South Portland vacation rentals

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Best South Portland vacation rentals

Most recommended vacation rentals in South Portland

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South Portland Cottage - South Portland
South Portland Cottage
South Portland, ME
9.0Wonderful(21)
$205+
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Willard Beach Neighborhood-Close To All Southern Maine Has To Offer! - South Portland
Willard Beach Neighborhood-Close To All Southern Maine Has To Offer!
South Portland, ME
$444+
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Cozy Studio Apartment within walking distance to Willard Beach - South Portland - Living room
Cozy Studio Apartment within walking distance to Willard Beach
South Portland, ME
Free Wi-Fi
$143+
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Willard Beach, Cancellation - Two Bedroom Cottage Home availabe for 2025 season - South Portland - Dining room
Willard Beach, Cancellation - Two Bedroom Cottage Home availabe for 2025 season
South Portland, ME
Pet friendly
$196+
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Ocean Views, Rooftop Deck, Hot Tub, New Back Deck! 3-Min Walk To Willard Beach - South Portland - Balcony
Ocean Views, Rooftop Deck, Hot Tub, New Back Deck! 3-Min Walk To Willard Beach
South Portland, ME
Pet friendly
Spa
$624+
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Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood - South Portland - Bedroom
Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
South Portland, ME
Free Wi-Fi
Pet friendly
$436+
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Sunny Spot with Private Parking. - South Portland - Living room
Sunny Spot with Private Parking.
South Portland, ME
$142+
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Willard Beach Bungalow - South Portland - Dining room
Willard Beach Bungalow
South Portland, ME
Free Wi-Fi
Pet friendly
$457+
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Ocean Views! Willard Beach Cottage~2 Min Walk To Beach, 9 Mins To Old Port. - South Portland - Living room
Ocean Views! Willard Beach Cottage~2 Min Walk To Beach, 9 Mins To Old Port.
South Portland, ME
Free Wi-Fi
Pet friendly
$607+
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Charming 110-year former Inn 10' from the Ocean! - South Portland - Beach
Charming 110-year former Inn 10' from the Ocean!
South Portland, ME
Free Wi-Fi
Pet friendly
$428+
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Ground floor 2 bed condo 1 block to Willard beach! - South Portland - Living room
Ground floor 2 bed condo 1 block to Willard beach!
South Portland, ME
$306+
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Newly Renovated Craftsman Home Walking Distance To Willard Beach! - South Portland - Dining room
Newly Renovated Craftsman Home Walking Distance To Willard Beach!
South Portland, ME
Free Wi-Fi
$595+
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Comfortable cottage style home. Family friendly. Sleeps six. - South Portland - Patio
Comfortable cottage style home. Family friendly. Sleeps six.
South Portland, ME
Pet friendly
$486+
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Amazing ocean views! High end beach house meets farmhouse. 1 min walk to beach - South Portland - Living room
Amazing ocean views! High end beach house meets farmhouse. 1 min walk to beach
South Portland, ME
Free Wi-Fi
Pet friendly
$375+
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Spacious Hideaway Close To Old Port + Wags! - South Portland
Spacious Hideaway Close To Old Port + Wags!
South Portland, ME
Free Wi-Fi
Pet friendly
$206+
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Be Near Willard Beach in a Wonderful Residential Neighborhood - South Portland
Be Near Willard Beach in a Wonderful Residential Neighborhood
South Portland, ME
Free Wi-Fi
$327+
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Good to know

Low season

March

High season

December

Average price (weeknight)

$185

Average price (weekend night)

$122
Cheapest month to stay with an average 53% drop in price.
Most expensive month to stay with an average 121% 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

  • Vacation rentals in South Portland are around 79% 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 Ground floor 2 bed condo 1 block to Willard beach! (9.9, 31 reviews), Charming 110-year former Inn 10' from the Ocean! (9.8, 42), and South Portland Cottage (9.0, 21), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in South Portland for 15 days.

FAQs when booking a vacation home in South Portland

  • 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, condos, cottages and houses.

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

    There are a number of dog and pet-friendly South Portland vacation rentals, with around 30% allowing you to bring your pet along with you.

  • 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 $291. 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 $339 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.

Everything you need to know for your stay in South Portland

South Portland vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in South Portland. Find cheap vacation homes to rent in South Portland. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in South Portland that suits you best.

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