San Cristóbal de Cuéllar Vacation Rentals from ￥50,603: Search Short-Term Rentals

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Our top choices for San Cristóbal de Cuéllar vacation rentals

A covered outdoor area with a wooden bench, a wicker chair, and a table with chairs.

1. Rural House 'El Pico Llanillo' in Ribera del Duero with Private Pool

SAN MIGUEL DEL ARROYO

￥233,375 total

includes taxes & fees

Sep 15 - Sep 16

A stone building with a door, windows, and a sign.

2. El Rincon De La Morena - 5-Bedroom Rural House with Pool, Castile

Montemayor de Pililla

Anonymous traveler

￥101,913 total

includes taxes & fees

Sep 30 - Oct 1

A rustic interior with exposed brick walls, a stone fireplace, wooden beams, and a tiled floor.

3. Casa Rural 'Laguna Herrera' in Segovia – Private Pool, Garden, Sleeps up to 14

Campo de Cuéllar

ANTONIO D.

￥208,082 total

includes taxes & fees

Sep 15 - Sep 16

A covered outdoor area with a tiled floor, benches, and a building entrance.

4. Country House 'Maitemare' with Private Garden and Wi-Fi

TRASPINEDO

Anonymous traveler

￥49,978 total

includes taxes & fees

Sep 15 - Sep 16

A hammock, wooden chairs, a table, and a rustic yellow wall with plants.

5. Los Aperos – Vacation Home for 10, Ciudad Real, Private Garden

Santibáñez de Valcorba

"Pros: Alojamiento rural excepcional. Nuestra experiencia en Casa los Aperos no ha podido ser mejor, empezando por Diego, el dueño, en todo momento disponible para cualquier cosa y atento a todos los detalles. Las instalaciones de la casa espectaculares, todo cuidado y a todo lujo de detalles. La zona en la que está situada ideal para conocer la ribera del Duero y sus bodegas. En definitiva una elección de 10."

Anonymous traveler

￥100,148 total

includes taxes & fees

Sep 22 - Sep 23

A bedroom with two beds, stone walls, wooden beams, a hanging light fixture, and a window with shutters.

6. Country House 'Hoyal' with Private Garden and Wi-Fi

Frumales

￥140,806 total

includes taxes & fees

Sep 15 - Sep 16

A bedroom with a wooden bed, a nightstand, a dresser, and a door leading to a balcony.

7. RURAL HOUSE ON THE RIBERA DEL DUERO WHERE TO ENJOY GOOD WINES.

Pesquera de Duero

￥50,603 total

includes taxes & fees

Sep 15 - Sep 16

A two-story wooden house with a balcony, surrounded by lush greenery and flowering plants.

8. 1 bedroom apartment - 3 people: With charm and beautiful views of the garden.

Olmedo

"Para mí, la experiencia fue muy buena, un sitio muy tranquilo, limpio y muy bonito decorado. El columpio del árbol dió mucho juego a nuestras niñas. La pena fue la piscina... el agua estaba muy fría (que se le va a hacer, eso no se puede controlar), pero el problema fue que había demasiadas avispas alrededor del agua, y en cuando las quitaban al momento volvía a estar repleta de nuevo. La suerte fue, que descubrimos la piscina pública del pueblo de Olmedo. Fantástica!!! 4 piscinas y una de ellas...

Puerto S.

￥53,686 total

includes taxes & fees

Sep 18 - Sep 19

A small house with a tiled roof, a chimney, and a set of stairs leading to the entrance.

9. Rural House Los Alisos with Private Pool and Terrace in Coca, Segovia

Coca

￥148,630 total

includes taxes & fees

Sep 16 - Sep 17

A stone building with a wooden door, a bell, and two potted plants.

10. Spacious Country House in Ribera del Duero near Peñafiel Castle

Canalejas de Peñafiel

Anonymous traveler

￥136,895 total

includes taxes & fees

Sep 15 - Sep 16

A bedroom with a stone wall, wooden ceiling beams, a bed, and a staircase leading to a lower level.

11. El Señorio De Los Fonseca: Country House with Pool, 5 Bedrooms in Coca, Segovia

Coca

￥176,009 total

includes taxes & fees

Sep 15 - Sep 16

A yellow building with a pool, outdoor seating, and a sign reading 'TIARA'.

