San Matteo Winter Rentals & Holiday Homes

Discover winter rentals San Matteo - We found 56 exact matches

About San Matteo Winter Rental on Rent By Owner

Planning on a winter vacation in San Matteo? Discover 56 places to stay in San Matteo, for those traveling with their family, friends, in groups, or for a wedding retreat.

At Rent By Owner, we have a wide range of listings for accommodations in San Matteo that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. RBO winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

San Matteo winter accommodation starts at CA $402, and the most popular properties in San Matteo are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, RBO will make your winter trip memorable.

Rent By Owner offers a great deal for travelers planning on renting a place in San Matteo, to enjoy these benefits and to book your winter vacation homes, go to RBO filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around San Matteo and unlock even more amazing deals.

Show more
Show less

Frequently Asked Questions About San Matteo Winter Rentals

The average cost for winter rentals in San Matteo is $293 per night. RBO has a wide list of great winter places to stay near San Matteo that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in San Matteo that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in San Matteo on Rent By Owner

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in San Matteo to find what works for you.
As of 2025, the data from Rent By Owner shows that there are over 56 private swimming pools or indoor pools accommodations near San Matteo along with other great amenities.

About 56 holiday rentals in San Matteo boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in San Matteo for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near San Matteo with all the best amenities for your next trip.