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Cupramontana Holiday Rentals

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Our top choices for Cupramontana holiday rentals

Small villa with a big garden and a big swimming pool - Sassoferrato

Small villa with a big garden and a big swimming pool - Sassoferrato
Sassoferrato
10.0 out of 10, Exceptional, (50 reviews)
"We had a fantastic time enjoying the park, the surrounding and the swimming pool"
Italy
barbara s.
The price is NZ$332
includes taxes & fees
25 June - 26 June
Small villa with a big garden and a big swimming pool - Sassoferrato

casa grimaldi

casa grimaldi
Matelica
9.2 out of 10, Wonderful, (5 reviews)
"Rilassante viaggio nelle Marche con amici"
Italy
Maurilio
The price is NZ$217
includes taxes & fees
22 June - 23 June
casa grimaldi

SE246 – Senigallia, three-room apartment in an excellent location

SE246 – Senigallia, three-room apartment in an excellent location
Senigallia
The price is NZ$475
includes taxes & fees
18 June - 19 June
SE246 – Senigallia, three-room apartment in an excellent location

Rooms & Breakfast Centrale

Rooms & Breakfast Centrale
Fabriano
10.0 out of 10, Exceptional, (2 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 NZ$136
includes taxes & fees
19 June - 20 June
Rooms & Breakfast Centrale

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 NZ$133
includes taxes & fees
21 June - 22 June
La Dimora del Borgo

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 NZ$130
includes taxes & fees
28 June - 29 June
Country House Federico I

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 NZ$283
includes taxes & fees
21 June - 22 June
Villa Coralia

The Bookhouse home B&B: Eco-Friendly Retreat in Nature

The Bookhouse home B&B: Eco-Friendly Retreat in Nature
Castelplanio
The price is NZ$204
includes taxes & fees
18 June - 19 June
The Bookhouse home B&B: Eco-Friendly Retreat in Nature

La Vita Nuova

La Vita Nuova
Morro d'Alba
9.8 out of 10, Exceptional, (6 reviews)
"Det var rent och fint. Fantastisk utsikt. Sköna sängar och skönt med pool."
Sweden
Max
The price is NZ$294
includes taxes & fees
18 June - 19 June
La Vita Nuova

SE055 -Montemarciano, huge three-room apartment with sea view

SE055 -Montemarciano, huge three-room apartment with sea view
Montemarciano
The price is NZ$471
includes taxes & fees
18 June - 19 June
SE055 -Montemarciano, huge three-room apartment with sea view

RM05 - Senigallia, three-room apartment facing the sea

RM05 - Senigallia, three-room apartment facing the sea
Senigallia
The price is NZ$496
includes taxes & fees
18 June - 19 June
RM05 - Senigallia, three-room apartment facing the sea

SE118 - Senigallia, large three-room apartment with balcony

SE118 - Senigallia, large three-room apartment with balcony
Senigallia
The price is NZ$436
includes taxes & fees
18 June - 19 June
SE118 - Senigallia, large three-room apartment with balcony

SE057 - Senigallia, wonderful seafront penthouse

SE057 - Senigallia, wonderful seafront penthouse
Senigallia
The price is NZ$512
includes taxes & fees
18 June - 19 June
SE057 - Senigallia, wonderful seafront penthouse

Inside the widespread village of Castelletta in the Gola della Rossa park.

Inside the widespread village of Castelletta in the Gola della Rossa park.
Castelletta
The price is NZ$251
includes taxes & fees
18 June - 19 June
Inside the widespread village of Castelletta in the Gola della Rossa park.

SE106 - Senigallia, new two-room apartment facing the sea

SE106 - Senigallia, new two-room apartment facing the sea
Cesano
The price is NZ$446
includes taxes & fees
18 June - 19 June
SE106 - Senigallia, new two-room apartment facing the sea

SE169 – Senigallia, Three-Room Apartment Facing the Sea with Air Conditioning

SE169 – Senigallia, Three-Room Apartment Facing the Sea with Air Conditioning
Senigallia
The price is NZ$531
includes taxes & fees
18 June - 19 June
SE169 – Senigallia, Three-Room Apartment Facing the Sea with Air Conditioning

SE242 – Senigallia, comfortable two-room apartment a stone's throw from the sea

SE242 – Senigallia, comfortable two-room apartment a stone's throw from the sea
Senigallia
The price is NZ$423
includes taxes & fees
18 June - 19 June
SE242 – Senigallia, comfortable two-room apartment a stone's throw from the sea

Ospitalità Il Prato Jesi

Ospitalità Il Prato Jesi
Jesi
The price is NZ$181
includes taxes & fees
20 June - 21 June
Ospitalità Il Prato Jesi

Borgo delle Rondini Relax Home

Borgo delle Rondini Relax Home
Genga
The price is NZ$545
includes taxes & fees
28 June - 29 June
Borgo delle Rondini Relax Home

SE152 - Senigallia, delightful two-room apartment facing the sea

SE152 - Senigallia, delightful two-room apartment facing the sea
Senigallia
The price is NZ$450
includes taxes & fees
18 June - 19 June
SE152 - Senigallia, delightful two-room apartment facing the sea
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

Find out more about Cupramontana

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cupramontana holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cupramontana. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cupramontana. Seeing all the best attractions is bound to make you fall in love with Cupramontana. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cupramontana short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Cupramontana?

Yes, there are holiday rentals close to the most popular sights in Cupramontana, or you can select a more secluded 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 holiday rentals that Cupramontana has to offer?

Villa Gens Camuria: This holiday home rental outside Cupramontana is located next to a golf course, and has an outdoor pool, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and an electric kettle. You and your friends and family can relax into your holiday with amenities such as a garden. Our travellers also rate Idyllic artist's country house with pool & yoga room in a secluded location as a favourite home for rent in Cupramontana.

How many holiday rentals will I find in Cupramontana?

With 10 Expedia holiday rentals, you're guaranteed 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 one of the family-friendly sights such as Paradise Playcenter. Hermitage of the White Friars and Colonnara are other places to visit while you're in town.

What are holiday rentals like in Cupramontana?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cupramontana. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.