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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

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
3 Mar - 4 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!
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 1,120 total
includes taxes & fees
1 Apr - 2 Apr
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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 1,870 total
includes taxes & fees
1 Apr - 2 Apr
Modern Getaway by the Sea
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
3 Mar - 4 Mar
Charming 1-bedroom ADU in wonderful Portland neighborhood
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.
Willard Square Family Home
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
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.
Spacious Portland Home + Parking
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 3,877 total
includes taxes & fees
15 Mar - 16 Mar
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.
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
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 946 total
includes taxes & fees
7 Mar - 8 Mar
Fantastic Waterfront Views
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
9 Mar - 10 Mar
2 bedroom w/ expansive water views
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.
1 Mi to Maine Street! MCM-Style Home in Brunswick
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.
The price is AED 797
AED 1,744 total
includes taxes & fees
13 Mar - 14 Mar
Mere Point Sunrise Views at Eastern Shore!
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
16 Mar - 17 Mar
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
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
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 711
AED 1,792 total
includes taxes & fees
3 Mar - 4 Mar
Historic Kennebunkport home only 0.3 miles to Dock Square
TV

Vacation Home in West Point

Mid Coast Getaway w/ water views
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is AED 386
AED 788 total
includes taxes & fees
2 Apr - 3 Apr
Mid Coast Getaway w/ water views
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 1,773 total
includes taxes & fees
9 Mar - 10 Mar
Beach House ∆ Prime Location ∆ Steps to the Ocean
Dining

Vacation Home in Brunswick

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
The price is AED 573
AED 921 total
includes taxes & fees
1 Apr - 2 Apr
New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
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

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Top Portland Hotel Reviews

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"We loved this hotel. Extra big, fluffy towels, comfy bed and nice little details that really make a big difference. "
Marjorie 1-night trip
Posted 2 days ago
Canopy by Hilton Portland Waterfront