Cottage holiday rentals in Chinchón

A terrace features a glass table surrounded by chairs, with a large umbrella providing shade. Scenic views of the Atazar reservoir and surrounding hills can be seen in the background, showcasing the natural beauty of the location during sunset.

4.87 out of 5 average rating, 156 reviews

Alto de Cervera, spectacular views

Magnificent house with spectacular views of the Atazar reservoir, comfortable house with two floors, 2 bedrooms upstairs and three downstairs. Rooms are opened according to the number of people, common areas are left available throughout the house. A bathroom and toilet downstairs and a bathroom upstairs. It cooks on both floors. Large terrace where you can enjoy the sunset and the starry sky and glazed porch overlooking the reservoir downstairs. We have installed a detachable pool for the summer.

4.91 out of 5 average rating, 141 reviews

Casa Matallera - Mountain Retreat near Madrid

Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

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.

4.97 out of 5 average rating, 102 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.

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.

4.9 out of 5 average rating, 122 reviews

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

PADEL /PISCINA CLIMATIZADA/ PICKLETBALL No apto para fiestas, ni ruidos a partir de las 23:00. *Ideal para Familias y amigos* Amant El Encinar es una finca de 10.000 m. Cuenta con Piscina climatizada, Pista de pádel, Pickleball, barbacoa, ping pong, billar. Todo uso exclusivo de los inquilinos. Paraje natural de encinas a tan sólo 58 kilómetros de Madrid y 35 de Toledo. Se accede a ella desde una pista de tierra de 5,5 km se tarda 10 a 20min La casa es para 8 personas pero admitimos hasta 10

The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.

4.96 out of 5 average rating, 158 reviews

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

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.

4.81 out of 5 average rating, 119 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!

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.

4.86 out of 5 average rating, 184 reviews

Peguerinos: house with jacuzzi, fireplace and garden

Disconnect and relax 1 hour from Madrid, in an authentic hamlet of the Sierra de Guadarrama. "La Margarita" is a charming house, very cozy, built on an old stone haystack totally rehabilitated 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, horseback riding or donkey, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.

4.91 out of 5 average rating, 292 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of the Guadarrama National Park from the doorstep. Ideal for two families to share. Totally charmingly equipped. Fireplace, gas barbecue, ping-pong, trampoline, slide, basketball hoop, Wi-Fi...

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.

4.84 out of 5 average rating, 215 reviews

Cozy and bright country house. 22-meter terrace

CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmullo del Río..Nature tops..Relax..Evening in the company of the moon... Unique skies.. Unique views of the majestic Mount of Sta Catalina. Águilas .. rides to the river that is 50 meters away... smell of green.. cozy house.. umbrella hammocks.. barbecue .....pool in the development ... fresh nights.. pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

A modern dining area is showcased with a wooden table set for a meal. Elegant dishware is arranged alongside glasses, while a stone oven adds character to the background. Decorative elements, such as vases and candles, enhance the inviting ambiance of the space.

4.9 out of 5 average rating, 172 reviews

Your Rural House

Forget the worries in this great home - it's an oasis of tranquility! A wonderful diaphanous apartment that has no lack of detail. It is located in a beautiful village 35km from Madrid. Perfect for recharging batteries in a relaxed atmosphere or spending a romantic weekend as a couple. It has a small garden at the back with a barbecue, stove and mini pool. It is equipped with full kitchen and a wood-fired oven. You can see the available packs in photos.

A covered terrace features stylish dark wicker furniture, including two armchairs and a small table. The view overlooks a sprawling landscape of rooftops and greenery under a cloudy sky, enhancing the sense of open space and tranquility.

4.87 out of 5 average rating, 117 reviews

Charming cottage with stunning views. VUT-40/868

A house with beautiful views and a modern garden, ideal for disconnecting in nature. Los Angeles development of San Rafael, with entertainment for all ages, golf, horseback riding, water sky cable, inflatable slides, water sports, adventure sports, spa, lake and pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Feel free to ask us any questions or information about the activities available in the area!!!

A scenic view of the casita nestled among lush greenery, surrounded by a diverse variety of trees. The rustic stone structure features a red-tiled roof, harmonizing with the natural landscape of rolling hills and varied vegetation.

4.94 out of 5 average rating, 218 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.

Popular amenities for cottage rentals in Chinchón

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The exterior of the chalet is shown, featuring a two-story structure with a warm-colored façade and a tiled roof. A stone wall borders the property, and a covered terrace is visible at the front. Blue skies are present above, enhancing the inviting appearance.

4.88 out of 5 average rating, 16 reviews

chalet relax luxury

The entrance features a charming courtyard with a patterned stone floor. A staircase leads to the upper level, framed by light-colored walls. Large windows showcase plants on the balcony, while a mural depicting a horse adds a touch of character to the space.

4.76 out of 5 average rating, 25 reviews

The Gardener's House

A view from a window showcases the stone facade of the nearby Torija Castle, complete with towers and battlements. The clear blue sky enhances the historic structure, while a courtyard with gravel flooring is visible below, framed by an ornate metal railing.

5 out of 5 average rating, 6 reviews

Casa Rural El Balcón del Castillo

A spacious outdoor area features a large swimming pool surrounded by a tiled deck. The white house, with large windows, is visible in the background, complemented by greenery and a wooden pergola with seating. Clear blue skies enhance the peaceful setting.

