Book Holiday Homes in Cuellar

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Featured Holiday Homes in Cuellar

Holiday Home 'El Rincon De La Morena' with Private Pool, Private Terrace and Wi-Fi

Holiday Home 'El Rincon De La Morena' with Private Pool, Private Terrace and Wi-Fi

Montemayor de Pililla
Fully refundable
The price is AU$692 per night from 19 Jan to 20 Jan
AU$692
19 Jan - 20 Jan 2026
includes taxes & fees
With a stay at this vacation home in Montemayor de Pililla, you'll be 7.8 mi (12.6 km) from Santuario de Nuestra Senora de El Henar and 10.9 mi (17.5 km) from ...
Opens in a new windowHoliday Home 'El Rincon De La Morena' with Private Pool, Private Terrace and Wi-Fi
Self catering Tradición Rural for 8 people

Self catering Tradición Rural for 8 people

Nieva Segovia
Located in Nieva, this vacation home is in a rural location, within a 5-minute drive of OSSIAN Vides y Vinos and Nuestra Senora de la Soterrana Monastery.
Opens in a new windowSelf catering Tradición Rural for 8 people
Holiday Home 'Los Aperos' with Private Garden

Holiday Home 'Los Aperos' with Private Garden

Santibáñez de Valcorba
The price is AU$938 per night from 19 Jan to 20 Jan
AU$938
19 Jan - 20 Jan 2026
includes taxes & fees
With a stay at this vacation home in Santibanez de Valcorba, you'll be within a 10-minute drive of Duoro River and Bodegas Abadia Retuerta.
Opens in a new windowHoliday Home 'Los Aperos' with Private Garden
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Holiday Home 'El Encuentro Del Duraton' with Mountain View, Private Pool and Wi-Fi

Holiday Home 'El Encuentro Del Duraton' with Mountain View, Private Pool and Wi-Fi

CASTRO DE FUENTIDUEÑA
The price is AU$3,072 per night from 22 Dec to 23 Dec
AU$3,072
22 Dec - 23 Dec
includes taxes & fees
With a stay at this vacation home in Castro de Fuentiduena, you'll be 8.7 mi (14 km) from Puerta de Alfonso VIII and 11.2 mi (18 km) from Páramo de Corcos.
Opens in a new windowHoliday Home 'El Encuentro Del Duraton' with Mountain View, Private Pool and Wi-Fi
Country House 'Casas Rurales Velasco I I' with Private Terrace, Wi-Fi and Air Conditioning

Country House 'Casas Rurales Velasco I I' with Private Terrace, Wi-Fi and Air Conditioning

Unknown
When you stay at this vacation home in Cabanas de Polendos, you'll be 11 minutes by car from Karting Díez Kartpetania.
Opens in a new windowCountry House 'Casas Rurales Velasco I I' with Private Terrace, Wi-Fi and Air Conditioning
Rural house in Segovia

Rural house in Segovia

Chañe CL
A stay at this vacation home places you in the heart of Chane, and within a 15-minute drive of Recinto Ferial de Íscar.
Opens in a new windowRural house in Segovia
Charming accommodation, next to Ribera del Duero and Hoces del Duratón

Charming accommodation, next to Ribera del Duero and Hoces del Duratón

aldeasoña Castilla y León
With a stay at this vacation home in Aldeasoña, you'll be within a 15-minute drive of Puerta de Alfonso VIII and Bodegas Dominio Romano.
Opens in a new windowCharming accommodation, next to Ribera del Duero and Hoces del Duratón
Holiday Home 'Laguna Herrera' with Private Pool, Private Garden and Wi-Fi

Holiday Home 'Laguna Herrera' with Private Pool, Private Garden and Wi-Fi

Campo de Cuéllar
The price is AU$1,837 per night from 8 Jan to 9 Jan
AU$1,837
8 Jan - 9 Jan 2026
includes taxes & fees
With a stay at this vacation home in Cuellar, you'll be 9.2 mi (14.8 km) from Cuellar Castle and 12.2 mi (19.7 km) from Castle of Iscar.
Opens in a new windowHoliday Home 'Laguna Herrera' with Private Pool, Private Garden and Wi-Fi
Casa El Herrero for 7 people

Casa El Herrero for 7 people

Chatun, Segovia Spain
With a stay at this vacation home in Cuellar, you'll be 10.6 mi (17.1 km) from San Esteban Church and 11 mi (17.7 km) from Cuellar Castle.
Opens in a new windowCasa El Herrero for 7 people
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cuellar Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cuellar vacation homes are the perfect way for you to wing it.

Holiday houses in Cuellar let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cuellar in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cuellar adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cuellar with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cuellar vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cuellar Holiday Homes essential information

Accommodation
49 Holiday Homes
Lowest Price
AU$137
Highest Price
AU$3,072
Popular accommodation
Holiday Home 'El Rincon De La Morena' with Private Pool, Private Terrace and Wi-Fi, Self catering Tradición Rural for 8 people, Holiday Home 'Los Aperos' with Private Garden, Holiday Home 'El Encuentro Del Duraton' with Mountain View, Private Pool and Wi-Fi, Country House 'Casas Rurales Velasco I I' with Private Terrace, Wi-Fi and Air Conditioning, Rural house in Segovia, Charming accommodation, next to Ribera del Duero and Hoces del Duratón, Holiday Home 'Laguna Herrera' with Private Pool, Private Garden and Wi-Fi, Casa El Herrero for 7 people

Top trending hotels in Cuellar

Hotel Rural Tirontillana

Hotel Rural Tirontillana

3 out of 5
En Medio, 30 Cuellar
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 21 Dec to 22 Dec
AU$137
21 Dec - 22 Dec
includes taxes & fees
Located in Cuellar, Hotel Rural Tirontillana is in a rural location, within a 10-minute drive of San Esteban Church and Cuellar Castle.
Opens in a new windowHotel Rural Tirontillana
Apartahotel santa Marina

Apartahotel santa Marina

2.5 out of 5
Plaza Sta. Marina 1 Cuellar Segovia
With a stay at Apartahotel santa Marina in Cuellar, you'll be a 3-minute walk from San Esteban Church and 7 minutes by foot from Cuellar Castle.
Opens in a new windowApartahotel santa Marina
Holiday Home 'Laguna Herrera' with Private Pool, Private Garden and Wi-Fi

Holiday Home 'Laguna Herrera' with Private Pool, Private Garden and Wi-Fi

Campo de Cuéllar
The price is AU$1,837 per night from 8 Jan to 9 Jan
AU$1,837
8 Jan - 9 Jan 2026
includes taxes & fees
With a stay at this vacation home in Cuellar, you'll be 9.2 mi (14.8 km) from Cuellar Castle and 12.2 mi (19.7 km) from Castle of Iscar.
Opens in a new windowHoliday Home 'Laguna Herrera' with Private Pool, Private Garden and Wi-Fi
Save an average of 15% on thousands of hotels when you're signed in
Self catering cottage Laguna Herrera for 14 people

Self catering cottage Laguna Herrera for 14 people

Cuéllar Segovia
With a stay at this cottage in Cuellar, you'll be 9.4 mi (15.2 km) from Cuellar Castle and 12.4 mi (20 km) from Castle of Iscar.
Opens in a new windowSelf catering cottage Laguna Herrera for 14 people
Don't see what you're looking for?
See all available properties in Cuellar
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.