Holiday rentals near Freeport Historical Society
We found 1,389 holiday rentals — enter your dates for availability
Find the perfect private holiday rental that's near Freeport Historical Society. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as air conditioning and a pool. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Freeport Historical Society
Showing deals for:26 Sept - 3 Oct
Image gallery for Waterfront Cottage
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Waterfront Cottage
Brunswick, ME
8% off
Price is NZ$3,511
NZ$3,511
NZ$502 per night
includes taxes & fees
Image gallery for Relax in Raymond's lakefront 2-bedroom vacation home, just steps to Sebago Lake
1010 out of 10 rating
Exceptional
(5 reviews)
Relax in Raymond's lakefront 2-bedroom vacation home, just steps to Sebago Lake
Raymond, ME
8% off
Price is NZ$5,381
NZ$5,381
NZ$769 per night
includes taxes & fees
Image gallery for Wonderful Portland Waterfront Home
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Wonderful Portland Waterfront Home
Portland, ME
8% off
Price is NZ$8,417
NZ$8,417
NZ$1,202 per night
includes taxes & fees
Image gallery for Enchanted Summer/Fall lakefront Cottage, 20 mins from downtown Portland!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Enchanted Summer/Fall lakefront Cottage, 20 mins from downtown Portland!
Falmouth, ME
8% off
Price is NZ$6,093
NZ$6,093
NZ$870 per night
includes taxes & fees
Image gallery for Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!
1010 out of 10 rating
Exceptional
(9 reviews)
Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!
Raymond, ME
8% off
Price is NZ$5,304
NZ$5,304
NZ$758 per night
includes taxes & fees
Image gallery for Full sized home
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Full sized home
Harpswell, ME
8% off
Price is NZ$3,123
NZ$3,123
NZ$446 per night
includes taxes & fees
Image gallery for Charming Beach Cottage on Popham Beach
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Charming Beach Cottage on Popham Beach
Phippsburg, ME
10% off
Price is NZ$4,548
NZ$4,548
NZ$650 per night
includes taxes & fees
Image gallery for Private Waterfront Cottage in Cove with Floating Dock & a 2024 King Bed
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Private Waterfront Cottage in Cove with Floating Dock & a 2024 King Bed
Poland, ME
11% off
Price is NZ$3,152
NZ$3,152
NZ$450 per night
includes taxes & fees
Image gallery for Updated 1825 Maine Farmhouse
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Updated 1825 Maine Farmhouse
Auburn, ME
12% off
Price is NZ$4,739
NZ$4,739
NZ$677 per night
includes taxes & fees
Image gallery for The Beach House Bailey Island Maine
1010 out of 10 rating
Exceptional
(33 reviews)
The Beach House Bailey Island Maine
Bailey Island, ME
8% off
Price is NZ$3,932
NZ$3,932
NZ$562 per night
includes taxes & fees
Image gallery for “The Beach House” Peaks Island Oceanfront Cottage
9.89.8 out of 10 rating
Exceptional
(40 reviews)
“The Beach House” Peaks Island Oceanfront Cottage
Peaks Island, ME
8% off
Price is NZ$13,120
NZ$13,120
NZ$1,874 per night
includes taxes & fees
Image gallery for Bay views, minutes to Popham
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Bay views, minutes to Popham
Phippsburg, ME
8% off
Price is NZ$5,220
NZ$5,220
NZ$746 per night
includes taxes & fees
Image gallery for Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland
1010 out of 10 rating
Exceptional
(30 reviews)
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland
Gray, ME
6% off
Price is NZ$5,491
NZ$5,491
NZ$784 per night
includes taxes & fees
Image gallery for Back yard paradise
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Back yard paradise
Portland, ME
8% off
Price is NZ$7,551
NZ$7,551
NZ$1,079 per night
includes taxes & fees
Image gallery for Oceanfront Cottage with Spectacular Views of Casco Bay
1010 out of 10 rating
Exceptional
(20 reviews)
Oceanfront Cottage with Spectacular Views of Casco Bay
Cape Elizabeth, ME
8% off
Price is NZ$8,169
NZ$8,169
NZ$1,167 per night
includes taxes & fees
Image gallery for Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining
Orrs Island, ME
7% off
Price is NZ$4,002
NZ$4,002
NZ$572 per night
includes taxes & fees
Image gallery for Lakeside Cottage with all the amenities
1010 out of 10 rating
Exceptional
(25 reviews)
Lakeside Cottage with all the amenities
Raymond, ME
9% off
Price is NZ$5,141
NZ$5,141
NZ$734 per night
includes taxes & fees
Image gallery for SUMMER 2025 !
9.49.4 out of 10 rating
Exceptional
(60 reviews)
SUMMER 2025 !
Phippsburg, ME
7% off
Price is NZ$5,045
NZ$5,045
NZ$721 per night
includes taxes & fees
Image gallery for Little Sebago, Gray Maine, Turtle Cove
1010 out of 10 rating
Exceptional
(5 reviews)
Little Sebago, Gray Maine, Turtle Cove
Gray, ME
9% off
Price is NZ$4,597
NZ$4,597
NZ$657 per night
includes taxes & fees
Image gallery for Waterfront 3BR Home on Little Sebago Lake
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Waterfront 3BR Home on Little Sebago Lake
Windham, ME
8% off
Price is NZ$3,270
NZ$3,270
NZ$467 per night
includes taxes & fees
Image gallery for Quiet waterfront serenity awaits!
1010 out of 10 rating
Exceptional
(10 reviews)
Quiet waterfront serenity awaits!
Georgetown, ME
8% off
Price is NZ$5,997
NZ$5,997
NZ$857 per night
includes taxes & fees
Image gallery for Grace's Place, a Real Maine Cottage
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Grace's Place, a Real Maine Cottage
Harpswell, ME
9% off
Price is NZ$3,418
NZ$3,418
NZ$488 per night
includes taxes & fees
Image gallery for ~Maine Glamping at its Finest~
1010 out of 10 rating
Exceptional
(6 reviews)
~Maine Glamping at its Finest~
Harpswell, ME
8% off
Price is NZ$2,762
NZ$2,762
NZ$395 per night
includes taxes & fees
Image gallery for Falmouth Waterfront Carriage House Apt
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Falmouth Waterfront Carriage House Apt
Falmouth, ME
8% off
Price is NZ$3,671
NZ$3,671
NZ$524 per night
includes taxes & fees
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Find the best place to stay - Freeport Historical Society
Cozy Maine cabin nestled in the woods, dog-friendly
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Waterfront Cottage
Sleeps 6 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
25 reviews(25 reviews)
Year-Round Lakeside Retreat
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.29.2 out of 10
Wonderfulwonderful
24 reviews(24 reviews)
Lakeside retreat in Central Maine
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
Cozy lake house on Sabattus Pond 2 bed 1 Bath
Sleeps 8 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
10 reviews(10 reviews)
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value