Holiday houses in Massa Fermana

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Massa Fermana

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

1 of 1 pages1 / 1

Guest favourite

The exterior of Casa Isabella features honey-colored stone, complementing traditional cotto flooring. A gravel pathway leads to the entrance, framed by lush greenery and shrubs. Clear blue skies and gentle hills are visible in the background, creating a serene setting.

Villa in Montegiorgio

Light-filled Villa Montegiorgio - stunning views

Casa Isabella - with air-conditioning new in 2025 - has been renovated with honey-coloured stone and traditional cotto floor, with a stylish, open and contemporary interior. Sleeping 8 comfortably in 4 double bedrooms, 3 bathrooms. The house - situated in rolling hills with views of open farmland and medieval hilltop towns - nestles in 7 acres of land, with vineyards and olive trees. A delightful private pool is easily accessed through French doors from the living areas. Holiday perfection!

FamilyLocationNearby

4.83 out of 5 average rating, 24 reviews

Top Guest favourite

A swimming pool is surrounded by well-maintained greenery and shrubs, offering views of the rolling hills in the distance. The calm blue water reflects the sky and clouds, creating a serene outdoor space for relaxation.

Home in Colmurano

Casa Moscatel - rural idyll, stunning panorama

This beautiful old farmhouse, perched atop the rolling foothills of the 'Monte Azurre' has all the charm & tranquillity of a true, Italian rural idyll. Eat on the outdoor terrace; float around the pool; soak in the incredible panoramic views of the Appenines Completely private, it is close enough to Colmurano for guests to experience a taste of Italian village life. A choice of superb local restaurants will please any gourmets. Family-friendly, safe beaches, only 30 minutes drive away.

FamilyLocationGetting around

5.0 out of 5 average rating, 14 reviews

Guest favourite

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

GrazieSole Agriturismo casa intera in esclusiva

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.

LocationFamilyHospitality

5.0 out of 5 average rating, 8 reviews

Top Guest favourite

A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.

Home in Cingoli

Casale con giardino e piscina uso esclusivo wifi

Casale Nonno Dario è la tipica casa di campagna marchigiana immersa tra le colline del Balcone delle Marche e posizione strategica per godere delle bellezze limitrofe dal mare ai monti Si trova nella frazione di Castelletta e comprende una zona giorno con salone, cucina e camino. Bagno con doccia. Zona notte con 3 stanze matrimoniali e possibilità di aggiungere una culla e un lettino. Ampio giardino esterno con piscina, ombrellone, barbecue Parcheggio gratuito all'interno della proprietà.

FamilyValuePets

5.0 out of 5 average rating, 54 reviews

Superhost

An outdoor dining area is set beneath a large umbrella, featuring a wooden table topped with blue plates and glasses. A variety of fruits and a basket are arranged alongside bottles of wine. The pool glimmers in the background, surrounded by sun loungers and greenery.

Villa in Massa Fermana

Villa Malu- Private villa, pool, Le Marche

Villa Malu is a private villa with swimming pool in Le Marche in Massa Fermana, a small town between the Sibillini mountains and the ancient borgo of Mogliano. Perfect to experience the peace and authentic flavors of this region, the structure was built with respect for the environment and guarantees guests the highest functionality and comfort. The many country paths are ideal for long walks or mountain bike rides, while nearest beaches can be reached within approximately 35 km drive.

ValueLocationCleanliness

4.68 out of 5 average rating, 19 reviews

Guest favourite

Holiday home in Monterubbiano

The Cherry House, apt Geranio

Tauche ein in einen Traum von Ruhe und Erholung. Inmitten der Natur findest du eine Wohnung die sich über 2 Ebenen erstreckt: 3 Schlafzimmer, 2,5 Bäder, großzügiger Wohn/ Essbereich, 2 Terrassen und einen 12x5m großen Gemeinschaftspool. Beste italienische Weine und Essen, Adriaküste, historische Altstädte, Golf, Bergsteigen oder Paragliding in den Sibillini Bergen du hast alle Möglichkeiten. Petritoli mit Restaurants, Café, Bäckerei, Fischladen und 2 Supermärkten ist nur 3 km entfernt.

LocationFamilyGetting around

4.95 out of 5 average rating, 20 reviews

Home in Loro Piceno

Casa Etes: Villa con piscina nelle Marche

Lontano dal caos e dalla folla, questa villa è stata ricostruita dove sorgeva un’antico casale ed è stata arricchita con una spettacolare piscina panoramica al sale, ad uso esclusivo, e dona giornate di pace e relax. Distribuita su 2 piani, dotata di 3 ampie camere matrimoniali con bagno ensuite, un grande salone con cucina a vista. Arredata con gusto e con tutte le comodità: Wi-Fi, aria condizionata, zanzariere, lavanderia, mobili da giardino. Idromassaggio panoramico riscaldato.

FamilyLocationDecor

5.0 out of 5 average rating, 3 reviews

Guest favourite

Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.

Apartment in Mogliano

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

FamilyLocationBathroom

4.98 out of 5 average rating, 45 reviews

A bright and inviting pool area is framed by lush greenery, showcasing a sparkling blue swimming pool. Stone steps lead to a charming pastel-colored villa, surrounded by well-maintained gardens and agave plants. Lounge chairs are positioned near the pool for relaxation.

Home in Fermo

Beautiful Italian villa amongst the olive groves

Welcome to our homely villa, nestled in a peaceful, off-the-beaten-path corner of Italy, yet just minutes from shops, restaurants, and cafes. Whether you're relaxing by the pool, exploring nearby mountains or beaches, or discovering charming hilltop towns, there's something for everyone. Unwind on the terrace with a glass of locally made wine and take in the breathtaking views of the rolling hills. We’re sure you'll fall in love with Le Marche and its warm, welcoming people.

FamilyLocationOutdoor spaces

4.88 out of 5 average rating, 42 reviews

Top Guest favourite

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

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!

LocationFamilyCheck-in

4.98 out of 5 average rating, 42 reviews

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

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.

FamilyLocationHeating

4.98 out of 5 average rating, 88 reviews

Top Guest favourite

Villa in Sant'Angelo in Pontano

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.

LocationFamilyWalkability

5.0 out of 5 average rating, 5 reviews