San Cristóbal de Cuéllar Holiday Rentals from AU$444: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for San Cristóbal de Cuéllar holiday rentals

A stone building with a brown door, multiple windows, and a balcony.

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

Montemayor de Pililla

Anonymous traveller

includes taxes & fees

19 Nov - 20 Nov

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

2. El Pico Llanillo Country House in Ribera del Duero, near Peñafiel Castle

SAN MIGUEL DEL ARROYO

includes taxes & fees

9 Nov - 10 Nov

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

3. 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 traveller

includes taxes & fees

9 Nov - 10 Nov

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 traveller

includes taxes & fees

29 Nov - 30 Nov

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

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

Campo de Cuéllar

ANTONIO D.

includes taxes & fees

9 Nov - 10 Nov

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

includes taxes & fees

9 Nov - 10 Nov

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

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

Coca

includes taxes & fees

7 Nov - 8 Nov

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

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

Coca

includes taxes & fees

10 Nov - 11 Nov

A rustic interior with exposed wooden beams, a fireplace, a dining area with a table and chairs, and a sofa.

9. Country House 'Las Espigas' with Mountain View, Private Terrace and Wi-Fi

Canalejas de Peñafiel

Anonymous traveller

includes taxes & fees

12 Nov - 13 Nov

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

10. A country house on the Ribera del Duero, perfect for enjoying fine wines.

Pesquera de Duero

includes taxes & fees

9 Nov - 10 Nov

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

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

Canalejas de Peñafiel

Anonymous traveller

includes taxes & fees

15 Nov - 16 Nov

A stone building with a balcony, a door, and a table with chairs outside.

12. Country House 'El Pico' with Mountain View, Private Terrace and Wi-Fi

Canalejas de Peñafiel

includes taxes & fees

15 Nov - 16 Nov

A stone building with a large wooden door and a small window.

13. Vacation Home "La Morada Del Cura" with Private Garden, Balcony & Wi-Fi

Calabazas de Fuentidueña

includes taxes & fees

11 Nov - 12 Nov

A stone building with a swimming pool and outdoor seating area.

14. Country House 'Casa Vieja De La Abuela' with Private Pool for 16 in Segovia, Hoces del Duratón

Fuentesaúco de Fuentidueña

includes taxes & fees

11 Nov - 12 Nov

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

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

Nava de la Asunción

includes taxes & fees

24 Nov - 25 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top San Cristóbal de Cuéllar Hotel Reviews

AF Pesquera

10/10 Excellent

"Nice hotel friendly staff"

Rural house (full rental) El Aral for 10 people

8/10 Good

"We loved the hot tub and were greeted warmly by our kind hostess. She even found two fans and allowed us to take the umbrella on an outing. The only reason we do not give 5 stars is because of extra fees charged for 10 people even though there were only six of us and the need for more cooking utensils and things like salt and pepper. The place was very clean and comfortable even in the very hot weather we did not need air conditioning. The local pool would have been more fun if we had know we needed bathing caps and none are sold in town."

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

Everything you need to know about San Cristóbal de Cuéllar holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Cristóbal de Cuéllar holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Cristóbal de Cuéllar holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

San Cristóbal de Cuéllar holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Cristóbal de Cuéllar. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Cristóbal de Cuéllar holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Cristóbal de Cuéllar holiday rentals we have selected for you start as low as AU$444 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Cristóbal de Cuéllar rentals

At Expedia, we put the best San Cristóbal de Cuéllar holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Cristóbal de Cuéllar rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Cristóbal de Cuéllar holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Cristóbal de Cuéllar. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

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

Yes, there are holiday rentals close to the most popular sights in San Cristóbal de Cuéllar, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Cristóbal de Cuéllar has to offer?

Casa Rural 'Laguna Herrera' in Segovia – Private Pool, Garden, Sleeps up to 14: This holiday home rental outside of San Cristóbal de Cuéllar offers a fireplace, a garden and a BBQ 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 that 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 wider area, you’ll find Vega Sicilia and Cuellar Castle.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Cristóbal de Cuéllar. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Cristóbal de Cuéllar holiday rentals

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

2. El Pico Llanillo Country House in Ribera del Duero, near Peñafiel Castle

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

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

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

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

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

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

9. Country House 'Las Espigas' with Mountain View, Private Terrace and Wi-Fi

10. A country house on the Ribera del Duero, perfect for enjoying fine wines.

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

12. Country House 'El Pico' with Mountain View, Private Terrace and Wi-Fi

13. Vacation Home "La Morada Del Cura" with Private Garden, Balcony & Wi-Fi

14. Country House 'Casa Vieja De La Abuela' with Private Pool for 16 in Segovia, Hoces del Duratón

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

Find holiday rentals that suit your style

Top San Cristóbal de Cuéllar Hotel Reviews

AF Pesquera

Lavida Vino - Spa Hotel

Rural house (full rental) El Aral for 10 people

Hotel Las Casitas del Jardín

Hostal La Mesnadita

Finca Valdobar

Castilla Termal Balneario de Olmedo

Find out more about San Cristóbal de Cuéllar

Frequently asked questions

Go further with the Expedia app