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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 stars34 months ago
It's a great house, it has everything, all the amenities. We had a great time, everything in detail. Great capacity. I don't think I can remember another one like
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
4.88 out of 5 average rating, 33 reviews

A house with a view

VictorRating, 5 stars1 month ago
A very nice place with the Alberche very close, the house has spectacular views
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 stars2 months 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.
A two-story house with a green façade and stone accents is surrounded by a well-maintained lawn. Outdoor seating arrangements are provided near the pool, which features a wooden deck. Lush trees offer shade, creating a serene outdoor environment for relaxation.
Cottage in Las Herreras
4.72 out of 5 average rating, 90 reviews

Las Herreras 1 Country House

AfricaRating, 5 stars2 weeks ago
Alberto's house is fantastic for enjoying a weekend, it has many outdoor areas to enjoy if the weather is good, a wooden tent with a large table for breakfast and lunch, a pool area, and a game room. I highly recommend it.
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, 88 reviews

Cottage with pool El aledo ideal for families

LuisRating, 5 stars1 month ago
Great property for large groups. The surroundings are stunning and its extremely peaceful. The amenities of Riaza are not far away and there are lots of things to do in and around the house itself, so its a great option for families with children. The kitchen was very well equipped and there was plenty of space for our group of 21. There are only 3 bathrooms and only 2 with showers so if you have a large group, that can be an issue. However, I'm being fussy. This is still a great option and I would definitely recommend it.
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 stars1 month ago
Our stay at La Casa de Chocolate, in Cuevas del Valle, was unbeatable. The house is beautiful, comfortable and tastefully decorated, perfect to enjoy a few days of disconnection in the heart of nature. Everything was taken care of in detail, and we felt right at home from the moment we arrived. The environment is a wonder: surrounded by mountains and with beautiful routes very close by, ideal for hiking lovers or simply for those who want to breathe pure air. One detail that we loved was the welcome with delicious homemade doughnuts, a gesture that reflects the affection with which the hosts care for their guests. In general, we really liked everything: the tranquility, the environment, the cleanliness, the comfort… Without a doubt, La Casa de Chocolate is a place we would return to with our eyes closed. Highly recommended!
Guest favorite
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
4.94 out of 5 average rating, 48 reviews

Exclusive house in a rural setting

PaulaRating, 5 stars4 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
The exterior of a modern rural house is displayed, featuring a combination of stone and wood elements. Soft lighting highlights the architectural details, while large glass balconies offer views. A stone pathway leads to a welcoming entrance, framed by minimal landscaping.
Cottage in Prádena
4.79 out of 5 average rating, 14 reviews

Casa Rural La Luz de la Sierra (Modern design)

RutRating, 5 stars4 months ago
The house is just like the photos, a beautiful town house ideal for disconnecting and resting. We had a great end and will definitely be back😊

Pet-friendly cottage rentals

Superhost
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.
Cottage in Cercedilla
4.78 out of 5 average rating, 50 reviews

Casita El Acebo

LidiaRating, 5 stars3 months ago
We went to spend a weekend with a family with a pet and we were very comfortable,despite the bad weather we were able to take advantage of at home with games they had,the house was very clean and had everything to cook,the only hit that some mattress sank a little to sleep but otherwise everything was great. Cristina is very kind at all times, I recommend it!
Guest favorite
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.
Cottage in Garganta de los Montes
4.85 out of 5 average rating, 39 reviews

Peace and exclusive views over the Lozoya Valley

MargreetRating, 5 stars2 weeks ago
Great place! Amazing view, well equipped house and beautiful garden and pool. Really enjoyed our stay here!
Guest favorite
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
4.98 out of 5 average rating, 51 reviews

El Palomar I - country house for 6/8 people

NourRating, 5 stars2 months ago
We had great time with our dog, and Ana was always there if we have any question. What a great getaway with fine artistic details to connect with Nature. Highly recommended and will definitely be back.
Superhost
A quaint patio area is presented with a round table and two folding chairs under the shade of a large tree. Vibrant greenery and a variety of plants add color, while a rustic wooden door and stone flooring enhance the charming atmosphere.
Cottage in Roda de Eresma
4.78 out of 5 average rating, 65 reviews

Charming rural house 10 minutes from Segovia

MartinRating, 5 stars3 months ago
We have stayed in many Air B&B over the years. This was right up there with the best of them. The casa was cozy and warm (so important in Winter) and was ideal for our dogs as easy to walk them straight into countryside. The casa is a short drive from Segovia (10 mins) where there is so much to see and do. Our hosts ensured we had maps and brochures and gave advice on parking / supermarkets etc. Also advice on other areas to see. Great stay - the 6 days went really quickly. Thank you and well done.
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
4.8 out of 5 average rating, 74 reviews

Family-friendly Ocean Apartment

LolaRating, 5 stars1 month ago
Excellent. Everything was clean, tidy, nothing was missing in the house. The house is warm, the bath water is perfect for a hot shower after a good Rut. Perfect location. Wonderful surroundings. If there was anything, Juanjo answered right away. His uncle is super nice. I would definitely recommend and come back.
Guest favorite
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
5 out of 5 average rating, 54 reviews

Molino Mellado

JavierRating, 5 stars6 months ago
This place is a paradise Luxury qualities, the environment next to the stream and the common areas so well cared for both inside and outside. The rooms are very comfortable. You can't hear a noise that isn't from nature. It is very warm with the heater and its fireplace, in addition to having enough firewood. Maria recommended several places where we could go to eat with our dog in nearby villages and it was a success. It is a perfect place for those who want to rest in the middle of nature and have certain amenities that are not usually found in all rural accommodations. The level of detail and the care with which the accommodation is restored is wonderful. We'll be back for sure
Top guest favorite
A view of a charming yellow house with a stone lower facade, set against a clear blue sky. Lush green plants in pots line the pathway, contributing to the serene atmosphere. Nearby rooftops with traditional tiles add to the rural character of the surroundings.
Cottage in Pedro Bernardo
4.96 out of 5 average rating, 26 reviews

