Vacation rentals in Montelupone

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.

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]

We are located in the village of Montelupone overlooking the hills of Macerata up to the sea. The house is spread over 2 floors and consists of: - Automated entry with code - Kitchen with fold-out table - Living room with sofa and TV On the 1st floor there are: - Double room with a large wardrobe - Bedroom with bunk beds - full bathroom with shower All immersed in a relaxing medieval village on the Macerata hills, with a view of the sea on the horizon, which is 15 minutes away by car.

Historic Residence Santa Cassella 7

PLEASE NOTE: MORE HOUSING SOLUTIONS ARE AVAILABLE Immersed in the Marche countryside, in a natural oasis, surrounded by vineyards and fruit trees, you can find the Santa Cassella Historic Residence. Beautiful 1600s villa finely renovated, wrapped in an atmosphere of peace and relaxation. The proximity to the Sea, the Conero Riviera, the Sanctuary of the Madonna di Loreto, and the house of the poet Leopardi, make the Santa Cassella Historic Residence the ideal choice for your holidays.

Romantic little house in the Marche hills

Relax with the whole family in this quiet accommodation located in one of the most beautiful villages in Italy, immersed in the charming Marche countryside overlooking Monte Conero, a few minutes from the sea (Riviera del Conero to San Benedetto del Tronto) and from the cultural cities (Recanati, Macerata, Ancona, Loreto). The Frasassi caves are a unique spectacle in the world, as is the obligation to visit the millenary abbey of SanFirmano, a meeting point for the "Cammini Lautetani".

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.

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 dei Passi Lenti [Residence of the Slow Steps]

Nestled in the heart of the Marche countryside, this home is the ideal place for those who wish to slow down and reconnect with nature, without giving up comfort. Here, greenery surrounds every view, the silence is broken only by birdsong, and time seems to flow more gently. In the surrounding area, nature walks and quiet country roads offer authentic experiences, filled with scents, colors, and the genuine rhythms of rural life.

D'In Su la Vetta Apartment: with pool

35 sqm apartment: - kitchen with induction cooktop, fridge, oven, dishwasher, coffee maker, milk frother; air conditioning, heating; we let our guests choose if they prefer the air fryer or microwave or neither - a bedroom with a double bed equipped with a TOPPER, Smart TV, romantic design colored LED lighting in the headboard and a sofa bed; washing machine - bathroom with hydromassage shower, music, LED lights

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.