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Cottage vacation rentals in Sierra de Guadarrama

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Popular amenities for Sierra de Guadarrama cottage rentals

Cottage rentals with a hot tub

Superhost
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.
Cottage in Navas del Rey
4.88 out of 5 average rating, 16 reviews

chalet relax luxury

MontseRating, 5 stars32 months ago
It's a great house, it has everything, all the comforts. We had a great time, everything was in detail. Great capacity. I don't think I'll remember another one like
Superhost
An outdoor relaxation area features a hot tub surrounded by greenery, with a large umbrella providing shade. Two white lounge chairs are positioned nearby, complementing a small round table, against a backdrop of rolling hills and blue skies.
Cottage in Burgohondo
4.87 out of 5 average rating, 31 reviews

A house with a view

DuncanRating, 5 stars2 months ago
Lovely place to stay in a very beautiful and tranquil location - thank you!
Guest favorite
A spacious jacuzzi is situated in a bathroom with stylish tile work. Soft, ambient lighting reflects off the water's surface, while two contoured backrests enhance relaxation. Fixtures and controls are neatly arranged along the edge, ensuring a comfortable and inviting bathing experience.
Cottage in Villalba de Adaja
4.9 out of 5 average rating, 81 reviews

Casa Ruplas

CarlosRating, 5 stars1 month ago
It was a good experience. We were looking for tranquility and enjoying the apartment and its amenities, and not only did we find that, but it exceeded our expectations. In addition, we could enjoy a very beautiful landscape and a town with a lot of charm and good restaurants within a few minutes by car, added to the plus of being so close to Valladolid city. Undoubtedly a liking that we will not hesitate to repeat as soon as we can.
Superhost
A stone pathway leads to a modern house surrounded by greenery. A vine-covered wall supports a wall-mounted lantern, while flower pots add a touch of color. The landscape offers views of rolling hills in the background, complementing the serene setting.
Cottage in Riaza
4.83 out of 5 average rating, 87 reviews

Cottage with pool El aledo ideal for families

MarianRating, 5 stars9 months ago
Beautiful environment, an ideal place for large families with children and not so children, perfect for family gatherings, it has everything you need to be quiet and for the little ones to enjoy, also to be able to rest at night. The wonderful hosts. We will definitely be back!! Thank you Begoña!
Guest favorite
A spacious hot tub is positioned near large glass doors, allowing natural light to fill the area. Stone walls complement the modern fixtures. A glimpse of the outdoor balcony is visible through the doors, enhancing the tranquil atmosphere.
Cottage in Cuevas del Valle
4.9 out of 5 average rating, 107 reviews

CASA RURAL CHOCOLATE HOUSE ROMANTIC GETAWAY

CristinaRating, 5 stars2 days ago
Our stay at La Casa de Chocolate, in Cuevas del Valle, was unbeatable. The house is beautiful, comfortable and tastefully decorated, perfect for enjoying a few days of disconnection in the middle of nature. Everything was taken care of in detail, and we felt right at home from the moment we arrived. The environment is wonderful: surrounded by mountains and with beautiful routes very close by, ideal for hiking enthusiasts or simply for those who want to breathe fresh air. One detail we loved was the welcome with delicious homemade donuts, a gesture that reflects the care with which the hosts take care of their guests. In general, we liked everything very much: the tranquility, the environment, the cleanliness, the comfort... Without a doubt, La Casa de Chocolate is a place we would return to without so much as a second thought. Highly recommended!
Guest favorite
Cottage in Tabladillo
4.94 out of 5 average rating, 48 reviews

Exclusive house in a rural setting

PaulaRating, 5 stars2 months ago
We had a fabulous time at Molino, spacious, comfortable and great outdoors, will be coming back! We loved the Molino, the super comfortable and spacious house and the perfect garden with the kids. Thank you!
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, 175 reviews

Peguerinos: house with jacuzzi, fireplace and garden

DavidRating, 5 stars2 weeks ago
We had a fantastic time, both the house and the luxury hosts. We'll be back.
Superhost
An outdoor space featuring a circular pool, surrounded by wooden decking and artificial grass. Sun loungers and areas for relaxation are visible, along with a barbecue grill. Scenic views of the mountains and lush greenery frame the landscape, creating a peaceful retreat.
Cottage in Amavida
4.83 out of 5 average rating, 98 reviews

MaderaVieja - Jacuzzi & Pool

NoemiRating, 5 stars1 month ago
It is a very cozy and nice house, it is very well laid out and has a very nice patio that we would have liked to take more advantage of, but the weather didn't allow it. The area is very quiet and with several routes to take on foot. Adrian sent us recommendations for routes, things to see nearby and even where to eat and shop there. Very attentive and attentive. We were with our pets (dog and cat) and they also enjoyed the area and the patio as much as we could, considering the rain. We will definitely be back!!

