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Vacation rentals in Montelupone

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Top-rated vacation rentals in Montelupone

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Home in Macerata
5 out of 5 average rating, 3 reviews

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!

Guest favorite
A neatly arranged bed is featured in a bright room, with two rolled towels placed on the sheets. Large windows draped with sheer curtains allow natural light to enter, revealing a view of greenery outside and providing a peaceful ambiance.
Home in Loreto
5 out of 5 average rating, 22 reviews

"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.

Guest favorite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.96 out of 5 average rating, 73 reviews

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."

Top guest favorite
The living area features a blend of comfortable seating with a brown leather sofa and wooden dining furniture. A round table with green chairs is positioned near large glass doors, allowing natural light to enter the space. Bookshelves line one wall, adding a functional touch.
Home in Montecosaro
4.97 out of 5 average rating, 74 reviews

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 😉😉

Guest favorite
Vacation home in Montelupone
5 out of 5 average rating, 11 reviews

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.

Top guest favorite
Home in Montelupone
4.92 out of 5 average rating, 51 reviews

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".

Top guest favorite
A spacious outdoor area features neatly arranged stone pathways leading to a wooden Jacuzzi, set on a concrete platform. Lush green grass surrounds the space, with a sunbathing area consisting of white lounge chairs in the foreground. The tranquil hillside landscape provides a scenic backdrop.
Apartment in Montecosaro
5 out of 5 average rating, 50 reviews

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.

Guest favorite
An elegant two-story building features a rustic brick facade and a tiled roof. Flower pots adorn the entrance, with greenery surrounding the gravel pathway. The location is framed by a sunny blue sky and distant hills, providing a serene countryside backdrop.
Apartment in Recanati
4.92 out of 5 average rating, 13 reviews

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

Guest favorite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 87 reviews

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.

Superhost
Barn in Macerata
5 out of 5 average rating, 4 reviews

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 ♥️

Top guest favorite
A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home in Maiolati Spontini
4.98 out of 5 average rating, 120 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.

Top guest favorite
An infinity pool is set against a backdrop of rolling fields and olive trees. Two shaded umbrellas provide coverage over several lounge chairs positioned on a stone patio. Colorful flowers line the edge of the pool area, contributing to the serene outdoor environment.
Condo in Potenza Picena
4.99 out of 5 average rating, 68 reviews

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 vacation rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Macerata
  5. Montelupone