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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
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
4.97 out of 5 average rating, 114 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Superhost
A compact living area features a white sofa adjacent to a glass dining table. A television is positioned on a dark cabinet, while framed artwork decorates the walls. A staircase leads to the upper floor, and a wooden door is visible at the end of the corridor.
Cottage in Sotillo de la Adrada
4.77 out of 5 average rating, 136 reviews

Sotillo de la Adrada, V. del Tietar, (Toledo & Ávila)

Sotillo is relaxing, leafy roads, majestic woodlands, fountains and springs, thousand-year-old chestnut trees, it is the Tietar Valley, equidistant (Toledo-Ávila) Of interest: ponds and natural pools (Pinara, Nieta, Abuela) Piedralaves, the Castañar in the Rozas de Puerto Real, Casillas, botanical garden of the Tietar Valley, refuge of Majalavilla, reservoir of the Morales, the Castle of the Adrada, the Zahurdas, the high Mirlo, based on the number of guests some room could be closed.

Guest favourite
A spacious outdoor area features sun loungers arranged on artificial grass, complemented by a large umbrella for shade. In the background, a yellow house is visible, with steps leading to a shaded dining area equipped with a table and chairs.
Cottage in Colmenar de Oreja
4.81 out of 5 average rating, 124 reviews

Country house, BBQ, swimming pool, relaxation, birthdays

Finca los Nardos de Miraltajo (Miraltajo Tuberose Farm). House with large plot, swimming pool, heating throughout the house, 30 minutes from Warner Park, 40 minutes from Madrid, large barbecue with oven, 2 bathrooms, extra-large kitchen, enclosed porch with table for 30 people with wood stove, all the comforts of a large house, 5 bedrooms, living room and kitchen with air conditioning, perfect for relaxing, celebrations, birthdays, etc. Better contact, ask for the pool opening date!

Superhost
A wooden terrace showcases two armchairs and a small table, surrounded by lush greenery. The scenic view of rolling hills and trees highlights the natural beauty of the area, providing a peaceful setting for relaxation.
Cottage in Río Cofio
4.84 out of 5 average rating, 230 reviews

Cozy and bright country house. 22-meter terrace

CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmur of the river..Nature at its best..Relax..Evenings in the company of the moon... Unique skies.. Clear views of the majestic mountain of Sta Catalina. Eagles... walks to the river that is 50 meters away... smell of greenery... cozy house... Paraguayan hammocks... barbecue... swimming pool in the development... cool nights... pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

Superhost
An open loft area is highlighted by exposed wooden beams and a vibrant wall decoration. A potted plant adds a touch of greenery. Natural light pours in through skylights, illuminating the rustic design that complements the stone walls.
Cottage in Hoyo de la Guija
4.85 out of 5 average rating, 190 reviews

Peguerinos: house with jacuzzi, fireplace and garden

Disconnect and relax 1 hour from Madrid, in an authentic village in the Sierra de Guadarrama. "La Margarita" is a charming, very cozy house, built on an old stone barn completely renovated with noble materials. It has a jacuzzi, fireplace, wifi and a small private garden with barbecue. Very close to a swamp and large pine forests: hiking, mountain biking, horse or donkey riding, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

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
5 out of 5 average rating, 105 reviews

Casa Cervo. Spacious loft with garden and views

A large, 60m2 loft, completely renovated, with a garden and views of the Cabañeros National Park. It has a fully equipped kitchen, living room, bedroom, bathroom, wood stove and air conditioning. Ideal for couples or families of up to 4 members. Located a 15-minute walk from one of the Park's most beautiful routes, 1 km from downtown Horcajo de los Montes and 2.5 km from the Visitor Center. A quiet atmosphere perfect for enjoying nature. Dog friendly.

Top Guest favourite
A cozy living area features a large stone fireplace and a flat-screen television. Comfortable black sofas are arranged thoughtfully around a coffee table. Expansive glass doors provide a view of the natural landscape outside, allowing soft light to fill the space.
Cottage in Higuera de las Dueñas
4.95 out of 5 average rating, 77 reviews

Spectacular Private Estate with Views of Gredos

A unique refuge in the heart of nature, where the most exquisite comfort blends with the most absolute tranquility. A 10-hectare estate, the house is very well located, with stunning views of the Sierra de Gredos, ideal for those seeking privacy, peace and connection with the natural environment. Immerse yourself in the calm from the spectacular pool, perfect for watching magical sunrises, unforgettable sunsets, or just enjoying the sun in total privacy.

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, 125 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 court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. Natural Paraje de Encinas just 58 kilometers from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track it takes 10 to 20min The house is for 8 people but we admit up to 10

Superhost
A compact kitchen area features a stone accent wall, white cabinetry, and modern appliances. Underlit shelves display various ceramic items and lush greenery hangs above. Two wooden barstools are positioned beside a sleek countertop. A small round rug adds warmth to the space.
Cottage in Valdilecha
4.88 out of 5 average rating, 201 reviews

Your Rural House

Forget your worries in this spacious and serene space. A wonderful, open apartment that's not missing any detail. It is located in a beautiful village 35 km from Madrid. Perfect for recharging your batteries in a relaxed atmosphere or spending a romantic weekend as a couple. It has a small garden in the back with a barbecue, stove and mini pool. It is equipped with a full kitchen and a wood-burning oven. You can see the available Packs in photos.

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
4.96 out of 5 average rating, 46 reviews

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.

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
4.98 out of 5 average rating, 80 reviews

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.

Guest favourite
A well-lit swimming pool reflects soft blue tones, surrounded by rustic stone flooring. Potted plants are positioned along the edges, with a wooden table visible in the background. An arched entryway leads to a cozy interior space, maintaining a traditional atmosphere.
Cottage in Sonseca
4.94 out of 5 average rating, 67 reviews

Casa la bodega in Toledo

We offer a country house from the 1700s, fully restored in 2007, with a swimming pool respecting the construction of the time. It has 5 double bedrooms with bathroom, with the possibility of extra beds, a fully equipped kitchen, a glazed living room overlooking the patio, all furnished in a rustic style. We also offer a beautiful and cozy furnished cellar of about 100 m2 with fireplace, wood oven and kitchenette.

Popular amenities for Olías del Rey cottage rentals

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