Vacation Rentals in Castiglione dei Pepoli, Emilia-Romagna: Compare 10+ Sites & Save

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  4.  Emilia-Romagna
  5.  Castiglione dei Pepoli

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51 Best Vacation Rentals in Castiglione dei Pepoli (Starting from $64)

La vecchia stalla
La vecchia stalla
House
Castiglione dei Pepoli, Italy
1.3k from Castiglione dei Pepoli center

Cheap, Accommodations, Parking, Country houses, Cottages, Pet-friendly, Lodgings, Hot tubs, Places to stay

6 Bedrooms19 Guests
9.4

Superb

59 reviews

$360
Average price / night
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Casa i Sodi - Relaxation with mountain views
Casa i Sodi - Relaxation with mountain views
House
Castiglione dei Pepoli, 40035, Italy
1.0k from Castiglione dei Pepoli center

Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom2 Guests
New to Booking
$117
Average price / night
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La Casa di Mary
La Casa di Mary
Apartment
Castiglione dei Pepoli, Italy
1.8k from Castiglione dei Pepoli center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

3 Bedrooms5 Guests
9.8

Exceptional

23 reviews

$150
Average price / night
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Bright house with garden and mountain view
Bright house with garden and mountain view
House
Castiglione dei Pepoli, 40035, Italy
1.5k from Castiglione dei Pepoli center

Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, Outdoor Space, Toys

1 Bedroom4 Guests
New to Booking
$127
Average price / night
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Appartamento Simona
Appartamento Simona
Apartment
Castiglione dei Pepoli, Italy
2.0k from Castiglione dei Pepoli center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom4 Guests
9.6

Exceptional

62 reviews

$105
Average price / night
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The House of Mary Free Wi-Fi
The House of Mary Free Wi-Fi
Apartment
castiglione dei pepoli, 40035, Italy
2.0k from Castiglione dei Pepoli center

Balcony, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms5 Guests
New to Booking
$92
Average price / night
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La Corte dei Lillà
La Corte dei Lillà
Apartment
Castiglione dei Pepoli, Italy
2.1k from Castiglione dei Pepoli center

Apartments, Accommodations, Lodgings, Places to stay

2 Bedrooms4 Guests
7.7

Good

3 reviews

$64
Average price / night
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Appartamento Simona Comfort&relax in Centro Paese
Appartamento Simona Comfort&relax in Centro Paese
Apartment
Castiglione dei Pepoli, 40035, Italy
2.3k from Castiglione dei Pepoli center

Barbecue, Crib, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$112
Average price / night
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Borgo dell'Anello
Borgo dell'Anello
House
Castiglione dei Pepoli, Italy
2.1k from Castiglione dei Pepoli center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
New to Booking
$95
Average price / night
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Bed and Breakfast Il Castagno
Bed and Breakfast Il Castagno
House
Via Fiera 46, Castiglione dei Pepoli, 40035, Italy
2.6k from Castiglione dei Pepoli center

AC, Housekeeping, Internet, Outdoor Space

New to Booking
$86
Average price / night
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Agriturismo Ca' de' Magnani
Agriturismo Ca' de' Magnani
House
Castiglione dei Pepoli, Emilia-Romagna, Italy
2.1k from Castiglione dei Pepoli center

Fireplace/Heating, Oceanfront, Internet, Parking, Wellness Facilities, Security/Safety, Accessibility

6 Bedrooms15 Guests
9.1

Superb

619 reviews

$93
Average price / night
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Fattoria Ca' di Fatino
Fattoria Ca' di Fatino
House
Via Nazionale Sud 112, Castiglione dei Pepoli, 40035, Italy
3.8k from Castiglione dei Pepoli center

Barbecue, Breakfast Included, Free Parking, Heater, Housekeeping, Internet, Laundry, No Smoking, Outdoor Space

9.6

Exceptional

81 reviews

$90
Average price / night
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Appartamento Poli con giardino
Appartamento Poli con giardino
Apartment
Castiglione dei Pepoli, Italy
2.5k from Castiglione dei Pepoli center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
9.2

Superb

28 reviews

$79
Average price / night
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Villa 'Casa Di Eli E Matte' with Mountain View, Private Garden and Wi-Fi
Villa 'Casa Di Eli E Matte' with Mountain View, Private Garden and Wi-Fi
Villa
Cà D'onofrio, 40035, Italy
6.7k from Castiglione dei Pepoli center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$164
Average price / night
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Appartamento Poli
Appartamento Poli
Apartment
Castiglione dei Pepoli, Italy
2.5k from Castiglione dei Pepoli center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.4

