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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Portland vacation homes

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, (58 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AED 517
AED 1,124 total
includes taxes & fees
26 Feb - 27 Feb
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 687
AED 1,305 total
includes taxes & fees
26 Feb - 27 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!
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 643
AED 1,029 total
includes taxes & fees
17 Mar - 18 Mar
Charming 1-bedroom ADU in wonderful Portland neighborhood
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is AED 1,102
AED 1,882 total
includes taxes & fees
24 Feb - 25 Feb
Modern Getaway by the Sea
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.0 out of 10, Wonderful, (4 reviews)
"Great location"
United States
Mark J.
The price is AED 738
AED 1,693 total
includes taxes & fees
24 Mar - 25 Mar
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
South Portland
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 AED 843
AED 2,424 total
includes taxes & fees
3 Mar - 4 Mar
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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, (67 reviews)
"Yes, the host was very welcoming. Just a great place overall!"
United States
Anonymous traveler
The price is AED 2,562
AED 3,877 total
includes taxes & fees
24 Feb - 25 Feb
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
9.8 out of 10, Exceptional, (6 reviews)
"Great place great location. "
United States
Chris f.
The price is AED 1,855
AED 3,339 total
includes taxes & fees
25 Mar - 26 Mar
Spacious 4-bedroom house located in the heart of Portland, ME.
Fridge, microwave, oven, stovetop

Two Beautiful apartment

Two Beautiful apartment
Back Cove
10.0 out of 10, Exceptional, (25 reviews)
"Such an amazing property and host in an incredible location! "
United States
Devin M.
Two Beautiful apartment
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is AED 347
AED 742 total
includes taxes & fees
24 Feb - 25 Feb
2 bedroom w/ expansive water views
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (15 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AED 424
AED 872 total
includes taxes & fees
24 Feb - 25 Feb
Fantastic Waterfront Views
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is AED 661
AED 1,241 total
includes taxes & fees
24 Feb - 25 Feb
Full sized home
TV, fireplace, books

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"Good communication with host. Beautifully decorated. Well appointed kitchen and bath. Great wooded views. Quiet but close to restaurants and shopping."
United States
Lecia M.
The price is AED 250
AED 1,017 total
includes taxes & fees
24 Mar - 25 Mar
1 Mi to Maine Street! MCM-Style Home in Brunswick
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, (6 reviews)
"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
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Dining

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
Brunswick
The price is AED 588
AED 941 total
includes taxes & fees
25 Feb - 26 Feb
New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
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, (56 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is AED 521
AED 1,773 total
includes taxes & fees
27 Feb - 28 Feb
Beach House ∆ Prime Location ∆ Steps to the Ocean
Exterior

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
10.0 out of 10, Exceptional, (14 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is AED 602
AED 2,396 total
includes taxes & fees
1 Mar - 2 Mar
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Marina

Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (82 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is AED 645
AED 1,700 total
includes taxes & fees
24 Feb - 25 Feb
Historic Kennebunkport home only 0.3 miles to Dock Square
Property grounds

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is AED 1,047
AED 1,634 total
includes taxes & fees
24 Feb - 25 Feb
Modern Cottage with Peeks of Ocean Views
TV, offices

Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
The price is AED 522
AED 2,434 total
includes taxes & fees
24 Feb - 25 Feb
Windham Lakefront: Fire Pit and Modern Comforts
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

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent
"Great location and extremely nice & accommodating staff. "
Genita 2-night trip
Posted 8 hours ago
Hyatt Place Portland Downtown - Old Port Square