Book Holiday Homes in Freeport

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Featured Holiday Homes in Freeport

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cumberland
With a stay at this vacation home, you'll be centrally located in Cumberland Center, within a 15-minute drive of Thompson's Point and Casco Bay.
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Portland
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Thompson's Point and Maine Mall.
The Globe House on Munjoy Hill - Walk to Breweries
Rent a room in the gorgeous Holt House

Rent a room in the gorgeous Holt House

Portland
With a stay at this vacation home in Portland (Parkside), you'll be a 3-minute drive from Thompson's Point and 8 minutes from Maine Mall.
Rent a room in the gorgeous Holt House
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Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Bailey Island
A stay at this vacation home places you in the heart of Bailey Island, steps from Casco Bay and Bailey Island Bridge.
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

Raymond
With a stay at this vacation home in Raymond, you'll be steps from Sebago Lake and Jordan Bay.
Private Lakefront Estate with 180 Degree Views
Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!

Freeport
The price is AU$1,174 per night from 24 Apr to 25 Apr
AU$1,174
includes taxes & fees
24 Apr - 25 Apr
With a stay at this vacation home in Freeport, you'll be by the sea, just steps from Casco Bay and a 3-minute drive from Desert of Maine.
Spacious Country Home Freeport, Only 5 min to LL Bean!
Beautiful House just a step from ocean

Beautiful House just a step from ocean

Harpswell
With a stay at this vacation home in Harpswell, you'll be within a 15-minute drive of Bowdoin College and Casco Bay.
Beautiful House just a step from ocean
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
Located in Georgetown, this vacation home is by the ocean, a 1-minute drive from Reid State Park and 8 minutes from Georgetown Historical Society.
Oceanfront Cabin-Castle in Maine Woods
Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port

Portland
With a stay at this vacation home, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
Elegant condo - walk to Portland's best restaurants & Old Port
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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
520 Holiday Homes
Lowest Price
AU$135
Highest Price
AU$1,174
Popular accommodation
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!, The Globe House on Munjoy Hill - Walk to Breweries, Rent a room in the gorgeous Holt House, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Private Lakefront Estate with 180 Degree Views, Spacious Country Home Freeport, Only 5 min to LL Bean!, Beautiful House just a step from ocean, Oceanfront Cabin-Castle in Maine Woods, Elegant condo - walk to Portland's best restaurants & Old Port

Top trending hotels in Freeport

The Freeport Hotel, Ascend Hotel Collection

The Freeport Hotel, Ascend Hotel Collection

2 out of 5
506 Us Route 1, Freeport, ME
Fully refundableReserve now, pay when you stay
The price is AU$135 per night from 9 Apr to 10 Apr
AU$135
includes taxes & fees
9 Apr - 10 Apr
When you stay at The Freeport Hotel, Ascend Hotel Collection in Freeport, you'll be in a shopping district, within a 5-minute drive of LL Bean Flagship Store ...
The Freeport Hotel, Ascend Hotel Collection
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$180 per night from 6 Apr to 7 Apr
AU$180
includes taxes & fees
6 Apr - 7 Apr
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 Casco Bay.
Holiday Inn Express Hotel & Suites Freeport by IHG
The Harraseeket Inn & Event House

The Harraseeket Inn & Event House

3.5 out of 5
162 Main St, Freeport, ME
The price is AU$184 per night from 10 Apr to 11 Apr
AU$184
includes taxes & fees
10 Apr - 11 Apr
With a stay at The Harraseeket Inn & Event House, you'll be centrally located in Freeport, a 2-minute drive from LL Bean Flagship Store and 13 minutes from Bowdoin ...
The Harraseeket Inn & Event House
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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$154 per night from 7 Apr to 8 Apr
AU$154
includes taxes & fees
7 Apr - 8 Apr
Located in Freeport, SpringHill Suites by Marriott Freeport Brunswick is within a 15-minute drive of LL Bean Flagship Store and Bowdoin College.
SpringHill Suites by Marriott Freeport Brunswick
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.