50 Best Vacation Rentals in Sierra de Guadarrama - Holiday Lettings - Cabins

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78 Vacation rentals

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18

Vacation finca with indoor pool in Valdemorillo

Community of Madrid / Valdemorillo

3 7 2 nights min

3 bedrooms
Sleeps 7
2 nights min

Swimming pool
Child friendly
Pet friendly

The house is built in Mediterranean / rustic style on several levels and has a total of about 250 square meters of living space. The house is ideal for families with children, has its own games room, large pool is heated with solar energy. The land area is 2.5 hectares …see more

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from $173 / night

$1151 / week

Responds fast!
avg. 58 minutes

from $173 / night

18

Alpedrete Vacation chalet rental

Community of Madrid / Alpedrete

3 8 5 nights min

3 bedrooms
Sleeps 8
5 nights min

Swimming pool
Suitable for children age 5+
Car not necessary

THE PROPERTY IS LOCATED 40 KMS FROM MADRID (25 MINUTES DRIVING) IN THE MOUNTAIN AREA. THE HOUSE IS A 3000 M2 PARCEL WITH TENNIS COURT AND SWIMMING POOL. HAS THREE LEVELS PERFECTLY COMUNICATED: GROUNDWITH THE KITCHEN AND BATHROOM, SECOND 80M2 SALON, THIRD ROOMS AND TWO B …see more

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from $173 / night

$1036 / week

from $173 / night

24

San Lorenzo de El Escorial Vacation apartment rental

Community of Madrid / San Lorenzo de El Escorial

3 6 2 nights min

3 bedrooms
Sleeps 6
2 nights min

Child friendly
Car not necessary
Ask about pets

Situated five minutes walk from the town centre, the fully furnished flat is in an ideal location for restaurants, bars, shops and local amenities. The flat is on the top floor of a four storey building with views of the mountain sierra. There is parking outside the bui …see more

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from $98 / night

$604 / week

Responds fast!
avg. 3 hours 43 minutes

from $98 / night

“a lovely appartment in a lovely location”

Reviewed 3 Jan 2012

We stayed in the appartment in San Lorenzo over the christmas period in 2011 - the town of san Lorenzo is in a beautiful location and the appartment itself has wonderful views over the mountains from … More

“Very nice appartment for visit of central Spain”

Reviewed 3 Nov 2011

We enjoyed very much staying in this appartment. We stayed one week. City center is in walking distance, with cafes and shops. One supermarket is there as well, with same value-for-money as the … More

“Hermoso lugar, excelente apartamento”

Reviewed 11 Jan 2014

Llegamos a santiago de el escorial sin saber que nos encontraríamos, y la verdad que nos sorprendió. El lugar es hermoso, muy turistico, con mucho para dar. La ubicacion del apartamento es excelent… More

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12

Vacation cottage in Valdemorillo

Community of Madrid / Valdemorillo

4 8 3 nights min

4 bedrooms
Sleeps 8
3 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

First of all, we want to show you a video from the cottage that was recorded some months ago (go to vimeo and look for "casa nacho y pino") 1500 square meter garden with a private swimming pool, nice trees, barbecue, canoe, a cozy porch at a private urbanization with 2 …see more

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from $288 / night

$1726 / week

from $288 / night

21

Vacation apartment with shared pool in Collado Villalba

Community of Madrid / Collado Villalba

3 5 Min stay varies

3 bedrooms
Sleeps 5
Min stay varies

Swimming pool
Child friendly
Pet friendly

This apartment, located in Collado Villalba, is ideal for 5 vacationers. It offers 3 bedrooms, a pool access and a furnished balcony. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book or take advantage …see more

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from $76 / night

$479 / week

Responds fast!
avg. 3 hours 16 minutes

from $76 / night

51

Guadarrama Vacation home rental

Community of Madrid / Guadarrama

5 9 Min stay varies

5 bedrooms
Sleeps 9
Min stay varies

Child friendly
Air conditioning
Pet friendly

Large 230sq m house with a charming 3000 sq m garden. 4 double bedrooms (one large suite with fireplace, dresser and bath), living room with fireplace, glass enclosed dining room, kitchen (with all necessary) , woodshed, independent guest house with large fireplace, m …see more