12. Tiara Vacaciones – Spacious Group Villa with Pool near Segovia

Nava de la Asunción

￥166,136 total

includes taxes & fees

Sep 22 - Sep 23

A double room with two beds, a small table, and a window with wooden shutters.

13. Villa Almudena – Historic Mansion with Private Pool near Segovia, Wi-Fi and A/C

Nava de la Asunción

￥307,897 total

includes taxes & fees

Sep 16 - Sep 17

A cozy living room with a fireplace, wooden furniture, and large windows.

14. 1 bedroom apartment - 4 people: With charm and beautiful views of the garden

Olmedo

"Para mí, la experiencia fue muy buena, un sitio muy tranquilo, limpio y muy bonito decorado. El columpio del árbol dió mucho juego a nuestras niñas. La pena fue la piscina... el agua estaba muy fría (que se le va a hacer, eso no se puede controlar), pero el problema fue que había demasiadas avispas alrededor del agua, y en cuando las quitaban al momento volvía a estar repleta de nuevo. La suerte fue, que descubrimos la piscina pública del pueblo de Olmedo. Fantástica!!! 4 piscinas y una de ellas...

Puerto S.

￥67,827 total

includes taxes & fees

Sep 18 - Sep 19

A wooden play structure with slides and climbing elements, surrounded by trees and potted plants.

15. Country house 2 bedrooms - 6 people: Cozy country house

Olmedo

"Para mí, la experiencia fue muy buena, un sitio muy tranquilo, limpio y muy bonito decorado. El columpio del árbol dió mucho juego a nuestras niñas. La pena fue la piscina... el agua estaba muy fría (que se le va a hacer, eso no se puede controlar), pero el problema fue que había demasiadas avispas alrededor del agua, y en cuando las quitaban al momento volvía a estar repleta de nuevo. La suerte fue, que descubrimos la piscina pública del pueblo de Olmedo. Fantástica!!! 4 piscinas y una de ellas...

Puerto S.

￥110,036 total

includes taxes & fees

Sep 18 - Sep 19

A wooden structure with a staircase and a slide leading to a building with a thatched roof.

16. Rural house in Olmedo (Spain) 6 pax

Olmedo

"Para mí, la experiencia fue muy buena, un sitio muy tranquilo, limpio y muy bonito decorado. El columpio del árbol dió mucho juego a nuestras niñas. La pena fue la piscina... el agua estaba muy fría (que se le va a hacer, eso no se puede controlar), pero el problema fue que había demasiadas avispas alrededor del agua, y en cuando las quitaban al momento volvía a estar repleta de nuevo. La suerte fue, que descubrimos la piscina pública del pueblo de Olmedo. Fantástica!!! 4 piscinas y una de ellas...

Puerto S.

￥110,241 total

includes taxes & fees

Sep 18 - Sep 19

17. Rural Guest House in Olmedo (Spain)

Olmedo

"Para mí, la experiencia fue muy buena, un sitio muy tranquilo, limpio y muy bonito decorado. El columpio del árbol dió mucho juego a nuestras niñas. La pena fue la piscina... el agua estaba muy fría (que se le va a hacer, eso no se puede controlar), pero el problema fue que había demasiadas avispas alrededor del agua, y en cuando las quitaban al momento volvía a estar repleta de nuevo. La suerte fue, que descubrimos la piscina pública del pueblo de Olmedo. Fantástica!!! 4 piscinas y una de ellas...

Puerto S.

￥154,093 total

includes taxes & fees

Sep 18 - Sep 19

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Top San Cristóbal de Cuéllar Hotel Reviews

AF Pesquera

10/10 Excellent

"Hermoso hotel, muy céntrico y todos muy amables. Los restaurantes deliciosos."

Hotel Las Casitas del Jardín

10/10 Excellent

"This charming hotel offers comfortable rooms and social areas. The staff/ owners are helpful, friendly, and always available. I love that we had access to a kitchen with a grocery store right next door. The hotel is easy to find and convenient for exploring locally. I felt both fancy and at home at this hotel. I'd recommend it to anyone."

