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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Vacation Homes in Portland

Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Huge Historic Downtown Townhome

West End
9.8 out of 10, Exceptional, (8)
"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "
United States
Siobhain C.
The price is AED 440
AED 1,421 total
includes taxes & fees
9 Dec - 10 Dec
Huge Historic Downtown Townhome
Terrace/patio
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, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 584
AED 1,213 total
includes taxes & fees
9 Dec - 10 Dec
Modern & Sunny House Steps from the Promenade. Private Parking!
Property grounds
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, (58)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is AED 548
AED 1,149 total
includes taxes & fees
14 Dec - 15 Dec
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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 AED 514
AED 841 total
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom ADU in wonderful Portland neighborhood
Private kitchen
Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside
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 606
AED 2,130 total
includes taxes & fees
17 Dec - 18 Dec
Spacious Portland Home + Parking
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Modern Getaway by the Sea

South Portland
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is AED 918
AED 1,630 total
includes taxes & fees
9 Dec - 10 Dec
Modern Getaway by the Sea
Fridge, microwave, stovetop, dishwasher
The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark

West End
8.8 out of 10, Excellent, (3)
"Great location"
United States
Mark J.
The price is AED 583
AED 1,508 total
includes taxes & fees
9 Dec - 10 Dec
The 87th Townhome - Local Landmark
Private kitchen
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

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

South Portland
The price is AED 744
AED 2,300 total
includes taxes & fees
10 Dec - 11 Dec
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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
Munjoy Hill
10.0 out of 10, Exceptional, (1)
"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
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)
"Great place great location. "
United States
Chris f.
The price is AED 1,669
AED 3,109 total
includes taxes & fees
9 Dec - 10 Dec
Spacious 4-bedroom house located in the heart of Portland, ME.
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

East Deering
10.0 out of 10, Exceptional, (66)
"Nice stay. Good amenities. "
United States
Laura H.
The price is AED 2,562
AED 3,937 total
includes taxes & fees
9 Dec - 10 Dec
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Dining
Escape to Positive Outlook

Escape to Positive Outlook

West Point
10.0 out of 10, Exceptional, (2)
"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 347
AED 742 total
includes taxes & fees
9 Dec - 10 Dec
Escape to Positive Outlook
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is AED 298
AED 585 total
includes taxes & fees
9 Dec - 10 Dec
The Outlet Studio, Rustic Comfort w Fireplace
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

Old Orchard Beach
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 400
AED 1,305 total
includes taxes & fees
9 Dec - 10 Dec
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3 bedrooms, WiFi
Fantastic Waterfront Views

Fantastic Waterfront Views

West Point
9.6 out of 10, Exceptional, (14)
"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 578
AED 1,130 total
includes taxes & fees
26 Dec - 27 Dec
Fantastic Waterfront 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, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
The price is AED 521
AED 1,785 total
includes taxes & fees
9 Dec - 10 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean
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

Brunswick
8.8 out of 10, Excellent, (23)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AED 496
AED 1,401 total
includes taxes & fees
10 Dec - 11 Dec
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

Brunswick
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 496
AED 1,289 total
includes taxes & fees
9 Dec - 10 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Outdoor dining
Camp Forever cottage

Camp Forever cottage

Harpswell
9.6 out of 10, Exceptional, (58)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is AED 771
AED 1,333 total
includes taxes & fees
31 Dec - 1 January 2026
Camp Forever cottage
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach
10.0 out of 10, Exceptional, (11)
"We love staying here! This is our third time staying in this home! It is clean and comfortable! Jason is so accommodating. He is always available, answering emails promptly. We enjoy ourselves every time we stay here in this home! If there was more than five stars, we would rate it higher!"
United States
Nicole N.
The price is AED 494
AED 1,739 total
includes taxes & fees
15 Dec - 16 Dec
Upscale Spacious OOB Beach House - Seasonal Heated Pool
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

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

10/10 Excellent
"Such a fun place to spend my birthday! The staff was friendly and the location was perfect."
Kyler 2-night trip
Posted 2 days ago
Aloft Portland Downtown Waterfront ME