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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Freeport vacation homes

A laundry room with a front-loading washer and dryer, wooden flooring, and a white door.

1. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is CA $136
CA $494 total
includes taxes & fees
Oct 18 - Oct 19
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
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
The price is CA $202
CA $692 total
includes taxes & fees
Oct 19 - Oct 20
Fully Updated Airy Historic Home in South Freeport
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, (13 reviews)
"What can I say about my stay; peaceful, beautiful views, and relaxing! Home was clean with modern finishes but super comfortable for my four guests. The downstairs area is very private from the main floor. The yard was a great space where we had our outdoor fire looking up at the stars at night. The deck was perfect for our family lunch and dinners. We took chairs down to the beach area to sit closer to the water which was perfect. It's super close to town, Wolfe's Neck and other amenities....
United States
Lisa E.
The price is CA $530
CA $1,279 total
includes taxes & fees
Nov 9 - Nov 10
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 CA $156
CA $469 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! MCM-Style Home in Brunswick
A treehouse with a wooden staircase and a small building with a colorful mural.

5. 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 $132
CA $220 total
includes taxes & fees
Oct 22 - Oct 23
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden staircase with a wooden railing, surrounded by green foliage.

6. 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 $162
CA $255 total
includes taxes & fees
Oct 18 - Oct 19
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden deck with outdoor seating and string lights.

7. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (75 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is CA $286
CA $525 total
includes taxes & fees
Oct 28 - Oct 29
Full sized home
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

8. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 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 CA $247
CA $613 total
includes taxes & fees
Oct 28 - Oct 29
Orchid Harbor, Bailey Island 3BR
A lakeside property with a deck, picnic table, and barbecue grill.

9. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."
United States
Len B.
The price is CA $298
CA $521 total
includes taxes & fees
Nov 1 - Nov 2
Camp Forever cottage
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

10. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 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 $148
CA $308 total
includes taxes & fees
Nov 1 - Nov 2
Mid Coast Getaway w/ water views
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

11. 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 and super clean house"
United States
Gary R.
The price is CA $346
CA $1,045 total
includes taxes & fees
Nov 8 - Nov 9
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A modern kitchen with a bar area, wooden ceiling, and skylights.

12. 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 $267
CA $510 total
includes taxes & fees
Oct 21 - Oct 22
The Barnhouse with hot tub
A lush garden with a hammock, a variety of flowers, and a lake in the background.

13. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is CA $622
CA $2,536 total
includes taxes & fees
Nov 3 - Nov 4
Classic New England Waterfront House Big Lawn Beautiful Sunrise
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)
"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 $732
CA $1,502 total
includes taxes & fees
Oct 18 - Oct 19
Luxe 5 Bed/ 3 Bath with Game Room & AC
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.

15. 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 $280
CA $344 total
includes taxes & fees
Oct 18 - Oct 19
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
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.

16. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (6 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 $178
CA $345 total
includes taxes & fees
Nov 1 - Nov 2
2 bedroom w/ expansive water views
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

17. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is CA $228
CA $989 total
includes taxes & fees
Oct 18 - Oct 19
Charming Historic home steps away from downtown
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

18. 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 $346
CA $740 total
includes taxes & fees
Oct 19 - Oct 20
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

19. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is CA $272
CA $303 total
includes taxes & fees
Oct 19 - Oct 20
Captains Watch: A Coastal Escape
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, (21 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is CA $260
CA $301 total
includes taxes & fees
Oct 29 - Oct 30
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.
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Top Freeport Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"From the moment we arrived, the Hilton Garden Inn Portland Downtown Waterfront exceeded every expectation. The room was spotless, spacious, beautifully appointed, and in the heart of the tourist section. Tour boats and trolleys, wonderful shops and restaurants are right there. This hotel is quiet, well designed and the bed was incredibly comfortable. We slept like babies. Beginning with a warm greeting at check, every staff member made us feel welcome and valued. We were especially moved by the front desk and management’s attentiveness — they went above and beyond to accommodate our needs. After we checked out, I realized I had left my wallet in the room. I can honestly say that I did not panic. I had a strong belief that the staff would retrieve it and send it to me. Two days later it arrived at my home with every ID, credit card and cash money still in it. This level of care and personalization is rare and truly memorable. Breakfast on site was how we started our day with traditional and continental fare that was fresh and satisfying. Our boat and trolley tours mentioned nearby famous restaurants that we happily tried for lunch and dinner. We went to relax, spend money, see a part of the country we had not visited before, witness the fall foliage, eat seafood and sleep. This ideal location satisfied our every whim, and I highly recommend it to anyone seeking a luxurious yet welcoming stay in the heart of the city."
Rylanda 2-night trip
Posted 10 hours ago
Portland Harbor Hotel

Find out more about Freeport

Freeport Vacation Homes information

Number of reviews
285
Accommodation
579 Vacation Homes
Lowest Price
CA $220
Highest Price
CA $2,545

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