Holiday Homes in Freeport

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Freeport holiday homes

TV

Holiday Home in West Point

2 bedroom w/ expansive water views
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is €189
includes taxes & fees
29 Mar - 30 Mar
2 bedroom w/ expansive water views
Exterior

Holiday Home in Casco

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
10.0 out of 10, Exceptional, (14 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is €612
includes taxes & fees
19 Mar - 20 Mar
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Interior

Holiday Home in West End

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.4 out of 10, Very good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Terrace/patio

Holiday Home in Harpswell

Full sized home
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is €321
includes taxes & fees
23 Mar - 24 Mar
Full sized home
Terrace/patio

Holiday Home in Harpswell

Camp Forever cottage
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is €292
includes taxes & fees
31 Mar - 1 Apr
Camp Forever cottage
3 bedrooms, WiFi

Holiday Home in West Point

Fantastic Waterfront Views
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is €228
includes taxes & fees
24 Mar - 25 Mar
Fantastic Waterfront Views
TV, fireplace, books

Holiday Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
9.0 out of 10, Wonderful, (4 reviews)
"There were a number of great details, snacks, art, pottery and the story of the house and owner (worth reading)."
United States
Seraphina E.
The price is €237
includes taxes & fees
24 Mar - 25 Mar
1 Mi to Maine Street! MCM-Style Home in Brunswick
Outdoor dining

Holiday Home in Munjoy Hill

Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is €287
includes taxes & fees
19 Mar - 20 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!
Interior

Holiday Home in South Portland

Modern Getaway by the Sea
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is €432
includes taxes & fees
19 Mar - 20 Mar
Modern Getaway by the Sea
Iron/ironing board, free WiFi, bed sheets

Holiday Home in Georgetown

Spruce Studio: Near Beach+FirePit+Pond+Heat/AC+Fast WiFi
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is €296
includes taxes & fees
25 Mar - 26 Mar
Spruce Studio: Near Beach+FirePit+Pond+Heat/AC+Fast WiFi
1 bedroom, Internet, bed sheets

Holiday Home in Back Cove

Charming 1-bedroom ADU in wonderful Portland neighborhood
The price is €342
includes taxes & fees
18 Apr - 19 Apr
Charming 1-bedroom ADU in wonderful Portland neighborhood
Exterior

Holiday Home in Brunswick

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
10.0 out of 10, Exceptional, (1 review)
"Properly was a cozy temporary home base while at a weekend long swim meet. The house was well-equipped in every way, and the host was very responsive and extremely accommodating. The kitchen had everything we needed and we could play games or watch movies in the downtime with a cozy fire. The close proximity to Bowdoin was also a plus. Would definitely rent again."
United States
emily p.
The price is €207
includes taxes & fees
5 Apr - 6 Apr
New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
TV, offices

Holiday Home in Windham

Windham Lakefront: Fire Pit and Modern Comforts
Windham Lakefront: Fire Pit and Modern Comforts
Property grounds

Holiday Home in Harpswell

Centerview cottage
9.6 out of 10, Exceptional, (59 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 €405
includes taxes & fees
31 Mar - 1 Apr
Centerview cottage
Interior

Holiday Home in Brunswick

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
10.0 out of 10, Exceptional, (2 reviews)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is €365
includes taxes & fees
22 Mar - 23 Mar
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Microwave, oven, stovetop, dishwasher

Holiday Home in New Gloucester

The Barnhouse with hot tub
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 €312
includes taxes & fees
16 Apr - 17 Apr
The Barnhouse with hot tub
Exterior

Holiday Home in West End

The 87th Townhome - Local Landmark
9.0 out of 10, Wonderful, (4 reviews)
"Great location"
United States
Mark J.
The price is €313
includes taxes & fees
19 Mar - 20 Mar
The 87th Townhome - Local Landmark
TV

Holiday Home in West Point

Mid Coast Getaway w/ water views
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is €215
includes taxes & fees
5 Apr - 6 Apr
Mid Coast Getaway w/ water views
Exterior

Holiday Home in Brunswick

Maine Luxury Home On the Sea
The price is €550
includes taxes & fees
29 Mar - 30 Mar
Maine Luxury Home On the Sea
Smart TV

Holiday Home in Topsham

Generous Living in a Warm, Welcoming Home
The price is €458
includes taxes & fees
1 Apr - 2 Apr
Generous Living in a Warm, Welcoming Home
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 Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"I love to stay at the Regency because it gives that authentic Portland feel. It’s a renovated armory, so don’t expect it to be brand new and modern. But it’s clean, comfortable and quirky. Kinda like me. "
Christopher 2-night trip
Posted 3 hours ago
Portland Regency Hotel & Spa

Find out more about Freeport

Freeport Holiday Homes information

Number of reviews
320
Accommodation
515 Holiday Homes
Lowest Price
€189
Highest Price
€612