Cottage holiday rentals in Olías del Rey

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Top-rated cottage rentals in Olías del Rey

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Top guest favourite

A pathway leads to a charming entrance, framed by a low wooden fence. Lush greenery and trees, including olive trees, surround the area. A reclined chair and a hammock are positioned on a well-kept lawn, inviting relaxation under the open sky.

Cottage in Horcajo de los Montes

Casa Cervo. Spacious loft with garden and views

Spacious, fully refurbished 60 m² loft with garden and views of Cabañeros National Park. It features a fully equipped kitchen, a living room, a bedroom, a bathroom, a wood-burning stove and air conditioning. Ideal for couples or families of up to 4 people. Located a 15-minute walk from one of the Park's most beautiful trails, 500 metres from the centre of Horcajo de los Montes and 2.5 kilometres from the Visitor Centre. Peaceful setting, perfect for enjoying nature. Dogfriendly.

5.0 out of 5 average rating, 122 reviews

Superhost

A stunning sunset casts vibrant hues of orange and pink across the sky, reflecting on the tranquil waters of the pantano. The surrounding mountains create a serene backdrop, enhancing the peaceful ambiance of the natural landscape.

Cottage in El Tiemblo

The Swamp House

The house is located on the banks of the Burguillo swamp with 3000 m2 of private land where you will find a large garden with a pool, barbecue and terrace with spectacular views of the swamp. Everything around it is the Iruelas Valley Nature Reserve, so it is a natural, isolated and quiet environment. Water sports, hiking trails, biking, horseback riding, mushroom picking, chestnuts... The area offers you a taste of the cuisine that is characterized by its rich meats and vegetables.

4.86 out of 5 average rating, 125 reviews

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

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

PADEL /HEATED POOL/ PICKLETBALL To maintain the peace and quiet of the area and to ensure that neighbours can rest, *parties, celebrations, stag/hen dos, loud music, shouting or any behaviour that causes a nuisance are not permitted in this property*, either during the day or, in particular, at night. It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. It is accessed from a 5.5 km dirt track it takes 10 to 20min

4.9 out of 5 average rating, 134 reviews

Superhost

An aerial view of a traditional finca showcases a terracotta-tiled roof and a charming courtyard surrounded by greenery. Olive trees are visible in the background, and a glimpse of the outdoor areas, including a swimming pool, can be seen in the expansive property.

Cottage in Recas

Finca Toledana, 45 minutes from Madrid

Castilian estate located 20 minutes from Toledo and 45 minutes from Madrid, in the heart of La Mancha. Enjoy tranquility and exclusivity in an environment surrounded by olive groves that invites you to do outdoor activities. The views from the house's terrace are spectacular during the day. At night it is the ideal place to look at the stars. Surrounding the house we have 10 hectares of our own to walk to the river. It is a very nice walk that can be done all year round.

4.62 out of 5 average rating, 29 reviews

Superhost

A private patio area is adorned with leafy vines and stone pathways. A wooden picnic table is situated under a covered section, while various plants are scattered throughout, adding a touch of greenery to the inviting, open space.

Cottage in Camarenilla

Casa Labradores – Swimming Pool, Barbecue, Games Room

Antigua Casa de Labradores, located in Camarenilla, 50 minutes by car from Madrid on the A5 or A42 and just 15 minutes from the centre of Toledo. The house is ideal for 6 people and is on one floor. You'll have three bedrooms, a living-dining room, a large fully equipped kitchen, and a large bathroom at your disposal. Private courtyard with barbecue, swimming pool, tables and chairs. Games room, pool table, table tennis, table football, darts, bar and beer tap. Wi-Fi.

4.91 out of 5 average rating, 66 reviews

Superhost

A spacious rural house features a stone exterior and a gently sloping roof, surrounded by a well-maintained lawn. Flowerpots filled with vibrant red flowers add color to the entryway, and there are trees providing shade on the property.

Cottage in Totanés

ALMA RURAL HOUSE

Bring the whole family to this fantastic place to stay that has plenty of room to have fun. A country house with more than 2000 meters to disconnect from the routine, located in the middle of nature, with a large swimming pool. It is a house designed with great taste and elegance both outside and inside. All the rooms have their own bathroom. The spectacular kitchen with all the details, a large glass window. The very spacious living room with a dream fireplace

4.97 out of 5 average rating, 62 reviews

Top guest favourite

An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.

Cottage in La Estación

Villa with pool and mountain views

Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

4.97 out of 5 average rating, 128 reviews

Top guest favourite

A modern two-story house is set against a twilight sky, showcasing a unique pool design with illuminated features. The pool's gentle curves are surrounded by a spacious area for relaxation, with a neatly maintained grassy space visible nearby.

Cottage in Guadamur

Casa Rural Alegría de Toledo, Guadamur, Puy du Fou

A house designed in a cozy setting. It has a living room with a full kitchen, 1 toilet, two bedrooms with a double bed in each and the option of two extra beds. Both rooms have individual bathrooms, with two large outdoor terraces to enjoy the spectacular views. An incredible pool that transports you to a paradise, with a huge lawn solarium, barbecue and area Ideal house for families and couples. July and August minimum booking 4 nights.

4.96 out of 5 average rating, 53 reviews

Top guest favourite

The image portrays a rustic stone building framed by trees, with reflective glass windows displaying a soft sunset glow. Steps lead up to the entrance, surrounded by greenery, creating a serene outdoor setting that complements the natural landscape.

Cottage in Casavieja

Molino Mellado

A millhouse that has been carefully restored and retains some of its original machinery. It has central pellet heating and a wood stove. It has two double bedrooms and one quadruple bedroom, all with a full private bathroom. Living-dining room with views of the valley and gorge. It has an Italian opening sofa bed and another full bathroom. Industrial kitchen, ideal for food lovers. All rooms have spectacular views of the river

5.0 out of 5 average rating, 69 reviews

Top guest favourite

A rustic stone and wood cabin nestled in a lush green landscape, surrounded by oak and pine trees. A winding path leads to the entrance, which features a round window and flower pots. Sunlight filters through the trees, casting gentle shadows on the ground.

Cottage in Gavilanes

Room with a view of the Stars

A stone and wood house in a mountain shelter style, nestled south of the Gredos foothills, in the beautiful Tietar Valley. 8000-meter estate, surrounded by nature, oak trees, cork oaks, pine and chestnut trees... An area of mycological and hornitological interest, with night sky observation, routes, trails... If you are looking for tranquility, inspiration, to disconnect from the world... WELCOME TO LA BORRIQUITA.

4.98 out of 5 average rating, 83 reviews

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

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.

4.98 out of 5 average rating, 123 reviews

Top guest favourite

A sleeping area features a spacious bed with a leafy patterned duvet and matching pillows. A lamp is placed beside the bed, providing soft illumination. The room's wooden walls and round mirror add warmth, while a unique window design allows natural light to filter in.

Cottage in Rozas de Puerto Real

The Keep

One hour from Madrid, Toledo, and Ávila. Next to its already famous Chestnut Route. In the Tietar Valley, less than 15 km from numerous pools that allow swimming and the San Juan reservoir. Ideal for resting. Located in a quiet rural setting, ZEPA area, and surrounded by a pasture, inhabited by numerous animals. Beautiful walks and routes, near the Los Morales reservoir and at the foot of the Alto del Mirlo.

4.91 out of 5 average rating, 170 reviews