4.91 out of 5 average rating, 11 reviews

'El Encuentro' Cottage

A small outdoor pool is visible, surrounded by a tiled border. Several lit candles are arranged on the edge, offering a soft glow. The pool area is framed by a shaded pergola, providing a cozy retreat for relaxation and leisure.

4.72 out of 5 average rating, 143 reviews

Casa San Antón Toledo, Puy du Fou, Madrid, Guadamur

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.

4.94 out of 5 average rating, 66 reviews

Casa la bodega in Toledo

A cozy living area is highlighted by a stone fireplace, offering warmth to the room. A flat-screen TV is positioned against a textured wall. Rustic wooden furniture and decorative elements create a comfortable atmosphere, while the tiled floor adds a touch of practicality.

4.8 out of 5 average rating, 10 reviews

Callejón del Pozo II Country House (8-11 people)

An outdoor view of a spacious property at night, featuring a well-lit swimming pool bordered by a manicured lawn. Comfortable lounge chairs are positioned beside the pool, creating an inviting space for relaxation. The house's architecture reveals multiple windows and a covered patio area.

5 out of 5 average rating, 19 reviews

Casa Rural Alma Del Tajo 5* Grand Luxury in Toledo

Pet-friendly cottage rentals

An outdoor seating area features a combination of white-framed benches and chairs with cushions in soft shades. A wooden table sits at the center, surrounded by natural stone walls and greenery. The space offers a cozy atmosphere for relaxation or socializing.

4.94 out of 5 average rating, 16 reviews

Cute and cozy stone cottage

A spacious living area is highlighted by warm-toned walls and natural wood beams. A stone fireplace is centrally located, complemented by a large TV. A dining table for six is surrounded by wooden chairs, and a comfortable sofa invites relaxation near bright windows with soft curtains.

4.96 out of 5 average rating, 23 reviews

Grandma Mari's House

A private outdoor space features a sparkling blue pool surrounded by lush greenery. Two reclining chairs are positioned for comfort, accompanied by a small table adorned with decorative items. A traditional barbecue is visible near the wall, adding functionality to the serene setting.

5 out of 5 average rating, 17 reviews

The Trescasas Hayloft

A spacious outdoor area features a swimming pool surrounded by a manicured lawn. The two-story building with a terracotta roof is visible in the background, along with a covered dining area nearby. Sunlight brightens the scene, highlighting open spaces for relaxation.

4.71 out of 5 average rating, 90 reviews

☼RURAL VILLA with PRIVATE POOL near MADRID☼

A round wooden dining table is surrounded by eight chairs, offering ample seating. Soft lighting is provided by a pendant lamp above, while a stylish mirror leans against the wall. A white sofa area is visible in the background, creating a cozy gathering space.

4.8 out of 5 average rating, 56 reviews

Casita El Acebo

An open living area features a rustic stone wall and wooden beams. A large dining table is surrounded by light-colored chairs, with a vase of colorful flowers attracting attention. A comfortable seating area includes a soft armchair and a television on a white cabinet, creating a cozy atmosphere.

4.91 out of 5 average rating, 64 reviews

Casa Valle del Lozoya

A view of a tranquil pool surrounded by a stone patio, with two lounge chairs positioned nearby. Lush trees offer shade, while expansive mountain views stretch into the distance under a clear blue sky.

4.86 out of 5 average rating, 42 reviews

Peace and exclusive views over the Lozoya Valley

A private outdoor space features a swimming pool with a metal ladder, surrounded by sun loungers. A shaded dining area with wooden furniture is positioned nearby, complemented by greenery and a stone pathway leading to the entrance of the chalet.

4.83 out of 5 average rating, 101 reviews

River House

Private cottage rentals

5 out of 5 average rating, 16 reviews

Casa de la Abuela Pili - Entire house

A serene garden area is presented, featuring a stone well surrounded by vibrant hydrangea flowers. A stone bench provides a peaceful seating spot, while lush greenery frames the scene, creating a secluded and inviting atmosphere. Natural light enhances the tranquility of the space.

4.88 out of 5 average rating, 34 reviews

La Without

A private swimming pool is surrounded by lush greenery, with vibrant plants adding color to the landscape. A shaded area provides respite from the sun, and nearby, playground equipment is visible, offering a space for recreation in a tranquil setting.

4.86 out of 5 average rating, 70 reviews

Lago Bolarque country house with pool and barbecue

The exterior of a stone house features a terracotta roof and black shutters on the windows. A shaded outdoor dining area with tables and chairs is visible in the foreground. Lush greenery partially frames the house, highlighting its rustic charm and inviting setting.

4.94 out of 5 average rating, 51 reviews

Refugio del Nogal (Cercedilla)

A compact kitchen area is presented with stone walls and patterned tiles. A dining table with wooden chairs is seen beside modern appliances including a microwave, oven, and dishwasher. A washing machine integrates into the cabinetry. A floral arrangement is placed on the table.

4.88 out of 5 average rating, 34 reviews

A townhouse for rest and rural tourism

A clear blue sky is seen above a swimming pool overlooking a panoramic landscape. The pool is surrounded by a green terrace and features a railing that complements the natural scenery. Rolling hills are in the distance, enhancing the tranquil setting.

4.92 out of 5 average rating, 39 reviews

The corner of Ana (Casa Rural)

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.

4.97 out of 5 average rating, 58 reviews

ALMA RURAL HOUSE

A rustic house with a tiled roof is surrounded by a well-maintained garden. A swimming pool occupies the foreground, flanked by sun loungers and two umbrellas. Potted plants are positioned around the area, adding greenery to the setting.