Cupramontana Vacation Rentals from $98: Search Short-Term Rentals

Q: 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.

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Our top choices for Cupramontana vacation rentals

A bedroom with a bed, a desk, a chair, a shelf, and a butterfly artwork on the wall.

1. Ospitalità Il Prato Jesi

Jesi

$102 nightly

Nov 16 - Nov 17

Total with taxes and fees

A person in a hot tub with a glass of wine, surrounded by a wooden deck and lush greenery in the background.

2. House in the village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park

Castelletta

$129 nightly

Nov 15 - Nov 16

Total with taxes and fees

A white table with two chairs, a potted plant with red flowers, and a view of a mountainous landscape.

3. Casa Vacanze Merion

Arcevia

Giovanni

$68 nightly

Nov 28 - Nov 29

Total with taxes and fees

4. Italian Experience-Movie Suite Jesi

Iesi

$277 nightly

Nov 15 - Nov 16

Total with taxes and fees

5. Nice apartment for 4 guests with WIFI, TV and pets allowed

Iesi

$286 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern reception area with a curved wooden reception desk, marble flooring, and pendant lighting.

6. Rooms & Breakfast Centrale

Fabriano

Max

$63 nightly

Dec 15 - Dec 16

Total with taxes and fees

7. House in the medieval village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park

Castelletta

$134 nightly

Nov 15 - Nov 16

Total with taxes and fees

8. In the sprawling village of Castelletta in the Gola della Rossa Park.

Castelletta

$129 nightly

Nov 15 - Nov 16

Total with taxes and fees

A stone building with a gated entrance, arched windows, and a small balcony.

9. Country House Federico I

Sassoferrato

Costantin

$59 nightly

Nov 28 - Nov 29

Total with taxes and fees

An open door leading to a balcony with a tiled floor and a view of a street.

10. Ravasio House in the Heart of the Marche Region, Amid Historic Villages and Panoramic Views

Montale

$78 nightly

Nov 15 - Nov 16

Total with taxes and fees

11. Movie Suite Jesi by Interhome

Jesi

$269 nightly

Nov 19 - Nov 20

Total with taxes and fees

A small outdoor patio with a black table, a barbecue grill, and a tray with drinks and snacks.

12. [La Casetta] Bilocale Centrale con Terrazza Parcheggio Gratuito Wifi PS4 Minipc

Jesi

G. C.

$100 nightly

Nov 19 - Nov 20

Total with taxes and fees

A two-story building with a courtyard, a fire pit, and a well-maintained lawn.

13. Villa Gens Camuria

Camerano

antonio

$87 nightly

Nov 15 - Nov 16

Total with taxes and fees

A historic stone building with multiple structures, including a tower, surrounded by greenery and a pathway.

14. La casa sulle mura in Borgo Loretello

Loretello

$143 nightly

Nov 15 - Nov 16

Total with taxes and fees

An arched courtyard with a brick floor, a pergola, and a table with chairs.

15. La Dimora del Borgo

Montecassiano

"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!!"

Gabriel

$63 nightly

Dec 7 - Dec 8

Total with taxes and fees

A spacious dining area with high ceilings, large windows, and a view of the landscape.

16. Villa Coralia

Osimo

Natalie

$108 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hallway with a radiator, wooden doors, and a tiled floor.

17. Charming Holiday Apartment in Ostra

Ostra

$83 nightly

Nov 29 - Nov 30

Total with taxes and fees

A living room with a white sofa, a coffee table, a dining table with clear chairs, a chandelier, and exposed wooden beams.

18. Italian Experience - La Casa in Centro

Filottrano

$188 nightly

Nov 15 - Nov 16

Total with taxes and fees

19. Nice apartment for 3 people with WIFI, A/C, TV and panoramic view

Filottrano

$219 nightly

Nov 16 - Nov 17

Total with taxes and fees

A rustic building with a brick facade, a clock, and a staircase leading to a balcony.

20. La suite in piazza in Borgo Loretello

Loretello

$156 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Top Cupramontana Hotel Reviews

Hotel Federico II

10/10 Excellent

"Very clean room and comfortable hotel. Excellent location."

Senbhotel

8/10 Good

"Stayed here before seven years ago and it was excellent then and excellent now. One area of concern is that in the event of an evacuation and therefore cannot use the lift - there is no handrail on the internal staircase. Not ideal for the older generation. Lift, of course, was working perfectly. We used the restaurant this time for lunch and the food was lovely and good value."

Hotel Universal

8/10 Good

"The staff was incredibly helpful and kind. The room was simple but has everything you need and the location is amazing. The breakfast buffet was also great. Parking on the property is €20/night. The only two knocks I have is charging €5/beach towel seems excessive, on top of €30+ to rent beach chairs. And the bathroom in the deluxe room is pretty cramped for 2 people."

Find out more about Cupramontana

Everything you need to know about Cupramontana vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cupramontana vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupramontana vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cupramontana vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupramontana. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cupramontana in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cupramontana rentals

At Expedia, we put the best Cupramontana vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cupramontana rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupramontana vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupramontana. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Jesi

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.

Cupramontana Vacation Rentals

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Check prices for these dates

Our top choices for Cupramontana vacation rentals

1. Ospitalità Il Prato Jesi

2. House in the village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park

3. Casa Vacanze Merion

4. Italian Experience-Movie Suite Jesi

5. Nice apartment for 4 guests with WIFI, TV and pets allowed

6. Rooms & Breakfast Centrale

7. House in the medieval village of Castelletta, at an elevation of 700 meters, in the Gola della Rossa Park

8. In the sprawling village of Castelletta in the Gola della Rossa Park.

9. Country House Federico I

10. Ravasio House in the Heart of the Marche Region, Amid Historic Villages and Panoramic Views

11. Movie Suite Jesi by Interhome

12. [La Casetta] Bilocale Centrale con Terrazza Parcheggio Gratuito Wifi PS4 Minipc

13. Villa Gens Camuria

14. La casa sulle mura in Borgo Loretello

15. La Dimora del Borgo

16. Villa Coralia

17. Charming Holiday Apartment in Ostra

18. Italian Experience - La Casa in Centro

19. Nice apartment for 3 people with WIFI, A/C, TV and panoramic view

20. La suite in piazza in Borgo Loretello

Find vacation rentals that suit your style

Top Cupramontana Hotel Reviews

Hotel Federico II

Find out more about Cupramontana

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