Pet-friendly cottage rentals

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 El Espinar
4.87 out of 5 average rating, 97 reviews

A house with beautiful views.

CristinaRating, 5 stars3 weeks ago
Alba's house is perfect, it has everything you need. Alba is always ahead of anything you might need in a house. You go from your home to feeling like it's your own, and above all in an idyllic enclave with fabulous views, which makes it the ideal place to rest and disconnect for a few days away from the hustle and bustle. In addition to all this, they allow pets with a fenced garden that makes it easy for them to have fun without leaving. Although the entire development is perfect for your walks. What more could you want from a place to stay?
Superhost
A swimming pool is surrounded by a yellow fence for safety, with a smooth concrete deck featuring a bench nearby. Lush green trees are visible in the background, and a clear blue sky enhances the bright outdoor setting.
Cottage in Navas del Rey
4.73 out of 5 average rating, 93 reviews

"El granado" country house

AlejandroRating, 5 stars1 week ago
The stay was great. Maybe I'd put some basic things like oil, spices, and a rag. However, the place is amazing.
Superhost
A flowing stream can be seen cascading over smooth, rocky surfaces, surrounded by dense greenery and trees. The clear water reflects the natural landscape, creating a serene atmosphere. Various sizes of stones are visible along the stream's edge, contributing to the tranquil setting.
Cottage in San Mamés
4.71 out of 5 average rating, 17 reviews

AR La Chorrera de San Mamés - House 16A

HectorRating, 5 stars9 months ago
Accommodation with everything you need and well cared for in a natural environment.
Superhost
The cozy living area features exposed stone walls and a rustic wooden ceiling. A comfortable sofa is positioned beside a floral-patterned armchair. Natural light is welcomed by small windows, and a dining table with chairs occupies one corner, with a kitchen visible in the background.
Cottage in Fuentes de Cuéllar
4.69 out of 5 average rating, 39 reviews

nice house in Fuentes de Cuellar

LaraRating, 5 stars5 months ago
Perfect little house to unwind and spend a few days in nature with your dogs. It's in a very quiet village, with its stream, and close to Cuéllar. Maite was very attentive and was quick to respond to anything, even if it wasn't close. Special mention to her neighbor, she was very attentive to us, she is very friendly and welcoming.
Superhost
A stone structure stands alongside a verdant patch of grass, framed by trees displaying golden leaves. A fence delineates the property while a mountainous landscape is visible in the background under a clear blue sky.
Cottage in Palancares
4.79 out of 5 average rating, 72 reviews

Family-friendly Ocean Apartment

SamuelRating, 5 stars1 month ago
Very cute and cozy home. Bigger than it looks in the photos. Everything is very clean and with everything you need to spend a few days.
Superhost
The exterior of a two-story stone building is visible, showcasing a warm wooden front door and decorative flower boxes beneath the windows. A small balcony adds charm, while the surrounding area features greenery and a clear sky.
Cottage in Hoyos del Espino
4.8 out of 5 average rating, 10 reviews

La Asomailla country house in green holes of the hawthorn

Petra MariaRating, 5 stars4 months ago
The stay at Caridad's house was very pleasant.. We felt ,as in our home. All the house is very cozy and I value the cleanliness very much,I can say that everything was great... Very comfortable beds,sheets and towels,all super clean.. Communication with Caridad very good,a very close person and concerned that everything is good.. If we come back to the area,we would definitely stay at one of the houses in Caridad.. Best regards and see you soon
Top guest favorite
An outdoor space features a well-maintained grassy area with several white chairs arranged around a barbecue grill. A large building with a vibrant red exterior is visible in the background, along with stairs leading to an entrance.
Cottage in Bernuy-Salinero
5 out of 5 average rating, 18 reviews

The Fortress of Bernuy

María JoséRating, 5 stars1 week ago
A good place to stay, we were looking for a quiet place to spend a few days with the kids and it was exactly what we were looking for. A very complete and comfortable house, we missed going in pool season to be able to take advantage of it too. Lots of games for kids and seniors to enjoy. Cristina is very attentive and always pending in case we needed anything. Thank you very much for everything We had a great time.
Superhost
A rectangular pool spans the foreground, featuring clear blue water that reflects the surrounding sunlight. In the background, a barbecue area and a cozy house with a red roof are visible, framed by lush greenery and outdoor seating options.
Cottage in Barajas de Melo
4.9 out of 5 average rating, 61 reviews

Country house with pool "Corazón Azul"

Mariesther CRating, 5 stars7 months ago
A wonderful house, very clean, tidy, comfortable beds and pillows. We were really at ease, we had everything we needed. Unfortunately, the temperatures dropped a little and the pool was cold but great the same. The pool area and bbq of 10. Very friendly hosts. If ae gives the chance, we'll be back. Thank you for everything!

