 200m patio and an outdoor garden. We also have an electric car charger. In a rural setting, the accommodation is located at the gates of the Barranco del Río Dulce Natural Park, one of the most spectacular places in the province of Guadalajara.

LocationFamilyHospitality

Superhost

A spacious living area features comfortable seating arranged around a central fireplace, with large windows providing views of the garden. Natural light bathes the room, highlighting the wooden ceiling and warm interior design.

Chalet in Riaza

4.91 out of 5 average rating, 106 reviews

Spectacular house with 3 floors and garden in Riaza

(*) CHECK SPECIAL OFFERS: Weekdays (except high season) for groups of less than 10 people // Stays from 1 to 4 weeks. An incredible villa (corner townhouse), close to downtown, ideal for enjoying nature and tranquility. A cozy house with 3 floors, a garage, a garden, a barbecue grill, and Wi-Fi. Next to La Pinilla ski resort in an environment of culture, gastronomy, leisure, and sports in the middle of nature. VuT JCyL

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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.

LocationFamilyCleanliness

Guest favourite

A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.

Dome in Soto del Real

4.91 out of 5 average rating, 210 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

LocationFamilyCondition

Guest favourite

The exterior of a modern house is illuminated at dusk, showcasing large windows and a spacious terrace. Surrounding greenery adds to the tranquil setting, with trees framing the scene against a clear evening sky.

Home in Collado Mediano

4.93 out of 5 average rating, 188 reviews

Detached house with terrace in a natural setting

Get away from the routine at this unique and relaxing stay, a house with lots of natural light and glazed with beautiful views in the middle of the Sierra de Madrid, a natural enclave surrounded by trees and mountains, 10 minutes from Navacerrada on foot

LocationValueCleanliness