A forest with autumn foliage and a misty horizon.

Holiday Homes in Freeport

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is €361
includes taxes & fees
23 Sept - 24 Sept
Quiet Spot in lovely Freeport neighborhood
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

2. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is €412
includes taxes & fees
23 Sept - 24 Sept
Fully Updated Airy Historic Home in South 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

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
The price is €518
includes taxes & fees
26 Sept - 27 Sept
Lush Coastal Downtown Home - Beaches & Shopping
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

Three bedroom in United States of America, Freeport
Freeport
9.8 out of 10, Exceptional, (10 reviews)
The price is €825
includes taxes & fees
28 Sept - 29 Sept
Three bedroom in United States of America, 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

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is €247
includes taxes & fees
23 Sept - 24 Sept
1 Mi to Maine Street! MCM-Style Home in Brunswick
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.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.2 out of 10, Very good, (29 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is €149
includes taxes & fees
23 Sept - 24 Sept
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A covered porch with a view of a lake and trees.

7. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is €368
includes taxes & fees
14 Oct - 15 Oct
Mere Point Sunrise Views at Eastern Shore!
A lakeside property with a deck, picnic table, and barbecue grill.

8. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (68 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is €327
includes taxes & fees
23 Sept - 24 Sept
Camp Forever cottage
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!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (20 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is €154
includes taxes & fees
23 Sept - 24 Sept
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A small wooden cabin with a sloped roof, large windows, and a chimney, surrounded by a forest.

10. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The price is €578
includes taxes & fees
6 Oct - 7 Oct
The Copper Fox Treehouse
A wooden deck with outdoor seating and string lights.

11. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (69 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is €316
includes taxes & fees
5 Oct - 6 Oct
Full sized home
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

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (12 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is €425
includes taxes & fees
2 Oct - 3 Oct
Orchid Harbor, Bailey Island 3BR
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

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

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location"
United States
Ashley W.
The price is €645
includes taxes & fees
23 Sept - 24 Sept
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A wooden deck with a view of a lake, surrounded by trees and shrubs.

14. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is €425
includes taxes & fees
9 Oct - 10 Oct
Centerview cottage
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

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (10 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is €194
includes taxes & fees
28 Sept - 29 Sept
Mid Coast Getaway w/ water views
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.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (26 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is €208
includes taxes & fees
23 Sept - 24 Sept
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
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

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is €464
includes taxes & fees
5 Oct - 6 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A modern kitchen with a bar area, wooden ceiling, and skylights.

18. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is €312
includes taxes & fees
27 Sept - 28 Sept
The Barnhouse with hot tub
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

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (3 reviews)
"The property was beautifully decorated, cleaned to perfection, and a great size home for our family trip. Thank you Mike and Kate!"
United States
Gina H.
Luxe 5 Bed/ 3 Bath with Game Room & AC
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

20. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (20 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is €216
includes taxes & fees
23 Sept - 24 Sept
Fantastic Waterfront Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Freeport Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Great hotel with delicious breakfast."
Anna 1-night trip
Posted 7 hours ago
Portland Harbor Hotel

Find out more about Freeport

Freeport Holiday Homes information

Number of reviews
372
Accommodation
582 Holiday Homes
Lowest Price
€149
Highest Price
€825