A forest with autumn foliage and a misty horizon.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Freeport holiday homes

A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

1. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is £279
includes taxes & fees
11 Oct - 12 Oct
Quiet Spot in lovely Freeport neighborhood
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.

2. 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 £448
includes taxes & fees
29 Sept - 30 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.

3. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (11 reviews)
The price is £840
includes taxes & fees
7 Oct - 8 Oct
Three bedroom in United States of America, Freeport
A spacious living room with large windows, a sofa, a chair, and a small table.

4. 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 £209
includes taxes & fees
20 Oct - 21 Oct
1 Mi to Maine Street! MCM-Style Home in Brunswick
A covered porch with a view of a lake and trees.

5. 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 £310
includes taxes & fees
5 Oct - 6 Oct
Mere Point Sunrise Views at Eastern Shore!
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
8.0 out of 10, Very good, (31 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 £144
includes taxes & fees
14 Oct - 15 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

7. 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 £158
includes taxes & fees
29 Sept - 30 Sept
Mid Coast Getaway w/ water views
A wooden staircase with a wooden railing, surrounded by green foliage.

8. 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, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is £147
includes taxes & fees
5 Oct - 6 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden deck with outdoor seating and string lights.

9. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (71 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is £273
includes taxes & fees
5 Oct - 6 Oct
Full sized home
A lakeside property with a deck, picnic table, and barbecue grill.

10. 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 £283
includes taxes & fees
3 Oct - 4 Oct
Camp Forever cottage
A cozy cabin interior with large windows, a wooden ceiling, and a person reading a book.

11. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The Copper Fox Treehouse
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.

12. 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, (27 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is £219
includes taxes & fees
1 Oct - 2 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A modern kitchen with a bar area, wooden ceiling, and skylights.

13. 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 £269
includes taxes & fees
4 Oct - 5 Oct
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.

14. 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, (4 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.
The price is £762
includes taxes & fees
30 Sept - 1 Oct
Luxe 5 Bed/ 3 Bath with Game Room & AC
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

15. 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 £557
includes taxes & fees
29 Sept - 30 Sept
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

16. 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 £386
includes taxes & fees
5 Oct - 6 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A wooden deck with a view of a lake, surrounded by trees and shrubs.

17. 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 £356
includes taxes & fees
29 Sept - 30 Sept
Centerview cottage
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

18. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is £193
includes taxes & fees
29 Sept - 30 Sept
2 bedroom w/ expansive water views
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

19. 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 £138
includes taxes & fees
4 Oct - 5 Oct
Fantastic Waterfront Views
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

20. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is £165
includes taxes & fees
29 Sept - 30 Sept
Captains Watch: A Coastal Escape
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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Top Freeport Hotel Reviews

Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

10/10 Excellent
"Slooooooow check in. The rest of the day was great."
Susan 1-night trip
Posted 1 hour ago
Hilton Garden Inn Freeport Downtown

Find out more about Freeport

Freeport Holiday Homes information

Number of reviews
402
Accommodation
582 Holiday Homes
Lowest Price
£138
Highest Price
£840