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

Cupramontana Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cupramontana vacation rentals

A room with a bed, a wooden door, a stone wall, and a window.

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

3 bed - Sleeps 6 - Mountain View - Parking - Pets
Rosora
The price is NT$2,123
NT$3,140 total
includes taxes & fees
Oct 4 - Oct 5
3 bed - Sleeps 6 - Mountain View - Parking - Pets
A modern bedroom with a bed, a desk, and a chair.

2. Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
The price is NT$2,944
NT$4,803 total
includes taxes & fees
Sep 25 - Sep 26
Ospitalità Il Prato Jesi
Two white plastic lounge chairs with floral cushions, positioned on a grassy area with trees and a brick wall in the background.

3. Casa Vacanze Merion

Casa Vacanze Merion
Arcevia
The price is NT$2,037
NT$2,241 total
includes taxes & fees
Sep 23 - Sep 24
Casa Vacanze Merion
A stone building with a gated entrance, arched windows, and a small balcony.

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 NT$2,138
NT$2,352 total
includes taxes & fees
Sep 28 - Sep 29
Country House Federico I
A coastal beach with clear blue waters, a rocky outcrop, and a mountainous backdrop.

5. Poggio Antico - Suites and Breakfast

Poggio Antico - Suites and Breakfast
Monte San Vito
8.8 out of 10, Excellent, (3 reviews)
"Beautiful property and surroundings but it caters mainly to Germans. Reading materials in room was all in german as well as the majority of tv channels. Bring iron if you need one - rooms don’t have one one (which to me seems strange for a high end property). Also, breakfast was 19 euros per person per day - I would recommend including this in price of room. Way too expensive. "
United States
Paola
The price is NT$7,011
NT$7,712 total
includes taxes & fees
Sep 27 - Sep 28
Poggio Antico - Suites and Breakfast
An arched courtyard with a brick floor, a pergola, and a table with chairs.

6. La Dimora del Borgo

La Dimora del Borgo
Montecassiano
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 NT$2,234
NT$2,457 total
includes taxes & fees
Sep 23 - Sep 24
La Dimora del Borgo
A rooftop terrace with a circular stone planter, a paved area, and a view of distant mountains.

7. Borgo delle Rondini Relax Home

Borgo delle Rondini Relax Home
Genga
The price is NT$3,631
NT$6,543 total
includes taxes & fees
Sep 23 - Sep 24
Borgo delle Rondini Relax Home
A modern reception desk with a curved design, a laptop on top, and pendant lighting.

8. Rooms & Breakfast Centrale

Rooms & Breakfast Centrale
Fabriano
10.0 out of 10, Exceptional, (3 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 NT$2,168
NT$2,494 total
includes taxes & fees
Sep 27 - Sep 28
Rooms & Breakfast Centrale
A modern building with a large spherical sculpture in the foreground, surrounded by a well-maintained lawn.

9. 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 NT$3,030
NT$3,406 total
includes taxes & fees
Sep 25 - Sep 26
Villa Gens Camuria
A dining area with wooden beams, white furniture, and large arched windows offering a view.

10. 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 NT$3,640
NT$4,004 total
includes taxes & fees
Sep 30 - Oct 1
Villa Coralia
A compact living space with a kitchenette, dining area, and seating area.

11. Cleo Limone

Cleo Limone
Falconara Marittima
The price is NT$2,711
NT$2,982 total
includes taxes & fees
Sep 24 - Sep 25
Cleo Limone
A balcony with a view of a rural landscape, including fields and distant buildings.

12. Cleo Dalia

Cleo Dalia
Ancona
The price is NT$2,711
NT$3,018 total
includes taxes & fees
Sep 24 - Sep 25
Cleo Dalia
A spacious living area with a wooden floor, a dark sofa, and a kitchen with white cabinets and a built-in oven.

13. Cleo Lavanda

Cleo Lavanda
Ancona
The price is NT$3,050
NT$3,392 total
includes taxes & fees
Sep 25 - Sep 26
Cleo Lavanda
A modern living room with a sofa, black bean bag, and a wall with the text 'LIFE IS A BEAUTIFUL RIDE'.

14. Casa nel Vicolo - Duomo di Osimo

Casa nel Vicolo - Duomo di Osimo
Osimo
The price is NT$2,184
NT$5,315 total
includes taxes & fees
Oct 1 - Oct 2
Casa nel Vicolo - Duomo di Osimo
A balcony with a table and chairs, a bed with a white bedspread and rose petals, and a view of the countryside.

15. Holiday Residence Belohorizonte

Holiday Residence Belohorizonte
Macerata
9.0 out of 10, Wonderful, (22 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 NT$2,359
NT$3,360 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Residence Belohorizonte
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

Pineta Hotel

Pineta Hotel

10/10 Excellent
"Fantastic Hotel, very convenient for Ancona airport. Staff were helpful and room was very modern and an interesting design- would definitely book again! Great breakfast as well!"
James 1-night trip
Posted 4 days ago
Pineta 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
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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 Gens Camuria: This vacation home rental outside of Cupramontana is located next to a golf course and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and an espresso maker. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals will I find in Cupramontana?

With 10 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.