Guesthouse holiday rentals in Toledo

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Top-rated Guesthouses in Toledo

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

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Guest favourite

Guesthouse in La Puebla de Montalbán

4.81 out of 5 average rating, 93 reviews

El Patio de Luna Violeta (With private pool)

Our accommodation "Patio de LunaVioleta" is located in a quiet village, 30 km from Toledo and 100 km from Madrid. The birthplace of the writer Fernando de Rojas (La Celestina). La Puebla is 2 km from the Burujón Canyons. Our accommodation is 2 minutes from Plaza Mayor, where you can spend pleasant time on its terraces surrounded by its architecture, its people and on the other hand it is very close to the countryside where you can enjoy a pleasant walk through the olive groves and observe the mountains.

20–27 Sep

$214 NZD per night

Guest favourite

Guesthouse in Arenas de San Pedro

4.83 out of 5 average rating, 29 reviews

Amazing 2 bed, dreamy Sierra de Gredos views

Villa Gredos is among oaks, pine, fig and olive trees. Take it easy at this unique and tranquil getaway with stunning 360 degree views over the plains of Castilla in Sierra de Gredos. From the very comfortable rooms the cowbells and church clock can be heard in the distance. The swimming pool and basketball court at the property are great for fitness. The river Arbillas, just 200 m from the house is great and refreshing. Easy access to hiking. Friendly family speaking 5 languages. Pet friendly

5–12 Aug

$200 NZD per night

Guesthouse in Segurilla

4.67 out of 5 average rating, 30 reviews

House in private estate

Nice house located on the outskirts of the town of Segurila, in a private enclosure, very quiet in the middle of nature, near the village of Segurilla, 7 km. from Talavera de la Reina and 110 km from Madrid by highway, near the Sierra de Gredos, Puerto del Pico, next to the Cuevas del Águila, 50 km from Toledo, and also close to the Jerte Valley. Good shops in the Pueblo with good meats in the area, as well as traditional Pueblo bakeries. No danger to the kids. Get ready

15–22 Jul

$463 NZD per night

Guesthouse in Casarrubios del Monte

The dream cottage

Charming independent studio for 2 adults this unique space combines living room, bedroom, kitchen in one single stay offering comfort and functionality. The separate bathroom adds privacy and convenience. This quaint and unique guest cottage gives you exclusive access to a spacious terrace and a beautiful pool. Located in a quiet and picturesque setting, 37 km from downtown Madrid,it is the perfect destination for weekend getaways, bridges and holidays.

23–30 Jul

$169 NZD per night

Guest favourite

Guesthouse in Arenas de San Pedro

4.97 out of 5 average rating, 104 reviews

The forest house is wild, off grid and has a lot of charm

Inside the natural park, you will be inside a sensory immersion according to the different seasons of the year. Ideal for writing, reading, creating, resting, meditating, contemplating or getting lost in a unique landscape. The guesthouse is appealing, spacious, 100% connected to renewable energy and spring water. Fruit trees, animals and routes in the forest. If you are interested in disconnecting from technology, peace of mind, we take care of it.

24 Sep – 1 Oct

$192 NZD per night

Guest favourite

Guesthouse in Toledo

5.0 out of 5 average rating, 14 reviews

Cozy guesthouse with shared pool

Enjoy the simplicity of this quiet and central place to stay. A completely renovated guest house. located in an ideal area, a 2-minute walk from the escalators that give access to the historic center of Toledo and 5 from the Santa Teresa neighborhood and its great restaurant offerings. It is an open space with kitchen, bedroom with 150 cm bed, convertible sofa bed (2 children or one adult), A.A., heating, WiFi, TV and pool shared with the owners.

10–17 Sep

$232 NZD per night

Guest favourite

Guesthouse in Toledo

5.0 out of 5 average rating, 12 reviews

Old Palomar in Historic Cigar in Toledo

Old popcorn transformed into a cozy home in a historic cigarette. Tranquility and exclusivity with spectacular views of the countryside setting of the Tagus shore and the city's artistic historic center. Bright and spacious living room with fireplace, dining table, porch with outdoor seating area and open two-story apartment with two bedrooms and full bathroom. Possibility of use of the pool and common recreation area in season.

17–24 Feb

$490 NZD per night

Guest favourite

Guesthouse in Arenas de San Pedro

4.96 out of 5 average rating, 252 reviews

Cabin in the heart of Gredos.

Hello travelers! If you want to know the Tiétar Valley and enjoy its surroundings I offer you a wonderful cabin located in a family estate of 5000m where high gardening and nature come together creating a magical environment. Ideal for couples looking for relaxation or spend a few days doing bike routes,hiking or the many activities that can be done in Gredos.

9–16 Oct

$155 NZD per night

Guesthouse in Las Herencias

4.8 out of 5 average rating, 5 reviews

Casa Rural en Las Herencias

Booking minimum 2 nights at a time. In my Casa Rural you can enjoy a luxurious stay in a unique environment, surrounded by natural landscapes. Everything you need to enjoy a few unforgettable days of rest. In the Las Herencias area you can do all kinds of activities such as hiking, horseback riding, biking, canoeing…

12–19 Jan

$425 NZD per night

Guest favourite

Guesthouse in Toledo

5.0 out of 5 average rating, 7 reviews

A cozy home with a pool and garden

Two bedroom accommodation, living room with kitchenette and bathroom with shower. Outdoor garden and pool. Room 1: double bed of 1.35 cm. Bedroom 2: two 90cm beds. This home breathes tranquility and lots of peace. Distances: 10 minutes to Casco Antiguo 🚘 15 km from Puy du Fou 🚘 Pets are not allowed.

21–28 Jan

$303 NZD per night

Guesthouse in Calalberche

4.52 out of 5 average rating, 33 reviews

Holiday stay "Villa Rodríguez"

Villa Rodriguez, a place designed to disconnect, with the Alberche River less than five minutes away, where you can walk, bathe, take bicycle routes, ideal for your getaway day, your weekend, or even your business trip since it is less than an hour from Madrid or Toledo

26 Jun – 3 Jul

$247 NZD per night

Guest favourite

Guesthouse in Rozas de Puerto Real

4.83 out of 5 average rating, 12 reviews

House in the Sierra Oeste of Madrid with a pool

Come enjoy nature and take a break, pass the noise of the city and breathe fresh air in the Sierra de Gredos. Complete house with pool, outdoor areas and barbecue barbecue. Next to the tourist office. Enjoy the local cuisine.

2–9 Sep

$325 NZD per night