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Holiday houses in Pennabilli

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Top-rated holiday rentals in Pennabilli

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Guest favourite
A rustic stone structure is featured with a terracotta roof and detailed stonework. An outdoor area showcases a barbecue grill and a table, surrounded by lush greenery and distant mountainous views.
Home in Pietrarubbia
4.95 out of 5 average rating, 41 reviews

Galasterna; at the foot of the mountain

Recently renovated farmhouse that maintains original architectural features. The farmhouse is located in the Municipality of Pietrarubbia in the heart of Montefeltro and is surrounded by meadows and woods of evocative and pristine beauty. Recently renovated farmhouse that maintains all the architectural features of a rural agricultural building. Located in the Municipality of Pietrarubbia in the heart of Montefeltro on the north side with respect to the centre of the capital, in a wonderful panoramic position 700 m above sea level, it enjoys a cool and ideal climate to escape the summer aphids. From this position it is possible to see the most beautiful mountains of the Apennine ridge towards the south until you reach Monte Conero, and some typical towns of Montefeltro such as Sassocorvaro and Urbino. To the northwest is Mount Carpegna with its picturesque Ripa known as the "coast of jumps" that highlights the sandstone stratification of Mount Carpegna. It is possible to reach in a few kilometres small and important ancient villages such as San Leo, Montecerignone, Cavoleto, Frontino and many others that offer, especially in the summer, local festivals and medieval revisions for a dip in the past. The house is surrounded by meadows and woods of evocative beauty and a still unspoilt environment, inhabited in every corner by nature, a privileged guest and always present, offers an ideal place to rest your mind and body. Guests can access the entire structure using all the services provided Guests will be assisted by the staff of the structure for any eventuality or need. In addition, the staff will be happy to illustrate nature trails and itineraries and suggest popular events in the surrounding area. Pietrarubbia is a hilly town of medieval origins. The town is dominated by the majestic summit of Mount Carpegna, which shows steep slopes on this side, with thick beeches alternating with bare rock; allaround there is a varied mosaic of crops, forests and, here and there, sharp rocky spurs dominated by ancient fortresses. The ancient village is just steps away and deserves your attention. The vast territory around the house is magnificent to visit on horseback or with a beautiful walk. A horse ride to the green lands of Montefeltro! Enjoy the wonderful views of the area on a horse ride along the itineraries proposed by us.

Top Guest favourite
An outdoor terrace features a stone wall on one side and metal railing that opens to scenic valley views. A table is surrounded by several wrought-iron chairs, all shaded by a retractable canopy. Light flows through white curtains, creating a serene atmosphere.
Earthen home in Pennabilli
4.96 out of 5 average rating, 28 reviews

Villa Elisa with a view

The house, of ancient origins and one of a kind, has a structure divided into several levels of modest size with original and suggestive environments. At street level, there is the entrance to the sitting area and a bathroom with terrace. Going up the stairs, you access the sleeping area with 1 double bedroom overlooking the valley and 1 single open space with bunk bed and window overlooking the village. On the lower floor, the kitchen complete with appliances gives access to the exclusive and private garden.

Guest favourite
A serene sleeping area features a spacious bed with neutral bedding, complemented by a rustic stone wall. A small bedside table with a lamp is positioned next to the bed, while soft natural light fills the room from a window adorned with light curtains.
Home in Mercato Saraceno
4.96 out of 5 average rating, 27 reviews

Casa del Moro

Our house, Casa del Moro, is located in the ancient historic center of a century-old village in the Savio valley. The ancient village in which it is located, Mercato Saraceno, already existed in 1153 when Saraceno degli Onesti wanted to create a market near the water mill, on the open space near the river with the only bridge over the Savio between Cesena and Bagno di Romagna. Casa del Moro has maintained the style of the medieval village, adding elements of recovery to support its centuries-old identity.

Top Guest favourite
A charming green cottage is nestled amidst trees, surrounded by well-maintained greenery. The building features wooden shutters and a rustic stone pathway leading to a private entry. Sunlight filters through the leaves, creating a serene atmosphere in the garden area.
Tiny home in Novafeltria
4.99 out of 5 average rating, 115 reviews

A house with every comfort surrounded by greenery

Ideal house for those looking for intimacy and relaxation. Only one!Well-kept environment equipped with every comfort. It accommodates two people and a child up to 3 years old. An English bathtub in the double bedroom. Perfect home for bikers with a bicycle garage. Outside, a large fully fenced garden and an exclusive patio where breakfast is served. Barbecue available. Adjacent to the Marecchia River bike path, which can be reached from the garden. Ideal accommodation for exploring the Marecchia Valley.