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from $346 / night

$1726 - $2186 / week

from $346 / night

14

Vacation home in Collado Villalba

Community of Madrid / Collado Villalba

3 6 1 night min

3 bedrooms
Sleeps 6
1 night min

Swimming pool
Child friendly
Air conditioning

Rooms to rent in Madrid a Bus and train ride from the central; keys will be given to guests for the room. The house is in a really good location for tourists. Especially if you want to get away to relax. We also have numerous bars, restaurant, markets, supermarket, ph …see more

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from $108 / night

$748 - $1183 / week

Responds fast!
avg. 3 hours 40 minutes

from $108 / night

14

Las Dehesas Vacation villa rental

Community of Madrid / Las Dehesas

2 4 Min stay varies

2 bedrooms
Sleeps 4
Min stay varies

Beach/lakeside relaxation
Nearest beach 1 mi
Swimming pool

The Villa Rosalva is a apartment-complex with a warm and familial atmosphere. We are perfectly situated in Las Dehesas with a spectacular view on the mountains and the Teide, the city of Puerto and the Atlantic Ocean. Within walking-distance you can reach the beach, the …see more

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Pricing unknown

Pricing unknown

4

Vacation private room in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

1 2 2 nights min

1 bedroom
Sleeps 2
2 nights min

Child friendly

Our place is close to the historic part of town, several restaurants and dining options, and has great views of the mountains. You’ll love our home because of the location, easy access to both the historic centre and the surrounding natural space. Our place is good for …see more

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from $47 / night

$323 / week

from $47 / night

8

Vacation apartment with shared pool in Moralzarzal

Community of Madrid / Moralzarzal

3 6 90 nights min

3 bedrooms
Sleeps 6
90 nights min

Swimming pool
Child friendly

It is a third floor facing the pasture with two terraces (overlooking the Maliciosa and the other to the pasture). Urbanization is the best of the mountain, has 3 tennis courts, a football / basketball court, playground and extensive gardens. It has covered garage and s …see more

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from $24 / night

$162 / week

from $24 / night

12

Vacation apartment rental

Community of Madrid / Moralzarzal

2 4 2 nights min

2 bedrooms
Sleeps 4
2 nights min

Child friendly
Pet friendly

prime location in the city, with easy access (1-3 min. walk) to supermarkets, medical center, pharmacy, bus station, entertainment area ... Free public parking. WIFI. The apartment is located in a natural environment. Not surprisingly, the municipality is within the R …see more

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from $59 / night

$349 / week

from $59 / night

12

Vacation apartment in Cercedilla

Community of Madrid / Cercedilla

1 4 2 nights min

1 bedroom
Sleeps 4
2 nights min

Child friendly

It is located in the heart of the village of Cercedilla, in the Plaza Mayor, where you can enjoy its restaurants, bars, shops and stroll through its streets. Ideal for couples, families with children and athletes. The village environment, Las Dehesas Cercedilla Puerto d …see more

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from $57 / night

$398 / week

from $57 / night

36

Vacation villa with swimming pool in Guadarrama

Community of Madrid / Guadarrama

4 12 1 night min

4 bedrooms
Sleeps 12
1 night min

Swimming pool
Child friendly
Pet friendly

Beautiful rustic house with garden of 5,000 m2, with barbecues, private pool, swings, basketball basket, children's games and more. Children under 3 free. ONE NIGHT PRICES FOR 1 (Saturday-Sunday): 45 € / night per person and minimum 8 people. For stays of only 1 night, …see more

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from $242 / night

$944 - $2273 / week

Responds fast!
avg. 3 hours 48 minutes

from $242 / night

11

Vacation home in Cercedilla

Community of Madrid / Cercedilla

3 7 2 nights min

3 bedrooms
Sleeps 7
2 nights min

Child friendly
Ask about pets

Stone house built in 1925, completely renovated, retains some of the original, convenient and comfortable to spend a few days in the Sierra, family room furniture. Features: It has 3 double rooms outside, two bathrooms with shower, living room with sofa bed and TV, kitc …see more

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from $70 / night

$484 - $1289 / week

from $70 / night

22

Vacation villa in Los Molinos

Community of Madrid / Los Molinos

4 9 Min stay varies

4 bedrooms
Sleeps 9
Min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

Detached villa in the Sierra de Madrid with a view to the mountain in the town of Los Molinos, 1 km. From the center of the village, 3 floors, 4 bathrooms, 4 bedrooms, garage and terrace - garden with barbecue, room games, billiard, darts, etc. Computer, free Wi-Fi. Swi …see more

