Search Vacation Homes in Portland

  • 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

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 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, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AED 517
AED 1,112 total
includes taxes & fees
2 Apr - 3 Apr
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 1,189 total
includes taxes & fees
5 Mar - 6 Mar
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
5 Mar - 6 Mar
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 1,838 total
includes taxes & fees
2 Apr - 3 Apr
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 603
AED 1,554 total
includes taxes & fees
22 Mar - 23 Mar
The 87th Townhome - Local Landmark
Exterior

Vacation Home in Willard Beach

Willard Square Family Home
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is AED 973
AED 2,036 total
includes taxes & fees
5 Mar - 6 Mar
Willard Square Family Home
Outdoor dining

Vacation Home in Parkside

Spacious Portland Home + Parking
9.0 out of 10, Wonderful, (2 reviews)
"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
1 Apr - 2 Apr
Spacious Portland Home + Parking
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
5 Mar - 6 Mar
Spacious 4-bedroom house located in the heart of Portland, ME.
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)
"Had a really nice stay. "
United States
John F.
The price is AED 2,562
AED 3,878 total
includes taxes & fees
5 Mar - 6 Mar
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
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.
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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 734 total
includes taxes & fees
9 Mar - 10 Mar
2 bedroom w/ expansive water views
3 bedrooms, WiFi

Vacation Home in West Point

Fantastic Waterfront Views
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AED 463
AED 922 total
includes taxes & fees
12 Mar - 13 Mar
Fantastic Waterfront Views
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
Outdoor dining

Vacation Home in Brunswick

Mere Point Sunrise Views at Eastern Shore!
9.8 out of 10, Exceptional, (8 reviews)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
Mere Point Sunrise Views at Eastern Shore!
TV, fireplace, books

Vacation Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
9.0 out of 10, Wonderful, (4 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 1,013 total
includes taxes & fees
24 Mar - 25 Mar
1 Mi to Maine Street! MCM-Style Home in Brunswick
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 744
AED 1,343 total
includes taxes & fees
9 Mar - 10 Mar
Full sized home
Terrace/patio

Vacation Home in Harpswell

Camp Forever cottage
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AED 771
AED 1,333 total
includes taxes & fees
1 Apr - 2 Apr
Camp Forever cottage
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, (57 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is AED 521
AED 1,765 total
includes taxes & fees
5 Mar - 6 Mar
Beach House ∆ Prime Location ∆ Steps to the Ocean
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
The price is AED 797
AED 1,766 total
includes taxes & fees
2 Apr - 3 Apr
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
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

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now
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

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

10/10 Excellent
"Hotel is convenienly located and the staff is great! Garrett is an exceptional front desk associate, and can't say enough about how helpful he is. "
Forrest 3-night trip
Posted 1 day ago
Aloft Portland Downtown Waterfront ME