Vacation rentals in Cupo

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Top-rated vacation rentals in Cupo

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Guest favorite

A scenic view showcases a rustic property set against rolling green hills, with a medieval castle visible in the distance. The expansive landscape is dotted with trees, and a second building is situated nearby, highlighting the peacefulness of the countryside.

Cottage in Cagli

4.88 out of 5 average rating, 26 reviews

Spacious country house, with castle view & garden

Cozy escape for a family (or group) to the authentic Italian countryside: 3 bedrooms, 2 bathrooms, a fully equipped kitchen and a spacious living/dining area with all you need to cook. The covered terrace is ideal soak in the breathtaking views of rolling hills and a medieval Frontone castle in the distance. Whether you're enjoying your morning coffee or savoring a glass of wine at sunset, the terrace and garden provide the ideal setting. In colder months the house is heated with a pellet stove.

Guest favorite

A charming stone house is framed by lush greenery and a well-kept lawn. A pathway leads to the entrance, bordered by flowering plants. The backdrop features rolling hills under a partly cloudy sky, enhancing the serene countryside setting.

Guest suite in Gubbio

4.84 out of 5 average rating, 356 reviews

The peaceful corner in Gubbio, a dip into the Middle Ages.

The accommodation is independent and consists of a single bedroom with the addition of a second bed (THE DOUBLE VERSION IS NOT PROVIDED) from a bathroom with services and shower. THERE IS NO KITCHENETTE. It is part of a villa completely surrounded by greenery. Just 2 km from the historic center of Gubbio, with private parking. The accommodation is new, equipped with heating, linens and towels, a coffee maker, kettle for tea and herbal teas and hairdryer. Tourist tax is payable on site.

Guest favorite

A rustic stone house features wooden shutters and a porch shaded by creeping vines. An outdoor dining table is set beneath a large tree, and rolling hills adorned with olive trees can be seen in the background, contributing to the serene landscape.

Cottage in Assisi

4.84 out of 5 average rating, 44 reviews

La Sentinella Assisi. Historic farmhouse and swimming pool

Antica villa esclusiva sulle colline di Assisi, con vista mozzafiato, piscina privata, torre dell'800 e un parco di quasi due ettari. Gli ospiti vengono accolti personalmente con cura e passione, ricevendo consigli su esperienze autentiche. Ampi spazi con camini, ambienti in pietra, 5 camere e 5 bagni. Perfetta per famiglie e gruppi, a due passi da Assisi, dalla quale raggiungere ogni angolo del cuore verde dell’Umbria. Un luogo raro, dove la pace incontra la storia.

Guest favorite

A serene pool area is depicted at sunset, reflecting the vibrant colors of the sky. Umbrellas and loungers are positioned nearby, surrounded by hills and trees. Birds can be seen flying in the distance, enhancing the tranquil setting.

Condo in Genga

4.96 out of 5 average rating, 25 reviews

Al Borgo delle Rondini

An apartment in the Borgo delle Rondini residence, with direct access to a private swimming pool and with a beautiful view of the Frasassi Gorge from which to see the sun rise. Enjoy the calm, peace and tranquility of this unique and relaxing space, a paradise surrounded by nature and so close to the Frasassi Caves, the fascinating Valadier temple within the rocks and lots of hiking trails in the nature. CIR 042020-LOC-00015 CIN IT042020C2JZMF69LH

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, 129 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

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, 148 reviews

Apartment in Gubbio's historic center

Sara Jane's tourist rental rises 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 old wooden beams, and a view that makes the stay unique! Very quiet pedestrian area. There is a kitchen, bathroom and double bedroom (any bed and high chair x children). 200m away, free parking. In the house, all the comforts for a relaxing stay!

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, 127 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

A spacious terrace is shown with two lounge chairs featuring patterned cushions. A small table and two folding chairs are visible, alongside an open door leading into the apartment. The stone wall texture of the building complements the warm sunset light.

Condo in Spello

4.95 out of 5 average rating, 240 reviews

"Al Belvedere" Charme & View Tourist Lease

In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

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, 21 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

Top guest favorite

A spacious sleeping area features a comfortable bed with patterned bedding and decorative pillows. Exposed wooden beams enhance the rustic charm, while a skylight allows natural light to fill the room. A minimalist side table and a small television complete the inviting atmosphere.

Home in Caprile

4.96 out of 5 average rating, 26 reviews

Montana House in Stone-Garden-Panorama-Jacuzzi

We look forward to welcoming you to our Holiday Home, from where you can set off to discover this incredible and fascinating corner of the Marche. Here the holiday transforms into an interlude of authentic pleasure between relaxing breaks and outdoor adventures. An enchanted place for a holiday in close contact with nature, away from the stressful routine of the city.

Guest favorite

An open living space is characterized by exposed stone walls and wooden ceiling beams. A red sofa is positioned near two windows, providing natural light. A wooden dining table surrounded by chairs invites communal meals, while a wooden cabinet adds practical storage.

Apartment in Gubbio

4.86 out of 5 average rating, 337 reviews

Medieval Suite

An amazing apartment in the historical building of "Bargello" in the heart of Gubbio. Just a few steps away from Piazza Grande. It accommodates up to 5 people in a double bedroom, a double sofa-bed and a single mattress in the living room. Baby crib available upon request. The fireplace unfortunately cannot be used .

Superhost

The entrance to the charming stone house is framed by wooden shutters and features a welcoming arched doorway. Two benches and a few potted plants adorn the patio area, while terracotta pots add to the rustic appeal. The surrounding architecture highlights traditional regional elements.

Home in Fabriano

4.97 out of 5 average rating, 33 reviews

Fabriano (Castello fra due Valli, 2) Nebbiano

In an old house, an elegantly renovated environment will offer you an unforgettable stay between nature, mountains and culture. Near the beautiful medieval town of Fabriano, 10 minutes from the Grotte di Frasassi, 40 minutes from Perugia and an hour from the sea: the perfect holiday for every family.