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from $254 / night

$1266 / week

from $254 / night

28

Vacation finca with swimming pool in Valdemorillo

Community of Madrid / Valdemorillo

4 14 2 nights min

4 bedrooms
Sleeps 14
2 nights min

Swimming pool
Child friendly
Private garden

3 hectare farm with luxury and natural pool principal and up to 14 people. Also rent in the same building, wooden house can accommodate 6 people. Located in a protected park in the Sierra de Madrid, with beautiful mountain views and direct access to hiking in the countr …see more

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from $403 / night

$2301 / week

from $403 / night

20

Vacation chalet in Robledo de Chavela

Community of Madrid / Robledo de Chavela

4 12 2 nights min

4 bedrooms
Sleeps 12
2 nights min

Child friendly
Pet friendly

The villa has two floors and a large garden. On the ground floor we can find the living room with a cozy fireplace and a large table. The kitchen is completely equipped. In addition, on this floor there is a bathroom and a cozy conservatory overlooking the mountains. Th …see more

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from $231 / night

$1611 / week

from $231 / night

21

Vacation home in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

3 6 Min stay varies

3 bedrooms
Sleeps 6
Min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

Building Gravelines. Urbanización with large green areas. Views of the garden and the monastery. Great social and sports area with restaurant, pool, gym, tennis court, paddle tennis courts, playgrounds, etc. Bus to Madrid at the entrance station. Close to shopping area …see more

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from $70 / night

$403 / week

from $70 / night

32

Ski apartment to rent in Matalpino

Community of Madrid / Matalpino

2 4 2 nights min

2 bedrooms
Sleeps 4
2 nights min

Swimming pool
Ski
Child friendly

Ground floor apartment located in the National Park of the Upper Basin of the Manzanares, with pool and garden shared only with the owner. A place to enjoy nature and perfect for those who want to improve their English in a very special way. The property is let to 4 peo …see more

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from $130 / night

$904 / week

from $130 / night

25

Vacation home rental

Community of Madrid / Santa Maria de la Alameda

2 6 Min stay varies

2 bedrooms
Sleeps 6
Min stay varies

Swimming pool
Child friendly
Pet friendly

Equipment: Fully furnished, kitchen appliances Heating. Appliances: refrigerator, microwave, electric oven, toaster, Dishwasher Audio Video: 4 television, wi-fi Outside: barbecue, outdoor furniture, tables, chairs and deck chairs, fenced private pool, porch linen: blank …see more

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from $81 / night

$564 / week

Responds fast!
avg. 2 hours 7 minutes

from $81 / night

8

Apartment rental in Collado Villalba with shared pool

Community of Madrid / Collado Villalba

1 2 Min stay varies

1 bedroom
Sleeps 2
Min stay varies

Swimming pool
Child friendly
Private garden

functional and comfortable apartment complete 65 m. upstairs bedroom, bathroom with shower, living room-kitchen, courtyard garden of 25 m., garage, Wifi fiber, gated community, pool and garden. In the heart of the Sierra de Madrid, well connected by A6, cinemas, superma …see more

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from $53 / night

$319 - $371 / week

from $53 / night

10

Vacation private room rental

Community of Madrid / Alpedrete

1 2 1 night min

1 bedroom
Sleeps 2
1 night min

RENTAL ROOM IN VILLA IN PRIVATE URBANIZATION, QUIET AND EASY PARKING. THE PRICE IS PER ROOM FURNISHED WITH DOUBLE BED AND LARGE CLOSET. Area ideal for cycling and hiking. TYPICAL wide range of restaurants in the area. Located one kilometer Collado Villalba and Alpedrete …see more

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from $47 / night

$231 / week

from $47 / night

22

Puerto de Navacerrada ski condo to rent.

Community of Madrid / Puerto de Navacerrada

2 6 1 night min

2 bedrooms
Sleeps 6
1 night min

Ski
Child friendly
Ask about pets

holiday apartment in la sierra, perfect condition in the best area of the puerto de navacerrada, officially recognized as National Park, perfect for lovers of snow, and nature for families or athletes, fully furnished, has garage included in the price, very quiet and wi …see more

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from $52 / night

$323 - $564 / week

Responds fast!
avg. 1 hour 19 minutes

from $52 / night

25

Apartment rental in San Lorenzo de El Escorial with shared pool

Community of Madrid / San Lorenzo de El Escorial

1 4 Min stay varies

1 bedroom
Sleeps 4
Min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

Apartment ideal for couple with child in residential quiet pool of 50m and children's pool, tennis, paddle, playground, sauna, clubhouse and restaurant in Garden located at foot of Mt. abantos. …see more

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from $65 / night

$414 - $495 / week

Responds fast!
avg. 1 hour 57 minutes

from $65 / night

9

Collado Mediano ski condo to rent.

