
House vacation rentals in Cupramontana
Find and book unique houses on Airbnb
Top-rated house rentals in Cupramontana
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

Casa il Sole, the house in the castle
In the picturesque village of Castelleone, just minutes from Deruta, Casa Il Sole was born: a cozy retreat where you can feel at home and enjoy all the charm of Umbria. The property combines the warmth of rustic style with modern comforts, offering environments designed for every type of stay. Just minutes away you will find: Deruta, famous for its artistic ceramics; Perugia, with its historic center, museums and shops; Assisi, a spiritual and unique UNESCO heritage site; Torgiano, with its cellars.

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.

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME
In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.

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.

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.

Agriturismo Borgobo' independent orange house
Borgobo' is inside the Rossa and Frasassi Gorge Park. It is a collection of small houses, alleys and steep meadows, a small village from the 17th century. The gaze of those in Borgobo' embraces glimpses of pristine landscapes caressed by the wind, where everything is in harmony in the wildest form. From the village, there are several paths that cross the Park.

Byzantine Feel - Suite 01
The villa is located at 500 meters above sea-level, at 17 km from Perugia, 20 km from Assisi and 20 km from Gubbio. The panoramic location is very suggestive and quiet. The apartments was recently renewed and is equipped with everything needed for short or long stays. In the large park there are pets, donkeys and peacocks. Perugia airport is only 13 km.

[Calende] Parking & Basilica, 2 Min. Walk
Prestigious apartment just a one-minute walk from the Basilica of San Francesco and 2 minutes from the SABA Giovanni II Parking. Breakfast is not served. ZTL (Limited Traffic Zone) times may vary, so we recommend that all guests pay attention and check the schedules on the displays before entering the areas monitored by cameras.

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.
Popular amenities for Cupramontana house rentals
House rentals with a pool

Villa, 5 minutes from downtown Fano

Sant 'Agelicahouse

Casa Raggia

Santa Croce Resort

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

GrazieSole Agriturismo exclusive whole house

Stone Villa: view, pool, bbq, a/c ensuite bedrooms

Laura's Country House
Weekly house rentals

Farmhouse in the hills 10 minutes from the sea of Senigallia

San Vicino Guesthouse

CASA DE NONNA PEPPA farmhouse all to yourself

Casa Flavia

Sweet hills

Entire farmhouse immersed in quiet

Wellness Cave & Panoramic Views | Lucy's Home

Genga Terme Retreat | Cozy 1 BR Apt. near Frasassi
Private house rentals

Claire's house SIROLO CENTRO

La Bellavista - Garden & View relax historic center

Il Sogno di Mariolina - Relaxation

Dimora dei Passi Lenti [Residence of the Slow Steps]

The Abbot's Garden close to Spello / Assisi

Elegant apartment by the sea, air conditioning, Wi-Fi, parking

Romantic suite in the village of Castelleone di Deruta

A little house in the woods
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
- Spiaggia Urbani
- Fiabilandia
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Parco Naturale del Monte San Bartolo
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Rocca Maggiore
- Spiaggia della Torre
- Fonti Del Clitunno
- Palazzo Ducale





