House vacation rentals in Cupramontana

Charming detached country cottage

Charming cottage in the hamlet of Castellaro di S.S.Quirico (AN), in a rustic, simple and comfortable style. With its two bedrooms and two bathrooms, it can comfortably accommodate up to 5 people. Fenced garden for the relaxation of guests and their animal friends. Parking spaces in the courtyard. Very quiet and private location but only 6 minutes from the SS76 connecting Ancona and Perugia. It is located 15 minutes from the Frasassi Caves; 20 minutes from the towns of Jesi and Fabriano; 35 minutes from the beaches.

Location · Family · Outdoor spaces

Farmhouse with garden and pool for exclusive use of wifi

Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.

Location · Value · Grill

All-Inclusive Sea Villa • 16 Guests • Beach&Center

⭐ ALL-INCLUSIVE LUXURY FOR GROUPS UP TO 16 🏖 Beach Resort + 🥐 Breakfast + 🅿️ Parking + 🫧 Jacuzzi + 🪴 Garden INCLUDED 📍 1 min walk to beach & historic centre ✨ This is not just a house — it’s a full experience. Stay in the heart of Fano, just 1 minute walk from both the beach and the historic centre. Perfect for families and large groups up to 16 guests who want space, privacy and everything already included. Everything is designed to give you maximum comfort with zero stress.

Location · Family · Getting around

Montana House in Stone-Garden-Panorama-Jacuzzi

House on two levels connected by an internal staircase, with independent entrances. On the ground floor there is a fully equipped kitchen, a living area, and a bathroom with a whirlpool bathtub. Upstairs you’ll find two bedrooms, including one with a double bed, a versatile room that can be used as a living room or bedroom, and a second bathroom. Three satellite TVs. Spacious, well-kept and comfortable interiors, ideal for couples, families or small groups looking to relax.

Value · Location · Cleanliness

The Colored House

"La Casa Colorata" is a structure from another time. Immersed in the typical countryside of the area where the hills, carpeted with fields of wheat, sunflowers and vineyards, envelop the eye without parsimony. You can experience authentic contact with nature, whose scents and sounds will accompany you at any time of day. The farmhouse is surrounded by various types of trees: mulberry trees, rose gardens, fruit trees and the historic passion for flowers of all kinds.

Family · Location · Pets

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.

Location · Family · Hospitality

Dimora nel Borgo - A Relaxing Home

The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

Location · Family · Heating

​Wellness Cave & Panoramic Views | Lucy's Home

• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with an outdoor heated hot tub, open-air fireplace, and the silent Umbrian valley stretching out before you. Then descend into your private wellness grotto — infrared sauna and chromotherapy hydromassage tub — yours alone, with no timetables and no sharing, for your entire stay. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧

Location · Family · Layout

Apartment for 4 pers. with pool, min stay 5 nights

Peace, space, and panoramic views Escape the crowds in this peaceful little paradise. Enjoy our panoramic pool with comfortable sun loungers and relaxed hammocks on the large terrace. While you’ll find complete privacy here, the medieval village of Poggio Cupro is just a few minutes' walk away. For cozy restaurants, bars, and shops, a 5-minute drive (2 km) takes you to Cupramontana. The perfect home base for discovering authentic Italy!

Family · Location · View

Casa Raggia

Welcome to your oasis of tranquility! This beautiful modern wooden semi-detached house, surrounded by the countryside, is the ideal retreat for those who want to relax in nature without sacrificing comfort and design. Made with natural and eco-friendly materials, the house is furnished with taste and attention to detail, offering a welcoming, bright, and contemporary environment.

Family · Location · Sleep quality

Casa Spagnoli

Historic residence in the heart of Assisi's historic center, convenient for getting around on foot with free parking on site. The house includes a large dining room overlooking the Basilica of Santa Chiara, a kitchen, two bedrooms with two private bathrooms with a bathtub and shower. Equipped with Wi-Fi, TV and heating.

Value · Location · Parks

For those who love tranquility!

Detached farmhouse, located on the Marche hills, a few km from Senigallia's velvet beach. Ideal place for those who love to relax and immerse themselves in nature. Suitable for families and couples, with large courtyard, swimming pool and garden. A short walk from the historic center and well connected to the main roads.

Location · Family · Walkability