Find Vacation Rentals in South Portland

South Portland
Anytime
Guests

Popular South Portland Vacation Rentals

Find the perfect South Portland vacation rental

House South Portland
e.g. 3/18 - 3/25 (Sat - Sat)
$248 per night
House ∙ 2 guests ∙ 1 bedroom
4.8
"Excellent" (38 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vacasa
Details
Condo South Portland
e.g. 7/16 - 7/23 (Sat - Sat)
-36%
$373
$240 per night
Condo ∙ 2 guests ∙ 1 bedroom
4.9
"Excellent" (103 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vacasa
Details
Condo South Portland
e.g. 11/5 - 11/12 (Sat - Sat)
$291 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (54 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vacasa
Details
Condo South Portland
e.g. 11/5 - 11/12 (Sat - Sat)
-32%
$506
$345 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.5
"Outstanding" (12 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vacasa
Details
House South Portland
e.g. 3/18 - 3/25 (Sat - Sat)
-21%
$369
$290 per night
House ∙ 8 guests ∙ 3 bedrooms
4.5
"Outstanding" (2 ratings)
South Portland, Cumberland County, Maine, United States
Details
Vacasa
Details
Motel South Portland
e.g. 9/23 - 9/30 (Fri - Fri)
-58%
$261
$109 per night
Motel ∙ 14 guests ∙ 1 bedroom
4.5
"Outstanding" (793 ratings)
South Portland, Cumberland County, Maine, United States
Free cancellation
Details
Expedia
Details
Bed & Breakfast South Portland
e.g. 10/22 - 10/29 (Sat - Sat)
$189 per night
Bed & Breakfast ∙ 14 guests ∙ 1 bedroom
4.1
"Very good" (113 ratings)
South Portland, Cumberland County, Maine, United States
Free cancellation
Details
Expedia
Details
Bed & Breakfast South Portland
e.g. 9/17 - 9/24 (Sat - Sat)
-30%
$297
$209 per night
Bed & Breakfast ∙ 14 guests ∙ 1 bedroom
4.7
"Outstanding" (352 ratings)
South Portland, Cumberland County, Maine, United States
Details
Expedia
Details
Condo South Portland
e.g. 3/18 - 3/25 (Sat - Sat)
$313 per night
Condo ∙ 6 guests ∙ 3 bedrooms
South Portland, Cumberland County, Maine, United States
Details
Vacasa
Details
View more

Vacation rentals and apartments with air conditioning

Apartment Aircondition South Portland
e.g. 6/25 - 7/2 (Sat - Sat)
$200 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
South Portland, Cumberland County, Maine, United States
Aircondition
Details
HomeToGo
Details
Apartment Aircondition South Portland
e.g. 9/17 - 9/24 (Sat - Sat)
$200 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
South Portland, Cumberland County, Maine, United States
Aircondition
Details
HomeToGo
Details
Apartment Aircondition South Portland
e.g. 11/12 - 11/19 (Sat - Sat)
$175 per night
Apartment ∙ 8 guests ∙ 2 bedrooms
South Portland, Cumberland County, Maine, United States
Aircondition
Details
HomeToGo
Details
View more

Vacation Homes With Terraces

Apartment Balcony/Patio South Portland
e.g. 10/1 - 10/8 (Sat - Sat)
$150 per night
Apartment ∙ 2 guests ∙ 1 bedroom
South Portland, Cumberland County, Maine, United States
Balcony/Patio
Details
HomeToGo
Details
House Balcony/Patio South Portland
e.g. 11/12 - 11/19 (Sat - Sat)
$263 per night
House ∙ 6 guests ∙ 3 bedrooms
South Portland, Cumberland County, Maine, United States
Balcony/Patio
Details
HomeToGo
Details
House Balcony/Patio South Portland
e.g. 11/7 - 11/14 (Mon - Mon)
$320 per night
House ∙ 10 guests ∙ 5 bedrooms
South Portland, Cumberland County, Maine, United States
Balcony/Patio
Details
HomeToGo
Details
View more

Vacation rentals with Wi-Fi

Apartment Internet South Portland
e.g. 8/20 - 8/27 (Sat - Sat)
$225 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
South Portland, Cumberland County, Maine, United States
Internet
Details
HomeToGo
Details
Apartment Internet South Portland
e.g. 11/5 - 11/12 (Sat - Sat)
$125 per night
Apartment ∙ 6 guests ∙ 1 bedroom
South Portland, Cumberland County, Maine, United States
Internet
Details
HomeToGo
Details
Cottage Internet South Portland
e.g. 4/29 - 5/6 (Sat - Sat)
$289 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
South Portland, Cumberland County, Maine, United States
Internet
Details
HomeToGo
Details
View more

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 249 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

What are the trendiest neighborhoods South Portland?

image-tag