Cupramontana Vacation Rentals

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Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Cupramontana vacation rentals

Seasonal outdoor pool, open 8:00 AM to 6:00 PM, pool umbrellas
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 ￥16,755
￥18,431 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Villa Coralia
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 ￥16,765
￥18,441 total
includes taxes & fees
Jan 2 - Jan 3, 2026
casa grimaldi
Balcony
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
Deluxe Townhome, Courtyard View | Terrace/patio
La Dimora del Borgo

La Dimora del Borgo

La Dimora del Borgo
Montecassiano
The price is ￥7,803
￥12,622 total
includes taxes & fees
Jan 2 - Jan 3, 2026
La Dimora del Borgo
Outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas, sun loungers
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 ￥13,928
￥15,688 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Villa Gens Camuria
Fridge, microwave, oven, stovetop
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 ￥11,911
￥15,122 total
includes taxes & fees
Jan 6 - Jan 7, 2026
3 bed - Sleeps 6 - Mountain View - Parking - Pets
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 ￥13,219
￥14,982 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Locanda Olivi
Private kitchen
Cleo Lavanda

Cleo Lavanda

Cleo Lavanda
Ancona
The price is ￥13,545
￥15,084 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Cleo Lavanda
Living area
Cleo Dalia

Cleo Dalia

Cleo Dalia
Ancona
The price is ￥13,545
￥15,084 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cleo Dalia
Apartment | Private kitchen | Full-size fridge, oven, electric kettle, toaster
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 ￥13,119
￥14,430 total
includes taxes & fees
Jan 11 - Jan 12, 2026
CLEO CAMELIA
Garden
Cleo Limone

Cleo Limone

Cleo Limone
Falconara Marittima
The price is ￥16,073
￥17,680 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cleo Limone
Apartment | Private kitchen | Full-size fridge, oven, cookware/dishes/utensils
Cleo Viola

Cleo Viola

Cleo Viola
Ancona
The price is ￥10,951
￥12,230 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Cleo Viola
Apartment | 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 ￥9,328
￥12,281 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. Our travelers also rate Idyllic artist's country house with pool & yoga room in a secluded location as a favorite home for rent in Cupramontana.

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.