
Holiday houses in Cupramontana
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Top-rated holiday rentals in Cupramontana
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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."

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.

Belvedere apartment overlooking the Sibillini Mountains
The apartment has been completely renovated. It is located in the historic center in a secluded corner, convenient and close to all amenities, the label museum and the beautiful little square in the heart of Cupramontana. Beautiful view of the Sibillini. The apartment has been completely refurbished and is located in the historic center, comfortable and close to all services, to the museum of labels and to the beautiful square of Cupramontana. Beautiful view of the Sibillini Apennines.

I light up with immense
Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Dimora Virgili - Urbino - (Full Historic Center)
Dimora Virgili è un ampio appartamento di 80mq situato nel pieno centro storico di Urbino, all’interno di uno dei palazzi più antichi della città. Gli spazi sono generosi e dotati di tutti i comfort, pensati per un soggiorno comodo e rilassato. Inserita in un contesto storico di grande valore, la dimora unisce ambienti curati e funzionali a un’atmosfera silenziosa ed elegante. Ideale per chi desidera vivere Urbino con calma, abitandone la storia senza rinunciare alla comodità.

A Farmhouse in Nature – Villa in Assisi
Una antica villa con piscina naturalistica con spettacolare vista panoramica, che supera le stesse immagini fotografiche, restaurata con grande qualità ed immersa in un grande e meraviglioso parco naturalistico di 25 ettari, esclusivo per gli ospiti, a soli 2 km dal centro di Assisi. Il casale può ospitare fino ad un massimo di 12 persone. Ideale per chi ama la bellezza della natura, la pace e la tranquillità assoluta, senza allontanarsi troppo dai centri abitati.

RosaClara Casetta
Casetta RosaClara is a former barn inside the courtyard of Casale del Gelso (ancient farmhouse of the late 1800s) located in the Marche countryside. Independent, it consists of two mini apartments of about 40 sqm each and communicating. Very bright and panoramic, it has a terrace/solarium and a pleasant and beautiful space, common to the two rooms, where you can relax and refresh. Newly renovated, it has all the amenities, harmonizing tradition with modern needs.

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 | Casa di Lucy
• 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 🫧

Chalet Monte Alago - The only chalet in the Park
L’unica baita ricettiva immersa direttamente nei prati di Monte Alago, tra Umbria e Marche. Casa intera fino a 6 persone, ideale per chi cerca natura, silenzio, privacy e aria fresca naturale. Intorno solo prati, boschi e sentieri: perfetta per relax, trekking, passeggiate, barbecue e giornate all’aperto. A pochi passi dai ristoranti Pian delle Stelle e Cinicchia. Di notte, cielo stellato senza luci intorno.

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.

Passiflora•Stone Cabin•Fireplace Umbria Views
Some places make you slow down the moment you arrive. Passiflora is a stone cabin for two on a working farm in the Umbrian hills — real countryside, real quiet, real Italy. Donkeys, fresh vegetables from our garden, a fireplace, and a terrace where the sunset stops time. Perugia and Assisi 20 minutes away. Everything else, far behind.
Popular amenities for Cupramontana holiday rentals
Other great holiday rentals in Cupramontana

Vacation home with pool in the Marche

An oasis in the heart of Jesi

VillaElisa ResidenzaStoricaWellness

Casa Pilar 4+1, Emma Villas

B&B Il Baco

Bice's House

Casa Spadini

Panoramic Porta Fontevecchia house.
Destinations to explore
- Riviera del Conero
- Misano World Circuit
- Frasassi Caves
- Basilica of St Francis
- Palacongressi Della Riviera Di Rimini
- Sibillini Mountains National Park
- Spiaggia Urbani
- Shrine of the Holy House
- Oltremare
- Fiabilandia
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Sirolo
- Tennis Riviera Del Conero
- Parco Naturale del Monte San Bartolo
- Mount Subasio
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Rocca Maggiore
- Spiaggia della Torre
- Fonti Del Clitunno
- Fortress of San Leo
- Eremo delle Carceri