Community of Madrid / Collado Mediano

1 3 2 nights min

1 bedroom
Sleeps 3
2 nights min

Ski

Warm apartment in one of the towns best connected with the rest of the Sierra de Madrid, 15 minutes from La Pedriza and the newly created National Park Guadarrama, also has direct connection with Madrid commuter and bus. The house is located near the center of town, wit …see more

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from $60 / night

$356 - $525 / week

from $60 / night

15

Robledo de Chavela Vacation apartment rental

Community of Madrid / Robledo de Chavela

1 2 2 nights min

1 bedroom
Sleeps 2
2 nights min

Swimming pool
Child friendly
Air conditioning

La Pizarra es un bungalow de 35m2 perfecto para una pareja e incluso para compartir con 1 ó 2 niños. Está compuesto por un dormitorio con cama de matrimonio, un salón-comedor con cocina americana y sofá/cama. Un cuarto de baño con bañera infantil. En su parte exterior …see more

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from $87 / night

$609 / week

from $87 / night

18

Ski condo to rent in Puerto de Navacerrada

Cercedilla / Puerto de Navacerrada

1 8 Min stay varies

1 bedroom
Sleeps 8
Min stay varies

Ski
Child friendly
Car not necessary

Loft Puerto de Navacerrada is a new modern and sophisticated housing concept. Unique in the area and exclusive, perfect to unwind from the city or for various sports, including cycling, mountain biking, hiking, climbing, winter sports season, snowshoe routes, etc. It is …see more

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from $93 / night

$576 - $2025 / week

Responds fast!
avg. 1 hour 51 minutes

from $93 / night

11

Vacation chalet with swimming pool in El Escorial

Community of Madrid / El Escorial

6 14 2 nights min

6 bedrooms
Sleeps 14
2 nights min

Nearest beach 1 mi
Swimming pool
Child friendly

The chalet is located on a plot of 3,000 meters. with pool at the foot of the Sierra de Madrid where you can enjoy a holiday, a weekend with friends or family in a quiet environment. Near the marsh Valmayor, hiking trails, cultural and gastronomic nearby villages such a …see more

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from $369 / night

$1726 - $2071 / week

Responds fast!
avg. 2 hours 41 minutes

from $369 / night

9

Puerto de Navacerrada ski apartment to rent.

Cercedilla / Puerto de Navacerrada

1 3 2 nights min

1 bedroom
Sleeps 3
2 nights min

Ski
Ask about children
Pet friendly

Es un precioso apartamento en plena montaña a 1800 M de altura en la estación de esquí en el Puerro de Navacerrada con unas vistas increíbles, ideal para amantes del esquí, senderismo, bicicleta, o simplemente para desconectar y cargar pilas, se alquila por fines de s …see more

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from $41 / night

$225 - $570 / week

from $41 / night

34

Home rental in Collado Villalba

Community of Madrid / Collado Villalba

5 9 1 night min

5 bedrooms
Sleeps 9
1 night min

Child friendly

Wonderful villa in the best area of the Sierra de Madrid. Located in one of the most prestigious developments in Collado Villalba, surrounded by nature and indescribable enclave. Nature and Rest 20 minutes from Madrid. More than 5,000 meters of land in the open air, …see more

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from $553 / night

$3866 / week

from $553 / night

29

Valdemorillo Vacation cottage rental

Community of Madrid / Valdemorillo

3 7 1 night min

3 bedrooms
Sleeps 7
1 night min

Child friendly

Country wooden house farm located in a protected park in the Sierra de Madrid, with beautiful views and direct access to hiking in the countryside or bike rides. Located 14 km from El Escorial, 7km from Valdemorillo, 40 km from Madrid and 60km from the airport. The hous …see more

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from $173 / night

$1036 / week

from $173 / night

38

Home rental in Robledo de Chavela with shared pool

Community of Madrid / Robledo de Chavela

5 12 2 nights min

5 bedrooms
Sleeps 12
2 nights min

Swimming pool
Child friendly
Pet friendly

We María Inés and Pedro Dubié and hope that you feel comfortable in our house. Deo Gratias and House of familias.Fue our home and now is home to those looking to relax and have fun with family and friends in a different and original place. The views from the living room …see more

