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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Portland holiday homes

Outdoor dining

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, (100 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is HK$3,160
HK$5,478 total
includes taxes & fees
18 Aug - 19 Aug
The Globe House on Munjoy Hill - Walk to Breweries
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, (42 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is HK$3,332
HK$5,221 total
includes taxes & fees
19 Jul - 20 Jul
Modern & Sunny House Steps from the Promenade. Private Parking!
TV, fireplace

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, (11 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is HK$3,332
HK$6,102 total
includes taxes & fees
26 Jul - 27 Jul
Rare West End Home • Walk to Old Port, Harbor View
Smart TV

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, (4 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.
Chic 3-bedroom house in Munjoy Hill with off-street 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, (61 reviews)
"Nice place. Good location."
United States
Rob M.
The price is HK$1,367
HK$3,609 total
includes taxes & fees
11 Aug - 12 Aug
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Outdoor dining

Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
8.8 out of 10, Excellent, (3 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 HK$2,156
HK$6,102 total
includes taxes & fees
22 Jul - 23 Jul
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, (76 reviews)
"This is such a great house and it was perfect for our group! We would definitely stay there again "
United States
Catherine T.
The price is HK$10,976
HK$14,878 total
includes taxes & fees
7 Aug - 8 Aug
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
10.0 out of 10, Exceptional, (14 reviews)
"Great place great location. "
United States
Chris f.
Spacious 4-bedroom house located in the heart of Portland, ME.
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.6 out of 10, Exceptional, (8 reviews)
"Great location"
United States
Mark J.
The price is HK$4,014
HK$7,357 total
includes taxes & fees
18 Aug - 19 Aug
The 87th Townhome - Local Landmark
Living area

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.
The price is HK$4,351
HK$8,341 total
includes taxes & fees
5 Aug - 6 Aug
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Smart TV

The Dollhouse

The Dollhouse
Old Orchard Beach
9.4 out of 10, Exceptional, (6 reviews)
"Wonderful stay for a small bachelorette party! Right squeeze with 7 girls but great to have the place already decorated. Very close to the pier and lots of stores, restaurants, and places to go around. Host was very friendly and accommodating, answered questions and was flexible with any of our needs!"
United States
Margaret D.
The price is HK$4,312
HK$6,836 total
includes taxes & fees
16 Aug - 17 Aug
The Dollhouse
Microwave, oven, stovetop, dishwasher

The Links Lodge - Modern Golf and Beach Retreat

The Links Lodge - Modern Golf and Beach Retreat
Old Orchard Beach
10.0 out of 10, Exceptional, (11 reviews)
"Great home for family!"
United States
Christie B.
The price is HK$4,116
HK$9,033 total
includes taxes & fees
20 Jul - 21 Jul
The Links Lodge - Modern Golf and Beach Retreat
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (65 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 HK$2,313
HK$3,743 total
includes taxes & fees
19 Jul - 20 Jul
Centerview cottage
Property grounds

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is HK$3,168
HK$4,547 total
includes taxes & fees
26 Jul - 27 Jul
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Beach nearby, sun-loungers

Walk to the beach!

Walk to the beach!
Biddeford
9.8 out of 10, Exceptional, (24 reviews)
"We had a great winter stay! This is a beautiful house - clean, warmly but simply decorated, gorgeous views of woods, Maine marsh, and a sliver of ocean in the distance. We went to Fortune Rocks beach daily and loved the sauna. "
United States
Susannah D.
The price is HK$4,453
HK$8,375 total
includes taxes & fees
10 Aug - 11 Aug
Walk to the beach!
Beach nearby

On Par for the Beach

On Par for the Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"We visited with grandparents-toddlers and had a great stay. Walkable to the golfcourse/restaurant and only 5-10 minute drive to the beach and downtown boardwalk. Beautiful home and bedrooms, very clean and well kept. Easy process and will definitely stay again!"
United States
Rachel C.
The price is HK$5,174
HK$14,035 total
includes taxes & fees
25 Jul - 26 Jul
On Par for the Beach
Coffee/tea maker, fridge, microwave, oven

Plush 5BR OOB Haven w/ Fire Pit

Plush 5BR OOB Haven w/ Fire Pit
Old Orchard Beach
9.8 out of 10, Exceptional, (6 reviews)
"Host was very welcoming and responsive to any qustions we had."
United States
Courtney H.
The price is HK$6,128
HK$9,825 total
includes taxes & fees
19 Jul - 20 Jul
Plush 5BR OOB Haven w/ Fire Pit
Terrace/patio

Dancing Queen by Bayley Vacation Rentals

Dancing Queen by Bayley Vacation Rentals
Old Orchard Beach
9.0 out of 10, Wonderful, (12 reviews)
"This place was very cute and great. It’s a great location close to the beach and the pier."
United States
Hannah D.
The price is HK$3,450
HK$14,803 total
includes taxes & fees
19 Jul - 20 Jul
Dancing Queen by Bayley Vacation Rentals
Beach

A Wave from it All

A Wave from it All
Pine Point
10.0 out of 10, Exceptional, (12 reviews)
"Lovely views of the marsh, plenty of space for families, easy walk to the beach, well appointed kitchen. Overall wonderful place to stay!"
United States
Christina K.
The price is HK$7,908
HK$18,701 total
includes taxes & fees
24 Jul - 25 Jul
A Wave from it All
Interior

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 HK$2,156
HK$4,375 total
includes taxes & fees
3 Aug - 4 Aug
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"Very clean and friendly staff. Building is a little old and it shows. "
sanjuanita 2-night trip
Posted 5 hours ago
Clarion Hotel Portland Airport ME

Find out more about Portland

Portland Vacation Homes information

Number of reviews
510
Accommodation
91 Vacation Homes
Lowest Price
HK$3,609
Highest Price
HK$18,701

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