Book Holiday Homes in Freeport

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Featured Holiday Homes in Freeport

Beautiful Oceanfront House- Stunning Water Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell ME
Located in Harpswell, this vacation home is a 1-minute drive from Casco Bay and 7 minutes from Androscoggin River.
Opens in a new windowBeautiful Oceanfront House- Stunning Water Views
Centerview cottage

Centerview cottage

Harpswell ME
The price is AU$658 per night from 15 May to 16 May
AU$658
15 May - 16 May
includes taxes & fees
Located in Harpswell, this vacation home is by the ocean, within a 15-minute drive of Paddleworks and Bailey Island Bridge.
Opens in a new windowCenterview cottage
5 Star Back Cove Apartment with water view!

5 Star Back Cove Apartment with water view!

Portland ME
With a stay at this vacation home in Portland (Back Cove), you'll be a 4-minute drive from Thompson's Point and 9 minutes from Maine Mall.
Opens in a new window5 Star Back Cove Apartment with water view!
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Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View

Portland ME
The price is AU$960 per night from 21 May to 22 May
AU$960
21 May - 22 May
includes taxes & fees
With a stay at this vacation home in Portland (West End), you'll be a 5-minute drive from Thompson's Point and 8 minutes from Maine Mall.
Opens in a new windowRare West End Home • Walk to Old Port, Harbor View
Captain's Guest Room w/private bath. Walk to everything.

Captain's Guest Room w/private bath. Walk to everything.

Bath ME
The price is AU$204 per night from 15 May to 16 May
AU$204
15 May - 16 May
includes taxes & fees
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church Arts Center and Bath Center for the Arts.
Opens in a new windowCaptain's Guest Room w/private bath. Walk to everything.
Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Phippsburg ME
A stay at this vacation home places you in the heart of Phippsburg, a 1-minute drive from Casco Bay and 7 minutes from Maine Maritime Museum.
Opens in a new windowSummer 2026 ! Kayak on the Kennebec " EVERYTHING you need "
Charming  Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean

Charming Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean

Cumberland ME
With a stay at this vacation home in Cumberland Foreside, you'll be by the sea, within a 15-minute drive of LL Bean Flagship Store and Eartha.
Opens in a new windowCharming Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Falmouth ME
Located in Falmouth, this vacation home is on a lake, within a 15-minute drive of Casco Bay and Riverside Municipal Golf Course.
Opens in a new windowCharming 2-bedroom house with AC, WiFi in lovely Falmouth
 Willard Beach Neighborhood-Close to all Southern Maine has to offer!

Willard Beach Neighborhood-Close to all Southern Maine has to offer!

South Portland ME
With a stay at this vacation home, you'll be centrally located in South Portland, within a 15-minute drive of Thompson's Point and Maine Mall.
Opens in a new window Willard Beach Neighborhood-Close to all Southern Maine has to offer!
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Freeport vacation homes are the perfect way for you to wing it.

Holiday houses in Freeport let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Freeport in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Freeport adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Freeport with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Freeport vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Freeport Holiday Homes essential information

Accommodation
544 Holiday Homes
Lowest Price
AU$158
Highest Price
AU$960
Popular accommodation
Beautiful Oceanfront House- Stunning Water Views, Centerview cottage, 5 Star Back Cove Apartment with water view!, Rare West End Home • Walk to Old Port, Harbor View, Captain's Guest Room w/private bath. Walk to everything., Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need ", Charming Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean, Charming 2-bedroom house with AC, WiFi in lovely Falmouth, Willard Beach Neighborhood-Close to all Southern Maine has to offer!

Top trending hotels in Freeport

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1 Freeport ME
Fully refundable
The price is AU$158 per night from 18 May to 19 May
AU$158
18 May - 19 May
includes taxes & fees
With a stay at Holiday Inn Express Hotel & Suites Freeport by IHG in Freeport, you'll be within a 5-minute drive of LL Bean Flagship Store and Wilbur's of Maine ...
Opens in a new windowHoliday Inn Express Hotel & Suites Freeport by IHG
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

3.5 out of 5
162 Main St Freeport ME
Fully refundableReserve now, pay when you stay
The price is AU$209 per night from 17 May to 18 May
AU$209
17 May - 18 May
includes taxes & fees
A stay at The Harraseeket Inn & Event House Freeport Downtown places you in the heart of Freeport, within a 10-minute walk of LL Bean Flagship Store and Freeport ...
Opens in a new windowThe Harraseeket Inn & Event House Freeport Downtown
SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick

2 out of 5
500 US-1 Freeport ME
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 25 May to 26 May
AU$170
25 May - 26 May
includes taxes & fees
With a stay at SpringHill Suites by Marriott Freeport Brunswick in Freeport, you'll be within a 5-minute drive of LL Bean Flagship Store and Wilbur's of Maine ...
Opens in a new windowSpringHill Suites by Marriott Freeport Brunswick
Save an average of 15% on thousands of hotels when you're signed in
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3 out of 5
5 Park St Freeport ME
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 17 May to 18 May
AU$171
17 May - 18 May
includes taxes & fees
With a stay at Hilton Garden Inn Freeport Downtown, you'll be centrally located in Freeport, within a 10-minute walk of LL Bean Flagship Store and Harrington ...
Opens in a new windowHilton Garden Inn Freeport Downtown
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.