South Portland vacation rentals

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Best South Portland vacation rentals

These are the best prices for May 14 - 15.
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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Elegant condo - walk to Portland's best restaurants & Old Port - Portland - Kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
Portland, ME
9.1Wonderful(41)
Condo
$504+
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Bright & Spacious Apartment with Amazing Shower - Portland - Dining room
Bright & Spacious Apartment with Amazing Shower
Portland, ME
9.0Wonderful(13)
Apartment
$383+
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The Globe House on Munjoy Hill - Walk to Breweries - Portland - Bedroom
The Globe House on Munjoy Hill - Walk to Breweries
Portland, ME
9.9Wonderful(76)
House
$536+
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Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included! - Portland - Living room
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Portland, ME
10Wonderful(2)
Condo
$342+
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Modern & Sunny House Steps from the Promenade. Private Parking! - Portland - Bedroom
Modern & Sunny House Steps from the Promenade. Private Parking!
Portland, ME
10Wonderful(29)
House
$485+
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Old Port Penthouse Suite - Amazing Harbor Views - Portland - Living room
Old Port Penthouse Suite - Amazing Harbor Views
Portland, ME
9.9Wonderful(105)
Apartment
$914+
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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(37)
Apartment
$415+
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Beautiful 1st Floor Apartment & Amazing Shower - Portland - Living room
Beautiful 1st Floor Apartment & Amazing Shower
Portland, ME
8.9Very good(23)
Apartment
$368+
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East End Annex - Portland - Bedroom
East End Annex
Portland, ME
8.6Very good(40)
House
$310+
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East end. Walk to food, beer and downtown fun. - Portland - Dining room
East end. Walk to food, beer and downtown fun.
Portland, ME
9.2Wonderful(71)
Apartment
$289+
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Walk to Old Port West End Condo Parking - Portland - Living room
Walk to Old Port West End Condo Parking
Portland, ME
9.3Wonderful(53)
Condo
$416+
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Haven on the Hill - Portland
Haven on the Hill
Portland, ME
8.5Very good(14)
Apartment
$505+
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Monument Garden Sweet - Portland
Monument Garden Sweet
Portland, ME
10Wonderful(5)
Apartment
$866+
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Near Portland Trails Walkable Apartment with Deck - Portland
Near Portland Trails Walkable Apartment with Deck
Portland, ME
House
$381+
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The Brew House - 2nd Floor Private Apartment - Portland
The Brew House - 2nd Floor Private Apartment
Portland, ME
9.4Wonderful(42)
Apartment
$396+
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Good to know

Low season

High season

Average price (weeknight)

August
June
$329
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 95% rise in price.
Average Sun - Thu 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 1% cheaper 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. Private Parking! (10.0, 29 reviews), The Globe House on Munjoy Hill - Walk to Breweries (9.9, 76), and Old Port Penthouse Suite - Amazing Harbor Views (9.9, 105), 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 August and October.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in South Portland for 44 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 $2,960.

  • 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 $12,685.

  • 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 and houses.

  • 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 85% 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 $294. 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.

Everything you need to know for your stay in South Portland