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Holiday houses in Oropesa

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Top-rated holiday rentals in Oropesa

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Top Guest favourite
An outdoor dining area is shaded by a vine-covered pergola, featuring a stone wall and a table surrounded by four wooden chairs. Natural light filters through the leaves, creating a serene setting overlooking the garden.
Home in Villanueva de la Vera
4.97 out of 5 average rating, 39 reviews

The Cypresses of Bocaloso

Traditional stone cottage with pool in Villanueva de la Vera. 6 guests, 3 bedrooms, 2 bathrooms. Lovely stone cottage set in a private finca of our Pure Spanish Horse stud of 16 hectares, with stunning views of the Gredos mountains. A comfortable open plan sitting/dining room, fully equipped kitchen, 3 double bedrooms and 2 bathrooms. A pretty rose and herb garden with an salt water alberca for swimming, shady sitting areas looking out to the valley below. Horseriding can be arranged locally.

Guest favourite
Cave in Villanueva de la Vera
4.89 out of 5 average rating, 27 reviews

La Casita de la Costurera - The Vératton Region

Una pequeña aldea medieval en un entorno mágico al pie de Gredos. Conformada por 3 casitas con tejado vegetal, jardín y una increíble bañera nórdica en cada casa. La Casa de la Costurera es una acogedora cabaña de cuento de hadas. Alberga un dormitorio, una increíble cama de matrimonio, salón con chimenea interior,TV y un cómodo sofá-cama, cocina abierta totalmente equipada y un espacioso baño con ducha. Proyecto original e independiente, sin relación con marcas u obras registradas.

Guest favourite
An indoor pool area is highlighted by sleek glass walls and a wooden ceiling with exposed beams. Sunlight filters through the skylights, reflecting off the calm water. Comfortable loungers are positioned alongside the pool, creating a relaxing atmosphere.
Cottage in Toledo
4.9 out of 5 average rating, 126 reviews

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue

PADEL /HEATED POOL/ PICKLETBALL Not suitable for parties, or noises after 11:00 PM. *Ideal for Families and friends* Amant El Encinar is a 10,000m estate. It has a heated pool, paddle tennis court, pickleball, barbecue, ping pong, and billiards. All exclusive use of the tenants. Natural area of holm oaks just 58 kilometres from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track, which takes 10 to 20 minutes. The house is for 8 people but we can accommodate up to 10

Top Guest favourite
Apartment in Villanueva de la Vera
4.99 out of 5 average rating, 134 reviews

Atalantar: what you need so much

Atalantar has everything you’re looking for when you book an apartment: large windows with views of the Tietar Valley and a hot tub, just a three-minute walk from the centre of Villanueva de la Vera. All that’s there. But there’s also a magic phone to make wishes to the universe, a piece of furniture with twelve doors, only one of which is for you, and a word written in parchment that, once you know what it means, you’ll never want to forget. Atalantar is exactly what you need.

Guest favourite
An open living space showcases a wooden beam ceiling and a modern kitchen area, featuring a cooking range and minimalist cabinetry. Comfortable seating is arranged in the foreground, with large windows providing views of the surrounding nature and allowing ample natural light.
Home in Candeleda
4.92 out of 5 average rating, 141 reviews

House in the woods with views "Los Cantuesos"

Single-family house in the middle of nature, 3 km from the village of Candeleda. It consists of a large living room/dining room/kitchen, two double bedrooms and two bathrooms, arranged on a single floor without a slope (the space on the lower floor is not rented). Located in the La Tijera area, on a 7000m2 plot of forest on the mountainside with spectacular views of the Tietar Valley. Old area of terraced olive groves today populated with oaks, chestnuts and strawberry trees.