Private cottage rentals

Superhost
Cottage in Guadamur
4.69 out of 5 average rating, 29 reviews

Country house Egypt in Guadamur, Toledo

Ana MartaRating, 5 stars2 weeks ago
Totally recommended. Friendly host. He was kind enough to leave breakfast and drinks for all the guests. Impeccable cleanliness and tidiness. Miguel was super friendly and was attentive without being overbearing (which is also appreciated). We will recommend the house to acquaintances and family
Top guest favorite
A rustic interior passageway is highlighted by rough stone walls and earthy tones. Two woven mats are placed on the floor, while wooden barrels and a stool add character to the space. Soft lighting enhances the cozy atmosphere of this unique subterranean area.
Cottage in Colmenar de Oreja
5 out of 5 average rating, 16 reviews

Casa de la Abuela Pili - Entire house

María De La CruzRating, 5 stars1 month ago
Ana has responded very quickly to messages. She gave us bodegas recommendations and was waiting for us until we arrived to explain all of us and welcome us even if it was late. Everything was perfect. The house like the photos.
Superhost
An inviting entrance path is illuminated by soft lighting, leading to a well-maintained wooden cabin. The pathway is lined with neatly arranged stones and small shrubs, creating a welcoming atmosphere in the serene outdoor space. The night sky enhances the tranquil setting.
Cottage in El Casar
4.98 out of 5 average rating, 56 reviews

"La Casita" De Campo. Relaxation and Nature

RobertRating, 5 stars1 month ago
The house was exactly as described—comfortable, well-equipped, and set in a peaceful location with a spacious outdoor area. It had all the amenities we needed, making our stay easy and enjoyable. The secure parking behind a lockable gate was a great bonus, giving us peace of mind. The host was incredibly responsive and readily available whenever we needed anything
Superhost
A tranquil outdoor seating area is nestled among leafy trees. It features a low wooden coffee table surrounded by comfortable couches adorned with soft cushions. A dining table with white chairs is placed nearby, inviting gatherings in a serene natural setting.
Cottage in Garganta de los Montes
4.68 out of 5 average rating, 57 reviews

Accommodation surrounded by nature

GonzaloRating, 5 stars10 months ago
A very cool house to relax for a few days with very nice views
Guest favorite
The charming two-story house is surrounded by lush green grass and tall trees. A covered porch extends from the structure, providing a shaded area. The garden is well-maintained, enhancing the natural surroundings under a bright blue sky with scattered clouds.
Cottage in Hoyos del Espino
4.94 out of 5 average rating, 36 reviews

Country house with a garden and fireplace

Claudia YadiraRating, 5 stars2 weeks ago
The house is wonderful and very good communication. I recommend it... a quiet area
Superhost
A charming well, framed by a stone structure, is positioned in the foreground, leading to a rustic house in the background. The house features a tiled roof and large windows, surrounded by trees and vegetation under a clear blue sky.
Cottage in Navaluenga
5 out of 5 average rating, 10 reviews

Finca del Carmen

EstrellaRating, 5 stars7 months ago
The place is amazing and the environment even more. The house is very comfortable for a large group, with different areas where everyone can be. We loved it and if the occasion arises we will return
Guest favorite
A rural house constructed of stone and wood is set against a clear blue sky. Wooden shutters accent the windows, and a spacious garden features a small seating area with tables and chairs. Lush green grass and flowering plants enhance the surroundings.
Cottage in Prádena
4.96 out of 5 average rating, 94 reviews

El Covanchon Rural House

Adrián JoséRating, 5 stars2 weeks ago
It was a perfect family weekend. The house was completely clean and tidy. Very well decorated to give it homely touches in which to be able to spend a few perfect days with your loved ones. Sufficient rooms and bathrooms to ensure the comfort, intimacy and comfort of all guests. The house offers everything you need to enjoy at home.
Superhost
An indoor swimming pool is framed by glass panels, providing natural light. Two lounge chairs are positioned nearby, while the pool's clear blue water invites relaxation. The area features smooth gray tiles, contributing to the modern design.
Cottage in Mediana de Voltoya
4.83 out of 5 average rating, 70 reviews

Camino de Avila country house, a luxury within your reach

ConchaRating, 5 stars3 weeks ago
Everything was perfect! David is a very good host, friendly and communicative. We had a problem on arrival that was beyond his control and he came to help us right away. The village is very quiet and the house is comfortable. He left us the table set and details of the area upon our arrival. Easy access. Also wood for the barbecue. Highly recommended for groups or families!!! Thank you very much

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