Superb

66 reviews

$135
Average price / night
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Accommodation i Querceti, small villa in the Bolognese Apennines
Accommodation i Querceti, small villa in the Bolognese Apennines
House
Camugnano, 40032, Italy
7.1k from Castiglione dei Pepoli center

Heater, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$157
Average price / night
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La rosa dei pepoli
La rosa dei pepoli
House
Castiglione dei Pepoli, Italy
2.6k from Castiglione dei Pepoli center

B&bs, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family

6 Bedrooms12 Guests
8.9

Fabulous

8 reviews

$115
Average price / night
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Awesome home in Burzanella with kitchen
Awesome home in Burzanella with kitchen
House
Burzanella, 40032, Italy
7.2k from Castiglione dei Pepoli center

Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Patio

4 Bedrooms10 Guests
New to Booking
$176
Average price / night
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Casa Romano
Casa Romano
Apartment
Pian del Voglio, Italy
3.4k from Castiglione dei Pepoli center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms6 Guests
8.3

Very Good

19 reviews

$122
Average price / night
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Accommodation the oak trees, cottage with large garden
Accommodation the oak trees, cottage with large garden
House
Camugnano, 40032, Italy
7.3k from Castiglione dei Pepoli center

Fireplace, Free Parking, Heater, Laundry, No Smoking, TV, Washer

2 Bedrooms4 Guests
New to Booking
$160
Average price / night
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Il Casale-toscoemiliano
Il Casale-toscoemiliano
House
Camugnano, Italy
3.5k from Castiglione dei Pepoli center

Cheap, Accommodations, Farm stays, Parking, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

5 Bedrooms17 Guests
9.5

Superb

461 reviews

$92
Average price / night
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apt w3  in wood house first level
apt w3 in wood house first level
Apartment
SAN BENEDETTO VAL DI SAMBRO, 40048, Italy
8.2k from Castiglione dei Pepoli center

AC, Kitchen, No Smoking, Pool

1 Bedroom6 Guests
New to Booking
$179
Average price / night
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Apartm. old stone house 4+2 persons
Apartm. old stone house 4+2 persons
Apartment
SAN BENEDETTO VAL DI SAMBRO, 40048, Italy
8.2k from Castiglione dei Pepoli center

Fireplace, Free Parking, Internet, Microwave, No Smoking, Patio, Pool, TV, Washer

2 Bedrooms6 Guests
10.0

Exceptional

9 reviews

$231
Average price / night
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Apt w2 in woodhouse first level
Apt w2 in woodhouse first level
Apartment
SAN BENEDETTO VAL DI SAMBRO, 40048, Italy
8.2k from Castiglione dei Pepoli center

AC, Kitchen, No Smoking, Pool, Washer

1 Bedroom6 Guests
9.0

Fabulous

4 reviews

$164
Average price / night
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Apartm. old stone house 2+2 persons
Apartm. old stone house 2+2 persons
Apartment
SAN BENEDETTO VAL DI SAMBRO, 40048, Italy
8.2k from Castiglione dei Pepoli center

Fireplace, Heater, Internet, Microwave, No Smoking, Patio, Pool, Spa, TV

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$202
Average price / night
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cottage in the middle of nature with private jacuzzi
cottage in the middle of nature with private jacuzzi
Apartment
SAN BENEDETTO VAL DI SAMBRO, 40048, Italy
8.2k from Castiglione dei Pepoli center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom3 Guests
New to Booking
$155
Average price / night
Check Availability
Apartm. old stone house 6/7 persons
Apartm. old stone house 6/7 persons
Apartment
SAN BENEDETTO VAL DI SAMBRO, 40048, Italy
8.2k from Castiglione dei Pepoli center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$292
Average price / night
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Other accommodation types in Castiglione dei Pepoli:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Castiglione dei Pepoli.

Castiglione dei Pepoli Vacation Rentals on the Map

Frequently Asked Questions

You can explore 51 verified vacation rentals in Castiglione dei Pepoli. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Castiglione dei Pepoli vary depending on the season, property size, and location. Rates typically start from around $64 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Castiglione dei Pepoli include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Castiglione dei Pepoli welcome pets. Currently, 27 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Castiglione dei Pepoli often include amenities such as Fireplace/Heating, Balcony/Terrace, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.