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Holiday houses in Cuéllar

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cuéllar

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

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Top Guest favourite
The exterior of a stone house displays rustic charm, featuring a dark wooden door framed by decorative lanterns. The textured stone walls are contrasted by a clear blue sky, highlighting the structure's traditional character within the village.
Place to stay in Brieva
4.97 out of 5 average rating, 102 reviews

La Casa de Brieva

Charming stone country house in Brieva, declared a Cultural Heritage Site (Bien de Interés Cultural), just an hour and a half from Madrid. A place to slow down, reconnect with nature and enjoy the silence. Perfect for family getaways, romantic escapes or a few days of remote work during the week. Wake up without rushing, stroll through the surroundings, read or write in peace and enjoy the fireplace at the end of the day. A fully equipped home designed to make you feel at home

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Top Guest favourite
A spacious living area features a high wooden ceiling and exposed stone walls. A large TV is positioned against the stone backdrop, while a comfortable sofa invites relaxation. Natural light floods the room through large windows, creating an airy atmosphere with dining and kitchen areas visible in the background.
Home in Santa María del Mercadillo
5 out of 5 average rating, 93 reviews

Exclusive Ribera del Duero - 75" TV, Netflix, and Wi-Fi

A completely renovated gem that combines history and modernity. Converted from two corrals, this house includes a winery that maintains its historical essence. Located in a village of only 70 inhabitants, silence is the greatest luxury here. Equipped with all the amenities, enjoy your favorite series and movies on Netflix while savoring a freshly brewed coffee with our premium coffee maker. Are you looking for a getaway to relax, enjoy quiet and cozy surroundings? Choose us!

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Guest favourite
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
4.95 out of 5 average rating, 118 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, 100 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.

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Superhost
A wooden cabin exterior is featured, showcasing large glass sliding doors that allow natural light to flood the interior. A spacious deck is lined with white chairs, providing an area for outdoor seating. The serene landscape is visible beyond the cabin.
Home in San Miguel de Bernuy
4.83 out of 5 average rating, 24 reviews

Casitas de Molino Grande del Duratón (Large Mill Houses)

Create unforgettable memories in this unique accommodation ideal for families, groups of friends, and couples. It is located on a gated estate with 9 houses, a common room and a summer pool 5 km from the Hoces del Río Duratón Natural Park. The municipality, where these houses are located, has a restaurant in the Hotel Molino Grande del Duratón, its own pier and canoe rental availability. Apart from the municipality there is another restaurant and gas station

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Guest favourite
Apartment in Cuéllar
4.95 out of 5 average rating, 20 reviews

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.

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Guest favourite
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
4.75 out of 5 average rating, 57 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

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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 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
4.75 out of 5 average rating, 8 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!

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Top Guest favourite
A spacious living area features wooden ceilings and large windows that provide views of the outdoors. Comfortable seating is arranged around a central coffee table, while a wood stove adds warmth. A dining area is visible in the background, enhancing the inviting atmosphere.
Cabin in Pajares de Pedraza
5 out of 5 average rating, 37 reviews

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.

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Top Guest favourite
Cottage in Los Molinos
4.99 out of 5 average rating, 230 reviews

Recoveco Cottage

Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.

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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, 206 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.

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Popular amenities for Cuéllar holiday rentals

  1. Airbnb
  2. Spain
  3. Castile and León
  4. Segovia
  5. Cuéllar