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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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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 favourite
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.
Apartment 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 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
A spacious sleeping area features a large bed with crisp linens, positioned next to a panoramic glass wall that offers stunning views of rolling hills and distant mountains. Light curtains frame the window, and a comfortable leather sofa adds warmth to the modern design.
Flat in Macerata
4.95 out of 5 average rating, 141 reviews

The Show

Relax in this elegant and modern newly built apartment, centrally located, convenient for walking around the entire historic center, featuring a large panoramic window that allows you to admire the Marchigiane hills up to the sea with the backdrop of Monte Conero. The property is equipped with every comfort suitable for even long stays, private parking space with direct access to the apartment. It is 20 km from Leopardi house museum, 30 km from Civitanova, 26 km from the sanctuary of Loreto

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, 48 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
Flat in Pedaso
4.85 out of 5 average rating, 27 reviews

Mondomini-Large apartment with panoramic terrace

Our charming house is on a top of a hill very close (5 mins drive) to the beach of Campofilone and Pedaso, arts and culture of Fermo, restaurants and dining in Campofilone, Grottammare, Cupra, Porto San Giorgio. You’ll love our place for the light, the coziness, the beautiful views of the sea, the hills and countryside, the mountains, its true peacefulness. Our place is good for couples, artists and writers, bikers and solo adventurers. We speak fluently English, French, Italian.

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

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".

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, 86 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
A spacious bedroom features a king-size bed with crisp linens and towels neatly arranged. A soft archway accents the wall behind the bed, with a small table and a plant placed nearby. Natural light filters through the window adorned with sheer curtains.
Apartment in Macerata
4.95 out of 5 average rating, 57 reviews

Elegant Casa Tosca with balcony [Sferisterio]

Elegant and characteristic apartment with lovely terrace. 100 meters from the Sferisterio, it is strategically located for walking to all the city's main points of interest (university, historic center, hospital). You will rest in a large and beautiful bedroom with a king-size bed from which you can access an exclusive balcony. Elegant living area with kitchenette equipped with every comfort (smart TV with Netflix and satellite, WiFi, espresso coffee, kettle, etc.)

Top guest favourite
A standalone house features a stone exterior with a terracotta-red accent wall. Surrounding greenery and a gravel pathway lead to the entrance. Soft sunlight highlights the distant trees, contributing to a serene outdoor environment.
Flat in Recanati
5 out of 5 average rating, 33 reviews

Appartamento D'In Su la Vetta: con piscina

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

Top guest favourite
A modern seating area is presented with a sleek white chair featuring a red striped cushion. Adjacent is a minimalist white side table holding a stack of books and a decorative plant in a vibrant red pot. A colorful framed artwork adds a touch of sophistication.
Flat in Macerata
4.88 out of 5 average rating, 121 reviews

SFERISTERIO APARTMENT

A walk in the mountains? A weekend on the slopes? Or maybe you prefer a dip in the sea? Are you a rock concert or a gala evening at the theater type? Whoever you are, you'll have everything you want at your fingertips. Ideal for large families, groups of friends or couples who love wide open spaces. A stone's throw from the wonderful Sferisterio, but with a breathtaking view of our Marche hills.

Popular amenities for Montelupone holiday rentals

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