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from $288 / night

$1381 - $1496 / week

from $288 / night

20

Vacation home in Santa Maria de la Alameda

Community of Madrid / Santa Maria de la Alameda

4 8 Min stay varies

4 bedrooms
Sleeps 8
Min stay varies

Child friendly
Car not necessary
Ask about pets

Rural House of 240 m at two plants located in Navalespino. The ground floor has a separate bar, a dining room accommodating up to 20 people, living room with fireplace, 2 toilets and a kitchen of 22 m. equipped with iron, furnace and industrial stove, microwave, dishwas …see more

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Pricing unknown

Pricing unknown

24

Robledo de Chavela Vacation apartment rental

Community of Madrid / Robledo de Chavela

2 4 2 nights min

2 bedrooms
Sleeps 4
2 nights min

Child friendly
Pet friendly
Private garden

Gite with panoramic village of Robledo de Chavela and mountains. We have private garden and chill out with outdoor spa conservatory exclusive use. As water is heated it can be used both summer and winter. What you'll find in the house: a living room with TV, a kitchen w …see more

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from $145 / night

$603 / week

from $145 / night

26

Vacation home rental

Community of Madrid / El Escorial

4 8 Min stay varies

4 bedrooms
Sleeps 8
Min stay varies

Beach/lakeside relaxation
Swimming pool
Child friendly

detached house in a quiet and beautiful setting with common areas: salt pool, lighted paddle tennis, football, basketball and children play. South orientation. Very bright. Large living room with Home cinema and direct access to the terrace, kitchen with all appliances …see more

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from $173 / night

$1036 - $1600 / week

from $173 / night

17

Vacation home in Becerril de la Sierra

Community of Madrid / Becerril de la Sierra

2 4 30 nights min

2 bedrooms
Sleeps 4
30 nights min

Swimming pool
Child friendly
Private garden

House garden plot of 3000 meters with over 100 ornamental trees and fruit, garden, dog house, chicken coop, heated pool with solar energy and gas-oil 10x5 dimensions. social club with tennis courts and swimming pool Located in a privileged unentorno on the southern slop …see more

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from $116 / night

$812 / week

Responds fast!
avg. 1 hour 6 minutes

from $116 / night

29

Vacation home in Cercedilla

Community of Madrid / Cercedilla

3 4 Min stay varies

3 bedrooms
Sleeps 4
Min stay varies

Swimming pool
Child friendly
Car not necessary

Spend some wonderful days in Cercedilla, the prettiest village in the mountains of Madrid. Three-storey villa, 150m2 home and 120 m2 private garden. Beautiful complex with pool and tennis court and parking 50 km from Madrid. Located in a complex with spectacular mountai …see more

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from $110 / night

$967 / week

Responds fast!
avg. 2 hours 52 minutes

from $110 / night

13

Vacation apartment in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

1 2 1 night min

1 bedroom
Sleeps 2
1 night min

Suitable for children age 5+
Car not necessary
Ask about pets

Garret rustica in the Centre of San Lorenzo de el Escorial, next to the Town Hall square and 200 metres from the monastery. Opposite the health centre and 50 meters from the municipal market. 500 m from the bus station. 664 and 661 numbers take you from Moncloa station …see more

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from $53 / night

$290 / week

Responds fast!
avg. 2 hours 54 minutes

from $53 / night

31

Collado Mediano Vacation apartment rental

Community of Madrid / Collado Mediano

2 4 1 night min

2 bedrooms
Sleeps 4
1 night min

Beach/lakeside relaxation
Child friendly
Car not necessary

Opened in 2007, new account with innovative and modern facilities: hot water and heating during 24 hours a day, phone, Internet, complete and spacious bathrooms, apartments with plenty of natural light in all instances and ceramic floors among other details, all accompa …see more

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from $141 / night

$687 - $824 / week

from $141 / night

8

Apartment rental in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

2 4 1 night min

2 bedrooms
Sleeps 4
1 night min

Child friendly
Pet friendly

This is a loft, penthouse with beautiful views of the monastery of San Lorenzo and mountains. Being an attic, has however entrance at street level as it is a built on the slope of Mount Abantos building. The loft has separate sections for space and furniture for the bed …see more

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from $70 / night

$487 / week

from $70 / night

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