
House vacation rentals in Cupramontana
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Top-rated house rentals in Cupramontana
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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.

San Vicino Guesthouse
The cottage is located among the hills of the Marche region in a really quiet and peaceful area ideal for spending moments of peace and quiet.We are in the land of Verdicchio di Matelica just minutes from the Frasassi Caves, less than an hour from the Adriatic coast and the Sibillini mountains.Convenient location to reach the magnificent villages of Marche and Umbria. In the area you will find cycle paths, the airfields of Mount Cucco. The village is an important stop on the Capuchin Way.

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.

PrivateGrottoSPA & Panoramic HotTub in the Village
• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with hot tub, outdoor fireplace, and the silent Umbrian valley stretching out before you. Step inside, light the fireplace, and descend into your private wellness grotto: infrared sauna and chromotherapy hydromassage tub, for your exclusive use throughout your entire stay. No timetables, no other guests. Just you. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧

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.

Casa Spagnoli
Following the recent implementation of the Limited Traffic Zone (ZTL), you will not be able to access our garage during the restricted hours. Period residence in the historic center of Assisi, 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 equipped with a bathtub and shower. Equipped with Wi-Fi, television and heating.

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.

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.

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.

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!

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.

La Casa dell'Olmo
Our farmhouse is located in the Assisi countryside. Renovated with original materials, sandstone and wood finishes, it is immersed in nature, well furnished and welcoming with a large garden and a square to park your cars.
Popular amenities for Cupramontana house rentals
House rentals with a pool

Almifiole

Casale Biancopecora, Casa Acorn

Sant 'Agelicahouse

Getaway to Umbria, Villa Claudia

Casale Felicia.

GrazieSole Agriturismo exclusive whole house

Laura's Country House

Orto della Lepre, Timo Cottage
Weekly house rentals

Farmhouse in the hills 10 minutes from the sea of Senigallia

Casa il Sole, the house in the castle

CASA DE NONNA PEPPA farmhouse all to yourself

The cottage in nature

Entire farmhouse immersed in quiet

Genga Terme Retreat | Cozy 1 BR Apt. near Frasassi

CasaLu

[Calende] Parking & Basilica, 2 Min. Walk
Private house rentals

Nido Visone Apartment

"Alessandra" house in the center with free parking

The Abbot's Garden close to Spello / Assisi

Elegant apartment by the sea on two levels

House in the hills with sea view, 3 km from the beach

Romantic suite in the village of Castelleone di Deruta

La Loggetta Fiorita - "Le Violette" Apartment

Maestrale Cottage - M&M Holiday House
Destinations to explore
- Riviera del Conero
- Misano World Circuit
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Sibillini Mountains National Park
- Shrine of the Holy House
- Oltremare
- Fiabilandia
- Furlo Gorge Nature Reserve
- Spiaggia Urbani
- Tennis Riviera Del Conero
- Sibillini Mountains
- Mount Subasio
- Parco Naturale del Monte San Bartolo
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Fonti Del Clitunno
- Palazzo Ducale
- Rocca Maggiore
- Spiaggia della Torre





