South Portland vacation rentals

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Best South Portland vacation rentals

These are the best prices for Oct 17 - 18.
Stunning - modern 2 bedroom Victorian mansion pad - Portland - Bedroom
Stunning - modern 2 bedroom Victorian mansion pad
Portland, ME
10Wonderful(2)
House
$186+
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Studio Apartment near downtown Walkable! - Portland - Bedroom
Studio Apartment near downtown Walkable!
Portland, ME
8.4Very good(5)
Apartment
$161+
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Bright & Spacious Apartment with Amazing Shower - Portland - Dining room
Bright & Spacious Apartment with Amazing Shower
Portland, ME
8.9Very good(17)
Apartment
$225+
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Beautiful 1st Floor Apartment & Amazing Shower - Portland - Living room
Beautiful 1st Floor Apartment & Amazing Shower
Portland, ME
9.0Wonderful(24)
Apartment
$220+
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Beautifully Spacious with Charm - Portland - Living room
Beautifully Spacious with Charm
Portland, ME
9.2Wonderful(95)
Apartment
$164+
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Completely remodeled 2 bedroom apartment in Portland's West End - Portland - Living room
Completely remodeled 2 bedroom apartment in Portland's West End
Portland, ME
9.9Wonderful(62)
Apartment
$521+
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Historic Home in the West End. Private Parking. - Portland - Bedroom
Historic Home in the West End. Private Parking.
Portland, ME
9.7Wonderful(43)
Apartment
$372+
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1200 Sq Ft West End Gem Perfect Location - Portland - Living room
1200 Sq Ft West End Gem Perfect Location
Portland, ME
8.7Very good(34)
Apartment
$272+
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Walk to Old Port West End Condo Parking - Portland - Building
Walk to Old Port West End Condo Parking
Portland, ME
9.4Wonderful(61)
Condo
$346+
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Adorable Portland getaway on the Eastern Promenade - Portland - Living room
Adorable Portland getaway on the Eastern Promenade
Portland, ME
9.5Wonderful(93)
Apartment
$276+
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East end. Walk to food, beer and downtown fun. - Portland - Living room
East end. Walk to food, beer and downtown fun.
Portland, ME
9.1Wonderful(86)
Apartment
$414+
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Glorious getaway on Portland's Eastern Promenade. - Portland - Living room
Glorious getaway on Portland's Eastern Promenade.
Portland, ME
9.6Wonderful(113)
Apartment
$463+
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Haven on the Hill - Portland
Haven on the Hill
Portland, ME
8.7Very good(14)
Apartment
$322+
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Monument Garden Sweet - Portland
Monument Garden Sweet
Portland, ME
9.6Wonderful(5)
Apartment
$767+
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Near Portland Trails: Walkable Apartment w/ Deck - Portland
Near Portland Trails: Walkable Apartment w/ Deck
Portland, ME
House
$338+
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The Brew House - 2nd Floor Private Apartment - Located above Newscapes Brewing - Portland
The Brew House - 2nd Floor Private Apartment - Located above Newscapes Brewing
Portland, ME
9.4Wonderful(47)
Apartment
$441+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
October
$332
$856
Cheapest month to stay with an average 66% drop in price.
Most expensive month to stay with an average 106% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding South Portland vacation rental deals

  • Pool is the most popular vacation rental property amenity in South Portland
  • Vacation rentals in South Portland are around 46% more expensive than hotels on average. Search here to compare prices for all accommodation types in South Portland.
  • The best vacation rental properties in South Portland are Modern & Sunny House Steps from the Promenade. (10.0, 33 reviews), Completely remodeled 2 bedroom apartment in Portland's West End (9.9, 62), and Historic Home in the West End. Private Parking. (9.7, 43), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in South Portland, you should consider visiting during the low season. The cheapest vacation homes in South Portland can be found in May and September.
  • The cheapest night for renting a vacation home in South Portland is Monday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in South Portland for 107 days.

FAQs when booking a vacation home in South Portland

  • How much is a vacation rental for a week in South Portland?

    The average price for a weekly South Portland vacation rental found by KAYAK users in the last 2 weeks is $3,039.

  • How much is a vacation rental for a month in South Portland?

    The average price for a monthly South Portland vacation rental found by KAYAK users in the last 2 weeks is $13,023.

  • What types of vacation rentals are available in South Portland?

    There are loads of different property types that you can make your vacation home in South Portland. You’ll find apartments, houses and homestays.

  • Are there any pet-friendly vacation rentals in South Portland?

    If you’re wanting to bring your furry-friend along you’re in luck. Around 72% of South Portland vacation rentals are dog and pet-friendly.

  • How much is a vacation rental in South Portland for tonight?

    In the last 72 hours, users have found South Portland vacation rentals for tonight for as low as $335. Search here for similar prices

  • How much is a vacation rental in South Portland for this weekend?

    In the last 72 hours, users have found South Portland vacation rentals for this weekend for as low as $666 per night. Search here for similar prices

  • How can I find vacation rentals near me in South Portland?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in South Portland?

Our map will help you find the perfect place to stay in South Portland by showing you the exact location of each vacation rental.

More options for your stay in South Portland

Complete your trip to South Portland

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