Find Vacation Rentals in South Portland

We have 379 properties to choose from
South Portland
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South Portland
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Popular South Portland Vacation Rentals

Find the perfect South Portland vacation rental

House South Portland
$342 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House South Portland
$461 per night
House ∙ 6 guests ∙ 3 bedrooms
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House South Portland
$390 per night
House ∙ 7 guests ∙ 3 bedrooms
4.9
Outstanding (134 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House South Portland
$458 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (53 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
Apartment South Portland
$245 per night
Apartment ∙ 3 guests ∙ 1 bedroom
5.0
Outstanding (57 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House South Portland
$341 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (32 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House South Portland
$380 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (69 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House South Portland
$411 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding (32 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House South Portland
$391 per night
House ∙ 14 guests ∙ 4 bedrooms
4.8
Outstanding (40 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vrbo
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Details
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Apartments and vacation rentals with a kitchen

House  South Portland
$215 per night
House ∙ 2 guests ∙ 1 bedroom
4.8
Outstanding (70 ratings)
South Portland, Cumberland County, Maine, United States
Kitchen
Details
Vrbo
Details
Details
Condo  South Portland
$294 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (49 ratings)
South Portland, Cumberland County, Maine, United States
Kitchen
Details
Vrbo
Details
Details
House  South Portland
$411 per night
House ∙ 6 guests ∙ 3 bedrooms
South Portland, Cumberland County, Maine, United States
Kitchen
Details
Vrbo
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Details
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Vacation rentals and apartments with air conditioning

Apartment  South Portland
$129 per night
Apartment ∙ 3 guests ∙ 1 bedroom
5.0
Outstanding (2 ratings)
South Portland, Cumberland County, Maine, United States
Air conditioning
Details
Vrbo
Details
Details
Apartment  South Portland
$436 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.6
Excellent (26 ratings)
South Portland, Cumberland County, Maine, United States
Air conditioning
Details
Vrbo
Details
Details
House  South Portland
$408 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (14 ratings)
South Portland, Cumberland County, Maine, United States
Air conditioning
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

House  South Portland
$883 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (4 ratings)
South Portland, Cumberland County, Maine, United States
Balcony
Details
Vrbo
Details
Details
House  South Portland
$179 per night
House ∙ 6 guests ∙ 3 bedrooms
South Portland, Cumberland County, Maine, United States
Balcony
Details
Vrbo
Details
Details
Apartment  South Portland
$316 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (22 ratings)
South Portland, Cumberland County, Maine, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in South Portland?

In South Portland, vacation rentals start at $98 per night.

Is there a wide selection of vacation rentals in South Portland?

Currently, there are 388 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in South Portland

Find the best South Portland vacation rentals on Tripping.com. With over 745 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in South Portland range from $39 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 638 homes in South Portland offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 74 rentals with pool or jacuzzi, or relax with the family in one of the 598 homes with cable TV. For all those pet owners with dogs or cats, South Portland offers 227 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 9 vacation rental sites in South Portland where the top providers in that area are HomeAway, HRS Holidays, and Booking.com. There are 462 HomeAway rentals, 69 HRS Holidays short term rentals and 65 Booking.com vacation rentals.

Popular Day Trips Near South Portland

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