
Holiday rentals in Poggio Cupro
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Poggio Cupro
Guests agree: these stays are highly rated for location, cleanliness and more.

Charming detached country cottage
Charming cottage in the hamlet of Castellaro di S.S.Quirico (AN), in a rustic, simple and comfortable style. With its two bedrooms and two bathrooms, it can comfortably accommodate up to 5 people. Fenced garden for the relaxation of guests and their animal friends. Parking spaces in the courtyard. Very quiet and private location but only 6 minutes from the SS76 connecting Ancona and Perugia. It is located 15 minutes from the Frasassi Caves; 20 minutes from the towns of Jesi and Fabriano; 35 minutes from the beaches.
5.0 out of 5 average rating, 18 reviews
The River House: Relax in the Marche's natural surroundings
Wake up to the sound of the river. The River House is a recently renovated farmhouse nestled in the Marche countryside, where time slows down and silence is the real luxury. A large open-plan space with a fully equipped kitchen and living area accommodates up to 8 people. The three double bedrooms — guarantee privacy and comfort, with air conditioning and a smart TV in each room. The two spacious bathrooms complete the picture. Outside, there's the barbecue, the garden, just nature, the outdoors and the river.
4.94 out of 5 average rating, 100 reviews
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.
5.0 out of 5 average rating, 58 reviews
Pool & SPA - Corporate retreats - 19 people
Welcome to Casal Tartan, your private oasis surrounded by the green of the Marche, in a panoramic and reserved position, with a splendid open view of the countryside and an evocative view of the sea. The entire property is for exclusive use, perfect for large families or groups of friends of up to 19 people looking for relaxation, fun and privacy. An exclusive private SPA and a games room with a pizza oven enrich the experience, for unforgettable holidays even in the coldest seasons.
4.98 out of 5 average rating, 49 reviews
Delicious Treats in Cupramontana
Delightful apartment in a beautiful 18th-century building located in a quiet alley in the historic center. The apartment, with its striking stone vaults and exposed brickwork, is very cool and ideal for 6 travelers. You will find everything you need for breakfast Delightful holiday home in a beautiful 18th-century building located in a quiet alley of the historic center. The fully renovated apartment with striking stone and brick ceilings is very cool and is ideal for 6 travelers.
4.83 out of 5 average rating, 42 reviews
Traditional Italian farmhouse at Borgo La Rovere
Borgo La Rovere was created through the careful restoration of a 19th-century farmhouse, nestled in the peaceful countryside of the Marche region, where tradition and modern comfort come together. Surrounded by olive and pomegranate trees, Borgo La Rovere is the perfect place to experience the tranquillity of the Italian countryside. To learn more about the Borgo, its history and the services available, you can easily find further information dedicated on our website.
4.95 out of 5 average rating, 77 reviews
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.
4.94 out of 5 average rating, 48 reviews
Celeste Erard Guest House
Celèste Erard Guest House is the right starting point for visiting an entire region. The apartment is recently renovated and is located in the historic village of Maiolati Spontini. Sea, hills, mountains, sports, art, theatre, music, historic cities and a vast presence of wine cellars ensure different destinations every day within a half-hour drive. Among the main tourist attractions of the area there are also the natural wonders of the famous Frasassi Caves.
5.0 out of 5 average rating, 18 reviews
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.
4.98 out of 5 average rating, 129 reviews
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!
4.95 out of 5 average rating, 22 reviews
VacanzeNelVerdeGenga 2/4guests Exclusive
Our house, renovated using original materials, is a mix of old and new that transmits warmth, desire for relaxation. The call of the surrounding nature is strong, especially in the veranda, where, the large windows look towards a beautiful view, which on clear days discovers the sea. During the summer, the exclusive swimming pool, infinity, also towards this beautiful landscape becomes the protagonist.
4.98 out of 5 average rating, 56 reviews
The Guest House of the Tavignano Estate
The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.
4.98 out of 5 average rating, 88 reviewsPopular amenities for Poggio Cupro holiday rentals
Other great holiday rentals in Poggio Cupro

Villa del Duca - Private villa with pool
4.94 out of 5 average rating, 18 reviews
Farmhouse in Nature
4.96 out of 5 average rating, 82 reviews
Lulli's house. Relaxing on the Marche hills
4.93 out of 5 average rating, 90 reviews
The little house in the hills
5.0 out of 5 average rating, 18 reviews
Rustic hillside stone
4.88 out of 5 average rating, 17 reviews
CANTINONE: Cozy charming apartment incl. pool
4.91 out of 5 average rating, 23 reviews
Vacation home with pool in the Marche
4.75 out of 5 average rating, 8 reviews
Exclusive luxury farmhouse with infinity pool
4.94 out of 5 average rating, 18 reviewsDestinations to explore
- Riviera del Conero
- Misano World Circuit
- Senigallia Beach
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Fiabilandia
- Oltremare
- Parco Naturale del Monte San Bartolo
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Castello di Gradara
- Rocca Roveresca
- Spiaggia della Torre
- Fonti Del Clitunno
- Malatestiano Temple
- Rocca Maggiore





