
Holiday rentals in Montelupone
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Top-rated holiday rentals in Montelupone
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Sweet hills
Dolci Colline – Relax in the Macerata countryside Welcome to Dolci Colline, a house nestled in the quiet Marche countryside, just minutes from the center of Macerata. A place to regenerate amidst nature and silence, with parking and a large garden where you can relax and admire the landscape. Perfect for couples and families looking for an authentic and sustainable setting, away from the noise and close to the beauty of the area. Experience the serenity of the Marche hills... we look forward to seeing you!

"La Roccetta" Vacation Home
Casa Vacanze "La Roccetta" is a terraced house surrounded by greenery, within walking distance of the center of Loreto and a few kilometers from the beaches of the Conero Riviera and Recanati, the birthplace of the famous poet Giacomo Leopardi. Located in a quiet and private location, the house can comfortably accommodate up to 4 people: ideal for families, couples or small groups of friends. Perfect for those who want to relax away from the chaos, without giving up the comfort of the sea just minutes away.

Farmhouse in Nature
Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."

Laura's Country House
The old brick farmhouse is located near the historic center. It is spread across two floors. The first floor consists of a large living room, kitchen and a bathroom and the second floor consists of 3 furnished and comfortable bedrooms, 2 bathrooms, all for the exclusive use of guests. There is a garden and an olive grove with 70 olive trees. The farmhouse is also 10 km away from the sea. There is a beautiful pool to relax in 😍 This is the official listing to ask for info. Dog-friendly facility 😉😉

Borgo Montelupone [The Window on the Sea]
Ci troviamo nel borgo di Montelupone con vista sulle colline maceratesi fino al mare. La casa è dislocata su 2 piani ed è composta da: - Ingresso automatizzato con codice - Cucina con tavolino apribile - Salotto con divano e Tv Al 1° piano ci sono: - Camera matrimoniale con ampio armadio - Camera con letti a castello - bagno completo con box doccia Il tutto immerso in un rilassante borgo medievale sulle colline maceratesi, con vista all'orizzonte sul mare che dista 15 minuti di auto.

Dimora VistaMare 2.0
Located in the hills of Montecosaro in a quiet and private location, this accommodation enjoys a wonderful sea view and a beautiful view of the Conero. Renovated in 2024 with selected materials and attention to detail, the house maintains the warm and welcoming atmosphere of the country farmhouse. You can stay away from the hustle and bustle of the city while still having the sea and the cheerful city of Civitanova at your fingertips. A Jacuzzi is available for the two accommodations.

la Cascina del Poeta: A Silvia, ground floor, 5 people max
The Cascina del Poeta is an ideal place to spend your holidays in peace and quiet. The property is a pet-friendly and bike-friendly family. We have 4000 square meters of garden with fruit trees, swings, and a 50-inch smart TV. We have a large free parking lot. The two-room apartment has a kitchen equipped with dishes, oven, fridge, stove, coffee pod machine, kettle, washing machine, and sofa bed. Bathroom with shower, bedroom with king size and single bed. WiFi. WALLBOX charging

Romantica casetta sulle colline marchigiane
Rilassati con tutta la famiglia in questo alloggio tranquillo situato in uno dei borghi più belli d'Italia, immerso nella ridente campagna marchigiana con vista sul Monte Conero, a pochi minuti dal mare (riviera del conero fino san Benedetto del tronto) e dalle città culturali (Recanati, Macerata, Ancona ,Loreto ).Da vedere le grotte di Frasassi uno spettacolo unico al mondo, come è obbligo visitare l'abbazia millenaria di SanFirmano punto di ritrovo per i "Cammini Lautetani".

The house in the old granary
The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Country Barn Retreat | Nature & Digital Detox
Former 19th-century hay barn immersed in the rolling hills of Le Marche. True silence, no phone signal, fast Wi-Fi and nature all around. Only 10 minutes from Macerata — yet a world away! Casa Galli is a restored late-1800s hay barn, attached to our family home and surrounded by open countryside. This is not a polished countryside resort: it is real rural life — light, birdsong, changing seasons, animals, earth. If that resonates with you, you’ll feel at home here ♥️

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.

Casa Leccino (house with a view)
Welcome to the beautiful Marche countryside just minutes by car from the beaches of the Adriatic Riviera. The large 120 sqm apartment, equipped with air conditioning, is an ideal base for a quiet stay by the sea or to discover the extraordinary historical/landscape and food and wine richness of the Marche region. Infinity swimming pool overlooking the olive grove, outdoor furniture, barbecue and patio shared with other guests of the property.
Popular amenities for Montelupone holiday rentals
Other great holiday rentals in Montelupone

Spacious Stay in Montelupone

Appartamento D'In Su la Vetta con piscina al sale

Dependance surrounded by greenery

Esclusivo appartamento al mare AC Wifi parcheggio

Le Mura di Morro |Vista | Mare a 20 min

Casale Camposole

Casale Sotto le Stelle (Farmhouse Under the Stars)

Vision and Virtue *[Villa Gentiloni]*
Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Sibillini Mountains National Park
- Shrine of the Holy House
- Spiaggia Urbani
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Spiaggia della Torre
- Lame Rosse
- Mezzavalle
- Spiaggia di San Michele
- Parco Naturale Regionale Della Gola Della Rossa E Di Frasassi
- Sferisterio di Macerata
- Riserva Naturale Regionale Sentina
- Palazzo Buonaccorsi
- Paper and Watermark Museum Fabriano
- Cathedral of San Ciriaco
- Arch of Augustus





