Compare Freeport Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Freeport Rentals

Long Island Retreat at Sunset Landing close to Portland, Maine

Long Island Retreat at Sunset Landing close to Portland, Maine

Long Island ME
12.05 mi from city center
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

WINDHAM ME
13.69 mi from city center
Guests staying at this cottage have access to a garden and barbecue grills.
Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade

Portland ME
14.87 mi from city center
$287 nightly
The price is $313 total per night
$313 total
Jun 25 - Jun 26
Total with taxes and fees
At this apartment, guests enjoy features like tennis courts.
Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian

Portland ME
14.93 mi from city center
$429 nightly
The price is $468 total per night
$468 total
Jun 28 - Jun 29
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Bath ME
14.46 mi from city center
$134 nightly
The price is $146 total per night
$146 total
Jun 17 - Jun 18
Total with taxes and fees
At this vacation home, guests enjoy features like beach towels.
Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”

Portland ME
15.43 mi from city center
This vacation home is a smoke-free vacation home.
Free WiFi
Air conditioning
Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!

Portland ME
15.91 mi from city center
$171 nightly
The price is $173 total per night
$173 total
Jun 21 - Jun 22
Total with taxes and fees
This apartment is a smoke-free apartment building.
Pet friendly
Air conditioning
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
54 York St Portland ME
Free Cancellation
16.1 mi from city center
$334 nightly
The price is $364 total per night
$364 total
Jun 17 - Jun 18
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at The Weldon Hotel. Self parking is available for USD 40 per night. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower

Portland ME
16.3 mi from city center
$182 nightly
The price is $198 total per night
$198 total
Jun 17 - Jun 18
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
Private Contemporary Artist's Tree House on two acres with perennial gardens.

Private Contemporary Artist's Tree House on two acres with perennial gardens.

Unknown Unknown
17.53 mi from city center
Guests staying at this cottage enjoy a hot tub, local meal delivery service, and barbecue grills. This smoke-free cottage also has a garden.
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

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

South Portland ME
19.87 mi from city center
$248 nightly
The price is $270 total per night
$270 total
Jul 1 - Jul 2
Total with taxes and fees
This aparthotel features a gym and laundry facilities.
Modern, Spacious Guest Suite Near the Ocean

Modern, Spacious Guest Suite Near the Ocean

Cape Elizabeth ME
20.45 mi from city center
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and a garden.
Washer
Dryer
Don't see what you're looking for?
See all available properties in Freeport
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Freeport Large Group Rentals

How to Book Vacation Rentals in Freeport



🏠 What is the best price for Freeport vacation rentals?

Freeport vacation rentals range in price, starting at $146 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.