A historic stone building with a tower, a pathway leading to it, and a grassy area with scattered flowers.

Cupramontana Holiday Rentals

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Our top choices for Cupramontana holiday rentals

1. 3 bed - Sleeps 6 - Mountain View - Parking - Pets

3 bed - Sleeps 6 - Mountain View - Parking - Pets
Rosora
The price is AU$141
includes taxes & fees
13 Aug - 14 Aug
3 bed - Sleeps 6 - Mountain View - Parking - Pets

2. casa grimaldi

casa grimaldi
Matelica
8.0 out of 10, Very good, (6 reviews)
"Rilassante viaggio nelle Marche con amici"
Italy
Maurilio
The price is AU$211
includes taxes & fees
29 Aug - 30 Aug
casa grimaldi

3. Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
The price is AU$151
includes taxes & fees
16 Aug - 17 Aug
Ospitalità Il Prato Jesi

4. Country House Federico I

Country House Federico I
Sassoferrato
9.6 out of 10, Exceptional, (17 reviews)
"Siamo stati benissimo tutto ok e la proprietaria non ci ha fatto mancare nulla. Consigliatissimo"
Italy
paolo
The price is AU$105
includes taxes & fees
1 Sept - 2 Sept
Country House Federico I

5. Borgo delle Rondini Relax Home

Borgo delle Rondini Relax Home
Genga
The price is AU$294
includes taxes & fees
28 Aug - 29 Aug
Borgo delle Rondini Relax Home

6. Villa Coralia

Villa Coralia
Osimo
9.4 out of 10, Exceptional, (22 reviews)
"Outstanding location with pleasant staff. Incedible views to the surrounding countryside. "
Canada
David
The price is AU$262
includes taxes & fees
30 Aug - 31 Aug
Villa Coralia

7. Villa Gens Camuria

Villa Gens Camuria
Camerano
9.6 out of 10, Exceptional, (55 reviews)
"Clean, friendly very accommodating pool excellent a great place to stay all year round."
United Kingdom
antonio
The price is AU$364
includes taxes & fees
16 Aug - 17 Aug
Villa Gens Camuria

8. Holiday Residence Belohorizonte

Holiday Residence Belohorizonte
Macerata
9.2 out of 10, Wonderful, (21 reviews)
"We stayed at multiple locations on this trip and this was our favorite by far Very cute apartment and the host was very friendly and responsive. Highly recommend it to anyone "
United States
Kelly
The price is AU$162
includes taxes & fees
11 Sept - 12 Sept
Holiday Residence Belohorizonte

9. Cleo Limone

Cleo Limone
Falconara Marittima
The price is AU$166
includes taxes & fees
26 Aug - 27 Aug
Cleo Limone

10. Casa nel Vicolo - Duomo di Osimo

Casa nel Vicolo - Duomo di Osimo
Osimo
The price is AU$251
includes taxes & fees
1 Sept - 2 Sept
Casa nel Vicolo - Duomo di Osimo

11. Cleo Dalia

Cleo Dalia
Ancona
The price is AU$184
includes taxes & fees
31 Aug - 1 Sept
Cleo Dalia

12. Cleo Lavanda

Cleo Lavanda
Ancona
The price is AU$150
includes taxes & fees
8 Sept - 9 Sept
Cleo Lavanda

13. Cleo Margherita

Cleo Margherita
Ancona
4.0 out of 10, (1 review)
"Appartamento bordo strada dove si sente tutto fuori: le macchine che passano, le persone che parlano in strada, i vicini che urlano e ridono di notte. Per lavoratori non va bene, ero in viaggio di lavoro da settimane con ritmi serrati e non so quante mail ho ricevuto che devo fare il check in online, caricare i miei dati, che devo dire a che ora arrivo e a quanto pare quando arrivo devo anche avvisare i proprietari perché alle 21 di sera mi stavano prendendo a male parole perché secondo loro...
Italy
Enrico
The price is AU$182
includes taxes & fees
29 Aug - 30 Aug
Cleo Margherita

14. Cleo Viola

Cleo Viola
Ancona
8.0 out of 10, Very good, (1 review)
"Posizione comodissima, siamo riusciti a parcheggiare quasi sempre in pochi minuti, peccato per le campane della chiesa al mattino....per il resto, conforme alla descrizione."
Italy
diego
The price is AU$134
includes taxes & fees
8 Sept - 9 Sept
Cleo Viola

15. Casa Vacanze Merion

Casa Vacanze Merion
Arcevia
The price is AU$100
includes taxes & fees
20 Aug - 21 Aug
Casa Vacanze Merion
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$162 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?

La Vita Nuova: This holiday home rental outside Cupramontana is located in the mountains, and has an outdoor pool, a terrace and a BBQ to put you at ease in your new surroundings. Amenities such as a stovetop and free parking are also available for your convenience. You can relax into your holiday with a garden and 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 11 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.