Finca Valdobar

10/10 Excellent

"Our stay at Finca Valdobar was absolutely exceptional and one of the highlights of our trip through Spain. The property is beautiful, spotless, peaceful, and surrounded by breathtaking scenery. It offers the perfect combination of comfort, privacy, and relaxation while being ideally located near Peñafiel and the renowned wineries of Ribera del Duero. As a family traveling with a child, one of the things we appreciated most was the sense of safety throughout the property. The outdoor spaces are spacious, well maintained, and perfect for families. We felt completely at ease allowing our son to enjoy the grounds while we relaxed and took in the beautiful surroundings. The atmosphere is quiet, private, and welcoming, making it an ideal place to disconnect and enjoy quality time together. A special thank you to Félix, whose hospitality truly made our stay unforgettable. From the moment we arrived, he welcomed us warmly and took the time to explain every detail about the property and the area. He provided excellent recommendations, answered all our questions, and was always available whenever we needed assistance. His kindness, professionalism, and genuine care for his guests were evident throughout our stay. As an added surprise, he even gave us a thoughtful welcome gift, a gesture that made us feel especially appreciated. Everything exceeded our expectations. We highly recommend Finca Valdobar and hope to return in the future."

Find out more about San Cristóbal de Cuéllar

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Frequently asked questions

Can I find a vacation rental in San Cristóbal de Cuéllar?

Yes, we give you a choice of vacation rentals near top points of interest in San Cristóbal de Cuéllar, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in San Cristóbal de Cuéllar?

Casa Rural 'Laguna Herrera' in Segovia – Private Pool, Garden, Sleeps up to 14: Visitors like this San Cristóbal de Cuéllar vacation home rental. It offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in San Cristóbal de Cuéllar?

While exploring the area, visit the sights like Bodegas Abadia Retuerta, Coca Castle, and Bodegas Arzuaga Navarro. In the larger area, you’ll find Vega Sicilia and Cuellar Castle.

What’s a vacation rental in San Cristóbal de Cuéllar like?

Vacation rentals are privately owned properties you can stay in for several days or longer in San Cristóbal de Cuéllar. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.

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Check prices for these dates

Our top choices for San Cristóbal de Cuéllar vacation rentals

1. Rural House 'El Pico Llanillo' in Ribera del Duero with Private Pool

2. El Rincon De La Morena - 5-Bedroom Rural House with Pool, Castile

3. Casa Rural 'Laguna Herrera' in Segovia – Private Pool, Garden, Sleeps up to 14

4. Country House 'Maitemare' with Private Garden and Wi-Fi

5. Los Aperos – Vacation Home for 10, Ciudad Real, Private Garden

6. Country House 'Hoyal' with Private Garden and Wi-Fi

7. RURAL HOUSE ON THE RIBERA DEL DUERO WHERE TO ENJOY GOOD WINES.

8. 1 bedroom apartment - 3 people: With charm and beautiful views of the garden.

9. Rural House Los Alisos with Private Pool and Terrace in Coca, Segovia

10. Spacious Country House in Ribera del Duero near Peñafiel Castle

11. El Señorio De Los Fonseca: Country House with Pool, 5 Bedrooms in Coca, Segovia

12. Tiara Vacaciones – Spacious Group Villa with Pool near Segovia

13. Villa Almudena – Historic Mansion with Private Pool near Segovia, Wi-Fi and A/C

14. 1 bedroom apartment - 4 people: With charm and beautiful views of the garden

15. Country house 2 bedrooms - 6 people: Cozy country house

16. Rural house in Olmedo (Spain) 6 pax

17. Rural Guest House in Olmedo (Spain)

Find vacation rentals that suit your style

Top San Cristóbal de Cuéllar Hotel Reviews

AF Pesquera

Castilla Termal Monasterio de Valbuena - Small Luxury Hotels of the World

AZZ Peñafiel Las Claras Hotel & Spa

Hotel Las Casitas del Jardín

Hostal La Mesnadita

Lavida Vino - Spa Hotel

Finca Valdobar

Castilla Termal Balneario de Olmedo

Find out more about San Cristóbal de Cuéllar

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