Vacation rentals in Cupramontana

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cupramontana

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.

Home in Cingoli

5 out of 5 average rating, 34 reviews

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.

Superhost

A rustic stone farmhouse is depicted, featuring a welcoming entrance with a brown wooden door. A wooden lounge chair is positioned on the green lawn, and a small table with chairs is visible nearby, surrounded by flower pots. Trees line the background, adding to the serene landscape.

Home in Cupramontana

4.85 out of 5 average rating, 13 reviews

Rustic hillside stone

Come and discover the Casa del Poggio in the Marche, nestled by the hills and surrounded by our organic olive trees. Renovated according to eco-sustainability criteria, it provides the ideal environment to relax. With its natural beauty and a view of the Sibillini Mountains, it's the perfect place for those looking for tranquility and love hiking and biking. There is no shortage of itineraries of culture, art, food and wine and for sea lovers, Senigallia beach is a few kilometers away.

Top guest favorite

A rustic farmhouse is set against a clear blue sky, surrounded by lush green grass and trees. The two-story structure features a mix of traditional stone and plaster walls, with multiple windows and a spacious outdoor area ideal for relaxation.

Home in Monte Roberto

4.97 out of 5 average rating, 30 reviews

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.

Top guest favorite

A vibrant sunset casts a warm glow over rolling hills, with clouds reflecting shades of orange and pink. The landscape features fields and distant trees, with a rustic building visible amidst the greenery, creating a serene scene in the countryside.

Barn in Serra De' conti

5 out of 5 average rating, 25 reviews

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.

Top guest favorite

Condo in Maiolati Spontini

5 out of 5 average rating, 14 reviews

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.

Top guest favorite

A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.

Home in Maiolati Spontini

4.97 out of 5 average rating, 99 reviews

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.

Top guest favorite

The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.

Guesthouse in Perugia

4.99 out of 5 average rating, 134 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Guest favorite

A dining area is shown, featuring a rectangular table surrounded by six chairs. A decorative tablecloth covers the table, which holds a bottle of water and a bowl of fruit. A carpet lies beneath the table, and warm-colored walls create a cozy ambiance.

Apartment in Cupramontana

4.82 out of 5 average rating, 39 reviews

Delicious Treats in Cupramontana

Delightful apartment in a beautiful 18th century building located in a quiet alley of the historic center. The completely renovated apartment with striking stone and brick vaults is very cool and is ideal for 6 travelers. 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.

Top guest favorite

A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.

Cabin in Cerreto d'Esi

4.99 out of 5 average rating, 132 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Top guest favorite

An arched doorway frames a spacious interior, featuring rustic wooden furniture and tiled flooring. Sunlight streams through large windows, illuminating the open living area, which includes a dining table and a kitchenette in the background.

Vacation home in Arcevia

5 out of 5 average rating, 24 reviews

360º view at vacation home Mozzafiato

Welcome to Le Marche. This beautiful region in the middle of "the boot" is also called "Italy in the small". The region is being discovered by more and more vacationers from all over Europe. In the heart of Le Marche you will find our holiday home with a breathtaking 360º view over vineyards, olive groves, mountains and nearby Arcevia: Mozzafiato! CIN IT042003C2P2XYNSI5

Guest favorite

A circular swimming pool is set against a backdrop of rolling green hills and distant mountains under a clear blue sky. The pool's surface reflects the surrounding landscape, creating a serene outdoor space. Lush trees provide partial shade, enhancing the tranquil atmosphere.

Home in Cupramontana

5 out of 5 average rating, 19 reviews

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

Easily to reach by car. With panoramic pool, hammocks, big terrace, enough privacy for everyone. Near a small medieval village Poggio Cupro 2km from Cupramontana, with restaurants, pizzeria, shops and bars. Very quiet environment, central position to visit the Frasassi caves, Fabriano, Jesi, Gubbio, Ancona, Perugia, Assisi, and the Adriatic coast. We rent out scooters.

Top guest favorite

A terrace atop the bell tower features a table set for dining, surrounded by four chairs. The area is adorned with vibrant flowers in pots, offering expansive views of the Umbrian valley and distant mountains, bathed in natural light.

Apartment in Spello

4.97 out of 5 average rating, 195 reviews

Spello Nunnery Apartment

This beautiful 2bedroom- accomodation is located in the upper part of the historical centre of Spello in the second Nunnery dedicated in times to Saint Claire. Offering all comforts, services and a breathtaking outside space, it is perfect for who is searching for a reenergizing romantic base from which to explore the umbrian valley.