Find Vacation Rentals in South Portland

We have 442 properties to choose from
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Popular South Portland Vacation Rentals

Find the perfect South Portland vacation rental

Apartment South Portland
from $134 per night
3 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(3 ratings)
South Portland, Cumberland County, Maine, United States
Vrbo
Details
House South Portland
from $401 per night
6 guests ∙ 3 bedrooms

House

4.9
Outstanding(74 ratings)
South Portland, Cumberland County, Maine, United States
Vrbo
Details
House South Portland
from $604 per night
House ∙ 8 guests ∙ 3 bedrooms

149 m² House

5.0
Outstanding(53 ratings)
South Portland, Cumberland County, Maine, United States
Vrbo
Details
House South Portland
from $229 per night
2 guests ∙ 1 bedroom

House

4.8
Outstanding(71 ratings)
South Portland, Cumberland County, Maine, United States
Vrbo
Details
Condo South Portland
from $257 per night
Condo ∙ 5 guests ∙ 2 bedrooms

112 m² Condo

5.0
Outstanding(72 ratings)
South Portland, Cumberland County, Maine, United States
Vrbo
Details
House South Portland
from $554 per night
House ∙ 6 guests ∙ 3 bedrooms

123 m² House

4.8
Outstanding(7 ratings)
South Portland, Cumberland County, Maine, United States
Vrbo
Details
House South Portland
from $188 per night
House ∙ 4 guests ∙ 2 bedrooms

95 m² House

South Portland, Cumberland County, Maine, United States
Vrbo
Details
Apartment South Portland
from $267 per night
4 guests ∙ 2 bedrooms

Apartment

South Portland, Cumberland County, Maine, United States
Vrbo
Details
House South Portland
from $426 per night
House ∙ 6 guests ∙ 2 bedrooms

112 m² House

4.9
Outstanding(78 ratings)
South Portland, Cumberland County, Maine, United States
Vrbo
Details
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Recommended Rentals With Pools

Cottage  South Portland
from $187 per night
2 guests ∙ 1 bedroom

Cottage

5.0
Outstanding(24 ratings)
South Portland, Cumberland County, Maine, United States
Pool
Vrbo
Details
House  South Portland
from $636 per night
House ∙ 12 guests ∙ 6 bedrooms

542 m² House

5.0
Outstanding(50 ratings)
South Portland, Cumberland County, Maine, United States
Pool
Vrbo
Details
House  South Portland
from $1,524 per night
House ∙ 24 guests ∙ 10 bedrooms

520 m² House

4.9
Outstanding(84 ratings)
South Portland, Cumberland County, Maine, United States
Pool
Vrbo
Details
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Pet-Friendly Homes and Apartments

Apartment  South Portland
from $391 per night
7 guests ∙ 3 bedrooms

Apartment

South Portland, Cumberland County, Maine, United States
Pet-friendly
Vrbo
Details
Apartment  South Portland
from $271 per night
4 guests ∙ 2 bedrooms

Apartment

South Portland, Cumberland County, Maine, United States
Pet-friendly
Vrbo
Details
House  South Portland
from $374 per night
8 guests ∙ 4 bedrooms

House

South Portland, Cumberland County, Maine, United States
Pet-friendly
Vrbo
Details
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Accommodations With Saunas

Condo  South Portland
from $344 per night
Condo ∙ 6 guests ∙ 2 bedrooms

125 m² Condo

4.9
Outstanding(94 ratings)
South Portland, Cumberland County, Maine, United States
Sauna
Vrbo
Details
Condo  South Portland
from $382 per night
8 guests ∙ 2 bedrooms

Condo

3.0
(2 ratings)
South Portland, Cumberland County, Maine, United States
Sauna
Vrbo
Details
Apartment  South Portland
from $689 per night
9 guests ∙ 3 bedrooms

Apartment

4.7
Excellent(61 ratings)
South Portland, Cumberland County, Maine, United States
Sauna
Vrbo
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in South Portland?

In South Portland, vacation rentals start at $103 per night.

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

Currently, there are 445 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.

What are the trendiest neighborhoods South Portland?

Popular Day Trips Near South Portland

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