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Vacation rentals in Montelupone

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Top-rated vacation rentals in Montelupone

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Top 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, 79 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 😉😉

Top guest favorite
Vacation home in Montelupone
5.0 out of 5 average rating, 15 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.

Guest favorite
A historic villa is shown surrounded by lush green landscapes, with an inviting swimming pool in the foreground. The exterior features stone walls and multiple windows, while sun loungers are positioned beside the pool, offering a serene outdoor space.
Condo in Potenza Picena
5.0 out of 5 average rating, 7 reviews

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.

Top guest favorite
Home in Montelupone
4.93 out of 5 average rating, 55 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
5.0 out of 5 average rating, 58 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.

Superhost
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
4.91 out of 5 average rating, 90 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.

Guest favorite
Home in Montegranaro
5.0 out of 5 average rating, 5 reviews

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.

Top guest favorite
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.
Apartment in Recanati
5.0 out of 5 average rating, 38 reviews

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

Top guest favorite
A serene outdoor area is shown, featuring a rectangular pool surrounded by lush green grass. Sun loungers and umbrellas are positioned alongside the pool, under a clear blue sky. Rolling hills and trees frame the background, creating a peaceful natural setting.
Apartment in Sant'Elpidio a Mare
4.97 out of 5 average rating, 33 reviews

La Ponderosa Couple

Exclusive apartment in a typical Marche farmhouse, completely renovated with swimming pool. A perfect location surrounded by nature where you can enjoy relaxation just 12 km from the nightlife of Civitanova Marche and 8 km from the sea of Porto Sant'Elpidio. The apartment consists of a living room with kitchen, 2 double bedrooms and 1 twin bedroom that can be converted into a double bedroom.

Top guest favorite
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, 87 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
Villa in Sant'Angelo in Pontano
5.0 out of 5 average rating, 4 reviews

Villa in the Sibillini Mountains, Pool & Privacy

Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

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