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Vacation rentals in Cupo

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Top-rated vacation rentals in Cupo

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Top guest favorite
A modern living area features a gray couch adorned with patterned cushions, alongside a light brown dining table surrounded by wooden chairs. Sunlight streams through two windows, illuminating plants on the shelves and the minimalist decor, creating an inviting atmosphere.
Apartment in Sassoferrato
5 out of 5 average rating, 27 reviews

The House in the Castle - Apartment in Sassoferrato

La Casa in Castello is a modern, bright and minimal apartment in the historic center of Sassoferrato, a stone's throw from the Frasassi Caves. Our accommodation is the perfect retreat for you and your family, in the heart of one of Italy's most beautiful villages. The harmony and charm that you breathe walking through the streets of the Castle are unique, but returning home you will find the comforts of modern life. If you love hiking or biking, there are plenty of trails to discover nearby.

Top guest favorite
The entrance area features a rustic courtyard paved with brick, bordered by greenery and plants. Wooden doors, flanked by decorative banners, lead into the building. A simple circular table is positioned on one side, providing a space for relaxation.
Home in Gubbio
4.94 out of 5 average rating, 90 reviews

An ancient Villa in Gubbio

The "Bishop" is part of a complex of 1300 d.c. and rebuilt by the Bishop Maria Cavalli.It was built on Mastro Giorgio Andreoli Properties, the Greatest ceramist painter of All Time . Place in front of the Episcopal palace and just beside the offices of the Curia, our wonderful place is in the Ancient Heart Center of Gubbio. Few steps From the monuments more representative of the city as the famous Palazzo dei Consoli, the Ducal Palace, the Cathedral and the best restaurants and craft shops.

Top guest favorite
Cabin in Nocera Umbra
5 out of 5 average rating, 19 reviews

Monte Alago Chalet • The only cabin on the mountain

🌲 Chalet Monte Alago is the only house on the mountain, an isolated refuge immersed in the park, directly in the meadows at an altitude of about 1000 meters, surrounded by woods and unspoiled nature. In the winter months (January, February and March) snow is frequent: a true holiday in the snow made of silence, clean air and nature. There are no neighbors or noise here: only total privacy and direct contact with the mountain. Ideal for couples, families, and small groups of friends.

Top guest favorite
The kitchen and living area feature a modern design with high-gloss red cabinetry and stainless steel appliances. A cozy red sofa is positioned in the living space. An archway provides an open view into the kitchen, while light fixtures illuminate the area subtly.
Condo in Fabriano
4.95 out of 5 average rating, 59 reviews

"A casa di Tamy" Apartment

Large apartment of about 100 square meters, renovated, modern, bright and comfortable. Equipped with an equipped and functional kitchen, living room with sofa bed, fireplace and large common room. It has 2 large bedrooms with respective bathrooms and equipped walk-in closets. Located on the second floor of a small condominium, it has free private parking. Less than a 10-minute walk to the beautiful city center. Great for visiting Fabriano and a starting point for memorable excursions.

Guest favorite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.89 out of 5 average rating, 18 reviews

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.

Guest favorite
The spacious living room features a wooden ceiling with exposed beams, a stone fireplace, and cozy seating arrangements. A large blue sofa and wooden furniture create a warm atmosphere, while natural light flows in through the window leading to a balcony.
Cabin in Vallemontagnana
4.9 out of 5 average rating, 30 reviews

Chalet Battista Frasassi Caves

Relax and enjoy the tranquility of this unique space. For all lovers of nature, peace and outdoor sports. Come and immerse yourself in the greenery of the Gola della Rossa and Frasassi Natural Park, we are literally above the Caves! a stone's throw from the sea and many cities of art. Take it easy in this unique and relaxing space. For all lovers of nature, peace, and outdoor sports. Come and immerse yourself in the greenery of the Gola della Rossa and Frasassi Natural Park!

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
A spacious bedroom features a king-size bed with light bedding and decorative pillows. A wooden stool sits at the foot of the bed. Natural light enters through an arched window, and a large mirror reflects the room. Light-colored walls complement the wooden ceiling beams.
Condo in Gubbio
4.99 out of 5 average rating, 112 reviews

Dimora Casina dell'Abbondanza Historic Center

La Dimora casina dell'abbondanza is immersed in the heart of the historic center of Gubbio. The apartment has been recently renovated and enjoys a characteristic location, very quiet and strategic for visiting the city in the heart of San Martino district, behind the famous bridges of abundance. The house has a conditioner and consists of a living area with equipped kitchen, table, bathroom with shower and double bedroom. A free car park is a 8 minute walk away.

Top guest favorite
An open-plan kitchen area is visible, featuring modern cabinetry and essential appliances. A round black table with two chairs is positioned near a window, allowing natural light to brighten the space. Exposed wooden beams contribute to a warm ambiance.
Apartment in Gubbio
5 out of 5 average rating, 163 reviews

Apartment in Gubbio's historic center

The tourist rental of Sara Jane is located in the medieval historic center of Gubbio, one of the most beautiful villages in Italy. The small apartment was renovated in 2021, with exposed stone and antique wooden beams, and a view that makes the stay unique! Very quiet pedestrian area. There is a kitchen, bathroom and double bedroom (possible crib and high chair for children). Free parking is 200 meters away. In the house, all the comforts for a relaxing stay!

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, 106 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, 138 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!

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, 144 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.

Popular amenities for Cupo vacation rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Ancona
  5. Cupo