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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
Apartment in Valfabbrica
4.99 out of 5 average rating, 81 reviews

Farmhouse and Pool amid olive grooves| Assisi 20km

Your Umbrian refuge, near Assisi. A family-run country estate nestled among 20 acres of olive groves and woodland ,the perfect place to truly switch off. Expect a private outdoor table for your relaxing brackfast, chestnut wood interiors 100% Umbria, a well-equipped kitchen with glass of wine and pool with solarium. We offer truffle foraging, olive grove walks with oil tasting, and archery. Or simply let the pine grove hammock do the rest. The perfect place to carry home more than a memory.

Guest favourite
An open-plan living area combines the kitchen and lounge spaces. A modern kitchen with a checkered backsplash includes a stove and white cabinets. In the lounge, a sofa and a yellow armchair face a wall-mounted TV, with large windows allowing natural light to fill the room.
Apartment in Assisi
4.96 out of 5 average rating, 188 reviews

At the Gates of Assisi

Completely renovated and equipped with all comforts, able to accommodate up to 6 people. "Alle Porte di Assisi " , entirely air conditioned, is a large three rooms apartment, 100 sq.m., with open space large light living room, kitchen with oven and dishwasher; 1 double bedroom with ensuite bathroom, 1 double and 1 twin bedroom, 1 bathroom with shower and large panoramic terrace; 500 mt walking distance from Assisi. Private reserved parking. Excellent starting point for walking excursions.

Top Guest favourite
Villa in Colombella
5 out of 5 average rating, 109 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, 24 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 spacious outdoor area includes a rectangular pool surrounded by sun loungers and gardens. Lush greenery and blooming flowers enhance the tranquil environment. The stone house is visible in the background, partially shaded by trees, with rolling hills extending in the distance.
Farm stay in Terni
5 out of 5 average rating, 50 reviews

Rural Umbria | 3-bedroom apartment with pool

Tenuta Capitolini is an enchanting stone and brick farmhouse set in nature, surrounded by olive trees and a privileged and suggestive panorama in Umbria. It stands at the foot of the medieval village of Collelungo (twelfth century) with a splendid view overlooking the middle Tiber valley. Precisely because of its central location, is an excellent starting point to continue with cultural excursions in the nearby cities of Perugia, Todi, Orvieto, Assisi, Spoleto, Gubbio.

Guest favourite
Apartment in Assisi
4.92 out of 5 average rating, 12 reviews

Galletta font

An oasis of peace and tranquility within walking distance of the historic center of Assisi, the cottage you will have at your disposal is surrounded by a large fenced garden where you can relax while enjoying the beauty of nature. With a pleasant walk or thanks to the small bus you can reach the center of Assisi. The house consists of a double bedroom, a bathroom, and a spacious dining room with a kitchen where you will find everything you need to cook.

Top Guest favourite
Chalet in Nocera Umbra
5 out of 5 average rating, 28 reviews

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.

Top Guest favourite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 85 reviews

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.

Guest favourite
A historic building with rustic stone walls is shown amidst a lush garden. A serene swimming pool reflects the sky, while vibrant red poppies bloom prominently in the foreground. The landscape conveys a peaceful, natural setting, perfect for relaxation.
Casa particular in Talacchio
5 out of 5 average rating, 12 reviews

An oasis in a historic monastery

Enjoy the unique atmosphere in 'Oasi del Convento', a beautiful apartment in a former monastery from 1476. Built in the time when Leonardi da Vinci painted his masterpieces. The apartment has a private garden, a private parking space and a separate entrance. Outside, it is wonderful to enjoy the pool, in the private garden or in the courtyard.

Top Guest favourite
Cabin in Perugia
5 out of 5 average rating, 17 reviews

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.

Top Guest favourite
A dining area features a rustic wooden table set for two, surrounded by vintage chairs. The stone walls and large windows with diamond-patterned glass create a warm ambiance. A small sofa complements the space, while soft lighting enhances the inviting atmosphere.
Condo in Assisi
4.9 out of 5 average rating, 152 reviews

Loggia of the Comacine Masters

Historic 13th century residence A single-family home 200 meters from the Basilica of St. Francis. In the heart of the historic center, it is equipped with all modern amenities. Period furniture, from the 13th to the 16th century, make it unique in the name of elegance and attention.

Popular amenities for Cupo holiday rentals

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