Freeport Vacation Homes

A forest with autumn foliage and a misty horizon.

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Our top choices for Freeport holiday homes

A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

1. Quiet Spot in lovely Freeport neighborhood

Freeport

A living room with a sofa, armchair, wooden coffee table, and a potted plant.

2. Fully Updated Airy Historic Home in South Freeport

Freeport

A hallway with a large, rustic mirror leaning against the wall, a potted plant in the foreground, and a glimpse of a bed with a yellow blanket in the background.

3. Lush Coastal Downtown Home - Beaches & Shopping

Freeport

Alana K.

HK$4,779 total

includes taxes & fees

29 Sept - 30 Sept

A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

4. Three bedroom in United States of America, Freeport

Freeport

A spacious living room with large windows, a sofa, a chair, and a small table.

5. 1 Mi to Maine Street! MCM-Style Home in Brunswick

Brunswick

Kendra G.

HK$2,172 total

includes taxes & fees

20 Oct - 21 Oct

A treehouse with a wooden staircase and a small building with a colorful mural.

6. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Bath

Esther

HK$1,390 total

includes taxes & fees

24 Sept - 25 Sept

A covered porch with a view of a lake and trees.

7. Mere Point Sunrise Views at Eastern Shore!

Brunswick

Michelle S.

HK$3,433 total

includes taxes & fees

14 Oct - 15 Oct

A lakeside property with a deck, picnic table, and barbecue grill.

8. Camp Forever cottage

Harpswell

Dennis H.

HK$2,864 total

includes taxes & fees

4 Oct - 5 Oct

A wooden staircase with a wooden railing, surrounded by green foliage.

9. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

Bath

michael

HK$1,428 total

includes taxes & fees

25 Sept - 26 Sept

A small wooden cabin with a sloped roof, large windows, and a chimney, surrounded by a forest.

10. The Copper Fox Treehouse

Pownal

HK$5,134 total

includes taxes & fees

6 Oct - 7 Oct

A wooden deck with outdoor seating and string lights.

11. Full sized home

Harpswell

Angela M.

HK$2,869 total

includes taxes & fees

5 Oct - 6 Oct

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

12. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

HK$3,724 total

includes taxes & fees

2 Oct - 3 Oct

A cozy room with wooden flooring, wicker furniture, and a white brick wall.

13. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick

Ashley W.

HK$5,866 total

includes taxes & fees

19 Oct - 20 Oct

A wooden deck with a view of a lake, surrounded by trees and shrubs.

14. Centerview cottage

Harpswell

Catherine G.

HK$3,591 total

includes taxes & fees

22 Oct - 23 Oct

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

15. Mid Coast Getaway w/ water views

West Point

Rebecca

HK$1,700 total

includes taxes & fees

30 Sept - 1 Oct

A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

16. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

Bath

Kathleen

HK$1,950 total

includes taxes & fees

28 Sept - 29 Sept

A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

17. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Brunswick

Michaela M.

A modern kitchen with a bar area, wooden ceiling, and skylights.

18. The Barnhouse with hot tub

New Gloucester

Jen V.

HK$2,788 total

includes taxes & fees

27 Sept - 28 Sept

A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

19. Luxe 5 Bed/ 3 Bath with Game Room & AC

Yarmouth

Gina H.

HK$8,648 total

includes taxes & fees

28 Sept - 29 Sept

A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

20. Fantastic Waterfront Views

West Point

Vanessa W.

HK$1,819 total

includes taxes & fees

28 Sept - 29 Sept

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Top Freeport Hotel Reviews

Portland Harbor Hotel

10/10 Excellent

"Great staffs and good location!"

Comfort Inn South Portland Airport

8/10 Good

"Stayed one night both ends of our 14 day trip as they have a shuttle to the airport. Driver was great the van definitely needs replacement! Our initial stay was a room on the first floor and it was old and just seemed creepy but the front desk staff was great and we were there 6 hours, so based on that we figured one more night wouldn’t kill us. What a difference, van was still the same but our second floor room was exceptional, spotless and clearly renovated. Different front desk staff but still friendly and efficient. It earns its good ratings!"

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