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Holiday houses in Montedinove

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Top-rated holiday rentals in Montedinove

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An inviting dining setting is showcased on a loggia, featuring a table set with plates and glasses. Two reclining chairs are positioned nearby, framed by an archway that reveals a stunning view of rolling hills and mountains in the background.
Home in Santa Vittoria in Matenano
4.82 out of 5 average rating, 39 reviews

Views from the roof of Le Marche

Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Guest favourite
An aerial view captures a villa surrounded by the natural landscape of the Sibillini Mountains. The structure is nestled among trees, with the peaks of the mountains visible in the background against a clear blue sky.
Villa in Montefortino
4.89 out of 5 average rating, 37 reviews

[Sibillini view] Villa Amici

The house with a view of the Sibillini mountains is on 2 floors and consists of: Ground floor: -1 veranda with sofa beds, armchairs and view of the mountains -1 spacious entrance to the living room with 2 sofa beds -1 fully equipped kitchen -1 service bathroom with usable washing machine On the 1nd floor: -1 double bedroom -1 room with two bunk beds -1 complete bathroom with large shower box All surrounded by greenery and peace in the countryside in the Sibillini Mountains National Park

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.
Apartment in Montecosaro
5 out of 5 average rating, 51 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.

Top Guest favourite
A bright kitchen area features modern appliances, including a retro-style refrigerator. A wooden dining table is set for a meal, surrounded by white chairs. Natural light enters through multiple windows, complementing the warm, rustic tones of the stone flooring and beams.
Apartment in Monsampietro Morico
5 out of 5 average rating, 42 reviews

Casale Biancopecora, Casa Cerqua

Apartment Casa Cerqua of 100 square meters finely furnished, we have recovered all the old materials of the house in the recent renovation by adapting the old farmhouse to the latest anti-seismic regulations. The decor is a right mix of modern and ancient, elegant but functional. Outside there is a large private area available for guests, with shaded dining area and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Top Guest favourite
Villa in Colli del Tronto
5 out of 5 average rating, 15 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included

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, 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.

Top Guest favourite
An infinity pool is set against a panoramic landscape, showcasing rolling hills and a clear blue sky. Comfortable lounge chairs are positioned nearby on a wooden deck, inviting relaxation while enjoying the serene views.
Apartment in Montalto delle Marche
5 out of 5 average rating, 68 reviews

House with pool, 1st floor, Villa Cerqueto

Located on the 2nd floor and ideal for 6/7 people. Equipped with all the comforts to enjoy a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.

Guest favourite
Cottage in Campofilone
5 out of 5 average rating, 5 reviews

Mondomini Panoramic cottage with stunning view

Rilassati e ricaricati in quest'oasi di quiete ed eleganza, con un incredibile panorama su mare, colline marchigiane, montagne, immerso in un grande oliveto. Il cottage è accessibile e dotato di 2 camere da letto: una matrimoniale, una con divano letto con materasso da 16 cm estremamente confortevole come letto matrimoniale; due bagni, soggiorno e cucina attrezzata. Arredato con gusto e mobili di antiquariato. Perfetto per lunghi periodi di smart working.

Top Guest favourite
Treehouse in Colonnella
4.97 out of 5 average rating, 144 reviews

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

Top Guest favourite
An outdoor area features a rectangular swimming pool surrounded by sun loungers and umbrellas. The pool's clear water reflects sunlight, while colorful pool floats are visible. In a separate indoor space, a hot tub is shown set against patterned tiles, providing a relaxing atmosphere.
Home in Roccafluvione
5 out of 5 average rating, 20 reviews

bed & breakfast of your dreams

Kick back and relax in this calm, stylish space. Location in the green of the Sibillini mountains, 10 km from Ascoli Piceno. Here you can find the "dream B&B" that will make your stay an unforgettable experience. You will have an entire property at your disposal, equipped with all the comforts that will accompany your stay. Inside the property, you can be pampered by a beautiful mini whirlpool where you can spend relaxing moments.

Guest favourite
A tranquil outdoor view displays a charming rural property surrounded by lush greenery and scenic hills. A private pool sits centrally, accompanied by sun loungers and umbrellas. The well-maintained pathway leads towards the main house, showcasing rustic architecture under a clear blue sky.
Farm stay in Montalto delle Marche
4.94 out of 5 average rating, 18 reviews

Regina Apartment

The Regina apartment of the Terre Vineate Farmhouse consists of a large living room with kitchenette, two bedrooms with bathroom inside. The two bedrooms have air conditioning. Outside, it has a small reserved wooden gazebo. You can take advantage of the common areas such as the central porch overlooking the Sibillini, the swimming pool, the children's play area and the cellar. We look forward to seeing you!!

Top Guest favourite
A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.
Home in Serra
5 out of 5 average rating, 30 reviews

villa Strada

NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

Popular amenities for Montedinove holiday rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Ascoli Piceno
  5. Montedinove