
House holiday rentals in Cupramontana
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Top-rated house rentals in Cupramontana
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Farmhouse in the hills 10 minutes from the sea of Senigallia
Our farmhouse was completely renovated in 2017 in the original Marche style. The house is bright and modern and equipped with all comforts. An outdoor garden offers sweeping views of the hills. The quiet and peaceful place will make you spend days of full relaxation! In the garden you will find Wendy, a friendly playful Labrador who will be adopted by you for the duration of your vacation, and some cats. NB Tourist tax: the municipality of Senigallia applies a tourist tax of 1 euro per day per person for those over 14 years of age, up to a maximum of 7 days of stay

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

An ancient Villa in Gubbio
The "Bishop" is part of a complex of 1300 d.c. and rebuilt by the Bishop Maria Cavalli.It was built on Mastro Giorgio Andreoli Properties, the Greatest ceramist painter of All Time . Place in front of the Episcopal palace and just beside the offices of the Curia, our wonderful place is in the Ancient Heart Center of Gubbio. Few steps From the monuments more representative of the city as the famous Palazzo dei Consoli, the Ducal Palace, the Cathedral and the best restaurants and craft shops.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

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.

Sant 'Agelicahouse
Stone house, in the mountains, in the heart of Umbria, above the Acciano dam, visible a few steps from the house. The house is located near the Sant'Angelica congress center, and about 15 minutes from the homonymous sources. Immersed in nature, it is located in an ideal environment for a relaxing trip, walks and cycling lovers. A short distance from Gualdo Tadino, and the medieval village of Nocera Umbra. By car you can reach Gubio, Foligno, Spello, Spoleto, Assisi, Perugia

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME
In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.

The cottage in nature
The house is a small apartment converted from a Marche-style farmhouse. Traditional furnishings revisited in a modern way and the use of natural materials make it authentic, cozy and intimate. It is located on the ground floor, overlooking a large lawn with a view of the green hills. It has a kitchenette with a fridge, sink, two electric hobs and a microwave. A refuge where you can experience regenerating moments in a disruptive nature and discover a rich territory

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!

Casale del Menotre | Countryside Umbrian Retreat
In the heart of the Menotre Valley, near Rasiglia and the Menotre Waterfalls, Casale del Menotre welcomes you into an atmosphere of peace and relaxation. After a day exploring Umbria, unwind in the hot tub, hammock and BBQ area surrounded by nature. The house offers Wi-Fi, Smart TV with personal Netflix access, air conditioning and 3 bedrooms, one with private bathroom. Non-professional tourist rental without extra services.
Popular amenities for house rentals in Cupramontana
House rentals with a pool

Villa, 5 minutes from downtown Fano

Almifiole

Assisi Countryside Retreat: The Nest in the Oaks

3Villa in front of the beach with parking and bikes

Villa Ida – Ca’ Doccio Holiday

Getaway to Umbria, Villa Claudia

Mini apartment with pool Villa Cerqueto

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

Claire's house SIROLO CENTRO

La Bellavista - Garden & View relax historic center

San Vicino Guesthouse

"Casa Amelia" at M. Conero, a stone's throw from Portonovo

PalmHouse Cristian

Marche farmhouse with sea view in Fano (PU)

Genga Terme Retreat | Cozy 1 BR Apt. near Frasassi

Elegant apartment by the sea on two levels
Private house rentals

Blue House

The little house in the hills

Delightful Cottage among the vineyards

The ancient lemon grove

The Conero Olive Trees (Ancona – Portonovo)

A little house in the woods

Villa nestled in the Marche hills

Maestrale Cottage - M&M Holiday House
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





