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Holiday houses in Cupo

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Top-rated holiday rentals in Cupo

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

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Top Guest favourite
A stone exterior of the house is seen against a vibrant sunset, with sunlight illuminating the landscape. Lush greenery surrounds the property, while tall cypress trees rise prominently. A pathway leads towards the entrance, enhancing the inviting atmosphere of the home.
Holiday home in Spello
4.98 out of 5 average rating, 44 reviews

Panoramic Porta Fontevecchia house.

Surrounded by greenery and tranquility, it is the ideal vacation home for those seeking peace, silence and relaxation. Large, spacious, bright, with a breathtaking view and different environments to take advantage of. Dating back to 1600, finely renovated, it is located in Umbria, in the historic center of Spello, in a privileged position close to numerous art sites. It enjoys a unique view that sweeps from Mount Subasio to Assisi and from the Foligno valley to Spoleto. Reachable by car, it is 200 meters from the parking lots.

Top Guest favourite
A cozy living area is highlighted by a large stone fireplace and wooden ceiling beams, creating a warm ambiance. Two comfortable armchairs are positioned near a wooden table, complemented by decorative vases. A small bouquet of flowers adds a touch of color to the setting.
Condo in Gubbio
4.98 out of 5 average rating, 51 reviews

Historic residence in the centre of Gubbio, with a view of the hills

A pochi passi dalla piazza dei Consoli, la Dimora Iguvium si trova nel centro storico, ai piedi del Monte di Sant'Ubaldo. Una Dimora ampia e silenziosissima dove è possibile soggiornare nel pieno relax. Gli ospiti potranno raggiungere a piedi i monumenti più importanti di questa splendida cittadina medievale, addentrasi tra i vicoli, e passeggiare tra le verdi colline umbre. Utile la disponibilità su richiesta del parcheggio coperto adiacente alla Dimora che consente di visitare le città vicine.

Top Guest favourite
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, 30 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 favourite
Apartment in Valfabbrica
5 out of 5 average rating, 14 reviews

AC|Private Garden|Experiences|Pool|Assisi 20 km

Your private garden retreat in Umbria. Step inside to find a double bedroom, a living with sofa bed,and a full-equipped kitchen with ac. But the true jewel is your very own exclusive garden: the only thing on the agenda is quiet,fresh air and relax. Surrounded by blossoming woodland and ancient olive groves,you'll have the freedom to explore scenic nature trails or immerse yourself in our pool. Try unique experiences we offer right here on the estate:Truffle hunting, bee's world and more.

Top Guest favourite
Villa in Colombella
5 out of 5 average rating, 110 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Comodo parcheggio privato all'interno della struttura. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti 3 camere matrimoniali con bagno privato, Tv, cassaforte

Guest favourite
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
4.88 out of 5 average rating, 25 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.

Top Guest favourite
Home in Caprile
4.98 out of 5 average rating, 40 reviews

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.

Top Guest favourite
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, 31 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 favourite
A spacious terrace is presented, featuring a dining table surrounded by chairs and potted plants. Sunlight illuminates the area, highlighting the terracotta tiled flooring. Colorful striped awnings provide shade, while a small child's tricycle adds a playful touch to the scene.
Apartment in Santa Maria degli Angeli
4.95 out of 5 average rating, 101 reviews

"da Flavia" holiday home

120sqm Casa vacanze da Flavia is a short walk from the Basilica of S. Maria degli Angeli 3 bedrooms with 2 queen beds 2 single beds, 2 bathrooms, a wonderful terrace facing Assisi and a large terrace where you can eat and relax quietly Wi-Fi, smart TV, air conditioning, on-site parking. It has bus services across the street, a supermarket 100 meters away, a historic pizzeria restaurant 50 meters away, a pharmacy and tobacco shops to buy bus tickets near the house.

Guest favourite
Home in Belfiore
5 out of 5 average rating, 6 reviews

Casale del Menotre | Countryside Umbrian Retreat

Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.

Top Guest favourite
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, 178 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!

Guest favourite
Home in Spello
5 out of 5 average rating, 18 reviews

​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 🫧

Popular amenities for Cupo holiday rentals