Choose from 318 vacation rentals located in South Portland, Maine. Top filters in South Portland include Internet / Wifi, Air conditioner, and Kitchen / Kitchenette. Prices range from $63 to $3,036 per night. Our most popular vacation rental types near South Portland are Apartment and Hotel.

Top vacation rentals in South Portland

View from property
5.0
Outstanding(198 Reviews)
Apartment
 in Portland
“Margaret” Penthouse Suite: Casco Bay views, right in the Old Port. Parking!\n
4 guests · 2 bedrooms · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a Apartment in South Portland, this Apartment for $611 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Interior
5.0
Outstanding(210 Reviews)
Apartment
 in Portland
“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!
4 guests · 2 bedrooms · 3 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Apartment in South Portland, for $1,265 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.3
Excellent(537 Reviews)
Hotel
 in Portland
3star
Portland Regency Hotel & Spa
Garden · Pets allowed · Kitchen / Kitchenette

Experience the best of South Portland with this Hotel available for $139. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property view
4.3
Excellent(425 Reviews)
Hotel
 in Portland
3star
Courtyard by Marriott Portland Downtown/Waterfront
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a Hotel in South Portland, this Hotel for $135 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Vacation rentals with internet & wifi in South Portland

TV, stereo
5.0
Outstanding(152 Reviews)
Apartment
 in Portland
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!
4 guests · 2 bedrooms · 3 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Business stays, family stays, couples stay, getaway vacation, and rental in South Portland at “Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking! for $1,296 for your next trip.

$$$$
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Fridge, microwave, oven, stovetop
5.0
Outstanding(184 Reviews)
Apartment
 in Portland
Chic One Bedroom Apartment In Portland's Arts District
3 guests · 1 bedroom · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in South Portland at Chic One Bedroom Apartment In Portland's Arts District for $283 for your next trip.

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Exterior
4.9
Outstanding(102 Reviews)
House
 in Portland
Historic West End Neighborhood
5 guests · 3 bedrooms · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi
Most favorited

This House in South Portland, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Property view
4.2
Excellent(942 Reviews)
Hotel
 in Portland
3star
Holiday Inn Portland-By the Bay, an IHG Hotel
Pool · Kitchen / Kitchenette · Air conditioner
Most favorited

Nestled in South Portland, this Hotel is perfect for your next vacation. Enjoy Holiday Inn Portland-By the Bay, an IHG Hotel's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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city photo
South Portland

South Portland travel guide

Let us help you plan your perfect South Portland vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in South Portland, and more.

Frequently asked questions

What are the must-visit tourist attractions in South Portland, ME?

South Portland, ME is a beautiful and popular tourist destination. There are plenty of attractions to visit, including the Portland Observatory, the Portland Head Light, Bug Light Park, and the Children's Museum of Maine. Here are some of the must-visit attractions in South Portland:

  • Portland Observatory
  • Portland Head Light
  • Bug Light Park
  • Children's Museum of Maine

Where can I find affordable accommodation in South Portland, ME?

South Portland, ME offers plenty of affordable accommodation for its visitors. Here are a few of the top choices:

  • Hampton Inn South Portland
  • Comfort Inn & Suites South Portland
  • Holiday Inn Express South Portland
  • Econo Lodge South Portland
All of these hotels offer comfortable rooms, excellent amenities, and convenient locations at very reasonable rates.

What is the culture like in South Portland, ME?

South Portland, ME is known for its laid-back, small-town feel and its bustling waterfront. Its culture is one of community, creativity, and inclusivity. Here are five key aspects of the culture in South Portland:

  • A great appreciation for the outdoors - South Portland has a strong outdoor culture, with plenty of parks, beaches, and trails for residents to explore.
  • A commitment to local businesses - South Portland is full of independently owned businesses, many of which have been in the community for generations.
  • A thriving arts and culture scene - South Portland is home to a vibrant arts and culture scene, with numerous galleries, theaters, and museums.
  • A focus on sustainability - The city of South Portland has taken steps to reduce its environmental impact, such as banning single-use plastics and increasing recycling.
  • A welcoming atmosphere - With its diverse population and strong sense of community, South Portland is an incredibly welcoming and inclusive place to live.

Is South Portland, ME safe to travel to?

South Portland, ME is generally a safe place to travel to. Here are some safety tips to keep in mind:

  • Be aware of your surroundings at all times.
  • Keep your valuables secure and out of sight.
  • Avoid walking alone in unfamiliar areas at night.

By following these safety tips, you can ensure that your trip to South Portland, ME is a safe and enjoyable one.

What are the popular shopping destinations in South Portland, ME?

The popular shopping destinations in South Portland, ME are:

  • Mill Creek Shopping Center
  • Maine Mall
  • The Maine Mall Marketplace

Mill Creek Shopping Center is the largest shopping center in South Portland, and offers a variety of stores and restaurants. Maine Mall is a two-level shopping center with over 140 stores and restaurants, and The Maine Mall Marketplace is an outdoor shopping center with a variety of stores and restaurants.

Where is South Portland, ME?

South Portland, ME is located in the southern part of the state, just outside of Portland. It is a coastal city, situated on the Casco Bay, and is known for its beaches, parks, and historical sites. It is a popular tourist destination, and home to a variety of businesses and restaurants.

What are the top things to do in South Portland, ME?

South Portland, ME is a great place to explore and enjoy the outdoors. Here are some of the top things to do in the area:

  • Visit Willard Beach
  • Explore Bug Light Park
  • Go for a hike in the Fore River Sanctuary
  • Take a stroll along the Eastern Promenade
South Portland is a great place to explore the outdoors and enjoy the beauty of Maine. Whether you're visiting Willard Beach, exploring Bug Light Park, going for a hike in the Fore River Sanctuary, or taking a stroll along the Eastern Promenade, there's something for everyone in South Portland.

What do I need to know before visiting South Portland, ME?

Before visiting South Portland, ME, it is important to know that the town is located just south of Portland and is part of the Greater Portland metropolitan area. Additionally, there are a few other things to consider:

  • South Portland has a humid continental climate with warm summers and cold winters.
  • The town is home to many outdoor activities, such as kayaking and hiking.
  • South Portland is a popular tourist destination, with many restaurants and attractions to visit.

What is the price range for rentals in South Portland?

Vacation rentals in South Portland have a price range between $63-$3,036. The average price for rentals in South Portland is $326 per night.

What are the most popular vacation rental amenities in South Portland?

  • Internet / Wifi
  • Air conditioner
  • Kitchen / Kitchenette

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