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Holiday rentals in Montelupone

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Top-rated holiday rentals in Montelupone

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

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Guest favourite
Farm stay in Rustico, Polverigi
4.91 out of 5 average rating, 66 reviews

House in nature - Green Forest

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 favourite
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 😉😉

Top guest favourite
The Sferisterio theater is highlighted by its grand brick colonnade, illuminated against a dusk sky. The curved structure features multiple seating levels with historic elements and a vibrant atmosphere, showcasing an audience gathered in anticipation of the evening performance.
Flat in Mogliano
4.94 out of 5 average rating, 34 reviews

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

Guest favourite
Apartment in Montelupone
4.88 out of 5 average rating, 42 reviews

1889_ Modern Studio Apartment In Historic Building

You will immediately feel at home in the charming village of San Firmano, where time has moved slowly for centuries. Set in the picturesque Marche countryside, your accommodation is only steps away from the Romanesque San Firmano Abbey and the tireless Potenza River, which flows just outside the village. Each day when you awake, the song of the birds will wish you Buongiorno. From this oasis of peace, you can explore the region and travel to many memorable destinations within a few minutes.

Top guest favourite
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.
Flat in Montecosaro
5 out of 5 average rating, 44 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 favourite
A dining area is illuminated by natural light coming through an open door, leading to a private outdoor space. A round white table is surrounded by four chairs, accompanied by a decorative arrangement of orchids. Exposed wooden beams enhance the rustic charm of the ceiling.
Flat in Ascoli Piceno
4.87 out of 5 average rating, 23 reviews

Charme in Centro with private parking

If you are looking for the tranquility and charm of the Old Town in the city of "100 Towers", this delightful apartment will amaze you. Located on the ground floor of a skilfully renovated building, modern three-room apartment with private courtyard, it combines comfort and an enviable location. Immersed in an extremely quiet context, in a typical "rua" in the most authentic part of the center. You can reach all the main attractions in 5 minutes, ideal for visiting Ascoli in comfort.

Top guest favourite
A spacious bedroom is presented with a large bed featuring a neutral-toned quilt. A bedside table is positioned beside the bed, and a white wardrobe stands against the wall. Natural light enters through a doorway, enhancing the room's brightness.
Home in Montelupone
4.92 out of 5 average rating, 50 reviews

House in the Marche hills

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".

Guest favourite
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, 85 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, 3 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 favourite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 84 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.

Superhost
The image showcases a spacious infinity pool in front of a charming farmhouse. Sunbeds and umbrellas are arranged on the lush lawn. The modern portico with seating is visible, providing a comfortable outdoor space with a view of the surrounding countryside.
Villa in Staffolo
5 out of 5 average rating, 3 reviews

Casa Pilar 4+1, Emma Villas

From a humble farmhouse to a prestigious country house destined for unforgettable stays, Casa Pilar arises from the remains of a typical farmhouse of the Marche countryside that had been abandoned and reduced to decay. The name itself, "Pilar", was inspired by the female character of the famous novel by Hemingway, "For Whom the Bell Tolls".

Guest favourite
A spacious open-plan living area is highlighted by large windows offering panoramic sea views. A white sectional sofa is positioned near a sleek pool table, while a dining table with chairs is visible in the background. Natural light fills the space, enhancing the modern decor.
Flat in Civitanova Marche
4.94 out of 5 average rating, 17 reviews

[Luxury Seafront Penthouse] Parking & Beach

Property managed by Host Hero Marche Welcome to our exclusive penthouse on the sixth floor of a recently built building, located in a privileged position along the seafront of Civitanova Marche. This apartment offers breathtaking sea views and unparalleled comfort, making it perfect for a relaxing and rejuvenating vacation.

Popular amenities for Montelupone holiday rentals

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