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Cottage holiday rentals in Guadarrama

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Top-rated cottage rentals in Guadarrama

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living area features a mix of wooden elements and modern design. A wooden dining table with chairs is positioned near large windows, allowing natural light to fill the space. A cozy sleeping area is visible, with a neatly made bed and soft furnishings.
Cottage in Manzanares el Real

THE LOST HOURS (minimum 2 guests)

LOST HOURS accommodation is situated in the heart of La Pedriza, in the Sierra de Madrid, 30 minutes from Madrid-Barajas airport. With all the comfort and unique design. It has full kitchen with refrigerator, freezer, oven / microwave, hob and extractor fan. You can practice different sports: mountain biking, hiking, climbing, skiing, horseback riding, fishing. With a center of interpretation of nature, where we explain all the details of the area. Historical sights: the castle, church, spring and shrine of the Sacred Rock. The castle now has dramatized tours LOSF gines week. Buses every half hour and in some time slots each hour brought online real madrid the apple orchards, and beehives villalba old.

LocationFamilyCleanliness

4.9 out of 5 average rating, 144 reviews
Superhost
A spacious terrace features a round glass table accompanied by four chairs and a large umbrella, providing shade. Stunning views of the Atazar reservoir and surrounding mountains are present in the background, with a clear blue sky enhancing the serene atmosphere.
Cottage in Cervera de Buitrago

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. The rooms are opened according to the number of people, the common areas are left available throughout the house. A bathroom and toilet downstairs and a bathroom upstairs. Kitchen on both floors. Large terrace where you can enjoy the evening and the starry sky and glazed porch overlooking the reservoir on the ground floor. We have installed a removable pool for the summer.

LocationFamilyWi-Fi

4.87 out of 5 average rating, 177 reviews
Guest favourite
Cottage in Caballar

COVA Caballar. Large garden and beautiful sunsets

WE HAVE A GREAT KITCHEN next to the garden, porch and barbecue. La COVA is located in Caballar, Segovia. Fully renovated. It has 5 bedrooms, 2 large equipped kitchens, terrace, garden with porch, 2 independent living rooms, 3 bathrooms, a toilet, and WiFi connection. It is 5 km from Turégano. And also very close to places like the Hoces del Duratón, La Granja, Pedraza, Valsaín and Segovia Capital. Capacity subject to current epidemiological regulations. Registration Number C.R.-40/720

FamilyValueCleanliness

4.98 out of 5 average rating, 120 reviews
Guest favourite
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.
Cottage in Los Ángeles de San Rafael

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.

ValueLocationWi-Fi

4.96 out of 5 average rating, 170 reviews
Guest favourite
A rustic stone house features a charming façade with a combination of rough stone and wooden accents. Steps lead up to the entrance, framed by well-maintained greenery. The structure is complemented by traditional tile roofing, evoking a warm and welcoming presence amid the natural surroundings.
Cottage in Madrid

Los Nerios Country house with pool

Los Nerios country house with swimming pool (Registered in the Tourist Companies Registry under number VT-13338), on the slopes of Pico de la Miel, a few kilometers from the Atazar reservoir. A house with lots of light, very large spaces and beautiful views of nature. Possibility of enjoying multiple sports activities: kayaking, paddle surfing, horseback riding for all levels (including children), hiking and climbing. Surrounded by a wide variety of gastronomic offerings. 12+1 pax.

LocationFamilyPool

4.92 out of 5 average rating, 124 reviews
Guest favourite
The exterior of a two-story red house features a stone foundation and decorative railings on the upper level. Windows are framed with white shutters, and a wooden door is centered beneath the balcony. A paved pathway leads to the entrance.
Cottage in Maello

Casa Rosita: Enjoy the rural setting

Casa Rosita is a charming house in the middle of town. It has two floors with 4 spacious and bright rooms (3 with a double bed and 1 with 2 single beds), 2 full bathrooms with shower, fully equipped kitchen (with dining area and laundry room) and full living room with sofa bed. The village where it is located has a swimming pool, paddle tennis court, children's playground and numerous spaces for activities and outdoor walks. Enjoy and relax in an unbeatable setting!

FamilyValueWalkability

4.86 out of 5 average rating, 136 reviews
Superhost
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.
Cottage in Los Ángeles de San Rafael

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!!!

FamilyLocationDecor

4.86 out of 5 average rating, 139 reviews
Top Guest favourite
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.
Cottage in Miraflores de la Sierra

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

ValueFamilyIndoor spaces

4.91 out of 5 average rating, 324 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 preserve the peaceful environment and the neighbors' peace, in this house *no parties, celebrations, gatherings, loud music, shouting, or any behavior that causes bothersome noise are allowed, either during the day or, especially, 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

ValueFamilyAmenities

4.9 out of 5 average rating, 134 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.

LocationValueOutdoor spaces

4.97 out of 5 average rating, 128 reviews
Guest favourite
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

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.

LocationFamilyPool

4.93 out of 5 average rating, 250 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.

