Search Vacation Homes in Portland

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Vacation Homes in Portland

Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.6 out of 10, Excellent, (56)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is AED 548
AED 1,157 total
includes taxes & fees
29 Oct - 30 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!
Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (32)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 687
AED 1,353 total
includes taxes & fees
27 Oct - 28 Oct
Modern & Sunny House Steps from the Promenade. Private Parking!
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Walk to Breweries
The Globe House on Munjoy Hill - Walk to Breweries
10.0 out of 10, Exceptional, (90)
"Beautiful house in great area."
United States
Amber W.
The price is AED 942
AED 1,896 total
includes taxes & fees
27 Oct - 28 Oct
The Globe House on Munjoy Hill - Walk to Breweries
Private kitchen
Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
The price is AED 720
AED 2,270 total
includes taxes & fees
18 Nov - 19 Nov
Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome
Huge Historic Downtown Townhome
9.8 out of 10, Exceptional, (8)
"We gathered as a family to spend one night in Portland and we could not have been happier with the location. "
United States
Stephen M.
The price is AED 781
AED 1,865 total
includes taxes & fees
17 Nov - 18 Nov
Huge Historic Downtown Townhome
Private kitchen
Spacious Portland Home + Parking
Spacious Portland Home + Parking
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is AED 808
AED 2,362 total
includes taxes & fees
27 Oct - 28 Oct
Spacious Portland Home + Parking
TV
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Chic 3-bedroom house in Munjoy Hill with off-street parking.
2.0 star property
The price is AED 1,020
AED 1,808 total
includes taxes & fees
31 Oct - 1 Nov
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Interior
Spacious 4-bedroom house located in the heart of Portland, ME.
Spacious 4-bedroom house located in the heart of Portland, ME.
9.4 out of 10, Exceptional, (3)
"Great place great location. "
United States
Chris f.
The price is AED 1,855
AED 3,339 total
includes taxes & fees
2 Nov - 3 Nov
Spacious 4-bedroom house located in the heart of Portland, ME.
Marina
Large Historic Home for Holiday Hosting
Large Historic Home for Holiday Hosting
10.0 out of 10, Exceptional, (8)
"Perfect accommodation for extended family to get together for a long weekend. House was comfortable and well-appointed with plenty of space, beds, towels etc. Air conditioning worked perfectly when needed."
United States
Cheryl B.
The price is AED 2,380
AED 5,390 total
includes taxes & fees
2 Nov - 3 Nov
Large Historic Home for Holiday Hosting
Fridge, microwave, oven, stovetop
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
10.0 out of 10, Exceptional, (64)
"We stayed for a group trip to Portland and this was the perfect spot. Location is fantastic, lots of comfortable sleeping options, and great communication from the host. Highly recommend! "
United States
Kaitie H.
The price is AED 2,562
AED 3,946 total
includes taxes & fees
26 Oct - 27 Oct
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Dining
Historic Portland Retreat for Family Holidays
Historic Portland Retreat for Family Holidays
10.0 out of 10, Exceptional, (2)
"Used the space for our bridal party for the weekend as well as hosting our rehearsal dinner (35ppl). Staff/owners are very attentive and helpful- Gave us exactly what we wanted for our dinner and more. Guests all commented on the house/backyard and how beautiful the setup looked for the party. We would highly recommend this space for an event or just a stay with friends. "
United States
jerry m.
The price is AED 3,967
AED 7,415 total
includes taxes & fees
26 Oct - 27 Oct
Historic Portland Retreat for Family Holidays
Dining
Escape to Positive Outlook
Escape to Positive Outlook
10.0 out of 10, Exceptional, (1)
"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 AED 463
AED 880 total
includes taxes & fees
30 Oct - 31 Oct
Escape to Positive Outlook
Outdoor dining
Camp Forever cottage
Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is AED 519
AED 1,030 total
includes taxes & fees
31 Oct - 1 Nov
Camp Forever cottage
3 bedrooms, desk, iron/ironing board, travel crib
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is AED 547
AED 1,480 total
includes taxes & fees
26 Oct - 27 Oct
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (52)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
United States
Chanmaly V.
The price is AED 521
AED 1,781 total
includes taxes & fees
5 Nov - 6 Nov
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, WiFi
Fantastic Waterfront Views
Fantastic Waterfront Views
9.8 out of 10, Exceptional, (10)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is AED 579
AED 1,130 total
includes taxes & fees
10 Nov - 11 Nov
Fantastic Waterfront Views
TV
Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water views
9.0 out of 10, Wonderful, (4)
"Seeing the water from the living room and porch was spectacular -- we watched the fishing boats come and go and a pair of bald eagles fishing. Loved all the natural light! "
United States
Wendy L.
The price is AED 347
AED 742 total
includes taxes & fees
2 Nov - 3 Nov
Mid Coast Getaway w/ water views
Fridge, microwave, oven, stovetop
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
8.8 out of 10, Excellent, (21)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AED 569
AED 1,501 total
includes taxes & fees
27 Oct - 28 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Fridge, microwave, oven, stovetop
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Beautiful 3BR Home with Office in Town of Brunswick with King beds
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AED 533
AED 1,341 total
includes taxes & fees
26 Oct - 27 Oct
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
9.4 out of 10, Exceptional, (13)
"The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us."
United States
Wayne R.
The price is AED 563
AED 1,835 total
includes taxes & fees
27 Oct - 28 Oct
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"The hotel was clean and modern. The room was comfortable and quiet. We ate at the restaurant 3 times (breakfast twice, dinner once),and the food was always good. The location is good if you want to walk around Old Port. We definitely got our steps in! My only issue was the pillows... we don't like flat down pillows, so it would be nice to have some different options in the rooms. Other than that, we have no complaints! The ice/water refill machine near the elevator was especially handy. "
Lisa 5-night trip
Posted 1 day ago
Canopy by Hilton Portland Waterfront