A forest with autumn foliage and a misty horizon.

Freeport Vacation Rentals

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Check prices for these dates

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

Our top choices for Freeport vacation 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 CA $170
CA $538 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $244
CA $743 total
includes taxes & fees
Oct 1 - Oct 2
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 CA $485
CA $865 total
includes taxes & fees
Oct 4 - Oct 5
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
10.0 out of 10, Exceptional, (11 reviews)
The price is CA $760
CA $1,565 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $94
CA $394 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! MCM-Style Home in Brunswick
A covered porch with a view of a lake and trees.

6. 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 CA $238
CA $596 total
includes taxes & fees
Oct 5 - Oct 6
Mere Point Sunrise Views at Eastern Shore!
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 CA $134
CA $288 total
includes taxes & fees
Oct 1 - Oct 2
Mid Coast Getaway w/ water views
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 CA $298
CA $511 total
includes taxes & fees
Oct 3 - Oct 4
Camp Forever cottage
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 CA $287
CA $521 total
includes taxes & fees
Oct 5 - Oct 6
Full sized home
A treehouse with a wooden staircase and a small building with a colorful mural.

10. 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 CA $171
CA $264 total
includes taxes & fees
Oct 4 - Oct 5
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
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 price is CA $607
CA $941 total
includes taxes & fees
Oct 6 - Oct 7
The Copper Fox Treehouse
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

12. 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)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
United States
Michelle T.
The price is CA $630
CA $1,403 total
includes taxes & fees
Oct 1 - Oct 2
Luxe 5 Bed/ 3 Bath with Game Room & AC
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 CA $354
CA $1,060 total
includes taxes & fees
Oct 20 - Oct 21
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
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.

14. 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 CA $194
CA $361 total
includes taxes & fees
Oct 1 - Oct 2
2 bedroom w/ expansive water views
A wooden staircase with a wooden railing, surrounded by green foliage.

15. 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 CA $175
CA $270 total
includes taxes & fees
Oct 7 - Oct 8
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden deck with a view of a lake, surrounded by trees and shrubs.

16. 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 CA $418
CA $674 total
includes taxes & fees
Oct 9 - Oct 10
Centerview cottage
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 CA $347
CA $742 total
includes taxes & fees
Oct 21 - Oct 22
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
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.

18. 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, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is CA $310
CA $378 total
includes taxes & fees
Oct 4 - Oct 5
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A modern kitchen with a bar area, wooden ceiling, and skylights.

19. 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 CA $268
CA $502 total
includes taxes & fees
Oct 4 - Oct 5
The Barnhouse with hot tub
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 CA $234
CA $265 total
includes taxes & fees
Oct 4 - Oct 5
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

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

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

10/10 Excellent
"The rooms were very clean and liked the newness of the property."
Doreen 1-night trip
Posted 1 hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Freeport

Freeport Vacation Homes information

Number of reviews
383
Accommodation
579 Vacation Homes
Lowest Price
CA $264
Highest Price
CA $1,565

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