South Portland Vacation Rentals
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Our top choices for South Portland vacation rentals
1. 1/2 Mi to Pier: Wfh-friendly Apt in Maine!
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
5. Steps to Sandy Beach! Oceanfront Old Orchard Gem
Steps to Sandy Beach! Oceanfront Old Orchard Gem
6. 'beachfront 14' Condo on Old Orchard Beach
'beachfront 14' Condo on Old Orchard Beach
7. 1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
8. 'beachfront 9' Condo on Old Orchard Beach
'beachfront 9' Condo on Old Orchard Beach
Find vacation rentals that suit your style
Top South Portland Hotel Reviews
Portland Regency Hotel & Spa
Find out more about South Portland
Everything you need to know about South Portland vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Portland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
South Portland vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in South Portland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Portland in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on South Portland rentals
At Expedia, we put the best South Portland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top South Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Portland vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Motels in Portland
- Oceanfront Hotels in Old Orchard Beach
- Kennebunkport Hotels
- Cape Elizabeth Hotels
- Wells Hotels
- South Portland Hotels
- Downtown Portland Hotels
- Old Orchard Beach Hotels
- Portland Hotels
- Pet-Friendly Hotels in Portland
- Cheap Hotels in Portland
- Freeport Hotels
- B&B in Portland
- Hotels near Portland Intl. Jetport
- Scarborough Hotels
- Hotels with Free Airport Shuttle in Portland
- Oceanfront Hotels in Portland
- Ogunquit Hotels
- Old Port Hotels
- Flights from Salt Lake City (SLC) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights from Atlanta (ATL) to Portland (PWM)
- Flights from Dallas (DFW) to Portland (PWM)
- Flights from Jacksonville (JAX) to Portland (PWM)
- Flights from Houston (IAH) to Portland (PWM)
- Flights from St. Louis (STL) to Portland (PWM)
- Flights from Tucson (TUS) to Portland (PWM)
- Flights from Hartford (BDL) to Portland (PWM)
- Flights from Chicago (ORD) to Portland (PWM)
- Flights from Charlotte (CLT) to Portland (PWM)
- Flights from Orlando (MCO) to Portland (PWM)
- Flights from Indianapolis (IND) to Portland (PWM)
- Flights from Washington (IAD) to Portland (PWM)
- Flights to Portland
- Flights from Austin (AUS) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Seattle (SEA) to Portland (PWM)
- Flights from Fort Lauderdale (FLL) to Portland (PWM)
- Flights from Tampa (TPA) to Portland (PWM)
- Flights from Pittsburgh (PIT) to Portland (PWM)
- Flights from Cleveland (CLE) to Portland (PWM)
- Flights from San Francisco (SFO) to Portland (PWM)
- Flights from Boston (BOS) to Portland (PWM)
- Flights from Baltimore (BWI) to Portland (PWM)
- Flights from Detroit (DTW) to Portland (PWM)
- Flights from Portland Intl. Jetport
- Flights from Phoenix (PHX) to Portland (PWM)
- Flights from New York (NYC) to Portland (PWM)
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Columbus (CMH) to Portland (PWM)
- Flights from Miami (MIA) to Portland (PWM)
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Portland (PDX) to Portland (PWM)
- Flights from Cincinnati (CVG) to Portland (PWM)
- Flights from Nashville (BNA) to Portland (PWM)
- Flights from Richmond (RIC) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
- Flights from Denver (DEN) to Portland (PWM)
- Flights from Philadelphia (PHL) to Portland (PWM)
- Flights from Raleigh (RDU) to Portland (PWM)
- Flights from Minneapolis (MSP) to Portland (PWM)
- Cape Elizabeth Vacation Rentals
- Peaks Island Vacation Rentals
- Kennebunk Vacation Rentals
- Windham Vacation Rentals
- Saco Vacation Rentals
- Gray Vacation Rentals
- Yarmouth Vacation Rentals
- Frye Island Vacation Rentals
- Hermit Island Vacation Rentals
- Biddeford Vacation Rentals
- Westbrook Vacation Rentals
- York Beach Vacation Rentals
- Scarborough Vacation Rentals
- Ocean Park Vacation Rentals
- Ogunquit Vacation Rentals
- Chebeague Island Vacation Rentals
- Popham Beach Vacation Rentals
- Topsham Vacation Rentals
- Cape Porpoise Vacation Rentals
- Cumberland Center Vacation Rentals
- Littlejohn Island Vacation Rentals
- Bailey Island Vacation Rentals
- Freeport Vacation Rentals
- Casco Bay Islands Vacation Rentals
- Portland Vacation Rentals
- Kennebunkport Vacation Rentals
- Gorham Vacation Rentals
- Brunswick Vacation Rentals
- Raymond Vacation Rentals
- Old Orchard Beach Vacation Rentals
