Cupramontana Holiday Rentals

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Our top choices for Cupramontana holiday rentals

Townhouse in Montecassiano

La Dimora del Borgo
10.0 out of 10, Exceptional, (1 review)
"What a wonderful, hidden jewel! If you are looking for a true medieval experience with all the modern comforts THIS IS IT! Right off the bus stop, Montecassiano is a beautiful medieval village, with a historic piazza, typical italian bars to grab a breakfast or apperativo. For dinner, I highly recommend La Taverna San Nicola across the hotel with a fantastic wine selection and a unique presentation of popular polenta dish. Well worth the trip!!"
United States
Gabriel
The price is AU$134
includes taxes & fees
19 Jan - 20 Jan
La Dimora del Borgo

Holiday Home in Osimo

Villa Coralia
9.4 out of 10, Exceptional, (21 reviews)
"Outstanding location with pleasant staff. Incedible views to the surrounding countryside. "
Canada
David
The price is AU$174
includes taxes & fees
23 Jan - 24 Jan
Villa Coralia

Holiday Home in Camerano

Villa Gens Camuria
9.6 out of 10, Exceptional, (53 reviews)
"Clean, friendly very accommodating pool excellent a great place to stay all year round."
United Kingdom
antonio
The price is AU$153
includes taxes & fees
22 Jan - 23 Jan
Villa Gens Camuria

Townhouse in Fabriano

Rooms & Breakfast Centrale
10.0 out of 10, Exceptional, (2 reviews)
"CONSIGLIATISSIMO A TUTTE le persone che vogliono aver e che fare con un locatore capace di soddisfare il soggiorno perfetto … educato gentile sa ascoltare e se possibile risolvere qualsiasi quesito!!, la struttura è nuovissima completa di tutto il necessario la pulizia è estrema !! GRAZIE MILLE DEL PERFETTO SOGGIORNO CHE ABBIAMO TRASCORSO NELLA TUA STRUTTURA!!"
Italy
Max
The price is AU$111
includes taxes & fees
25 Jan - 26 Jan
Rooms & Breakfast Centrale

Townhouse in Matelica

casa grimaldi
9.2 out of 10, Wonderful, (5 reviews)
"Rilassante viaggio nelle Marche con amici"
Italy
Maurilio
The price is AU$178
includes taxes & fees
27 Jan - 28 Jan
casa grimaldi
10.0 out of 10, Exceptional, (2 reviews)
"We were just passing through and were able to relax after the long drive. All the comforts and a very well-kept ambiance, including a small terrace, made our stay very pleasant. Communication with the owner and check-in went smoothly. Highly recommended!"
Germany
G. C.
The price is AU$161
includes taxes & fees
16 Feb - 17 Feb
[La Casetta] Bilocale Centrale con Terrazza Parcheggio Gratuito Wifi PS4 Minipc

Apartment in Falconara Marittima

CLEO CAMELIA
10.0 out of 10, Exceptional, (1 review)
"Was enjoyable with the amenities and air conditioning! Be careful with parking. Someone collided with my car but no damage and it was caught on my dash cam"
Sweden
Justin
The price is AU$101
includes taxes & fees
19 Jan - 20 Jan
CLEO CAMELIA
8.6 out of 10, Excellent, (9 reviews)
"Great base location to make day trips from. Make sure your train stops at Ancona Torrette."
Canada
Hank V.
The price is AU$227
includes taxes & fees
19 Jan - 20 Jan
101 Via Esino (one bedroom apartment)
10.0 out of 10, Exceptional, (2 reviews)
"Ca 'Mancio is a beautiful home and David is an exceptional host that makes sure you have everything you need for a comfortable stay. Highly recommend!"
United States
Donna P.
The price is AU$191
includes taxes & fees
19 Jan - 20 Jan
Elegant, cozy house in the heart of Fabriano

Apartment in Ancona

99 Via Esino Appartamento
8.0 out of 10, Very good, (1 review)
"Appartamento ampio e cucina ben attrezzata. Parcheggio comodo. Riscaldamento via split. Molto silenziosa. Letto matrimoniale comodo."
Italy
Paolo
The price is AU$227
includes taxes & fees
21 Jan - 22 Jan
99 Via Esino Appartamento
10.0 out of 10, Exceptional, (1 review)
"Desy hat alles liebevoll eingerichtet. Jeden Tag gab es von ihr zubereitetes Frühstück. Das Haus ist schön und modern eingerichtet. Es hat uns sehr gefallen und wir kommen gerne wieder. "
Germany
Stefanie H.
The price is AU$366
includes taxes & fees
19 Jan - 20 Jan
Beautiful villa with swimming pool among hills of Marche region

Apartment in Macerata

Maceratese Horizons
The price is AU$234
includes taxes & fees
23 Jan - 24 Jan
Maceratese Horizons
The price is AU$143
includes taxes & fees
20 Jan - 21 Jan
3 bed - Sleeps 6 - Mountain View - Parking - Pets

Holiday Home in Castelbellino

20 minutes to Frasassi Caves
The price is AU$144
includes taxes & fees
19 Jan - 20 Jan
20 minutes to Frasassi Caves
The price is AU$199
includes taxes & fees
22 Jan - 23 Jan
Il Ciliegio Casa Vacanza Macerata
The price is AU$140
includes taxes & fees
19 Jan - 20 Jan
3 bed - Sleeps 6 - Mountain View - Parking - Pets
10.0 out of 10, Exceptional, (1 review)
"Pros: Alles is echt wat ze omschrijven, het uitzicht is geweldig, mooi zwembad en fantastische wifi en airco"
Netherlands
Anonymous traveller
The price is AU$474
includes taxes & fees
24 Jan - 25 Jan
Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi
The price is AU$493
includes taxes & fees
19 Jan - 20 Jan
Villa with garden between Umbria and Marche in central Italy

Townhouse in Senigallia

Locanda Olivi
6.0 out of 10, (1 review)
"Posto immerso nella natura tranquillo e silenzioso."
Italy
Giampaolo
The price is AU$135
includes taxes & fees
22 Jan - 23 Jan
Locanda Olivi

Apartment in Ancona

Cleo Lavanda
The price is AU$128
includes taxes & fees
21 Jan - 22 Jan
Cleo Lavanda
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cupramontana Hotel Reviews

Find out more about Cupramontana

Everything you need to know about Cupramontana holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cupramontana holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupramontana holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cupramontana holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupramontana. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupramontana holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupramontana holiday rentals we have selected for you start as low as AU$153 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cupramontana rentals

At Expedia, we put the best Cupramontana holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cupramontana rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupramontana holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupramontana. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Cupramontana?

Yes, there are holiday rentals close to the most popular sights in Cupramontana, or you can select a more secluded option if you're looking for a relaxing stay. Cupramontana is known for its festivals and churches. Make sure you have time to check out the wineries while you're in the area.

What are some of the best holiday rentals that Cupramontana has to offer?

Villa Coralia: This holiday home rental outside of Cupramontana is located in a rural location, and has a terrace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You and your friends and family can relax into your holiday with amenities such as a library. Our travellers also rate Idyllic artist's country house with pool & yoga room in a secluded location as a favourite home for rent in Cupramontana.

How many holiday rentals will I find in Cupramontana?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Cupramontana stay.

What can I see and do in Cupramontana?

Explore the area and cultural attractions such as Teatro Comunale G. B. Pergolesi, or visit one of the family-friendly sights such as Paradise Playcenter. Hermitage of the White Friars and Colonnara are other places to visit while you're in town.

What are holiday rentals like in Cupramontana?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cupramontana. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.