
Holiday houses in Cupo
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Top-rated holiday rentals in Cupo
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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.

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.

Overview Pool amid 20 acres of nature|Assisi20km
Your hideaway in the heart of Umbria. This apartment welcomes you with a double bedroom, a living area with a sofa bed, a full-equipped kitchen, and a step-free bathroom. The external table looks out over a pine grove where, if you're lucky, squirrels may pop by to say hello. Set within blossoming woodland, this is a place where share unforgettable experiences: foraging for truffle, trying archery, discovering the world of bees, and wandering among ancient olive trees or a dip in the pool.

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.

Dimora Virgili - Urbino - (Full Historic Center)
Dimora Virgili is a large 80-square-meter apartment located in the heart of Urbino's historic center, in one of the city's oldest buildings. The spaces are generous and equipped with all comforts, designed for a comfortable and relaxed stay. Set in a historical context of great value, the residence combines well-kept and functional environments with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino calmly, living its history without sacrificing comfort.

Historic residence in the center of Gubbio, with a view of the hills
A short walk from Piazza dei Consoli, the Iguvium Dimora is located in the historic center, at the foot of Mount Sant'Ubaldo. A spacious and very quiet home where you can stay in full relaxation. Guests will be able to walk to the most important monuments of this beautiful medieval town, located in the alleys, and stroll through the green Umbrian hills. The availability on request of the covered parking adjacent to the Residence is useful, allowing you to visit the nearby cities.

Villa Adele · Carborello Town
VILLA ADELE is an elegant residence nestled among the rolling hills of the Marche region, perfect for families and groups seeking nature, tranquility, and comfort. From the panoramic terrace and the pool, you can enjoy beautiful sunsets. The spacious interiors, fireplace, and professional kitchen make it ideal for moments of pure relaxation and well-being. PRIVACY AND EXCLUSIVE USE the villa is entirely for your exclusive use: you will not share any spaces with other guests.

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.

Torre Villa Belvedere Luxury & Relax with pool
“TORRE VILLA BELVEDERE” Wonderful 260-square-meter apartment in a 12th-century villa. Private pool (15 meters long and 5 meters wide), billiards table, darts board, large garden, 80-square-meter porch, barbecue, gym, and relaxation area inside the tower. Convenient private parking within the property. Strategically located, 12 Km from Perugia, 4km from the highway, it can comfortably accommodate up to 8 guests 3 double rooms with private bathroom, TV, safe

Wellness Cave & Panoramic Views | Casa di Lucy
• 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 🫧

Cardo Blu be one with nature @ PodereVallescura
Historical stone house recently renovated, a real OFF THE GRID experience where everything is regulated by conserving resources and sustainability. Bedroom has a astonishing view, king size bed, fresh sheets and towels. Two sigle beds are available in the living room. Large bathroom. Kitchenette with everything, fridge, pots and pans, tea, coffee, sugar, honey, eggs from our hens, vegetables from our garden, everything organic. Free Wi-Fi.

Chalet Monte Alago - The only chalet in the Park
The only mountain lodge immersed directly in the meadows of Monte Alago, between Umbria and Marche. Full house for up to 6 people, ideal for those looking for nature, silence, privacy, and natural fresh air. Surrounded only by meadows, woods and trails: perfect for relaxation, hiking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. By night, a starry sky with no lights around.
Popular amenities for Cupo holiday rentals
Other great holiday rentals in Cupo

VacanzeNelVerdeGenga 2/4guests Exclusive

Tuscan dream lux 2-bed, pool, private balcony

Crocicchio Castle

Historic Country House in Coccore

Casa Nonna Irma

The perfect place to enjoy Le Marche

Villa with pool among Marche-Umbria

Emily's Vacation Home in Monte Cucco Park
Destinations to explore
- Lake Trasimeno
- Riviera del Conero
- Misano World Circuit
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Shrine of the Holy House
- Spiaggia Urbani
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- La Scarzuola
- Fiabilandia
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Sirolo
- Parco Naturale del Monte San Bartolo
- Val di Chiana
- Gola del Furlo
- Rocca Roveresca
- Castello di Gradara
- Spoleto Cathedral





