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

South Portland Vacation Rentals

Browse 359 available vacation homes and compared across 7 trusted partners

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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

Condo South Portland
Arlie's Digs! - One Block To Willard Beach!
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Apartment South Portland
Fully equipped apartment | City view | Good for workation
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Apartment South Portland
Rental apartment | Nature view
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House South Portland
Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
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House South Portland
Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!
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Condo South Portland
Children-friendly condo | City view
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House South Portland
Vacation home with BBQ
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House South Portland
Vacation home with BBQ, terrace & yard
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House South Portland
House with barbecue, garden & patio
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Apartment South Portland
Holiday apartment with patio | City view
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House South Portland
Family-friendly vacation home with terrace, yard & BBQ | City view | Close to the beach | Pets allowed
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House South Portland
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
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House South Portland
OCEAN VIEWS! WILLARD BEACH Cottage~~2 min walk to beach, 9 mins to Old Port.
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Apartment South Portland
Apartment | Suitable for remote work
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House South Portland
OCEAN VIEWS, Rooftop Deck, HOT TUB, new back deck! 3-min walk to Willard Beach
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Top 15 most Recommended Vacation Rentals in South Portland

Discover your ideal South Portland vacation rental with real-time comparisons of 359 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin South Portland
Cabin ∙ 14 guests ∙ 6 bedrooms

204 m² Cabin

South Portland, Cumberland County, Maine, United States
This spacious cabin in Willard accommodates 14 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $1,039
per night
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House South Portland
4 guests ∙ 2 bedrooms

House

South Portland, Cumberland County, Maine, United States
This house rental in Willard accommodates 4 guests and features a spacious yard for outdoor activities.
from $154
per night
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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 $302
per night
(7)
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House South Portland
House ∙ 8 guests ∙ 3 bedrooms

190 m² House

South Portland, Cumberland County, Maine, United States
Spacious house rental in Willard comfortably accommodates 8 guests and features a family-friendly yard for outdoor activities.
from $789
per night
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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 $420
per night
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Condo South Portland
6 guests ∙ 3 bedrooms

Condo

South Portland, Cumberland County, Maine, United States
This condo in Old Port accommodates 6 and features a cozy fireplace for a warm and inviting atmosphere.
from $2,274
per night
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House South Portland
12 guests ∙ 3 bedrooms

House

South Portland, Cumberland County, Maine, United States
Spacious house rental in Cash Corner accommodating 12 guests with pet-friendly amenities for a comfortable stay.
from $443
per night
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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 $403
per night
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House South Portland
House ∙ 10 guests ∙ 4 bedrooms

158 m² House

South Portland, Cumberland County, Maine, United States
This house rental in Old Orchard Beach accommodates 10 guests and features a spacious yard perfect for family gatherings.
from $598
per night
(7)
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