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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

Vacation Home in West End

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.4 out of 10, Very Good, (58 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AED 517
AED 1,112 total
includes taxes & fees
26 Feb - 27 Feb
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Outdoor dining

Vacation Home in Munjoy Hill

Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 584
AED 1,217 total
includes taxes & fees
26 Feb - 27 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!
1 bedroom, internet, bed sheets

Vacation Home in Back Cove

Charming 1-bedroom ADU in wonderful Portland neighborhood
The price is AED 643
AED 1,017 total
includes taxes & fees
25 Feb - 26 Feb
Charming 1-bedroom ADU in wonderful Portland neighborhood
Interior

Vacation Home in South Portland

Modern Getaway by the Sea
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 1,854 total
includes taxes & fees
25 Feb - 26 Feb
Modern Getaway by the Sea
Exterior

Vacation Home in West End

The 87th Townhome - Local Landmark
9.0 out of 10, Wonderful, (4 reviews)
"Great location"
United States
Mark J.
The price is AED 555
AED 1,474 total
includes taxes & fees
2 Mar - 3 Mar
The 87th Townhome - Local Landmark
Living area

Vacation Home in South Portland

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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
1 Mar - 2 Mar
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Exterior detail

Vacation Home in East Deering

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
10.0 out of 10, Exceptional, (68 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
25 Feb - 26 Feb
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Interior

Vacation Home in Munjoy Hill

Spacious 4-bedroom house located in the heart of Portland, ME.
9.8 out of 10, Exceptional, (6 reviews)
"Great place great location. "
United States
Chris f.
The price is AED 1,669
AED 3,109 total
includes taxes & fees
25 Feb - 26 Feb
Spacious 4-bedroom house located in the heart of Portland, ME.
Fridge, microwave, oven, stovetop

Vacation Home in Back Cove

Two Beautiful apartment
10.0 out of 10, Exceptional, (25 reviews)
"Such an amazing property and host in an incredible location! "
United States
Devin M.
The price is AED 2,935
AED 4,112 total
includes taxes & fees
20 Mar - 21 Mar
Two Beautiful apartment
TV

Vacation Home in West Point

2 bedroom w/ expansive water views
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
25 Feb - 26 Feb
2 bedroom w/ expansive water views
3 bedrooms, WiFi

Vacation Home in West Point

Fantastic Waterfront Views
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 904 total
includes taxes & fees
25 Feb - 26 Feb
Fantastic Waterfront Views
Terrace/patio

Vacation Home in Harpswell

Full sized home
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
25 Feb - 26 Feb
Full sized home
TV, fireplace, books

Vacation Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in 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 1,005 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

Vacation Home in Old Orchard Beach

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
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

Vacation Home in Brunswick

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
The price is AED 588
AED 941 total
includes taxes & fees
26 Feb - 27 Feb
New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
Beach nearby, sun loungers, beach towels

Vacation Home in Old Orchard Beach

Beach House ∆ Prime Location ∆ Steps to the Ocean
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 1,753 total
includes taxes & fees
27 Feb - 28 Feb
Beach House ∆ Prime Location ∆ Steps to the Ocean
Exterior

Vacation Home in Casco

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
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
9 Mar - 10 Mar
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Marina

Vacation Home in Kennebunkport

Historic Kennebunkport home only 0.3 miles to Dock Square
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
25 Feb - 26 Feb
Historic Kennebunkport home only 0.3 miles to Dock Square
Property grounds

Vacation Home in Cape Elizabeth

Modern Cottage with Peeks of Ocean Views
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 1,610 total
includes taxes & fees
26 Feb - 27 Feb
Modern Cottage with Peeks of Ocean Views
TV, offices

Vacation Home in Windham

Windham Lakefront: Fire Pit and Modern Comforts
The price is AED 485
AED 2,390 total
includes taxes & fees
25 Feb - 26 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 1 day ago
Hyatt Place Portland Downtown - Old Port Square