
Holiday houses in Cupramontana
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cupramontana
Guests agree: these stays 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.
FamilyLocationView

The River House: Relax in the Marche's natural surroundings
Wake up to the sound of the river. The River House is a recently renovated farmhouse nestled in the Marche countryside, where time slows down and silence is the true luxury. A large open-plan space with a fully equipped kitchen and living area can accommodate up to 8 people. The three double bedrooms — they guarantee privacy and comfort, with air conditioning and a Smart TV in each room. The two spacious bathrooms complete the picture. Outside, there is a barbecue, a garden with only nature, open air and the river.
LocationFamilyCheckout

Farmhouse in Nature
Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."
LocationValueCondition

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.
ValueLocationGetting around

Delicious Treats in Cupramontana
Delightful apartment in a beautiful 18th-century building located in a quiet alley in the historic center. The apartment, with its striking stone vaults and exposed brickwork, is very cool and ideal for 6 travelers. You will find everything you need for breakfast Delightful holiday home in a beautiful 18th-century building located in a quiet alley of the historic center. The fully renovated apartment with striking stone and brick ceilings is very cool and is ideal for 6 travelers.
ValueLocationGetting around

Traditional Italian farmhouse at Borgo La Rovere
Borgo La Rovere was created through the careful restoration of a 19th-century farmhouse, nestled in the peaceful countryside of the Marche region, where tradition and modern comfort come together. Surrounded by olive and pomegranate trees, Borgo La Rovere is the perfect place to experience the tranquillity of the Italian countryside. To learn more about the Borgo, its history and the services available, you can easily find further information dedicated on our website.
FamilyLocationComfort

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.
LocationFamilyPets

Celeste Erard Guest House
Celèste Erard Guest House is the right starting point for visiting an entire region. The apartment is recently renovated and is located in the historic village of Maiolati Spontini. Sea, hills, mountains, sports, art, theatre, music, historic cities and a vast presence of wine cellars ensure different destinations every day within a half-hour drive. Among the main tourist attractions of the area there are also the natural wonders of the famous Frasassi Caves.
LocationFamilySleep quality

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.
FamilyValueWalkability

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!
LocationFamilyBeach

The Guest House of the Tavignano Estate
The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.
FamilyLocationQuiet

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.
LocationFamilyHospitality
Popular amenities for Cupramontana holiday rentals
Other great holiday rentals in Cupramontana

Villa Ermelinda · Ville Carborello Weddings
FamilyLocationIndoor spaces

Vacation home with pool in the Marche
LocationFamilyKitchen

B&B Il Baco
LocationValueTV

CANTINONE: Cozy charming apartment incl. pool
FamilyLocationView

Panoramic Country House | Spa, Pool & Marche Views
LocationFamilyBarbecue

Bice's House
LocationIndoor spacesAmenities

Exclusive luxury farmhouse with infinity pool
LocationFamilyDecor

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





