Holiday Homes in Portland

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Portland holiday homes

Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is €281
includes taxes & fees
3 Mar - 4 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!
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, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is €255
includes taxes & fees
3 Mar - 4 Mar
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is €422
includes taxes & fees
3 Mar - 4 Mar
Modern Getaway by the Sea
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 €236
includes taxes & fees
3 Mar - 4 Mar
Charming 1-bedroom ADU in wonderful Portland neighborhood
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is €462
includes taxes & fees
3 Mar - 4 Mar
Willard Square Family Home
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.0 out of 10, Wonderful, (4 reviews)
"Great location"
United States
Mark J.
The price is €347
includes taxes & fees
25 Mar - 26 Mar
The 87th Townhome - Local Landmark
Outdoor dining

Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
9.0 out of 10, Wonderful, (2 reviews)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is €546
includes taxes & fees
1 Apr - 2 Apr
Spacious Portland Home + Parking
Exterior detail

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (68 reviews)
"Had a really nice stay. "
United States
John F.
The price is €887
includes taxes & fees
3 Mar - 4 Mar
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
9.8 out of 10, Exceptional, (6 reviews)
"Great place great location. "
United States
Chris f.
Spacious 4-bedroom house located in the heart of Portland, ME.
Fridge, microwave, oven, stovetop

Two Beautiful apartment

Two Beautiful apartment
Back Cove
10.0 out of 10, Exceptional, (25 reviews)
"Such an amazing property and host in an incredible location! "
United States
Devin M.
The price is €940
includes taxes & fees
20 Mar - 21 Mar
Two Beautiful apartment
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
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 €197
includes taxes & fees
3 Mar - 4 Mar
Fantastic Waterfront Views
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
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 €173
includes taxes & fees
3 Mar - 4 Mar
2 bedroom w/ expansive water views
TV, fireplace, books

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.0 out of 10, Wonderful, (4 reviews)
"Good communication with host. Beautifully decorated. Well appointed kitchen and bath. Great wooded views. Quiet but close to restaurants and shopping."
United States
Lecia M.
The price is €233
includes taxes & fees
24 Mar - 25 Mar
1 Mi to Maine Street! MCM-Style Home in Brunswick
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
Mere Point Sunrise Views at Eastern Shore!
Exterior

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
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 €546
includes taxes & fees
15 Mar - 16 Mar
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
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 €306
includes taxes & fees
31 Mar - 1 Apr
Camp Forever cottage
Marina

Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (82 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is €416
includes taxes & fees
3 Mar - 4 Mar
Historic Kennebunkport home only 0.3 miles to Dock Square
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
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.
Mid Coast Getaway w/ water views
Beach nearby, sun-loungers, beach towels

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (56 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is €413
includes taxes & fees
5 Mar - 6 Mar
Beach House ∆ Prime Location ∆ Steps to the Ocean
Dining

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
Brunswick
The price is €211
includes taxes & fees
3 Mar - 4 Mar
New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
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 Portland Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Nice place, clean room, courteous staff, NO FREE PARKING! :("
Ray 3-night trip
Posted 1 day ago
Portland Harbor Hotel

Find out more about Portland

Portland Holiday Homes information

Number of reviews
452
Accommodation
92 Holiday Homes
Lowest Price
€197
Highest Price
€940