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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.

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Guest favorite
Cottage in Caballar
4.97 out of 5 average rating, 119 reviews

COVA Caballar. Large garden and beautiful sunsets

WE HAVE A GREAT KITCHEN next to the garden, porch and barbecue. La COVA is located in Caballar, Segovia. Fully renovated. It has 5 bedrooms, 2 large equipped kitchens, terrace, garden with porch, 2 independent living rooms, 3 bathrooms, a toilet, and WiFi connection. It is 5 km from Turégano. And also very close to places like the Hoces del Duratón, La Granja, Pedraza, Valsaín and Segovia Capital. Capacity subject to current epidemiological regulations. Registration Number C.R.-40/720

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, 29 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.

Superhost
Home in San Miguel de Bernuy
4.95 out of 5 average rating, 21 reviews

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.

Top guest favorite
A view of a chalet with a textured stone foundation and a terracotta-tiled roof, surrounded by lush greenery. A private pool with a clear blue surface is in the foreground, while seating areas are located under a covered porch, offering shaded relaxation.
Chalet in Mojados
4.93 out of 5 average rating, 68 reviews

ESTATE WITH CHALET and PRIVATE POOL ❤️ You will fall in love

An oasis to disconnect with your family and enjoy the holidays. Private estate from 2500 m2 to thirty minutes by car from Valladolid, with chalet with two bathrooms, private pool, wooded, grassy areas. Ideal for enjoying discovering the small villages around the province of Valladolid , winery routes and nearby spas. By the way if you have pets , they will be happy touring the entire fully fenced estate. EVERYTHING WAS CLEAN AND SANITIZED .

Guest favorite
The cozy living area features exposed stone walls and a rustic wooden ceiling. A comfortable sofa is positioned beside a floral-patterned armchair. Natural light is welcomed by small windows, and a dining table with chairs occupies one corner, with a kitchen visible in the background.
Cottage in Fuentes de Cuéllar
4.77 out of 5 average rating, 60 reviews

nice house in Fuentes de Cuellar

Small house for a couple. The village is a small hamlet of Cuellar, which is only 8 km away. Cuéllar is a beautiful medieval village, with Mudejar art churches, and a castle enabled as an institute and you can visit. The house is located in an ideal area for rest and relaxation. In a nearby town, there is a riding school that offers horseback riding. A few kilometers away is the Hoces del Río Duratón natural park where you can go canoeing

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

Guest favorite
Home in Hontalbilla
4.95 out of 5 average rating, 38 reviews

Villa Rosalía: Heated Pool and Rural Charm

Casa Villa Rosalía is a spacious country house in Hontalbilla, Segovia, ideal for families and groups. It has 6 bedrooms, 3 full bathrooms and bright and cozy common areas. Its main attraction is the heated indoor pool, perfect to enjoy any time of the year. The patio with barbecue, the garden and the open spaces invite you to relax and share unforgettable moments in a quiet and authentic environment, very close to the city of Segovia.

Guest favorite
A bright bedroom features two spacious beds dressed in white linens and navy blue textured blankets. The room is adorned with wooden paneling and has a window covered by sheer curtains, allowing natural light to fill the space. A small shelf holds a decorative plant.
Chalet in Zarzuela del Pinar
4.95 out of 5 average rating, 44 reviews

A warm and cozy house, ideal to enjoy.

A warm and cozy house ideal for enjoying as a family or with friends. Located in an area that enables rural tourism and its location in the middle of pine forests makes it ideal for sports and outdoor activities such as hiking, cycling, photography, mushroom picking, etc. The house has a patio with a swimming pool and a porch, equipped with a fixed stone table and also has a barbecue with a sink next to it for ease of use and comfort.

Superhost
A cozy living area is shown, featuring a gray sofa with red cushions, a rectangular wooden coffee table, and two red armchairs. A television is mounted on the wall, and a large window offers views of the outdoor area, allowing natural light to fill the space.
Home in Cuéllar
4.78 out of 5 average rating, 9 reviews

Cozy house in the historic center of Cuéllar

✨ Cozy house in the heart of Cuéllar with 3 bedrooms (one double bed and two single beds). Perfect for families or groups. 🏰 Just a few steps from the castle, medieval walls and Mudejar art. Explore the village and get lost in streets with centuries of history. 🌳 Relax in the Parque de la Huerta del Duque or enjoy the best Castilian cuisine. 🍳 Equipped kitchen, Wi-Fi and everything you need to feel at home. Welcome to Cuéllar!

Guest favorite
Cottage in Adrados
4.84 out of 5 average rating, 57 reviews

Adrados Mar de Pinos • Patio and BBQ

🏡 Adrados Mar de Pinos: Fireplace, Patio with Barbecue, and Charming Villages Country house with fireplace for 6 people, located between Sepúlveda, Pedraza, Cuéllar, Peñafiel, and the Hoces del Río Duratón Natural Park. 3 bedrooms, 5 beds, full bathroom, half bathroom, and private barbecue. Your perfect country getaway with a fireplace, barbecue, and nature, just 45 minutes from Segovia and less than 2 hours from Madrid.

Guest favorite
A tranquil indoor pool setting features two individuals enjoying the water, framed by large glass doors that open to a lush garden. The pool's turquoise water reflects soft light, while vibrant greenery, including palm and olive trees, can be seen in the background.
Villa in San Cristóbal de Cuéllar
4.92 out of 5 average rating, 50 reviews

Beautiful and pleasant house with heated pool

Just 1 hour and 30 minutes from Madrid, La Casa de los Recuerdos offers year-round comfort: the entire house is heated by an aerothermal system and underfloor heating, with heating in winter and cooling in summer. Its 650 m² include an indoor pool at about 30°C, a jacuzzi, five bedrooms and spacious living rooms. The gardens, the pond, and the three porches expand outdoor living. 319 Mbps fiber optic Wi-Fi.

Superhost
Chalet in Fuentepiñel
4.92 out of 5 average rating, 212 reviews

Large farmhouse for 20 people; 7 bedrooms and a bar

Spacious town house with 7 beds, 4 baths, and a private 1,000 m² courtyard enclosed by traditional buildings, including a stone dining hall and second lounge. Rustic decor features authentic farming tools. Equipped with full heating, pellet stoves, BBQ, and Wi-Fi. Quiet setting, 13-24 mins from Las Vencías reservoir and Hoces del Duratón. Village with paddle tennis court.

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