Cottage holiday rentals in Chinchón

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, 165 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.

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, 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 pool. All for the 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

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, 233 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

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.

4.88 out of 5 average rating, 126 reviews

House with beautiful views. VUT-40/868

A house with beautiful views and a garden, modern construction, ideal for disconnecting in nature. Los Angeles de San Rafael development, with entertainment for all ages, golf, horse riding, water sky cable, inflatable slides, water sports, adventure sports, spa, lake and swimming pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Please don't hesitate to ask any questions or information about the activities available in the area!!!

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.

4.85 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.

A private pool surrounded by lush greenery offers a refreshing retreat. Two lounge chairs, one in red and one in black, are positioned beside the pool, inviting relaxation. A large umbrella provides shade, and the tranquil atmosphere is enhanced by the natural setting.

4.91 out of 5 average rating, 308 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 Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

The exterior of a charming stone house is framed by lush greenery and features a sloped roof. A covered porch with comfortable seating is visible, alongside a well-maintained garden that leads to a tranquil pool area, with natural rock formations in the background.

4.91 out of 5 average rating, 47 reviews

Accommodation in Manzanares el Real

A country house with a wonderful garden and pool. A unique place where you can breathe tranquility and enjoy endless outdoor activities with your family. It is located 50 meters from the Maeso Trail that leads to the Yelmo (Guadarrama National Park), and very close to La Pedriza. The house consists of: Kitchen, Living-Dining room, 3 bedrooms, two double bedrooms and the other with bunk beds, a bathroom. A play area with a mat, sandpit and basketball hoop.

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, 116 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.

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.

4.88 out of 5 average rating, 205 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.

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.

4.94 out of 5 average rating, 233 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.

A bright bedroom features two spacious beds placed against a rustic wooden wall. Each bed is adorned with white linens and colorful decorative pillows. A glass door opens to a small balcony, allowing natural light to fill the room.

4.93 out of 5 average rating, 113 reviews

Esencia de Maryvan Rural House

Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.

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.

4.97 out of 5 average rating, 103 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.

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

luxury relaxation chalet

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, 12 reviews

El Balcón del Castillo Rural House

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.

4.92 out of 5 average rating, 12 reviews

'El Encuentro' Cottage

An intimate outdoor space features a small, well-maintained swimming pool surrounded by a tiled terrace. Wooden beams and a privacy fence create a cozy atmosphere, with potted plants adding a touch of greenery. In the background, a historic castle is visible against a clear blue sky.

4.72 out of 5 average rating, 151 reviews

House with Pool and Patio near Puy du Fou/Toledo

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, 68 reviews

Casa la bodega in Toledo

A spacious, covered jacuzzi area features stone walls and large glass panels allowing natural light. Wooden benches are arranged around the jacuzzi, complemented by a textured stone floor. Decorative elements, such as a ship's wheel and circular mirrors, add rustic charm to the space.

4.82 out of 5 average rating, 77 reviews

Rural house El Castillo de Ciruelas

4.88 out of 5 average rating, 8 reviews

Country house with a pool-jacuzzi, oven-fireplace, and patio

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, 18 reviews

Cute and cozy stone cottage

A spacious house is presented behind a secure gate, showcasing a welcoming façade with a mix of brick and stone. The architecture features a tiled roof and prominent chimney, complemented by clear blue skies overhead.

4.78 out of 5 average rating, 41 reviews

Country house Egypt in Guadamur, Toledo

The exterior view showcases a charming brick house with a covered porch and steps leading to the entrance. Surrounding the home, vibrant flowers and a decorative fountain highlight the well-maintained garden. The salt-water pool extends in the foreground, emphasizing a relaxing outdoor space.

4.98 out of 5 average rating, 42 reviews

Casa Rural Dani. Escalona

A scenic view captures a backyard with a spacious swimming pool surrounded by loungers. Planters filled with greenery frame the foreground, while rolling hills and a cloudy sky are visible in the background, enhancing the tranquil setting.

4.66 out of 5 average rating, 35 reviews

House for 12, swimming pool, and barbecue

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, 97 reviews

☼RURAL VILLA with PRIVATE POOL near MADRID☼

4.67 out of 5 average rating, 6 reviews

Finca las colinas

4.81 out of 5 average rating, 36 reviews

Casa rural

An indoor pool with a transparent enclosure is shown, featuring a spacious swimming area. Stone tiles surround the pool, and large windows provide views of a nearby castle. Natural light fills the space, creating a fresh and airy atmosphere.

5 out of 5 average rating, 11 reviews

Senda de los Lobos Country House

Private cottage rentals

A white, single-story house is set against a backdrop of tall pine trees. A covered porch is visible, adorned with colorful outdoor furnishings. A stone pathway leads to the entrance, framed by natural landscaping and a fence with black gates.

5 out of 5 average rating, 7 reviews

The river house. Mountains and river in Madrid.

5 out of 5 average rating, 19 reviews

Casa de la Abuela Pili - Entire house

A charming house is surrounded by a lush garden featuring various plants and flowers. The pathway leading to the entrance is lined with lavender and green foliage, creating a serene outdoor setting. Sunlight illuminates the scene, highlighting the natural beauty of the surroundings.

4.89 out of 5 average rating, 9 reviews

private pool, garden. Cottage in Chapineria

A light-filled living area is shown, featuring a spacious sectional sofa with decorative pillows. A wooden coffee table sits at the center, while a bookshelf filled with various items lines one wall. Natural light filters through green curtains, highlighting the inviting atmosphere.

4.88 out of 5 average rating, 81 reviews

La osa and el madroño, Robledo de Chavela country house

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

A cozy living area features a deep red sofa adorned with cushions, complemented by a wooden coffee table at its center. Exposed stone walls and decorative tiles add character, while a wall-mounted television and a small bookshelf complete the inviting space.

4.94 out of 5 average rating, 122 reviews

La Casa de Juanelo is 10 km from Toledo and Puy du Fou.

A double room features a patterned bedspread covering a spacious bed with two decorative pillows. Flanking the bed, two nightstands hold lamps with soft light. A rustic stone wall adds texture, while wooden accents complement the warm tones throughout the room.

4.88 out of 5 average rating, 51 reviews

Cantarranas

A light-colored villa is set against a clear blue sky, featuring a spacious terrace and a swimming pool. Lush green grass surrounds the property, while tall trees provide shade nearby. The house displays multiple windows and wooden shutters, blending with the natural landscape.