Owner Direct Vacation
Rentals in South Portland

The Best Owner Direct Vacation Rentals in South Portland. Explore thousands of vacation home rentals, large cabins, and villas near South Portland

Explore the Best South Portland Vacation Homes

Looking for the perfect place to stay in South Portland? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic South Portland character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.

  • vacation rentals
  • luxury villas
  • beachfront homes
  • pet-friendly rentals
  • condos
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8.2 (517 Reviews)
Hotel
Best Western Merry Manor Inn
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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New
Apartment
The Coastal Connection
  • Pet Friendly
  • Security/Safety
  • Child Friendly
US
View Availability

Why Travelers Love Using
Owner Direct to
Find South Portland Vacation Rentals

What makes our vacation homes stand out?

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Verified Properties

Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Popular Neighborhoods for South Portland Vacation Rentals

What are the best areas to stay in South Portland

Discover the top neighborhoods in South Portland and choose a place that suits your stay.

Thursday May 21

South Portland, Maine

Thu
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15.8°C
Fri
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13.4°C
Sat
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12.3°C
Sun
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11.2°C
Mon
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9.1°C
Tue
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15.3°C
Wed
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21.2°C

How to Reserve Your South Portland Vacation Rental

Booking Made Simple

Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.

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SEARCH PROPERTIES

Use filters for location, amenities, and budget.

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VIEW DETAILS

Check photos, reviews, and features for your top picks.

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BOOK SECURELY

Confirm your stay safely through our trusted travel partners.

South Portland Vacation Rental FAQs

What are the top vacation rentals in South Portland?
Which vacation homes in South Portland are best for families?

If you are looking for a family-friendly vacation home in South Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Portland:

How many vacation rentals are available in South Portland?

Currently, the total number of properties listed in 2026 is over 160 in the South Portland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Portland.