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Holiday houses in Castigliano

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Top-rated holiday rentals in Castigliano

Guests agree: these stays are highly rated for location, cleanliness and more.

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The property showcases a panoramic view of the surrounding hills, featuring a luxurious swimming pool at the center, surrounded by sun loungers. Two separate suites are visible, framed by lush greenery and well-maintained gardens, providing a serene outdoor space for relaxation.
Cottage in Casagatti
5 out of 5 average rating, 3 reviews

Casa Janna Cottage | Pool + 2 Suites

A two-storey countryside house in the Marche hills, hosted by locals and shaped by food, nature, and a slow rhythm. A boutique stay with seasonal organic breakfast included. The house sleeps up to 4 guests and is fully independent, with living area, kitchen and 2 bedrooms. Private garden with dining and a premium two-person hammock. Shared pool for a small number of guests only (max 8 in tot) surrounded by rolling hills. Ideal for couples, friends or families seeking calm and a refined stay.

Guest favourite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5 out of 5 average rating, 6 reviews

GrazieSole Agriturismo exclusive whole house

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Guest favourite
An open living area features a gray sofa adorned with cushions, paired with a simple black dining table set for two. A compact kitchen with white cabinetry and a black countertop sits in the corner, while light flows in through windows framed by exposed brick walls.
Apartment in Sarnano
4.85 out of 5 average rating, 75 reviews

In the heart of the village apartments

Take a break from the hustle and bustle of everyday life. Come and relax within the walls of the beautiful medieval center of Sarnano. Right along the staircase that leads to the main square of the town, there is this new apartment with kitchen and living room, bedroom with 2 single beds or 1 double bed and sofa bed, bathroom equipped with shower. Magnificent view of the Sibillini mountains. Great starting point for walks. Possibility to store motorcycles and recharge e-bikes nearby.

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.88 out of 5 average rating, 25 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Guest favourite
The outdoor area features a wooden hot tub surrounded by a spacious deck. Comfortable seating is provided with modern lounge chairs and side tables, set against a backdrop of rolling hills and expansive countryside views under a bright blue sky.
Cottage in Loro Piceno
4.88 out of 5 average rating, 114 reviews

Hideaway Cottage, amazing country views, hot tub

A cosy renovated traditional stone cottage surround by countryside with breathtaking views & wood~fired hot tub. It is secluded and peaceful yet only a 5 min drive to the local village and amenities. In 35 minutes by car you can find yourself in the Sibillini national park or in the other direction the Adriatic coast. Numerous local restaurants within 20 mins drive serving fantastic food. If you enjoy walking or hiking, cycling, shopping or just relaxing this is a great place.

Top Guest favourite
Home in Belfiore
5 out of 5 average rating, 6 reviews

Casale del Menotre | Countryside Umbrian Retreat

Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.

Top Guest favourite
An aerial view showcases the agriturismo's rustic stone buildings surrounded by greenery. A blue swimming pool is located in the garden, complemented by sun loungers. The landscape features open fields and scattered trees, creating a serene outdoor space.
Apartment in Gualdo
5 out of 5 average rating, 9 reviews

Elisei Farmhouse Apartment with Pool, Sauna and Spa

Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Top Guest favourite
Condo in Monte San Martino (MC)
5 out of 5 average rating, 20 reviews

Room in nature with lake view - 4

Appartamenti separati che si affacciano sul lago di San Ruffino e su una bellissima vista sui Monti Sibillini. La vista sul lago è accompagnata dal suono degli animali che lo abitano e dalla natura circostante. Il luogo è un'oasi di pace: è adatto per chi è amante della natura e desidera tranquillità. Sono presenti diverse specie di uccelli ed è il luogo ideale per chi ama fotografare. L'alloggio non è dotato di cucina ma è presente un piccolo frigorifero.

Guest favourite
A living area showcases a brown sofa and a green armchair, positioned near a small wooden table and a television. Exposed wooden beams highlight the ceiling, while a wooden staircase leads to the upper level. Stone walls add a rustic touch to the space.
Cabin in Meriggio
5 out of 5 average rating, 15 reviews

Chalet Fiastra

Maison en Pierre is located in the heart of the Sibillini Mountains. The property covers 140 square metres and is situated above Lake Fiastra. The stone farmhouse dates back to the 1500s and features an outdoor relaxation area in the garden with a hot tub and sauna, all of which are eco-friendly. Guests have exclusive use of the property. There is a surcharge of €15 per night for firewood, which is provided, and €15 per night for each dog.

Top Guest favourite
Chalet in Nocera Umbra
5 out of 5 average rating, 29 reviews

Monte Alago Chalet – The only cabin in the park

The only mountain lodge nestled directly in the meadows of Monte Alago, between Umbria and Marche. Entire house for up to 6 people, ideal for those seeking nature, silence, privacy and natural fresh air. Surrounded only by meadows, woods and trails: perfect for relaxing, trekking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. At night, a starry sky with no lights around.

Top Guest favourite
A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.
Cabin in Cerreto d'Esi
4.99 out of 5 average rating, 159 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Top Guest favourite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano
4.98 out of 5 average rating, 41 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Popular amenities for Castigliano holiday rentals