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

Two white plastic lounge chairs with floral cushions, positioned on a grassy area with trees and a brick wall in the background.

1. Casa Vacanze Merion

Casa Vacanze Merion
Arcevia
The price is P3,982
P4,381 total
includes taxes & fees
Sep 28 - Sep 29
Casa Vacanze Merion
A modern bedroom with a bed, a desk, and a chair.

2. Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
The price is P3,286
P6,674 total
includes taxes & fees
Oct 9 - Oct 10
Ospitalità Il Prato Jesi
A stone building with a gated entrance, arched windows, and a small balcony.

3. 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 P4,179
P4,597 total
includes taxes & fees
Oct 11 - Oct 12
Country House Federico I
A coastal beach with clear blue waters, a rocky outcrop, and a mountainous backdrop.

4. 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 P13,706
P15,076 total
includes taxes & fees
Sep 28 - Sep 29
Poggio Antico - Suites and Breakfast
A rooftop terrace with a circular stone planter, a paved area, and a view of distant mountains.

5. Borgo delle Rondini Relax Home

Borgo delle Rondini Relax Home
Genga
The price is P7,099
P12,790 total
includes taxes & fees
Sep 28 - Sep 29
Borgo delle Rondini Relax Home
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 P4,367
P4,803 total
includes taxes & fees
Sep 28 - Sep 29
La Dimora del Borgo
A modern reception desk with a curved design, a laptop on top, and pendant lighting.

7. 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 P4,238
P4,875 total
includes taxes & fees
Sep 28 - Sep 29
Rooms & Breakfast Centrale
A dining area with wooden beams, white furniture, and large arched windows offering a view.

8. 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 P7,116
P7,828 total
includes taxes & fees
Oct 3 - Oct 4
Villa Coralia
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 9 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:

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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.