ValueFamilyHeating

4.98 out of 5 average rating, 123 reviews

Popular amenities for Guadarrama cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

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

Peguerinos: house with jacuzzi, fireplace and garden

LocationFamilyKitchen

4.86 out of 5 average rating, 198 reviews
Top Guest favourite
A comfortable living area features a navy blue sofa adorned with plush cushions. A wooden sideboard displays a bowl of colorful fruit. Soft lighting is provided by two lamps on either side of the sideboard, enhancing the inviting space.
Cottage in Mondéjar

Arco de la Villa Country House (Apartment) Campiña

ValueLocationHot tub

4.98 out of 5 average rating, 120 reviews
Guest favourite
A rustic living space features exposed stone walls and warm wooden beams. A cozy fireplace with a fire burning is positioned next to a wooden table, holding a decorative cup and a bicycle basket filled with pine cones. A guitar leans against the wall, adding charm.
Cottage in Muñoveros

Navega country house

LocationFamilyWalkability

5.0 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Casavieja

A beautiful and charming country house

ValueLocationComfort

4.94 out of 5 average rating, 18 reviews
Guest favourite
A two-story white house is framed by a well-maintained garden, featuring a large porch with potted plants and seating arrangements. The upper floor includes several windows with balconies, allowing natural light to fill the space. A clear blue sky with scattered clouds provides a serene backdrop.
Cottage in Tabladillo

Exclusive house in a rural setting

FamilyLocationBathroom

4.95 out of 5 average rating, 61 reviews
Superhost
A scenic view reveals a vibrant landscape filled with clusters of purple wildflowers amid lush greenery. A quaint house is nestled in the background, surrounded by trees and rocky features, with mountains rising gently in the distance.
Cottage in Burgohondo

A house with a view

LocationFamilyPets

4.9 out of 5 average rating, 58 reviews
Guest favourite
Cottage in Castillo de Bayuela

Romantic house with a jacuzzi - La Casita De Albino

ValueFamilyParking

4.91 out of 5 average rating, 94 reviews
Superhost
A games room showcases a blue-felt pool table and a wooden foosball table. The stone wall features playful decor, including a colorful Mario character and a dartboard. Natural light enters from a nearby doorway, enhancing the room's welcoming atmosphere.
Cottage in Segovia

La Fuente del Pinar country house.

CleanlinessAmenities

Pet-friendly cottage rentals

Guest favourite
An open living space features wooden beams and terracotta flooring. Natural light filters through large windows, illuminating the cozy seating area. A rustic dining table is set nearby, complementing the warm, inviting atmosphere of the home.
Cottage in Segovia

El Palomar I - country house for 6 people

LocationFamilyRiver

4.98 out of 5 average rating, 64 reviews
Guest favourite
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.
Cottage in Becerril de la Sierra

Cute and cozy stone cottage

FamilyLocationHospitality

4.92 out of 5 average rating, 25 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

LocationFamilyPets

4.98 out of 5 average rating, 83 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

LocationFamilyAccess

5.0 out of 5 average rating, 69 reviews
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

Country house. 22 m terrace. It did not suffer any fires!

LocationFamilyRiver

4.84 out of 5 average rating, 254 reviews
Top Guest favourite
A single-story rural house is surrounded by greenery, showcasing a natural stone foundation and light-colored walls. Steps lead to a nearby wooded area, while large windows invite natural light into the space. A flat, grassy area provides a serene outdoor environment.
Cottage in Gavilanes

El Molino Rural House

LocationFamilyKitchen

4.98 out of 5 average rating, 52 reviews
Top Guest favourite
Cottage in Valverde del Majano

Agustín's house

LocationFamilyBarbecue

5.0 out of 5 average rating, 33 reviews
Superhost
A spacious red house is framed by a well-manicured lawn and a stone fence. The structure features large windows and a covered balcony. A tree is positioned nearby, offering a natural touch to the setting under a clear blue sky.
Cottage in Becerril de la Sierra

Country house with views of La Maliciosa, Robledo I

LocationFamilyAmenities

4.83 out of 5 average rating, 6 reviews

Private cottage rentals

Guest favourite
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.
Cottage in Guadarrama

No, without

ValueLocationBarbecue

4.92 out of 5 average rating, 50 reviews
Guest favourite
An outdoor seating area features wooden lounge chairs and a small table placed on a stone surface. In the background, a dining table is visible under a shaded patio, surrounded by greenery and trees, providing a relaxed atmosphere.
Cottage in Mataelpino

La Favorita (Mataelpino)

FamilyLocationComfort

4.96 out of 5 average rating, 74 reviews
Guest favourite
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.
Cottage in Cercedilla

Refugio del Nogal (Cercedilla)

LocationFamilyComfort

4.94 out of 5 average rating, 63 reviews
Guest favourite
A weathered stone sign reading 'La Casita de Piedra by LIGHTHOUSE GALLERY' is mounted on a rustic background. Nearby, lush green leaves frame the sign, highlighting the natural surroundings.
Cottage in Cercedilla

Cozy mountain stone house near Madrid.

ValueFamilyIndoor spaces

4.88 out of 5 average rating, 90 reviews
Guest favourite
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.
Cottage in Manzanares el Real

Accommodation in Manzanares el Real

FamilyLocationView

4.91 out of 5 average rating, 53 reviews
Guest favourite
A charming casita is set within a green landscape, featuring a stone exterior and a wooden porch. Lush grass surrounds the structure, complemented by decorative plants. An umbrella provides shade over a seating area, while wooden benches offer a cozy spot to relax outdoors.
Cottage in El Berrueco

Nature and Rest: Rural house with private garden

LocationFamilyCheckout

4.98 out of 5 average rating, 92 reviews
Superhost
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.
Cottage in La Estación

La osa and el madroño, Robledo de Chavela country house

ValueFamilySleep quality

4.88 out of 5 average rating, 85 reviews
Superhost
The exterior of a single-story house features a stone chimney and a wooden front door with carved details. A well-maintained garden with small shrubs and trees surrounds the house, complemented by a pathway leading to the entrance.
Cottage in Colmenar Viejo

Wonderful house with garden - pool

ValueLocationHiking

4.59 out of 5 average rating, 124 reviews

Destinations to explore