Compare Freeport Vacation Rentals
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Freeport Rentals

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

Full sized home

Oceanfront Studio w/ Private Dock in Harpswell!

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Great suburban location close to town!

Evalina Hotel

Studio Apartment near downtown Walkable!

The Weldon Hotel

Charming 110-year former Inn 10' from the Ocean!
Freeport Large Group Rentals

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!

Perfect stopover, getaway, base to explore the area, or to simply stay in town.

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 Freeport
🏠 What is the best price for Freeport vacation rentals?
Freeport vacation rentals range in price, starting at $78 per night.
🏠 What types of vacation rentals in Freeport can I rent?
Orbitz offers a wide range of Freeport 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 Freeport condo rentals.
🏠 Is it free to cancel my Freeport 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 Freeport 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 Freeport. 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 Freeport?
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 Freeport apartments and enjoy an extended stay.
🏠 Why should I book my vacation rental with Orbitz in Freeport?
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 Freeport package deals will get you even more savings.



