Compare South Portland Vacation Rentals
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South Portland Rentals

Charming 110-year former Inn 10' from the Ocean!

The Coastal Connection

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

The Weldon Hotel

Evalina Hotel

Studio Apartment near downtown Walkable!

Beautiful 1st Floor Apartment & Amazing Shower

Gorgeous ocean-front home with stunning beach views

Sea Cottage at Fortunes Rocks

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
South Portland Large Group Rentals

Charming 3-bedroom house steps to Pine Point Beach with backyard oasis

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Cliffside 2 BD/1 BA home. Quiet sunsets, beach access, and relaxation await you.

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Nature with in-town living that feels a world away. May-June-July special!!!

Waterfront Home on Beautiful Frye Island
How to Book Vacation Rentals in South Portland
🏠 What is the best price for South Portland vacation rentals?
South Portland vacation rentals range in price, starting at $120 per night.
🏠 What types of vacation rentals in South Portland can I rent?
Orbitz offers a wide range of South Portland rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and South Portland condo rentals.
🏠 Is it free to cancel my South Portland vacation rental with Orbitz?
Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.
🏠 How do I find the best deals to rent a South Portland vacation rental with Orbitz?
There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in South Portland. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.
🏠 How can I cancel my vacation rental booking through Orbitz?
Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.
🏠 What are the advantages of booking a vacation rental in South Portland?
Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our South Portland apartments and enjoy an extended stay.
🏠 Why should I book my vacation rental with Orbitz in South Portland?
Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our South Portland package deals will get you even more savings.
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