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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 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, 50 reviews

Historic residence in the center 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
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.

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
A spacious outdoor area features a swimming pool surrounded by olive trees and sun loungers. The estate is nestled in a hillside, offering scenic views of the lush, rolling landscape. A well-maintained house is visible in the background, showcasing a warm, inviting exterior.
Apartment in Valfabbrica
4.96 out of 5 average rating, 45 reviews

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.

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
Apartment in Urbino
5 out of 5 average rating, 13 reviews

Dimora Virgili - Urbino - (Full Historic Center)

Dimora Virgili è un ampio appartamento di 80mq situato nel pieno centro storico di Urbino, all’interno di uno dei palazzi più antichi della città. Gli spazi sono generosi e dotati di tutti i comfort, pensati per un soggiorno comodo e rilassato. Inserita in un contesto storico di grande valore, la dimora unisce ambienti curati e funzionali a un’atmosfera silenziosa ed elegante. Ideale per chi desidera vivere Urbino con calma, abitandone la storia senza rinunciare alla comodità.

Guest favourite
Villa in Crispiero
5 out of 5 average rating, 6 reviews

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.

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.

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

​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 🫧

Top Guest favourite
The rustic stone house is set amidst lush greenery, showcasing a traditional architecture with a tiled roof and charming turrets. Solar panels are visible on the roof, blending sustainability with the natural landscape of rolling hills and trees.
Farm stay in Perugia
5 out of 5 average rating, 72 reviews

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.

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.

Popular amenities for Cupo holiday rentals

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