Top Guest favourite
A spacious living area features a light-colored sofa facing a stone fireplace. A wooden coffee table sits in front, while a cabinet along the wall displays decorative items. Natural light enters through a window adorned with a vibrant curtain.
Cottage in Muñana
4.94 out of 5 average rating, 105 reviews

Estajero Rural House

House of the year 1855 totally rehabilitated in the year 2022. Its 120m2 are distributed in living room with fireplace, fully furnished and equipped kitchen, 2 bathrooms, 2 double bedrooms, a single with option of extra bed, interior patio with barbecue. Optional private garage. Heating and wood-burning fireplace (wood drawer for 3-4 days at €12) No parties permitted. The town has a supermarket, butcher, fishmonger, pharmacy, restaurant... polideportivo and municipal pool

Guest favourite
A rustic wooden stairway leads to a cozy area featuring a modern kitchen and a heated pool. A large screen displays a calming fireplace, enhancing the relaxed ambiance. Soft lighting from candles illuminates the space, highlighting the textured stone walls and wooden accents.
Tiny home in Burgohondo
4.94 out of 5 average rating, 144 reviews

My Grandmother's Little House

In a picturesque village in the Alberche Valley, at the foot of the Sierra de Gredos, La Casita de Mi Abuela is the ideal getaway for couples. Cozy and unique, it has a heated pool with hydromassage inside, perfect for relaxing and enjoying. Surrounded by hiking trails and near the Alberche River, where you can cool off in summer, this house combines rural charm with modern comfort. A special place to disconnect and experience an unforgettable getaway as a couple.

Superhost
A balcony table is set for dining, featuring wooden surfaces with plates and glasses arranged neatly. Lush green mountains and the Monastery of El Escorial are visible in the background, under a bright blue sky with scattered clouds.
Apartment in San Lorenzo de El Escorial
5 out of 5 average rating, 5 reviews

"El Gorrión House"

"Casa El Gorrión" turns into a unique experience, surrounded by spectacular views and stunning natural surroundings. From the balcony, you contemplate the Monastery of El Escorial, a 16th-century gem and World Heritage Site, as well as the majestic landscape of the Machotas Mountains. The accommodation stands out for its attention to detail, which will make you feel at home. Our goal is to offer you a personalized and quality service. Permit VT-14872

Top Guest favourite
A wooden terrace is shown with a red hammock suspended between two trees. Surrounding greenery features various trees and shrubs, creating a serene natural setting. The distant mountains and a sunset sky add a peaceful ambiance to the scene.
Cottage in Cadalso de los Vidrios
4.97 out of 5 average rating, 102 reviews

Mountain Views with Panoramic Terrace

Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

Guest favourite
A rustic stone house is surrounded by lush greenery and trees. The structure features a traditional tile roof and a covered porch area. Fruit trees are evident in the foreground, complementing the tranquil outdoor setting.
Cottage in Candeleda
4.91 out of 5 average rating, 70 reviews

A house on a farm in Candeleda, Gredos.

Rest, silence, nature, disconnection. An old cattle warehouse, recently renovated while preserving its original structure, and with great care. Located on a farm with fig trees in production and other fruit trees. A magical place, surrounded by nature and very quiet, where you will feel at home and just 1.3 km from the town, Candeleda, with all the amenities. You can walk up (15 minutes)

Guest favourite
An outdoor spa is seen illuminated in soft blue light, inviting relaxation under the stars. Glass doors provide a view into an interior space with warm wooden accents and ambient lighting. A small table and chairs are positioned nearby, enhancing the intimate setting.
Cabin in Oropesa
4.96 out of 5 average rating, 27 reviews

"The cabin of the heart"

“Imagine a romantic weekend. In our cabin, love is lived in every corner: an outdoor spa under the stars, a perfect terrace to share at sunset, and a fully-equipped kitchen to create candlelit dinners. An exclusive getaway, where privacy and romance merge, inviting you to enjoy magical and unforgettable moments, creating memories that will last forever.”

Guest favourite
A private pool is surrounded by various plants and shrubs, including succulents and flowering bushes. Sun loungers are positioned near the pool, inviting relaxation. A modern house is visible in the background against a clear blue sky, enhancing the serene outdoor setting.
Cottage in Villanueva de la Vera
4.93 out of 5 average rating, 91 reviews

Spectacular villa with large pool

Beautiful and comfortable 3-bedroom modern villa with private pool in lush mountains near Madrid. Spectacular views of high mountains and endless plains. Near a charming village and at walking distance of idyllic rock pools. Licencia de Vivienda Turística: TR-CC-00327

Popular amenities for Oropesa holiday rentals

  1. Airbnb
  2. Spain
  3. Castilla-La Mancha
  4. Toledo
  5. Oropesa