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Cottage vacation rentals in Olías del Rey

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Top-rated cottage rentals in Olías del Rey

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Guest favorite
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
4.93 out of 5 average rating, 59 reviews

Casa Labradores Pool + SPA, Barbecue, Games Room

Antigua Casa de Labradores, located in Camarenilla, located 50 minutes by car from Madrid on the A5 or A42 and just 15 minutes from downtown Toledo. The house is ideal for 6 people, distributed on 1 floor. You will find at your disposal 3 bedrooms, a living room, a large fully equipped kitchen, and a large bathroom. Private patio with barbecue, swimming pool and SPA* (with temperature regulation), tables and chairs. GAME ROOM, pool table, ping-pong, foosball, darts, bar and beer tap. WIFI on request

Guest favorite
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 TENNIS/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, pool table. All for the exclusive use of the tenants. Natural area of holm oaks just 58 kilometers 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

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 favorite
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 favorite
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 favorite
A serene garden area features wooden decking surrounded by lush greenery. Yellow chairs are positioned near a round table, inviting outdoor dining. Ivy-covered walls frame the space, while the entrance to the cozy interior is visible through a glass door.
Cottage in Tomelloso
4.93 out of 5 average rating, 176 reviews

Charming little house with a garden.

Enjoy a haven of peace in this charming accommodation: newly renovated, with a rustic and accessible style, a few meters from downtown Tomelloso. This charming garden house consists of two bright bedrooms with extra large and very comfortable beds. A living room with a fully-equipped kitchenette, an automatic pellet stove, air conditioning, and TV in all bedrooms and living room. The whole house, garden and bathroom are fully accessible. Pets are allowed.

Top guest favorite
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

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.

Guest favorite
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage in Los Molinos
4.94 out of 5 average rating, 232 reviews

The Casita de El Montecillo

Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Top guest favorite
A scenic landscape features a calm river reflecting the sky, bordered by a lush green shoreline. Dramatic red rock formations rise in the background, layered with earthy colors. Soft clouds drift across a bright blue sky, enhancing the natural beauty of the area.
Cottage in Escalonilla
4.98 out of 5 average rating, 80 reviews

A stone's throw from Toledo and Las Barrancas de Burujón

Alquería Las Torres has 4 double bedrooms with a private bathroom: 2 with a double bed and 2 with twin beds, with the option of including up to 3 extra beds. The house is perfectly accessible and has a bathroom for people with limited mobility. It has a large outdoor patio in the back of the house, where the barbecue is located. Note: The corresponding rooms will be made available, depending on the number of people in the reservation.

Top guest favorite
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.

Top guest favorite
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
4.91 out of 5 average rating, 159 reviews

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.

Popular amenities for Olías del Rey cottage rentals

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  4. Toledo
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