
House holiday rentals in Cupramontana
Find and book unique houses on Airbnb
Top-rated house rentals in Cupramontana
Guests agree: these houses are highly rated for location, cleanliness and more.

La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago: your refuge at Trasimeno Rediscover your inner harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago holiday home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit villages such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find bars, restaurants, a supermarket, a pharmacy, a cashpoint and children's play areas; 3 km away, there is a swimming pool where you can relax in the summer.

House "Independent" close to the Historic Center
This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome

Farmhouse with garden and pool for exclusive use of wifi
Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.

San Vicino Guesthouse
The cottage is located among the hills of the Marche region in a really quiet and peaceful area ideal for spending moments of peace and quiet.We are in the land of Verdicchio di Matelica just minutes from the Frasassi Caves, less than an hour from the Adriatic coast and the Sibillini mountains.Convenient location to reach the magnificent villages of Marche and Umbria. In the area you will find cycle paths, the airfields of Mount Cucco. The village is an important stop on the Capuchin Way.

All-Inclusive Sea Villa • 16 Guests • Beach&Center
⭐ ALL-INCLUSIVE LUXURY FOR GROUPS UP TO 16 🏖 Beach Resort + 🥐 Breakfast + 🅿️ Parking + 🫧 Jacuzzi + 🪴 Garden INCLUDED 📍 1 min walk to beach & historic centre ✨ This is not just a house — it’s a full experience. Stay in the heart of Fano, just 1 minute walk from both the beach and the historic centre. Perfect for families and large groups up to 16 guests who want space, privacy and everything already included. Everything is designed to give you maximum comfort with zero stress.

Casa Spagnoli
Following the recent introduction of the Limited Traffic Zone (ZTL), it is not possible to access our car park during restricted hours. Period residence in the heart of Assisi's historic centre, convenient for getting around on foot, with free on-site parking. The property comprises a spacious dining room overlooking the Basilica of Santa Chiara, a kitchen, and two bedrooms with two en-suite bathrooms equipped with a bathtub and shower. Equipped with Wi-Fi, television and heating.

Wellness Grotto & Panoramic View | Lucy's House
• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with hot tub, outdoor fireplace, and the silent Umbrian valley stretching out before you. Step inside, light the fireplace, and descend into your private wellness grotto: infrared sauna and chromotherapy hydromassage tub, for your exclusive use throughout your entire stay. No timetables, no other guests. Just you. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧

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.

The Colored House
"La Casa Colorata" is a structure from another time. Immersed in the typical countryside of the area where the hills, carpeted with fields of wheat, sunflowers and vineyards, envelop the eye without parsimony. You can experience authentic contact with nature, whose scents and sounds will accompany you at any time of day. The farmhouse is surrounded by various types of trees: mulberry trees, rose gardens, fruit trees and the historic passion for flowers of all kinds.

The Aurora Residence inside the Castle of Gradara
Intimate and charming 90-meter house inside the romantic Castle of Paolo and Francesca, in the hinterland of the Marche and Romagna Riviera. The privileged location: inside the walls of the Castle and in the heart of the charming medieval village, among shops, bars, taverns, restaurants and the convenience of being 10 minutes from the sea. The comfort of a real home inside the castle of the legendary love story. Parking is also available and pet-friendly!

Dimora nel Borgo - A Relaxing Home
The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.

Apartment for 4 pers. with pool, min stay 5 nights
Peace, space, and panoramic views Escape the crowds in this peaceful little paradise. Enjoy our panoramic pool with comfortable sun loungers and relaxed hammocks on the large terrace. While you’ll find complete privacy here, the medieval village of Poggio Cupro is just a few minutes' walk away. For cozy restaurants, bars, and shops, a 5-minute drive (2 km) takes you to Cupramontana. The perfect home base for discovering authentic Italy!
Popular amenities for house rentals in Cupramontana
House rentals with a pool

Almifiole

Villa delle Rose Charming Villa with home SPA

Tower - Fonte Sala Agritourism

Getaway to Umbria, Villa Claudia

VILLA MORAIOLO- EXCLUSIVE SPA

GrazieSole Agriturismo exclusive whole house

Country house with pool in northern Umbria bordering Tuscany

Stone Villa: view, pool, bbq, a/c ensuite bedrooms
Weekly house rentals

La Bellavista - Garden & View relax historic center

The Corner of the Tower "elegant home"

CASA DE NONNA PEPPA farmhouse all to yourself

CV - A Cosy Countryhouse with a view in Umbria

Genga Terme Retreat | Cozy 1 BR Apt. near Frasassi

Elegant apartment by the sea on two levels

Villa overlooking Rimini and San Marino

Romantic suite in the village of Castelleone (Deruta)
Private house rentals

The ancient lemon grove

Sorgiva

Small self-contained stone loft with garden

Maestrale Cottage - M&M Holiday House

Charming detached country cottage

Poetic glass house in the countryside

An ancient Villa in Gubbio

Casa dei Valli – Duchy of Urbino
Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Misano World Circuit
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Sibillini Mountains National Park
- Shrine of the Holy House
- Oltremare
- Furlo Gorge Nature Reserve
- Fiabilandia
- Mount Subasio
- Tennis Riviera Del Conero
- Parco Naturale del Monte San Bartolo
- Spiaggia di San Michele
- Sibillini Mountains
- Sirolo
- Spiaggia Urbani
- Castello di Gradara
- Gola del Furlo
- Rocca Roveresca
- Rocca Maggiore
- Cathedral of San Lorenzo
- Fonti Del Clitunno