Top Guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 509 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favourite
Home in San Marino
4.98 out of 5 average rating, 177 reviews

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

Top Guest favourite
Home in San Leo
4.97 out of 5 average rating, 35 reviews

San Leo Historic Center A/C Relax

Small house, quiet and romantic, renovated, with air conditioning, in the historic center of San Leo. The house can be reach by walk via a comfortable staircase from Piazza Dante and overlooks a small garden. All tourist attractions are within walking distance, as well as car parks, minimarket, bars, restaurants, artisan shops,farmacy and the famous Cagliostro Fortress. Ideal location to discover the historical and naturalistic beauties of Montefeltro region, riviera Romagnola and San Marino.

Guest favourite
A bright living area features a spacious white sofa adorned with decorative pillows. A round glass coffee table sits in front, surrounded by a light-colored rug. A bookshelf filled with various books and decorative items is visible in the background, complementing the overall modern decor.
Loft in Urbino
4.93 out of 5 average rating, 107 reviews

Suite 64

L'appartamento di 80mq è ubicato in una caratteristica via del centro storico, con uno splendido affaccio sulla vallata e sul Mausoleo dei Duchi di Urbino. É composto da una camera matrimoniale con cabina armadio, ampio living con cucina a penisola e ampio bagno. L'arco che ingloba la cucina è di epoca romana mentre in camera si possono trovare travi in legno di epoca rinascimentale L’alloggio è ubicato nel quartiere di San Bartolo e dista 100 metri dalla zona monumentale di Urbino.

Top Guest favourite
Apartment in Urbino
5 out of 5 average rating, 10 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
An entrance to a stone and wood cottage is visible, showcasing a wooden door flanked by a vintage-style light fixture. The surrounding area features a gravel path, with stone walls creating a rustic aesthetic. A vehicle is parked nearby, hinting at accessibility.
Tiny home in Pennabilli
4.89 out of 5 average rating, 19 reviews

Villetta Vittoria -Country House-the barn

The beautiful setting of this romantic place a stone's throw from Pennabilli will leave you speechless. A small stone and wood house with a courtyard of about 300 meters with pergola, table and barbecue. The annex of Villetta Vittoria was built after renovating a small barn. The bed is housed in the loft, which is accessed by a typical ladder. The furniture features a 1900s desk, a 1800s bookcase and a sofa bed. Refrigerator, kettle and coffee maker.

Top Guest favourite
A spacious bedroom features a king-size bed with neutral bedding, complemented by decorative pillows. Soft lighting is provided by wall sconces, while natural stone walls add texture. A small bedside table and an armchair enhance the inviting ambiance.
Home in Sarsina
4.98 out of 5 average rating, 61 reviews

Nature Retreat | Peace & Relax in the Hills

A stone house immersed in nature, in the heart of Romagna, between the Apennines and historic villages. A peaceful and quiet place for those seeking slow living, intimacy and relaxation, with a private hot tub. La Cappelletta holds generations of memories and is now a space to live slowly: sleep, cook, taste, meditate and enjoy the silence. Perfect for romantic stays, escapes from the city, retreats with friends or weekends away from the noise.

Top Guest favourite
The outdoor pool area is surrounded by neatly trimmed cypress trees and colorful gardens. A gentle slope leads to the pool, with views of the rolling green hills in the background. Sun loungers and umbrellas are placed around the pool, creating a serene atmosphere.
Farm stay in Anghiari
5 out of 5 average rating, 49 reviews

Tuscan dream lux 2-bed, pool, private balcony

Explore Tuscany in a beautifully decorated 2-bedroom, 2 bathroom apartment with all amenities & a log fire. Welcome to your luxurious home in the heart of Tuscany, Italy, where every moment will be a new adventure. This beautifully designed and well-furnished apartment is located in a restored farmhouse, surrounded by olive groves, vineyards, and rolling hills, offering you the best of Italian living.&

Popular amenities for Pennabilli holiday rentals

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Rimini
  5. Pennabilli