
Vacation rentals in Cuéllar
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cuéllar
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Rascafria granary
Escape 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 resting with the family at all times of the year. We also organize 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.

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.

Apartment with panoramic views in Segovia
Fully renovated apartment, very bright and with wonderful views of the city of Segovia. Free street parking and just a 15-minute walk from the aqueduct. Spacious entrance, large kitchen, two bedrooms each with a 1.50 m bed, living room with a 90 cm sofa bed, two full bathrooms with shower and a cozy terrace. It is on the fifth floor with an elevator. Central heating and hot water by electric thermos. Bus and supermarket 200 meters away. No parties and no pets allowed.

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.

Beautiful and pleasant house with heated pool
Accommodation 1h30 from Madrid. Perfect for enjoying, relaxing, and rejuvenating. Ideal for gatherings: family, friends, business. Comfortable, versatile, and functional. 650m2 house in two buildings and 500m2 garden. Heated pool, Jacuzzi, gym equipment... 4 lounges with charming corners, to enjoy reading, music, TV, games, talks and organize projects. Garden with pond and barbecue. Aerothermal heating that allows for ideal temperatures year-round. 300MB Fiber

Casitas del Molino Grande del Duratón (Small Houses)
This unique home has plenty of space for you to enjoy with your loved ones. This is a very comfortable accommodation with spectacular views and easy access to walking or sailing trips. Located in the center of the peninsula, 150 km from Madrid, 90 km from Valladolid, 90 km from Burgos and 60 km from Segovia The area is rich in nature, gastronomy and art, especially Romanesque. The host will welcome you with information about everything you can do.

Bright, cozy and centrally located apartment.
Enjoy this spacious and bright apartment located in the heart of Cuéllar's historic center. Its prime location will allow you to enjoy unique views full of history, tranquility and Castilian authenticity. The accommodation has: ✔ 2 comfortable rooms, one of which has a private terrace. ✔ Large living room with sloping wooden ceiling. ✔ Fully-equipped kitchen. ✔ Wi-Fi, heating, bedding, towels. 🧹 We take cleanliness and comfort very seriously.

The Casita de El Montecillo
Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

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

Luna 2 - Moonlight - Designer Dome in Madrid
Just 20 minutes from Madrid, in San Agustín de Guadalix, discover a unique space surrounded by nature, where the starry sky and the tranquility of the surroundings make each moment a different experience. Our geodesic domes are the perfect place to enjoy a special stay with your partner and celebrate any occasion. Comfort, nature and a unique atmosphere await you. Make your next getaway an experience you won't forget.

The Pillars of the Sierra
Discover this cozy cabin by the Cega River! With a privileged location, enjoy a retreat in the middle of nature, which combines the charm of the rustic with modern comfort and a short distance from the historic village of Pedraza. Equipped with all the amenities and a charming Nordic touch, it is the perfect retreat to escape the urban hustle and enjoy the tranquility of the natural environment.

Adrados Mar de Pinos • Patio and Barbecue
🏡 Adrados Mar de Pinos: chimenea, patio con barbacoa y pueblos con encanto Casa rural con chimenea para 6 personas entre Sepúlveda, Pedraza, Cuéllar, Peñafiel y el Parque Natural de las Hoces del Río Duratón. 3 dormitorios, 5 camas, baño completo, aseo y barbacoa privada. Tu escapada rural perfecta con chimenea, barbacoa y naturaleza a 45min de Segovia y menos de 2h de Madrid.
Popular amenities for Cuéllar vacation rentals
Other great vacation rentals in Cuéllar

Refugio 1900

Villa Tua: heated indoor pool in Segovia

A Wagon in the Garden. Sierra de Guadarrama.

Exclusive Lagar house in nature

El Espinar: BBQ and winter Jacuzzi

nice house in Fuentes de Cuellar

Nature and Rest: Rural house with private garden

El Refugio de Pedraza 1st Floor





