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
Book a stay at this family-friendly vacation home in Cumberland Center. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Capt Lyman Stuart, ...
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
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Thompson's Point and ...
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
Stay at this vacation home in Portland. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Thompson's Point and Maine Mall are located ...
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
Book a stay at this family-friendly vacation home in Bailey Island. Enjoy free WiFi, a garden, and patios. Popular attractions Bailey Island Bridge and Cobwork ...
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
Stay at this vacation home in Raymond. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Sebago Lake and Raymond Cape ...
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
Book a stay at this family-friendly vacation home in Freeport. Enjoy free WiFi, a garden, and patios. Popular attractions Desert of Maine and Wilbur's 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
Stay at this vacation home in Harpswell. Enjoy a fitness center, in-room jetted tubs, and air conditioning. Popular attractions Thomas Point Beach and Brunswick ...
Beautiful House just a step from ocean
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
Stay at this vacation home in Georgetown. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Reid State Park and Josephine Newman ...
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
The price is NZ$743 per night from 16 Apr to 17 Apr
NZ$743
includes taxes & fees
16 Apr - 17 Apr
Stay at this vacation home in Portland. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Thompson's Point ...
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
NZ$148
Highest Price
NZ$743
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 NZ$148 per night from 6 Apr to 7 Apr
NZ$148
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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 NZ$199 per night from 16 Apr to 17 Apr
NZ$199
includes taxes & fees
16 Apr - 17 Apr
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
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 NZ$203 per night from 6 Apr to 7 Apr
NZ$203
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 NZ$170 per night from 15 Apr to 16 Apr
NZ$170
includes taxes & fees
15 Apr - 16 Apr
Book a stay at this business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.