
House holiday rentals in Ascoli Piceno
Find and book unique houses on Airbnb
Top-rated house rentals in Ascoli Piceno
Guests agree: these houses are highly rated for location, cleanliness and more.

La Casetta - Entire house 5 minutes from the center.
Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

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.

River Garden: Relaxation just 10 minutes from the city centre
Enjoy nature 400 meters from the central square of Ascoli. You can get to the center with a walk. House with garden overlooking the river and the Papal Paper Mill. A quiet and peaceful place. You will be greeted by the warmth of the rustic environment of a typical Italian house, built by my grandfather in 1922, with exposed stone masonry. The Castellano River, which can be easily reached on foot, is perfect for a walk in any season or a cool summer swim. We look forward to seeing you!

La Chicca in centro - Center of Ascoli Piceno
"La Chicca in centro" is an independent house located in the historic center. Comfortable and convenient, it is located in a "rua", a small, quiet and characteristic pedestrian street of the area. A few steps from Piazza del Popolo and Piazza Arringo, the "La Chicca in centro", albeit located in a pedestrian area, is adjacent to driveways where there are paid parking lots. A large table, a kitchen and a sofa make the house an ideal space to stay even for several days.

A stone's throw from the square
Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all the most beautiful monuments of the city.

Mini apartment with pool Villa Cerqueto
The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

La Betulla - Majesty View LUX
Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

"Casa Cinill" - A little slice of paradise
Take a break and unwind at this peaceful oasis. Immersed in nature, equipped with all comforts, away from the daily hustle and bustle, you can relax under the gaze of the Gran Sasso or explore the surrounding nature by walking under the trees of the forest and, with a few minutes by car, reach your favorite destinations, between the sea and the mountains to discover the wonderful Abruzzo! Large, fenced and private outdoor courtyard perfect for 4-legged friends!

La Casetta - tranquility between the sea and the mountains
Immersed in the greenery, among the hills of Val Menocchia, stands 'La Casetta', a small and charming independent house, recently renovated. Perfect for those who want to spend a relaxing holiday and enjoy the landscape that surrounds it. However, it adapts to all needs: it is located a few kilometers from the sea and at short distance from wonderful villages, it also allows mountain lovers to reach the Sibillini Mountains in just over an hour.

villa Strada
NEW IN 2026: Equi-Friendly Structure: we have equipped boxes and paddocks to accommodate your horses. SUMMER 26: Option of carriage rides along the 'strade bianche' (white roads) of Montefortino. In the heart of the Sibillini Mountains, Villa Strada offers a breathtaking view of Monte Vettore and the Sibilla. An elegant 1990s residence, it combines antique charm and modern comfort, with cosy and harmonious rooms surrounded by nature.

Apartment 1 Panoramic Terrace 2-3 Pax
The farmhouse, renovated in rustic style with exposed bricks is set in a landscape between rows of vineyards and extensive olive groves. The apartment with wooden roof and a large terrace overlooking the Montagne Gemelle, the Gran Sasso, and the Monti Sibillini. You will enjoy the quiet of the countryside in a true slice of agricultural life. We are inside a winery, it is possible, on request, to buy wine or book a themed tasting.

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.
Popular amenities for house rentals in Ascoli Piceno
House rentals with a pool

Charming Casa Capriola - Panoramic views

Villa with pool

A little house in the woods - Rustico Ceppino -

Seaside tavern

Large family apartment at Villa Milli

Villa Irma con Piscina a 10 min dal Mare- over 8 Y

GrazieSole Agriturismo exclusive whole house

Villa Fonte in Colle-pool and 4 bedrooms
Weekly house rentals

Casale Calù

House of Olives

Casa Vacanze Gli Allori

"Da zia Concetta", a vacation home surrounded by greenery

La Finestra sul Castello | Elegance and comfort

Characteristic restored farmhouse with 360° views

Apartment with View of the Sibillini Mountains and Hamlet

House with a Garden
Private house rentals

Giglio apartment with the pool access

Stunning Farmhouse with above the ground pool

Restored farmhouse with view

Tranquil 5-Bedroom Villa in Civitella del Tronto

La Roverella, a house in the countryside

La Casa Rossa - Countryhouse with swimmingpool

Casa Felice in Italy

Borgo Case Lucidi, Apartment 1
Quick stats about house rentals in Ascoli Piceno

Total holiday rentals
Explore 10 holiday rentals in Ascoli Piceno

Nightly prices starting at
Ascoli Piceno holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ascoli Piceno rentals

4.9 Average rating
Ascoli Piceno stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with outdoor seating Ascoli Piceno
- Flat rentals Ascoli Piceno
- Rentals with a washing machine and dryer Ascoli Piceno
- Rentals with a patio Ascoli Piceno
- Family-friendly rentals Ascoli Piceno
- Rentals with breakfast Ascoli Piceno
- Pet-friendly rentals Ascoli Piceno
- Villa rentals Ascoli Piceno
- Bed and breakfasts Ascoli Piceno
- House rentals Ascoli Piceno
- House rentals Marche
- House rentals Italy
- Riviera del Conero
- Terminillo
- Campo Felice S.p.A.
- Frasassi Caves
- Monte Terminilletto
- Rocca Calascio
- Pescara Centrale
- Gran Sasso d'Italia
- Stazione Sciistica di Ovindoli
- Sibillini Mountains National Park
- Monte Terminillo
- Mount Subasio
- Shrine of the Holy House
- Conero Golf Club
- Sibillini Mountains
- Impianti Di Risalita Monte Magnola
- Stiffe Caves
- Spoleto Cathedral
- Sirente Velino Regional Park
- Bolognola Ski
- Fonti Del Clitunno
- Porto Turistico Marina Di Pescara
- Lame Rosse
- Birthplace of Gabriele D'Annunzio Museum




