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Vacation rentals in Gualdo

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Top-rated vacation rentals in Gualdo

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

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Superhost
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 San Vittoria in Matenano
4.83 out of 5 average rating, 40 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 favorite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5.0 out of 5 average rating, 6 reviews

GrazieSole Agriturismo exclusive whole house

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Guest favorite
An open living area features a gray sofa adorned with cushions, paired with a simple black dining table set for two. A compact kitchen with white cabinetry and a black countertop sits in the corner, while light flows in through windows framed by exposed brick walls.
Apartment in Sarnano
4.85 out of 5 average rating, 75 reviews

In the heart of the village apartments

Take a break from the hustle and bustle of everyday life. Come and relax within the walls of the beautiful medieval center of Sarnano. Right along the staircase that leads to the main square of the town, there is this new apartment with kitchen and living room, bedroom with 2 single beds or 1 double bed and sofa bed, bathroom equipped with shower. Magnificent view of the Sibillini mountains. Great starting point for walks. Possibility to store motorcycles and recharge e-bikes nearby.

Guest favorite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.88 out of 5 average rating, 25 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Top guest favorite
Condo in Monte San Martino (MC)
5.0 out of 5 average rating, 20 reviews

Room in nature with lake view - 4

Separate apartments overlooking Lake San Ruffino and a beautiful view of the Sibillini Mountains. The view of the lake is accompanied by the sound of the animals that inhabit it and the surrounding nature. The place is an oasis of peace: it's suitable for those who love nature and want tranquility. There are several species of birds and it's the ideal place for those who love to photograph. The accommodation does not have a kitchen but there is a small refrigerator.

Superhost
An indoor wellness area features a heated hydromassage minipool for six, surrounded by wide glass panels that provide views of the lush outdoor landscape and an inviting blue swimming pool beyond. Natural wood beams enhance the room's warm aesthetic.
Apartment in Gualdo
5.0 out of 5 average rating, 3 reviews

Agriturismo Elisei – attic, pool, sauna, spa

Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Top guest favorite
Treehouse in Colonnella
4.97 out of 5 average rating, 146 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 favorite
Chalet in Nocera Umbra
5.0 out of 5 average rating, 29 reviews

Chalet Monte Alago – The only cabin in the park

The only mountain lodge immersed directly in the meadows of Monte Alago, between Umbria and Marche. Full house for up to 6 people, ideal for those looking for nature, silence, privacy, and natural fresh air. Surrounded only by meadows, woods and trails: perfect for relaxation, hiking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. By night, a starry sky with no lights around.

Top guest favorite
A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.
Cabin in Cerreto d'Esi
4.99 out of 5 average rating, 159 reviews

Hillside chalet in stone and wood.

At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Top guest favorite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano
4.98 out of 5 average rating, 41 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Guest favorite
A panoramic view reveals the majestic Sibillini Mountains, with snow-capped peaks under a clear blue sky. Bright purple flowers frame the foreground, adding a vibrant contrast to the serene landscape that stretches across the horizon.
Home in Amandola
4.94 out of 5 average rating, 51 reviews

Villa Schinoppi - Rustic in the historical center.

Villa Schinoppi welcomes you to the historic center of the city of Amandola, the east door of the Sibillini Mountains National Park. A few meters from the main square, the rustic underwear consists of kitchen, double sofa bed, bathroom with shower, washing machine, air conditioning, alarm system, Wi-Fi, TV. The exclusive panoramic terrace offers a breathtaking view of the Sibillini Mountains.

Top guest favorite
A wooden cabin is surrounded by lush greenery and wildflowers, showcasing a welcoming entrance and large windows. The sunlight highlights the natural colors of the exterior, creating a serene atmosphere in harmony with the surrounding landscape.
Tiny home in Sarnano
5.0 out of 5 average rating, 19 reviews

Montequieto: peace and nature by the Sibillini.

Located just outside Sarnano, Montequieto is a wooden cottage nestled in nature, with breathtaking views of the Sibillini Mountains. Ideal for relaxing, exploring the surrounding trails, venturing into the unspoiled landscapes of the Monti Sibillini National Park or discovering the medieval village of Sarnano, one of the most beautiful in Italy.

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