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
26 June - 28 June
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Freeport holiday homes

Fridge, microwave, oven, stovetop

Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is AU$716
includes taxes & fees
15 June - 16 June
Fully Updated Airy Historic Home in South Freeport
Fridge, microwave, oven, stovetop

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (8 reviews)
"Incredible location right in downtown Freeport, and an even better host. We will definitely be staying with Jared again."
United States
Jake P.
The price is AU$1,195
includes taxes & fees
16 June - 17 June
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Terrace/patio

•Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
The price is AU$1,163
includes taxes & fees
13 July - 14 July
•Peaceful Private Freeport 2 BR Home on the Ocean•
Smart TV, fireplace, books

Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views

Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Freeport
10.0 out of 10, Exceptional, (30 reviews)
"Lovely place and beautiful views! "
United Kingdom
Jacque C.
The price is AU$3,534
includes taxes & fees
6 July - 7 July
Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Outdoor dining

Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Captain's Guest Room. The authenticity & value in one place. Walk to everything!
Bath
8.2 out of 10, Very good, (21 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
The price is AU$206
includes taxes & fees
28 June - 29 June
Captain's Guest Room. The authenticity & value in one place. Walk to everything!
Property grounds

Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!

Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is AU$239
includes taxes & fees
18 June - 19 June
Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$515
includes taxes & fees
19 June - 20 June
Camp Forever cottage
Iron/ironing board, Internet, bed sheets

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is AU$374
includes taxes & fees
20 June - 21 June
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Property grounds

South Portland Beach area rental

South Portland Beach area rental
Willard Beach
10.0 out of 10, Exceptional, (1 review)
"Great place, just like pictures "
United States
Evan M.
The price is AU$489
includes taxes & fees
15 June - 16 June
South Portland Beach area rental
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is AU$318
includes taxes & fees
14 June - 15 June
Mid Coast Getaway w/ water views
1 bedroom, Internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is AU$400
includes taxes & fees
12 July - 13 July
Charming 1-bedroom ADU in wonderful Portland neighborhood
Terrace/patio

Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is AU$824
includes taxes & fees
1 July - 2 July
Tide Haven Cottage on Bay Point
Microwave, oven, stovetop, dishwasher

The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (6 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 AU$526
includes taxes & fees
17 June - 18 June
The Barnhouse with hot tub
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (52 reviews)
"Wonderful stay!"
United States
Erika T.
The price is AU$526
includes taxes & fees
15 June - 16 June
Full sized home
Interior

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Brunswick
The price is AU$794
includes taxes & fees
18 June - 19 June
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (61 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is AU$671
includes taxes & fees
15 June - 16 June
Centerview cottage
Property grounds

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
9.8 out of 10, Exceptional, (10 reviews)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is AU$604
includes taxes & fees
17 June - 18 June
Orchid Harbor, Bailey Island 3BR
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 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 AU$407
includes taxes & fees
15 June - 16 June
2 bedroom w/ expansive water views
Smart TV

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (5 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$698
includes taxes & fees
15 June - 16 June
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (60 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AU$583
includes taxes & fees
29 June - 30 June
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good
"It's a convenient location to the HW and restaurants. I was there for work and it served it's purpose. It was clean, convenient and quiet."
Jennifer 2-night trip
Posted 3 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Freeport

Freeport Holiday Homes information

Number of reviews
329
Accommodation
564 Holiday Homes
Lowest Price
AU$206
Highest Price
AU$3,534