House holiday rentals in Ascoli Piceno

5 out of 5 average rating, 22 reviews

The exterior of a stone cottage is featured, showcasing a rustic facade adorned with a wall-mounted lantern and potted plants. A window with iron bars allows natural light to filter in, while the surrounding area is filled with olive trees and a clear blue sky above.

Home in Stracca

L'Ulivo e il Pioppo Holiday Home

A small house in the peaceful Abruzzo countryside, with large outdoor spaces, also suitable for families with pets. Located in a quiet countryside neighborhood, 5 minutes from the famous seaside resorts of Roseto degli Abruzzi and Pineto, and 25 minutes from the entrance to the Gran Sasso National Park and the Laga Mountains. It enjoys the proximity of the Roseto and Atri/Pineto highway exits, only 15 minutes away. Ideal for relaxing with family and having fun with friends in a welcoming place.

An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.

4.76 out of 5 average rating, 208 reviews

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.

Home in Santa Vittoria in Matenano

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.

4.78 out of 5 average rating, 32 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.

A serene outdoor space is depicted, featuring a stone patio with seating arrangements under a canopy. Lush green trees and rolling hills are visible in the background, while a clear blue sky is adorned with fluffy clouds. A planter with flowers adds a touch of color to the scene.

5 out of 5 average rating, 22 reviews

Giardino sul Fiume: relax a 10 min dal centro

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!

4.85 out of 5 average rating, 34 reviews

The two-story farmhouse features a spacious lawn framed by bare trees. A covered pergola extends from the house, providing a shaded area with seating beneath it. Wooden shutters adorn the upper windows, while the exterior is highlighted by a warm brick facade.

Home in Colli del Tronto

Corner of paradise - Alpaca village nature and relaxation

Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

A dining area features a wooden table surrounded by four chairs, complemented by a decorative table centerpiece. In the background, a spacious bed is visible through an archway, with soft, neutral-coloured walls and wooden flooring throughout the room.

4.92 out of 5 average rating, 36 reviews

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 bright dining area is presented, featuring a round white table surrounded by four minimalist chairs. Soft natural light filters through sheer curtains, creating a serene atmosphere. A small decorative plant sits at the center of the table, while a corner floor lamp adds an inviting detail.

4.96 out of 5 average rating, 28 reviews

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.

Home in Montalto delle Marche

A balcony view showcases rolling green hills and a clear blue sky. In the foreground, a lantern with a candle is positioned on a table, while a swimming pool is visible below, framed by manicured lawns and wooden lounging areas.

4.95 out of 5 average rating, 39 reviews

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.

Home in Mosciano Sant'Angelo

An expansive pool is surrounded by a smooth stone deck, featuring a bright pink inflatable float. Lush greenery and a view of rolling hills stretch beyond the water, under a clear blue sky, creating a serene outdoor space for relaxation.

5 out of 5 average rating, 15 reviews

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! 🌟

Home in Montorio al Vomano

A single-story house with light green exterior sits on a gentle slope surrounded by trees. A small stone terrace is visible, providing access to the entrance. The expansive lawn features well-maintained grass and a few scattered fruit trees, contributing to the serene landscape.

4.93 out of 5 average rating, 107 reviews

"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!

Home in Montefiore dell'Aso

A peaceful exterior view showcases a charming house with a covered patio. The garden features seating for two and is adorned with flowering plants. Expansive hills and fields create a serene backdrop, with soft clouds reflecting light across the sky.

4.98 out of 5 average rating, 66 reviews

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.

5 out of 5 average rating, 23 reviews

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

villa Strada

NOVITA' 2026: Struttura Equi-Friendly: disponiamo di box e paddock attrezzati per ospitare i vostri cavalli. ESTATE 26: possibilità di fare passeggiate in carrozza per le strade bianche di Montefortino. Nel cuore dei Monti Sibillini, Villa Strada offre un panorama mozzafiato sul Monte Vettore e la Sibilla. Elegante dimora anni ’90, unisce fascino antico e comfort moderno, con ambienti accoglienti e armoniosi immersi nella natura.

Popular amenities for house rentals in Ascoli Piceno

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Santa Vittoria in Matenano

The rustic farmhouse is constructed from warm-toned stone, featuring a double archway entrance and wooden shutters. A balcony is positioned above the entrance, flanked by potted plants. A charcoal grill is visible nearby, set against a clear blue sky.

5 out of 5 average rating, 25 reviews

Stunning Farmhouse with above the ground pool

A stone facade of a charming house is framed by lush greenery and tall conifer trees. A gravel pathway leads to the entrance, while an iron gate adds an element of rustic elegance to the welcoming outdoor space.

Home in Montelparo

Charming Casa Capriola - Panoramic views

5 out of 5 average rating, 10 reviews

An expansive outdoor space features a swimming pool surrounded by lounge chairs and umbrella shade. Lush greenery and trees create a natural backdrop, while a single-story villa with large windows is visible, enhancing the serene countryside setting.

