Vacation Rentals in San Massimo, Molise: Compare 10+ Sites & Save

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56 Best Vacation Rentals in San Massimo (Starting from $37)

Miletto Holiday House
Miletto Holiday House
Ski Chalet
San Massimo, Italy
1.8k from San Massimo center

Accommodations, Pools, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom7 Guests
New to Booking
$157
Average price / night
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In the heart of the Matese National Park in search of nature and well-being.
In the heart of the Matese National Park in search of nature and well-being.
Apartment
Campitello Matese, 86027, Italy
2.4k from San Massimo center

AC, Heater, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$239
Average price / night
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Chalet Callora
Chalet Callora
Ski Chalet
San Massimo, Italy
1.9k from San Massimo center

Cheap, Accommodations, Parking, Cabins, Cottages, Pet-friendly, Lodgings, Places to stay, Self-catering

4 Bedrooms15 Guests
8.3

Very Good

4 reviews

$228
Average price / night
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2 bedroom cozy apartment in San Massimo
2 bedroom cozy apartment in San Massimo
Apartment
San Massimo, 86027, Italy
2.4k from San Massimo center

Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, No Smoking, TV

1 Bedroom6 Guests
New to Booking
$58
Average price / night
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Le Verande sulle piste
Le Verande sulle piste
Apartment
San Massimo, Italy
2.3k from San Massimo center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering, Ski resorts

2 Bedrooms6 Guests
7.7

Good

4 reviews

$187
Average price / night
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Retreat in the old town, Base for the Matese
Retreat in the old town, Base for the Matese
House
Bojano, 86021, Italy
5.3k from San Massimo center

Balcony, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms7 Guests
New to Booking
$152
Average price / night
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Nonno Leo
Nonno Leo
Apartment
San Massimo, Italy
2.3k from San Massimo center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering, Ski resorts

1 Bedroom5 Guests
8.8

Fabulous

5 reviews

$124
Average price / night
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Largo Zeza Fifteen Holiday Home
Largo Zeza Fifteen Holiday Home
House
Bojano, 86021, Italy
5.6k from San Massimo center

AC, Balcony, Breakfast Included, Crib, Free Parking, Heater, Internet, Kitchen, No Smoking

2 Bedrooms6 Guests
New to Booking
$473
Average price / night
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La Veranda sul Matese - Appartamento a Campitello Matese
La Veranda sul Matese - Appartamento a Campitello Matese
Apartment
San Massimo, Italy
2.3k from San Massimo center

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

1 Bedroom4 Guests
8.4

Very Good

18 reviews

$37
Average price / night
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Casa Delle Fate
Casa Delle Fate
House
Gallo Matese, 81010, Italy
6.1k from San Massimo center

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

3 Bedrooms6 Guests
New to Booking
$246
Average price / night
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Alba Apartment con vista
Alba Apartment con vista
Apartment
San Massimo, Italy
2.4k from San Massimo center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

1 Bedroom5 Guests
9.6

Exceptional

12 reviews

$133
Average price / night
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Holiday Home Tenuta Fortilù
Holiday Home Tenuta Fortilù
House
Santa Maria del Molise, 86096, Italy
7.9k from San Massimo center

Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms11 Guests
New to Booking
$589
Average price / night
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Appartamento a Campitello Matese, San Massimo - 2P
Appartamento a Campitello Matese, San Massimo - 2P
Apartment
San Massimo, Italy
2.4k from San Massimo center

Apartments, Accommodations, Lodgings, Places to stay, Self-catering, Ski resorts

1 Bedroom6 Guests
8.4

Very Good

6 reviews

$283
Average price / night
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L'Antica Dimora
L'Antica Dimora
House
Via Francesco Jovine 2, Macchiagodena, 86096, Italy
8.6k from San Massimo center

AC, Barbecue, Heater, Housekeeping, Internet, Laundry, No Smoking, Outdoor Space, Pool