Casa Artísta: The Magic of Tiétar

KevinRating, 5 stars3 weeks ago
A fabulous host with really great accommodation in a lovely area.
Superhost
The exterior of a rustic stone building is framed by lush greenery and mature trees. A gently flowing stream borders the property, enhancing the natural setting. A balcony is visible, featuring a simple railing that overlooks the surrounding landscape.
Cottage in Pinilla de Buitrago
4.55 out of 5 average rating, 93 reviews

La Fragua del River. A rest for the senses.

RaquelRating, 5 stars2 weeks ago
The surroundings and the house are spectacular if you're looking for tranquility. I was able to take my two dogs and they enjoyed it a lot. There are many routes to do with them. Very happy with everything in general. We'll be back

Private cottage rentals

Top guest favorite
A serene lake is framed by rolling hills and lush greenery, reflecting the clear blue sky above. The shoreline is marked by gentle slopes leading into the water, with trees providing a backdrop to the landscape. The peaceful atmosphere is enhanced by the natural surroundings.
Cottage in Pálmaces de Jadraque
4.98 out of 5 average rating, 82 reviews

Torreón Triathlon Pálmaces

AlejandroRating, 5 stars1 week ago
Pablo is a very attentive and kind host. The tower is very cozy and is in perfect condition and clean. It has everything you may need for your stay. Definitely highly recommended. We'll be back!
Guest favorite
Cottage in Martín Muñoz de Ayllón
4.94 out of 5 average rating, 36 reviews

Charming little house in the Riaza mountains

CarolinaRating, 5 stars2 months ago
Antonio was super attentive answering questions and making sure we were well settled in. The house is great, we had a wonderful time with the family
Guest favorite
A fireplace filled with a stack of firewood, showcasing various sizes and types of logs. Pine cones are nestled among the wood pieces, providing a natural touch. The fireplace structure is visible, emphasizing a cozy ambiance suitable for warmth during colder months.
Cottage in Muñana
4.93 out of 5 average rating, 76 reviews

Estajero Rural House

Jannah Et KathirRating, 5 stars1 day ago
I’m so glad that the Airbnb we had planned to stay originally canceled on us. Otherwise I wouldn’t have found this gem just 1.5 hours away from Madrid. Quaint and cosy village, perfect place to wind our trip down. House is historic yet modern. Though there are 3 separate bedrooms, it doesn’t feel cramped. My family had a restful night. Very grateful Lourdes could host us at the last minute. Thank you once again!
Guest favorite
A landscaped garden area features vibrant blooming hydrangeas in shades of pink and blue. A seating arrangement made of white wrought iron chairs and a table is set on a stone patio under the shade of lush trees, creating a serene outdoor space.
Cottage in Guadarrama
4.86 out of 5 average rating, 29 reviews

La Without

ArantxaRating, 5 stars1 month ago
A beautiful house in the mountains of Madrid, with all the comforts to spend a few quiet days. The house is exactly like the pictures and is fully stocked. The space is spacious, bright and decorated with care, you can see the affection they put in the care of the house. Paloma was quick and answered all the questions we had and gave us help when we needed him. We will definitely be back!
Guest favorite
An open living area is featured, showcasing wooden beams across the ceiling and contemporary furnishings. Sofas in various shades of blue are arranged around a wooden coffee table. Natural light enters through a window, revealing a staircase that leads to the upper level.
Cottage in Cercedilla
4.94 out of 5 average rating, 48 reviews

Refugio del Nogal (Cercedilla)

MaríaRating, 5 stars1 month ago
We stayed at Guadalupe's house this May holiday weekend and we felt right at home. The weather was not good, so we had to be inside the house almost all the time, and it was great. We've been super comfortable, because the living room and kitchen are super spacious. We felt right at home. I would definitely recommend it.
Superhost
A spacious garden is surrounded by tall pine trees, with a pathway of stone steps leading through lush grass. Green chairs and a table are visible, inviting outdoor relaxation. A cozy wooden house is located in the background amidst well-maintained foliage.
Cottage in San Lorenzo de El Escorial
4.86 out of 5 average rating, 58 reviews

Casita de Abantos - Relax in the Sierra de Madrid

NicolásRating, 5 stars1 month ago
An enviable location in the Sierra de Madrid. A beautiful house and 100% recommended for weddings and wedding photos prior to the ceremony.
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, 99 reviews

El Covanchon Rural House

CasildaRating, 5 stars1 week ago
We had a family weekend at the house and it met all our expectations. Patricia left us a crib and a high chair. The house is rustic and has everything you need to spend a few days. It has several rooms and bathrooms as explained in the listing, and two of these rooms are larger and independent, ideal for couples with babies. In front of the house there is a garden with lawn and BBQ area. Patricia has been very flexible with check-in and check-out times.
Top guest favorite
Cottage in Valdeprados
5 out of 5 average rating, 32 reviews

El Ciprés de Valdeprados

ChrissieRating, 5 stars2 weeks ago
We had an amazing time at the home in Valdeprado! The house was super comfortable and had everything we needed. The host was really helpful and always answered our questions promptly. My grandchildren had a blast in the playhouse, toys, and pool. We also loved the charming town of Valdeprado and the friendly people there. The owner of the market and cafe was super welcoming and hospitable. It was a warm and inviting atmosphere, and the home was even better than we had imagined!

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