Home in Altidona

Villa with pool

Home in Civitella del Tronto

A serene outdoor area shows a fenced garden featuring a round above-ground pool. Lush trees surround the space, providing natural shade. A pathway leads from the home, which has a tiled roof, toward the pool area. The scene is bright, illuminated by clear blue skies.

5 out of 5 average rating, 17 reviews

A little house in the woods - Rustico Ceppino -

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

A dining area features a white table set for breakfast, positioned under arches that frame views of rolling hills and a swimming pool. Sunlight filters through an open window, enhancing the serene outdoor scenery.

Home in Notaresco

Large family apartment at Villa Milli

Home in Grottammare

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

Home in Penna San Giovanni

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.

GrazieSole Agriturismo exclusive whole house

Weekly house rentals

Home in Civitella del Tronto

A spacious outdoor area is surrounded by lush greenery, featuring several trees and plants. The building's modern white exterior is complemented by large glass windows. A pathway leads to the entrance, with gentle sunlight illuminating the scene under a clear blue sky.

4.95 out of 5 average rating, 37 reviews

House of Olives

Home in Roseto degli Abruzzi

A private garden area is presented with stone and tiled surfaces, featuring a shaded dining space under a wooden pergola. A large table and several chairs offer seating, while palm trees and greenery surround the area, creating a serene environment for relaxation.

4.92 out of 5 average rating, 25 reviews

Relaxing apartment with exclusive garden

4.95 out of 5 average rating, 37 reviews

A rustic stone building is framed by lush green foliage, showcasing a charming balcony above the entrance. The sun illuminates the scene, highlighting the texture of the stone walls and the peaceful surroundings.

Home in Vallorano

Casa Vacanze Gli Allori

Home in Teramo

La Finestra sul Castello | Eleganza e comfort

Home in Castiglione Messer Raimondo

A spacious terrace is depicted, featuring modern white chairs and a round glass table. An umbrella provides shade, while views of rolling hills and mountains are visible in the background under a clear blue sky.

5 out of 5 average rating, 23 reviews

Characteristic restored farmhouse with 360° views

A bright and airy kitchen area is presented, featuring a small dining table with four black chairs. A kitchenette is equipped with essential appliances, including a stove and a kettle. Natural light enters through a glass door, which leads to a balcony draped in white curtains.

Home in Castorano

4.79 out of 5 average rating, 139 reviews

Apartment with View of the Sibillini Mountains and Hamlet

4.91 out of 5 average rating, 11 reviews

The entrance of the apartment features a wooden door framed by potted flowers, enhancing the inviting atmosphere. A stone path leads to the entry, bordered by greenery and vibrant blooms, while the rustic architecture is complemented by a sloping roof and window planters.

Home in Amandola

House with a Garden

4.91 out of 5 average rating, 46 reviews

A minimalist balcony area is highlighted, featuring a smooth stone bench and an ornate planter. The railing is adorned with intricate ironwork, providing a view of the surrounding architecture under a clear blue sky.

Home in Torre di Palme

Terraces overlooking the village

Private house rentals

5 out of 5 average rating, 17 reviews

A stone house stands amidst rolling hills, visible from a sunlit patio. A tree with bare branches is positioned nearby, while a potted plant adds a touch of color. The distant mountains provide a serene backdrop against a clear blue sky.

Home in Servigliano

Panoramic farmhouse surrounded by nature

Home in Monsampolo del Tronto

5 out of 5 average rating, 3 reviews

villa "a world apart"

A rustic home is surrounded by lush greenery, set against a picturesque mountain backdrop. Tall trees and open spaces create a peaceful ambiance, while distant peaks are visible under a clear blue sky, offering a serene glimpse of the natural landscape.

Home in Comunanza

5 out of 5 average rating, 3 reviews

Restored farmhouse with view

A stone farmhouse is set amidst green hills, surrounded by trees and neatly arranged garden areas. A patio with seating is visible, and vineyard rows extend in the background, contributing to a serene countryside atmosphere.

Home in Monteprandone

5 out of 5 average rating, 3 reviews

Casale Calù

Home in Rocche di Civitella

5 out of 5 average rating, 4 reviews

Tranquil 5-Bedroom Villa in Civitella del Tronto

An aerial view showcases the villa surrounded by greenery, highlighting the private pool and shaded seating areas. The building features a traditional stone exterior with a tiled roof, set against a backdrop of rolling hills and diverse vegetation.

Home in Gualdo

4.89 out of 5 average rating, 9 reviews

Casa Santo Stefano, panoramic view, swimmingpool

5 out of 5 average rating, 7 reviews

A private above-ground pool is situated on a spacious deck with blue railings, overlooking the sea. An area for children's play can be seen nearby, with a sandy surface. The surrounding landscape features hills and greenery against a clear sky.

Home in Cupra Marittima

The Goddess Terraces Cottage