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

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.

DREAM IN THE HEART OF 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.

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.

Wellness Cave & Panoramic Views | Lucy's House
• 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 🫧

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!

Casa Raggia
Benvenuti nella vostra oasi di tranquillità! Questa splendida casa bifamiliare moderna in legno, immersa nella campagna, è il rifugio ideale per chi desidera rilassarsi nella natura senza rinunciare al comfort e al design. Realizzata con materiali naturali ed ecosostenibili, la casa è arredata con gusto e attenzione ai dettagli, offrendo un ambiente accogliente, luminoso e contemporaneo.

Borgobo' Farmhouse independent orange house
Borgobo' is located within the Gola della Rossa and Frasassi Park. It's a collection of small houses, narrow lanes and steep lawns—a little 17th-century village. The view from Borgobo’ takes in glimpses of unspoilt landscapes caressed by the wind, where everything is in harmony in its wildest form. Several trails leave from the village and run through 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.

Casa Spagnoli
Residenza d'epoca nel pieno centro storico di Assisi, comoda per muoversi a piedi con parcheggio gratuito in loco. La casa comprende un'ampia sala da pranzo con vista sulla Basilica di Santa Chiara, cucina, due camere da letto con due bagni riservati provvisti di vasca da bagno e doccia. Fornita di wi-fi televisione e riscaldamento.
Popular amenities for Cupramontana house rentals
House rentals with a pool

Almifiole

Sant'Apollinare Estate

Sant 'Agelicahouse

Breath of Nature

Getaway to Umbria, Villa Claudia

GrazieSole Agriturismo exclusive whole house

Laura's Country House

Stay in nature: Casa Kikenda Relais
Weekly house rentals

Farmhouse in the hills 10 minutes from the sea of Senigallia

The little house in the hills

The cottage in nature

pietra, a charming nest for foodies

Nido Visone Apartment

The Abbot's Garden close to Spello / Assisi

CasaLu

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

Residence in the Castle of Loretello

Exclusive apartment by the sea, AC, Wi-Fi, parking

Between the hills and the adriatic coast

House of Olives

Entire farmhouse immersed in quiet

Crocicchio Castle

Casa dei Valli – Duchy of Urbino

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





