Holiday Homes in Portland

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Our top choices for Portland holiday homes

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 AU$510
includes taxes & fees
7 June - 8 June
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

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$476
includes taxes & fees
10 June - 11 June
South Portland Beach area rental

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is AU$393
includes taxes & fees
30 June - 1 July
Charming 1-bedroom ADU in wonderful Portland neighborhood

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is AU$842
includes taxes & fees
11 June - 12 June
Willard Square Family Home

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Ligonia
10.0 out of 10, Exceptional, (1 review)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

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 AU$906
includes taxes & fees
7 June - 8 June
Spacious Portland Home + Parking

Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
Munjoy Hill
10.0 out of 10, Exceptional, (3 reviews)
"I loved spending time in this thoughtfully put together home. It is indeed chic, very personal, and our cat was comfortable here. The downstairs shower was my favorite bathroom, the shower is beautiful and cozy. The beds are wonderfully comfortable, and there were featherdown pillows in each room. My kids did argue over who got the small cute though "
United States
Penelope L.
The price is AU$581
includes taxes & fees
10 June - 11 June
Chic 3-bedroom house in Munjoy Hill with off-street parking.

The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (97 reviews)
"Cozy and clean great location "
United States
Michele F.
The price is AU$952
includes taxes & fees
28 June - 29 June
The Globe House on Munjoy Hill - Walk to Breweries

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, (42 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AU$883
includes taxes & fees
7 June - 8 June
Modern & Sunny House Steps from the Promenade. Private Parking!

Gorgeous 3-bedroom house with a Pool in charming Portland

Gorgeous 3-bedroom house with a Pool in charming Portland
North Deering
The price is AU$537
includes taxes & fees
16 June - 17 June
Gorgeous 3-bedroom house with a Pool in charming Portland

Luxe Coastal Retreat with Hot Tub & Fire Pit

Luxe Coastal Retreat with Hot Tub & Fire Pit
North Deering
9.4 out of 10, Exceptional, (8 reviews)
"Very nice! Would stay again and would highly recommend."
United States
Peter H.
The price is AU$1,349
includes taxes & fees
9 June - 10 June
Luxe Coastal Retreat with Hot Tub & Fire Pit

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.4 out of 10, Exceptional, (6 reviews)
"Great location"
United States
Mark J.
The price is AU$926
includes taxes & fees
8 June - 9 June
The 87th Townhome - Local Landmark

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, (10 reviews)
"Great place great location. "
United States
Chris f.
The price is AU$1,364
includes taxes & fees
24 June - 25 June
Spacious 4-bedroom house located in the heart of Portland, ME.

Two Beautiful apartment

Two Beautiful apartment
Back Cove
10.0 out of 10, Exceptional, (28 reviews)
"Such an amazing property and host in an incredible location! "
United States
Devin M.
The price is AU$1,486
includes taxes & fees
16 June - 17 June
Two Beautiful apartment

Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View
West End
10.0 out of 10, Exceptional, (8 reviews)
"Location can’t be beat and the host was very good at communicating g with us. 10/10!"
United States
Kristin P.
The price is AU$1,174
includes taxes & fees
28 June - 29 June
Rare West End Home • Walk to Old Port, Harbor View

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, (73 reviews)
"Had a really nice stay. "
United States
John F.
The price is AU$1,828
includes taxes & fees
7 June - 8 June
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Sunny future conscious home in Portland

Sunny future conscious home in Portland
Back Cove
The price is AU$1,463
includes taxes & fees
28 June - 29 June
Sunny future conscious home in Portland

Welcome to Kennebunk! Pristine location, walk to town, kid and dog friendly!

Welcome to Kennebunk! Pristine location, walk to town, kid and dog friendly!
Kennebunk
10.0 out of 10, Exceptional, (36 reviews)
"Nice place and well located!"
United States
Daniel/Patricia W.
Welcome to Kennebunk! Pristine location, walk to town, kid and dog friendly!

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$503
includes taxes & fees
12 June - 13 June
Camp Forever cottage

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$392
includes taxes & fees
9 June - 10 June
2 bedroom w/ expansive water 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 Portland Hotel Reviews

Find out more about Portland

Portland Holiday Homes information

Number of reviews
433
Accommodation
90 Holiday Homes
Lowest Price
AU$392
Highest Price
AU$1,828

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