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

Cupramontana Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Cupramontana holiday rentals

3 bedrooms, iron/ironing board, bed sheets

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

3 bed - Sleeps 6 - Mountain View - Parking - Pets
Angeli di Rosora
The price is HK$637
HK$815 total
includes taxes & fees
13 Aug - 14 Aug
3 bed - Sleeps 6 - Mountain View - Parking - Pets
Desk, free WiFi

Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
The price is HK$401
HK$824 total
includes taxes & fees
27 Jul - 28 Jul
Ospitalità Il Prato Jesi
Front of property

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 HK$551
HK$606 total
includes taxes & fees
27 Jul - 28 Jul
Country House Federico I
Outdoor spa tub

House in the medieval village Castelletta 700 mt height in the park Gola della Rossa

House in the medieval village Castelletta 700 mt height in the park Gola della Rossa
Castelletta
The price is HK$722
HK$1,150 total
includes taxes & fees
27 Jul - 28 Jul
House in the medieval village Castelletta 700 mt height in the park Gola della Rossa
Interior

Ravasio House located in the heart of the Marche region, among historic villages and unique views

Ravasio House located in the heart of the Marche region, among historic villages and unique views
Montale
The price is HK$562
HK$722 total
includes taxes & fees
30 Jul - 31 Jul
Ravasio House located in the heart of the Marche region, among historic villages and unique views
Lobby

Rooms & Breakfast Centrale

Rooms & Breakfast Centrale
Fabriano
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 HK$527
HK$606 total
includes taxes & fees
28 Jul - 29 Jul
Rooms & Breakfast Centrale
Outdoor spa tub

Inside the widespread village of Castelletta in the Gola della Rossa park.

Inside the widespread village of Castelletta in the Gola della Rossa park.
Castelletta
The price is HK$722
HK$1,124 total
includes taxes & fees
29 Jul - 30 Jul
Inside the widespread village of Castelletta in the Gola della Rossa park.
Interior

The Bookhouse home B&B: Eco-Friendly Retreat in Nature near Jesi

The Bookhouse home B&B: Eco-Friendly Retreat in Nature near Jesi
Castelplanio
The price is HK$2,140
HK$2,140 total
includes taxes & fees
23 Aug - 24 Aug
The Bookhouse home B&B: Eco-Friendly Retreat in Nature near Jesi
Exterior

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 HK$1,167
HK$1,284 total
includes taxes & fees
27 Jul - 28 Jul
casa grimaldi
Outdoor spa tub

House in the village of Castelletta at an altitude of 700 meters in the park Gola della Rossa

House in the village of Castelletta at an altitude of 700 meters in the park Gola della Rossa
Castelletta
The price is HK$803
HK$1,186 total
includes taxes & fees
19 Aug - 20 Aug
House in the village of Castelletta at an altitude of 700 meters in the park Gola della Rossa
Fridge

SE249 – Montemarciano, spacious three-room apartment near the sea

SE249 – Montemarciano, spacious three-room apartment near the sea
Montemarciano
The price is HK$695
HK$2,251 total
includes taxes & fees
30 Jul - 31 Jul
SE249 – Montemarciano, spacious three-room apartment near the sea
Terrace/patio

A Little House in the Woods

A Little House in the Woods
Castelraimondo
The price is HK$642
HK$642 total
includes taxes & fees
3 Aug - 4 Aug
A Little House in the Woods
Interior

Bedroom 2 pers, private bathroom in historical Villa with swimming pool

Bedroom 2 pers, private bathroom in historical Villa with swimming pool
Treia
The price is HK$963
HK$1,917 total
includes taxes & fees
28 Jul - 29 Jul
Bedroom 2 pers, private bathroom in historical Villa with swimming pool
Exterior

Borgo delle Rondini Relax Home

Borgo delle Rondini Relax Home
Genga
The price is HK$1,739
HK$2,537 total
includes taxes & fees
27 Jul - 28 Jul
Borgo delle Rondini Relax Home
Interior

SE070 - Senigallia, delightful two-room apartment just renovated

SE070 - Senigallia, delightful two-room apartment just renovated
Senigallia
The price is HK$633
HK$1,971 total
includes taxes & fees
30 Jul - 31 Jul
SE070 - Senigallia, delightful two-room apartment just renovated
Property grounds

RM09 - Senigallia, studio apartment just steps from the sea

RM09 - Senigallia, studio apartment just steps from the sea
Senigallia
The price is HK$868
HK$2,080 total
includes taxes & fees
9 Aug - 10 Aug
RM09 - Senigallia, studio apartment just steps from the sea
Fridge

SE263 - Montemarciano, comfortable two-bedroom apartment with air conditioning

SE263 - Montemarciano, comfortable two-bedroom apartment with air conditioning
Montignano
The price is HK$806
HK$2,254 total
includes taxes & fees
2 Aug - 3 Aug
SE263 - Montemarciano, comfortable two-bedroom apartment with air conditioning
Exterior

SE095 - Marzocca, three-room apartment convenient to the sea and services

SE095 - Marzocca, three-room apartment convenient to the sea and services
Marzocca
The price is HK$728
HK$2,176 total
includes taxes & fees
29 Jul - 30 Jul
SE095 - Marzocca, three-room apartment convenient to the sea and services
Property grounds

RM02 - Senigallia, three-room apartment facing the sea with parking space

RM02 - Senigallia, three-room apartment facing the sea with parking space
Senigallia
The price is HK$608
HK$2,163 total
includes taxes & fees
28 Jul - 29 Jul
RM02 - Senigallia, three-room apartment facing the sea with parking space
Terrace/patio

SE185 - Senigallia, renovated three-room apartment with garden and garage

SE185 - Senigallia, renovated three-room apartment with garden and garage
Senigallia
The price is HK$800
HK$2,665 total
includes taxes & fees
27 Jul - 28 Jul
SE185 - Senigallia, renovated three-room apartment with garden and garage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cupramontana Hotel Reviews

Hotel Touring Falconara Marittima

Hotel Touring Falconara Marittima

8/10 Good
"The breakfast is very good"
Marco 2-night trip
Posted 19 hours ago
Hotel Touring Falconara Marittima

Find out more about Cupramontana

Search for holiday rentals in Cupramontana on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupramontana using one of the methods below:

  • View our selection of featured holiday rentals in Cupramontana
  • Use the map to find apartments and other holiday homes in the Cupramontana neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cupramontana while they last

Look no further and take a look at our great range of rental properties in Cupramontana!

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 of 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.