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Dec 19 - Dec 21
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Dec 26 - Dec 28
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Jan 9 - Jan 11
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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.
$389 nightly
The price is $424
Dec 16 - Dec 17
Total with taxes and fees
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.
$303 nightly
The price is $330
Dec 10 - Dec 11
Total with taxes and fees
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.
$287 nightly
The price is $313
Dec 14 - Dec 15
Total with taxes and fees
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
$210 nightly
The price is $229
Dec 10 - Dec 11
Total with taxes and fees
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.
$532 nightly
The price is $580
Dec 10 - Dec 11
Total with taxes and fees
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.
$417 nightly
The price is $444
Dec 10 - Dec 11
Total with taxes and fees
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.
$387 nightly
The price is $422
Dec 16 - Dec 17
Total with taxes and fees
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
$575 nightly
The price is $626
Dec 10 - Dec 11
Total with taxes and fees
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, (2)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
$358 nightly
The price is $390
Dec 28 - Dec 29
Total with taxes and fees
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.
$777 nightly
The price is $846
Dec 10 - Dec 11
Total with taxes and fees
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.
$984 nightly
The price is $1,072
Dec 10 - Dec 11
Total with taxes and fees
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.
$192 nightly
The price is $202
Dec 10 - Dec 11
Total with taxes and fees
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.
$146 nightly
The price is $159
Dec 10 - Dec 11
Total with taxes and fees
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
$349 nightly
The price is $353
Dec 10 - Dec 11
Total with taxes and fees
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.
$291 nightly
The price is $308
Dec 26 - Dec 27
Total with taxes and fees
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.
$443 nightly
The price is $483
Dec 10 - Dec 11
Total with taxes and fees
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.
$350 nightly
The price is $382
Dec 10 - Dec 11
Total with taxes and fees
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.
$327 nightly
The price is $356
Dec 11 - Dec 12
Total with taxes and fees
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.
$333 nightly
The price is $363
Dec 31 - Jan 1, 2026
Total with taxes and fees
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 had a good stay. We enjoyed the home, it was clean, the housekeeper was there when we arrived though. I wish it was more lighting downstairs. Very quiet area. "
United States
Mika C.
$434 nightly
The price is $474
Dec 10 - Dec 11
Total with taxes and fees
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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"Very nice staff. Good morning coffee. "
Gwen 2-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Portland

Portland Vacation Homes information

Number of reviews
357
Accommodation
90 Vacation Homes
Lowest Price
$159
Highest Price
$1,072

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