South Portland Vacation Rentals - HolidayHomes base64Hash South Portland Vacation Rentals - HolidayHomes

South Portland Vacation Rentals

Browse 384 available vacation homes and compared across 8 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in South Portland

Book the highest-rated South Portland vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Apartment South Portland
Apartment | Suitable for remote work
Book now
House South Portland
OCEAN VIEWS, Rooftop Deck, HOT TUB, new back deck! 3-min walk to Willard Beach
Book now
Apartment South Portland
Renovated Apartment in Willard Square Area of South Portland, Maine.
Book now
Condo South Portland
Fully equipped charming condo with terrace
Book now
Apartment South Portland
Willard by the Sea 4, Elevated Coastal Living Walkable Charm Near Portland
Book now
House South Portland
House with yard & grill
Book now
Apartment South Portland
Apartment with 1 room for 2 persons
Book now
Apartment South Portland
Family-oriented beautiful apartment | Beach nearby
Book now
House South Portland
Vacation home with BBQ, terrace & yard
Book now
House South Portland
Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!
Book now
House South Portland
House with 3 rooms for 6 persons
Book now
Apartment South Portland
'Beachfront 12' Condo on Old Orchard Beach
Book now
Condo South Portland
Fully equipped condo with jacuzzi
Book now
Cabin South Portland
Cottage with barbeque, terrace & garden | Good for workation
Book now
Condo South Portland
Condo with grill & yard
Book now

Top 15 most Recommended Vacation Rentals in South Portland

Discover your ideal South Portland vacation rental with real-time comparisons of 384 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House South Portland
House ∙ 8 guests ∙ 3 bedrooms

232 m² House

South Portland, Cumberland County, Maine, United States
This house rental in Willard accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $248
per night
View deal
House South Portland
5 guests ∙ 2 bedrooms

House

South Portland, Cumberland County, Maine, United States
This house rental in Old Port accommodates 5 guests and features a fully equipped kitchen for your convenience.
from $321
per night
View deal
House South Portland
House ∙ 4 guests ∙ 2 bedrooms

95 m² House

South Portland, Cumberland County, Maine, United States
Charming house rental in Willard with a capacity for 4, featuring a spacious yard and pet-friendly accommodations.
from $168
per night
View deal
House South Portland
8 guests ∙ 4 bedrooms

House

South Portland, Cumberland County, Maine, United States
This house rental in South Portland accommodates 8 guests and features a family-friendly kitchen for enjoyable meals together.
from $384
per night
View deal
Apartment South Portland
2 guests ∙ 1 bedroom

Apartment

South Portland, Cumberland County, Maine, United States
This South Portland apartment rental accommodates 2 and features a convenient kitchen for all your culinary needs.
from $146
per night
View deal
Apartment South Portland
4 guests ∙ 2 bedrooms

Apartment

South Portland, Cumberland County, Maine, United States
This spacious apartment rental in Willard accommodates 4 guests and features convenient beach access for a perfect getaway.
from $274
per night
(9)
View deal
House South Portland
House ∙ 2 guests ∙ 1 bedroom

84 m² House

South Portland, Cumberland County, Maine, United States
Cozy house rental in Sunset Park for 2 featuring a private garden perfect for relaxation and outdoor dining.
from $157
per night
View deal
Apartment South Portland
Apartment ∙ 6 guests ∙ 2 bedrooms

1000 m² Apartment

South Portland, Cumberland County, Maine, United States
This spacious 6-person apartment rental in Pleasantdale features a cozy fireplace and is family-friendly.
from $384
per night
View deal
House South Portland
7 guests ∙ 4 bedrooms

House

South Portland, Cumberland County, Maine, United States
This house rental in Willard accommodates 7 guests and features a cozy fireplace for a comfortable stay.
from $528
per night
View deal

More travel options

image-tag