9.8

Exceptional

13 reviews

$81
Average price / night
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Appartamento a Campitello Matese, San Massimo -3P
Appartamento a Campitello Matese, San Massimo -3P
Apartment
Campobasso, Italy
2.4k from San Massimo center

Apartments, Accommodations, Lodgings, Places to stay, Self-catering

1 Bedroom6 Guests
8.0

Good

7 reviews

$257
Average price / night
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casa vacanze Mario
casa vacanze Mario
Apartment
San Massimo, Italy
2.4k from San Massimo center

Parking, Internet, Child Friendly

2 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$91
Average price / night
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Sogni di Montagna
Sogni di Montagna
Apartment
San Massimo, Italy
2.4k from San Massimo center

Apartments, Accommodations, Lodgings, Places to stay, Ski resorts

2 Bedrooms7 Guests
New to Booking
$187
Average price / night
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Bilocale in residence San Nicola 3
Bilocale in residence San Nicola 3
Apartment
San Massimo, Italy
2.4k from San Massimo center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Ski resorts

1 Bedroom6 Guests
1.0

Review score

1 reviews

$176
Average price / night
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Guest Art Campitello Matese
Guest Art Campitello Matese
House
San Massimo, Italy
2.4k from San Massimo center

Barbecue/Outdoor Cooking, Sports/Activities, Balcony/Terrace, Business Services, Bedding/Linens, Accessibility, Restaurant

2 Bedrooms5 Guests
9.5

Superb

15 reviews

$264
Average price / night
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APPARTAMENTO SAN NICOLA 2
APPARTAMENTO SAN NICOLA 2
Apartment
San Massimo, Italy
2.4k from San Massimo center

Child Friendly

1 Bedroom6 Guests
7.7

Good

15 reviews

$216
Average price / night
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Appartamento San Nicola 2 secondo piano
Appartamento San Nicola 2 secondo piano
Apartment
San Massimo, Italy
2.4k from San Massimo center

Kitchen

1 Bedroom6 Guests
8.6

Fabulous

5 reviews

$216
Average price / night
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La finestra sul Matese
La finestra sul Matese
Apartment
San Massimo, Italy
2.4k from San Massimo center

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

2 Bedrooms6 Guests
8.4

Very Good

33 reviews

$179
Average price / night
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Relax home
Relax home
Villa
San Massimo, Molise, Italy
2.5k from San Massimo center

Breakfast, Parking, Child Friendly

1 Bedroom7 Guests
8.6

Fabulous

12 reviews

$144
Average price / night
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Molise da scoprire e da sciare
Molise da scoprire e da sciare
House
San Massimo, Italy
2.5k from San Massimo center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Onsen, Lodgings, Vacation rentals

2 Bedrooms8 Guests
6.6

Good

19 reviews

$72
Average price / night
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“Molise” Four Seasons
“Molise” Four Seasons
House
San Massimo, Italy
2.5k from San Massimo center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

2 Bedrooms8 Guests
9.2

Superb

24 reviews

$122
Average price / night
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IL PICCOLO PARADISO
IL PICCOLO PARADISO
House
San Massimo, Italy
2.7k from San Massimo center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms13 Guests
8.8

Fabulous

15 reviews

$138
Average price / night
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LE CANONICHE NEL MATESE ALBERGO DIFFUSO
LE CANONICHE NEL MATESE ALBERGO DIFFUSO
Apartment
San Massimo, Italy
3.2k from San Massimo center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Places to stay

7 Bedrooms24 Guests
8.9

Fabulous

72 reviews

$79
Average price / night
Check Availability

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 San Massimo.

San Massimo Vacation Rentals on the Map

Frequently Asked Questions

You can explore 56 verified vacation rentals in San Massimo. 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 San Massimo vary depending on the season, property size, and location. Rates typically start from around $37 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 San Massimo 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 San Massimo welcome pets. Currently, 21 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 San Massimo often include amenities such as Child Friendly, Fireplace/Heating, and Security/Safety. 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.