370 South Portland Vacation Rentals & Short Term Rentals

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Compare South Portland vacation rentals from 6 rental sites including HomeAway, Booking.com, HRS Holidays and more, from $53 a night.

Information about South Portland

Vacation Rentals in South Portland

Find the best South Portland vacation rentals with Tripping.com. Choose from 369 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices from $53 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 294 of homes in South Portland offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 53 rentals with pool or jacuzzi, or relax with the family in one of the 240 homes with cable TV.

For all those dog lovers and cat lovers, South Portland offers 107 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 6 rental sites in South Portland where the top providers in that area are HomeAway, Booking.com, and HRS Holidays. There are 228 HomeAway rentals, 51 Booking.com short term rentals and 36 HRS Holidays vacation rentals.