Cupramontana Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Cupramontana vacation rentals

Front of property
Villa Gens Camuria

Villa Gens Camuria

Villa Gens Camuria
Camerano
9.6 out of 10, Exceptional, (53)
"Clean, friendly very accommodating pool excellent a great place to stay all year round."
United Kingdom
antonio
The price is P6,478
P7,264 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Villa Gens Camuria
Free daily buffet breakfast
Villa Coralia

Villa Coralia

Villa Coralia
Osimo
9.4 out of 10, Exceptional, (21)
"Outstanding location with pleasant staff. Incedible views to the surrounding countryside. "
Canada
David
The price is P5,966
P6,563 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Villa Coralia
View from room
Holiday Residence Belohorizonte

Holiday Residence Belohorizonte

Holiday Residence Belohorizonte
Macerata
9.2 out of 10, Wonderful, (21)
"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
Holiday Residence Belohorizonte
Lobby
Rooms & Breakfast Centrale

Rooms & Breakfast Centrale

Rooms & Breakfast Centrale
Fabriano
10.0 out of 10, Exceptional, (2)
"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 P5,056
P5,561 total
includes taxes & fees
Dec 25 - Dec 26
Rooms & Breakfast Centrale
Exterior
casa grimaldi

casa grimaldi

casa grimaldi
Matelica
9.2 out of 10, Wonderful, (5)
"Rilassante viaggio nelle Marche con amici"
Italy
Maurilio
The price is P6,783
P7,461 total
includes taxes & fees
Dec 25 - Dec 26
casa grimaldi
Terrace/patio
La Dimora del Borgo

La Dimora del Borgo

La Dimora del Borgo
Montecassiano
The price is P3,109
P4,940 total
includes taxes & fees
Jan 1 - Jan 2, 2026
La Dimora del Borgo
1 bedroom, iron/ironing board, free WiFi
CLEO CAMELIA

CLEO CAMELIA

CLEO CAMELIA
Falconara Marittima
10.0 out of 10, Exceptional, (1)
"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 P5,087
P5,596 total
includes taxes & fees
Jan 11 - Jan 12, 2026
CLEO CAMELIA
1 bedroom, desk, iron/ironing board, free WiFi
Cleo Viola

Cleo Viola

Cleo Viola
Ancona
The price is P4,141
P4,624 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cleo Viola
Front of property
Locanda Olivi

Locanda Olivi

Locanda Olivi
Senigallia
6.0 out of 10, (1)
"Posto immerso nella natura tranquillo e silenzioso."
Italy
Giampaolo
The price is P5,024
P5,693 total
includes taxes & fees
Dec 28 - Dec 29
Locanda Olivi
Exterior
Cleo Dalia

Cleo Dalia

Cleo Dalia
Ancona
The price is P5,200
P5,790 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cleo Dalia
3 bedrooms, iron/ironing board, bed sheets
3 bed - Sleeps 6 - Mountain View - Parking - Pets

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

3 bed - Sleeps 6 - Mountain View - Parking - Pets
Rosora
The price is P4,615
P5,836 total
includes taxes & fees
Jan 12 - Jan 13, 2026
3 bed - Sleeps 6 - Mountain View - Parking - Pets
Iron/ironing board
Cleo Lavanda

Cleo Lavanda

Cleo Lavanda
Ancona
The price is P5,226
P5,818 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Cleo Lavanda
Living area
Cleo Limone

Cleo Limone

Cleo Limone
Falconara Marittima
The price is P6,613
P7,274 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cleo Limone
Living area
Cleo Margherita

Cleo Margherita

Cleo Margherita
Ancona
4.0 out of 10, (1)
"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 P3,527
P4,643 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cleo Margherita
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

EGO Hotel

EGO Hotel

10/10 Excellent
"Always excellent. Staff are wonderful and authentically kind and helpful. Spa perfection in stress management! Area steeped in history. We love it here and have been returning for years. Highly recommended. "
Sarah 2-night trip
Posted 2 months ago
EGO Hotel

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 vacation rental in Cupramontana?

Yes, we offer vacation rentals near top local attractions in Cupramontana, or you can go with a more remote 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 vacation home rentals that Cupramontana has to offer?

Villa Coralia: This vacation home rental outside of Cupramontana is located in a rural location and has a terrace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You and your friends and family can relax into your vacation with amenities like a library.

How many vacation rentals will I find in Cupramontana?

With 7 Expedia vacation rentals, you're sure 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 a family-friendly sight such as Paradise Playcenter. Hermitage of the White Friars and Colonnara are other places to visit while you're in town.

What are vacation rentals like in Cupramontana?

Vacation rentals are privately owned properties where you can stay for several days or longer in Cupramontana. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.